City's Hippest Neighborhood.
From
$806
/ night
Select dates to see prices and availability
From
$806
/ night
About this property
Stay in a renovated 19th-century home with a garden, perfect for relaxing in Boston's vibrant Jamaica Plain neighborhood.
Location
Jamaica Plain, a neighborhood in Boston, is home to this vacation home. Boston Harbor and Encore Boston Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Boston Common and Revere Beach. Looking to enjoy an event or a game? See what's going on at Fenway Park or TD Garden.
Refrigerator
Coffee / Tea Maker
TV
Microwave
Hair Dryer
Garden
Guest reviews of City's Hippest Neighborhood.
9.7
Exceptional
Based on 96 verified reviews
What guests think
AI-generated summary based on recent guest reviews
At City's Hippest Neighborhood., guests consistently highlight a charming, spacious historic home in Jamaica Plain with a well equipped kitchen, pleasant outdoor areas, and an exceptionally convenient, walkable location near the T for easy access to Boston attractions.
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What guests think
At City's Hippest Neighborhood., guests consistently highlight a charming, spacious historic home in Jamaica Plain with a well equipped kitchen, pleasant outdoor areas, and an exceptionally convenient, walkable location near the T for easy access to Boston attractions.
Many also commend the friendly, responsive host and smooth check in. Reviews repeatedly mention steep or narrow stairs, especially to the loft bedroom, which may challenge infants, older guests, or those with mobility concerns, plus occasional minor quirks like a tricky lock or small repairs. Overall, expect a comfortable, well located base for families and groups.
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AI-generated summary based on recent guest reviews
Facilities
Guests frequently mention a well equipped kitchen and enjoyable outdoor spaces such as the yard, deck, or patio. Some also note extras like a grill or wood stove.
Related guest reviews
10
Kevin H.
Sep 25, 2024
·
Stayed 3 nights
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.
10
shelley g.
Aug 13, 2024
·
Stayed 3 nights
Our group of 8 all slept comfortably, had everything we needed to prepare some meals, and used the living room, dining room, and deck to eat and play games. We parked our car on the first day and didn’t get back in it until we left. Everything was walkable or an easy Train ride to Boston—The Freedom Trail, Fenway Park, The Sam Adams Brewery, and all the other attractions downtown. It was a great place for a group to stay.
Our group of 8 all slept comfortably, had everything we needed to prepare some meals, and used the living room, dining room, and deck to eat and play games. We parked our car on the first day and didn’t get back in it until we left. Everything was walkable or an easy Train ride to Boston—The Freedom Trail, Fenway Park, The Sam Adams Brewery, and all the other attractions downtown. It was a great place for a group to stay.
10
Christie H.
May 27, 2023
·
Stayed 3 nights
Family descended upon Boston to celebrate the youngest sibling's college graduation. The house made a great home base! Comfortable and welcoming, it was stated several times what a fantastic home and neighborhood it was! Beds were comfy and kitchen well appointed. Thank you!
Family descended upon Boston to celebrate the youngest sibling's college graduation. The house made a great home base! Comfortable and welcoming, it was stated several times what a fantastic home and neighborhood it was! Beds were comfy and kitchen well appointed. Thank you!
10
Renee C.
Jun 9, 2023
·
Stayed 4 nights
The house was absolutely gorgeous! Even better than the pictures. The outdoor space was perfect for morning coffee. It easily accommodated our party of 8. The place was well stocked with essentials and the owner left some very helpful instructions and directions for us to easily get around. Quick communication as well.
The house was absolutely gorgeous! Even better than the pictures. The outdoor space was perfect for morning coffee. It easily accommodated our party of 8. The place was well stocked with essentials and the owner left some very helpful instructions and directions for us to easily get around. Quick communication as well.
10
Cara P.
Jun 17, 2025
·
Stayed 4 nights
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
8
michelle f.
Sep 19, 2025
·
Stayed 3 nights
This Jamaica Plain neighborhood is a great location for getting around Boston. The train and many eateries and parks were within walking distance. The yard space was very helpful since we had small children. This old home had lots of character and the manager was very helpful. The stairs are quite steep, especially for the loft primary bedroom (which was spacious and beautiful) - so this space will be difficult for older people and small children. The home is obviously lived in and the manager was extremely helpful during our stay. The owner's recommendations for the area were also very helpful.
This Jamaica Plain neighborhood is a great location for getting around Boston. The train and many eateries and parks were within walking distance. The yard space was very helpful since we had small children. This old home had lots of character and the manager was very helpful. The stairs are quite steep, especially for the loft primary bedroom (which was spacious and beautiful) - so this space will be difficult for older people and small children. The home is obviously lived in and the manager was extremely helpful during our stay. The owner's recommendations for the area were also very helpful.
10
Theresa R.
Oct 22, 2024
·
Stayed 5 nights
I wanted to bring my husband and friends to Boston to explore before we cruised to Nova Scotia. This property afforded us the opportunity to make some meals at "home and play games as well. The old house creaks and has narrow steps as expected. Be aware the laundry is located in the basement down narrow steps. Margaretwas easy to communicate with. Yhe kitchen is well appointed. , laundry in the evenings.
I wanted to bring my husband and friends to Boston to explore before we cruised to Nova Scotia. This property afforded us the opportunity to make some meals at "home and play games as well. The old house creaks and has narrow steps as expected. Be aware the laundry is located in the basement down narrow steps. Margaretwas easy to communicate with. Yhe kitchen is well appointed. , laundry in the evenings.
10
Mary Beth B.
Jul 14, 2024
·
Stayed 4 nights
Very comfortable 4 bedroom home. We enjoyed the great kitchen for cooking, the large table to eat together. The master bathroom was very nicely updated. We enjoyed walking to the T and center street in Jamaica Plain. Parking our rental car on the street was also easy. Our host provided plenty of towels, linens, shampoo, etc. She was very considerate.
Very comfortable 4 bedroom home. We enjoyed the great kitchen for cooking, the large table to eat together. The master bathroom was very nicely updated. We enjoyed walking to the T and center street in Jamaica Plain. Parking our rental car on the street was also easy. Our host provided plenty of towels, linens, shampoo, etc. She was very considerate.
10
Will S.
Jul 20, 2025
·
Stayed 7 nights
We had a fabulous stay! Margaret was a very delightful hostess - very good communication and had wonderful suggestions and recommendations. House is beautiful, yard is big and beautiful. Short walk to the orange line so easy to get places.
We had a fabulous stay! Margaret was a very delightful hostess - very good communication and had wonderful suggestions and recommendations. House is beautiful, yard is big and beautiful. Short walk to the orange line so easy to get places.
10
eric b.
Jun 23, 2023
·
Stayed 6 nights
The house had all the accommodations as describes on the VRBO property details. Beds were very comfortable and the kitchen was fully stocked with pans, glasses, plates and spices. The train/subway station is about about .4 miles away but it is a nice walk through the park. Only observation for the foliage in the back - it could use a trim.
The house had all the accommodations as describes on the VRBO property details. Beds were very comfortable and the kitchen was fully stocked with pans, glasses, plates and spices. The train/subway station is about about .4 miles away but it is a nice walk through the park. Only observation for the foliage in the back - it could use a trim.
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AI-generated summary based on recent guest reviews
Cleanliness
Reviews frequently describe the home as clean and well maintained. A few mention minor issues such as a sink needing repair or a tricky front door lock.
Related guest reviews
10
Kevin H.
Sep 25, 2024
·
Stayed 3 nights
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.
10
Martin S.
Jul 19, 2023
·
Stayed 4 nights
We stayed in Margaret's Jamaica Plain house for an anniversary trip with our family (8 of us in all). This may be the best VRBO stay we've ever had (and we've had several). Communication was great. The house was exactly as expected after reading the listing and reviews. Margaret went above and beyond, helping to solve a few travel issues (unrelated to the house) that came up for our family. The hospitality, the cleanliness, the neighborhood and the communication all add up to a top tier property.
We stayed in Margaret's Jamaica Plain house for an anniversary trip with our family (8 of us in all). This may be the best VRBO stay we've ever had (and we've had several). Communication was great. The house was exactly as expected after reading the listing and reviews. Margaret went above and beyond, helping to solve a few travel issues (unrelated to the house) that came up for our family. The hospitality, the cleanliness, the neighborhood and the communication all add up to a top tier property.
10
Christie H.
May 27, 2023
·
Stayed 3 nights
Family descended upon Boston to celebrate the youngest sibling's college graduation. The house made a great home base! Comfortable and welcoming, it was stated several times what a fantastic home and neighborhood it was! Beds were comfy and kitchen well appointed. Thank you!
Family descended upon Boston to celebrate the youngest sibling's college graduation. The house made a great home base! Comfortable and welcoming, it was stated several times what a fantastic home and neighborhood it was! Beds were comfy and kitchen well appointed. Thank you!
10
Renee C.
Jun 9, 2023
·
Stayed 4 nights
The house was absolutely gorgeous! Even better than the pictures. The outdoor space was perfect for morning coffee. It easily accommodated our party of 8. The place was well stocked with essentials and the owner left some very helpful instructions and directions for us to easily get around. Quick communication as well.
The house was absolutely gorgeous! Even better than the pictures. The outdoor space was perfect for morning coffee. It easily accommodated our party of 8. The place was well stocked with essentials and the owner left some very helpful instructions and directions for us to easily get around. Quick communication as well.
10
William P.
Sep 1, 2025
·
Stayed 3 nights
All good, great location, clean, friendly support. Cool house.
All good, great location, clean, friendly support. Cool house.
10
Charles H.
Oct 4, 2023
·
Stayed 4 nights
Stayed with our daughter and her family to attend our son’s wedding events in West Roxbury, down town, and Somerville. Perfect location. The house has great character and charm with high ceilings, very well maintained. The third floor master bedroom is in the tree tops!
Stayed with our daughter and her family to attend our son’s wedding events in West Roxbury, down town, and Somerville. Perfect location. The house has great character and charm with high ceilings, very well maintained. The third floor master bedroom is in the tree tops!
10
Cara P.
Jun 17, 2025
·
Stayed 4 nights
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
10
Cory B.
Aug 8, 2023
·
Stayed 4 nights
We loved the updates to this wonderful home. The front door deadbolt lock was tricky to unlock the door and for those who plan to dine at home, the kitchen could use more place settings for a family. Otherwise, the stay was relaxing and comfortable. We really enjoyed our time in the Boston area!
We loved the updates to this wonderful home. The front door deadbolt lock was tricky to unlock the door and for those who plan to dine at home, the kitchen could use more place settings for a family. Otherwise, the stay was relaxing and comfortable. We really enjoyed our time in the Boston area!
8
John D.
Aug 25, 2024
·
Stayed 8 nights
House was older, good shape except one restroom sink needed repair. Has a good time
House was older, good shape except one restroom sink needed repair. Has a good time
10
eric b.
Jun 23, 2023
·
Stayed 6 nights
The house had all the accommodations as describes on the VRBO property details. Beds were very comfortable and the kitchen was fully stocked with pans, glasses, plates and spices. The train/subway station is about about .4 miles away but it is a nice walk through the park. Only observation for the foliage in the back - it could use a trim.
The house had all the accommodations as describes on the VRBO property details. Beds were very comfortable and the kitchen was fully stocked with pans, glasses, plates and spices. The train/subway station is about about .4 miles away but it is a nice walk through the park. Only observation for the foliage in the back - it could use a trim.
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AI-generated summary based on recent guest reviews
Rooms
Spacious and comfortable for groups, with historic charm and comfortable beds; the third floor master is noted. Multiple reviews warn of steep or narrow stairs that may be challenging for some guests.
Related guest reviews
10
Kevin H.
Sep 25, 2024
·
Stayed 3 nights
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.
10
Theresa B.
Jul 2, 2024
·
Stayed 5 nights
This beautiful home was perfect for our family vacation. Margaret was very helpful and kind. Check in was easy and the one time I had to reach out to she was quick to respond. The beds were so comfortable. The house had everything we needed. We enjoyed sitting out on the patio with our morning coffees. The T line was an easy walk that only took a few minutes. The neighborhood was quaint and very safe. There were 8 of us and we had more than enough room. We would absolutely stay here again.
This beautiful home was perfect for our family vacation. Margaret was very helpful and kind. Check in was easy and the one time I had to reach out to she was quick to respond. The beds were so comfortable. The house had everything we needed. We enjoyed sitting out on the patio with our morning coffees. The T line was an easy walk that only took a few minutes. The neighborhood was quaint and very safe. There were 8 of us and we had more than enough room. We would absolutely stay here again.
10
shelley g.
Aug 13, 2024
·
Stayed 3 nights
Our group of 8 all slept comfortably, had everything we needed to prepare some meals, and used the living room, dining room, and deck to eat and play games. We parked our car on the first day and didn’t get back in it until we left. Everything was walkable or an easy Train ride to Boston—The Freedom Trail, Fenway Park, The Sam Adams Brewery, and all the other attractions downtown. It was a great place for a group to stay.
Our group of 8 all slept comfortably, had everything we needed to prepare some meals, and used the living room, dining room, and deck to eat and play games. We parked our car on the first day and didn’t get back in it until we left. Everything was walkable or an easy Train ride to Boston—The Freedom Trail, Fenway Park, The Sam Adams Brewery, and all the other attractions downtown. It was a great place for a group to stay.
10
Charles H.
Oct 4, 2023
·
Stayed 4 nights
Stayed with our daughter and her family to attend our son’s wedding events in West Roxbury, down town, and Somerville. Perfect location. The house has great character and charm with high ceilings, very well maintained. The third floor master bedroom is in the tree tops!
Stayed with our daughter and her family to attend our son’s wedding events in West Roxbury, down town, and Somerville. Perfect location. The house has great character and charm with high ceilings, very well maintained. The third floor master bedroom is in the tree tops!
10
Cara P.
Jun 17, 2025
·
Stayed 4 nights
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
8
michelle f.
Sep 19, 2025
·
Stayed 3 nights
This Jamaica Plain neighborhood is a great location for getting around Boston. The train and many eateries and parks were within walking distance. The yard space was very helpful since we had small children. This old home had lots of character and the manager was very helpful. The stairs are quite steep, especially for the loft primary bedroom (which was spacious and beautiful) - so this space will be difficult for older people and small children. The home is obviously lived in and the manager was extremely helpful during our stay. The owner's recommendations for the area were also very helpful.
This Jamaica Plain neighborhood is a great location for getting around Boston. The train and many eateries and parks were within walking distance. The yard space was very helpful since we had small children. This old home had lots of character and the manager was very helpful. The stairs are quite steep, especially for the loft primary bedroom (which was spacious and beautiful) - so this space will be difficult for older people and small children. The home is obviously lived in and the manager was extremely helpful during our stay. The owner's recommendations for the area were also very helpful.
10
karen h.
Aug 26, 2025
·
Stayed 4 nights
Perfect place for our family vacation. Loved the location, all the amenities, easy check-in and checkout and friendly host. The only thing to mention for young families are that the stairs are very steep for infants. Host had baby gate and large playpen which helped.
Perfect place for our family vacation. Loved the location, all the amenities, easy check-in and checkout and friendly host. The only thing to mention for young families are that the stairs are very steep for infants. Host had baby gate and large playpen which helped.
10
Theresa R.
Oct 22, 2024
·
Stayed 5 nights
I wanted to bring my husband and friends to Boston to explore before we cruised to Nova Scotia. This property afforded us the opportunity to make some meals at "home and play games as well. The old house creaks and has narrow steps as expected. Be aware the laundry is located in the basement down narrow steps. Margaretwas easy to communicate with. Yhe kitchen is well appointed. , laundry in the evenings.
I wanted to bring my husband and friends to Boston to explore before we cruised to Nova Scotia. This property afforded us the opportunity to make some meals at "home and play games as well. The old house creaks and has narrow steps as expected. Be aware the laundry is located in the basement down narrow steps. Margaretwas easy to communicate with. Yhe kitchen is well appointed. , laundry in the evenings.
10
Mireia L.
May 12, 2025
·
Stayed 3 nights
The house is a jewel. Host is incredible. Probably the best stay I have ever been. Very responsive, kind, attentive, beautiful place with everything you need. We enjoyed the stay and the host was so great from the beginning. We loved the house!!!!
The house is a jewel. Host is incredible. Probably the best stay I have ever been. Very responsive, kind, attentive, beautiful place with everything you need. We enjoyed the stay and the host was so great from the beginning. We loved the house!!!!
10
Mary Beth B.
Jul 14, 2024
·
Stayed 4 nights
Very comfortable 4 bedroom home. We enjoyed the great kitchen for cooking, the large table to eat together. The master bathroom was very nicely updated. We enjoyed walking to the T and center street in Jamaica Plain. Parking our rental car on the street was also easy. Our host provided plenty of towels, linens, shampoo, etc. She was very considerate.
Very comfortable 4 bedroom home. We enjoyed the great kitchen for cooking, the large table to eat together. The master bathroom was very nicely updated. We enjoyed walking to the T and center street in Jamaica Plain. Parking our rental car on the street was also easy. Our host provided plenty of towels, linens, shampoo, etc. She was very considerate.
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AI-generated summary based on recent guest reviews
Service
Host Margaret earns consistent praise for friendly, responsive communication, helpful recommendations, and easy check in/out.
Related guest reviews
10
Martin S.
Jul 19, 2023
·
Stayed 4 nights
We stayed in Margaret's Jamaica Plain house for an anniversary trip with our family (8 of us in all). This may be the best VRBO stay we've ever had (and we've had several). Communication was great. The house was exactly as expected after reading the listing and reviews. Margaret went above and beyond, helping to solve a few travel issues (unrelated to the house) that came up for our family. The hospitality, the cleanliness, the neighborhood and the communication all add up to a top tier property.
We stayed in Margaret's Jamaica Plain house for an anniversary trip with our family (8 of us in all). This may be the best VRBO stay we've ever had (and we've had several). Communication was great. The house was exactly as expected after reading the listing and reviews. Margaret went above and beyond, helping to solve a few travel issues (unrelated to the house) that came up for our family. The hospitality, the cleanliness, the neighborhood and the communication all add up to a top tier property.
10
Anastasia R.
Oct 18, 2023
·
Stayed 5 nights
Everything was great for our family trip. Margaret has great communication and even when I had questions she immediately answered. The location was good but the traffic was not. We used uber everywhere and I do not recommend renting a car because there’s a lot of one way streets and a little hard to navigate.
Everything was great for our family trip. Margaret has great communication and even when I had questions she immediately answered. The location was good but the traffic was not. We used uber everywhere and I do not recommend renting a car because there’s a lot of one way streets and a little hard to navigate.
10
Cara P.
Jun 17, 2025
·
Stayed 4 nights
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
8
michelle f.
Sep 19, 2025
·
Stayed 3 nights
This Jamaica Plain neighborhood is a great location for getting around Boston. The train and many eateries and parks were within walking distance. The yard space was very helpful since we had small children. This old home had lots of character and the manager was very helpful. The stairs are quite steep, especially for the loft primary bedroom (which was spacious and beautiful) - so this space will be difficult for older people and small children. The home is obviously lived in and the manager was extremely helpful during our stay. The owner's recommendations for the area were also very helpful.
This Jamaica Plain neighborhood is a great location for getting around Boston. The train and many eateries and parks were within walking distance. The yard space was very helpful since we had small children. This old home had lots of character and the manager was very helpful. The stairs are quite steep, especially for the loft primary bedroom (which was spacious and beautiful) - so this space will be difficult for older people and small children. The home is obviously lived in and the manager was extremely helpful during our stay. The owner's recommendations for the area were also very helpful.
10
Lisa B.
Apr 25, 2025
·
Stayed 5 nights
House was lovely, was able to get an early check in. Owner was easy to get ahold of and answered quickly.
House was lovely, was able to get an early check in. Owner was easy to get ahold of and answered quickly.
10
Patricia B.
May 2, 2023
·
Stayed 5 nights
Great place, no unpleasant surprises, great proximity to the T. Appreciate owner attention and availability if needed. Thank you!
Great place, no unpleasant surprises, great proximity to the T. Appreciate owner attention and availability if needed. Thank you!
10
Gabi R.
Nov 10, 2024
·
Stayed 3 nights
Margaret was a wonderful host and communicated extremely promptly. Location was great, in close walking distance to public transportation and J.P. Downtown. We enjoyed making a cozy fire in the wood stove on a cool November evening. All in all a comfortable weekend with the family.
Margaret was a wonderful host and communicated extremely promptly. Location was great, in close walking distance to public transportation and J.P. Downtown. We enjoyed making a cozy fire in the wood stove on a cool November evening. All in all a comfortable weekend with the family.
10
Lisa P.
May 17, 2024
·
Stayed 4 nights
Our stay at Margret's was excellent. The house is super cute, well stocked and nicely decorated. A very comfortable space to hang out in. Margret's is super accessible. Would definitely stay there again.
Our stay at Margret's was excellent. The house is super cute, well stocked and nicely decorated. A very comfortable space to hang out in. Margret's is super accessible. Would definitely stay there again.
10
Debbie P.
May 13, 2024
·
Stayed 4 nights
We loved this beautiful house and it was a perfect place for our extended family to relax in between graduation events! Margaret was a pleasure to communicate with. Highly recommended!
We loved this beautiful house and it was a perfect place for our extended family to relax in between graduation events! Margaret was a pleasure to communicate with. Highly recommended!
10
Will S.
Jul 20, 2025
·
Stayed 7 nights
We had a fabulous stay! Margaret was a very delightful hostess - very good communication and had wonderful suggestions and recommendations. House is beautiful, yard is big and beautiful. Short walk to the orange line so easy to get places.
We had a fabulous stay! Margaret was a very delightful hostess - very good communication and had wonderful suggestions and recommendations. House is beautiful, yard is big and beautiful. Short walk to the orange line so easy to get places.
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AI-generated summary based on recent guest reviews
Location
The Jamaica Plain location is walkable and close to the T/Orange Line, making trips to Boston attractions straightforward. Guests also like having shops and parks within walking distance.
Related guest reviews
10
Kevin H.
Sep 25, 2024
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Stayed 3 nights
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.
This house was perfect for our family vacation to Boston. Plenty of restaurants within walking distance and the train was nearby for when we went downtown Boston. Nice, clean house with plenty of space.
10
Cheryl A.
Jun 19, 2024
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Stayed 8 nights
An excellent place to stay to visit Boston. Easy to get around with public transportation from this very nice house.
An excellent place to stay to visit Boston. Easy to get around with public transportation from this very nice house.
10
Ceci A.
Oct 13, 2025
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Stayed 4 nights
This home was a perfect place for our group of 6 adults to stay. Wonderful walkable neighborhood and easy access to the train system to get where we needed to go in Boston.
This home was a perfect place for our group of 6 adults to stay. Wonderful walkable neighborhood and easy access to the train system to get where we needed to go in Boston.
10
shelley g.
Aug 13, 2024
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Stayed 3 nights
Our group of 8 all slept comfortably, had everything we needed to prepare some meals, and used the living room, dining room, and deck to eat and play games. We parked our car on the first day and didn’t get back in it until we left. Everything was walkable or an easy Train ride to Boston—The Freedom Trail, Fenway Park, The Sam Adams Brewery, and all the other attractions downtown. It was a great place for a group to stay.
Our group of 8 all slept comfortably, had everything we needed to prepare some meals, and used the living room, dining room, and deck to eat and play games. We parked our car on the first day and didn’t get back in it until we left. Everything was walkable or an easy Train ride to Boston—The Freedom Trail, Fenway Park, The Sam Adams Brewery, and all the other attractions downtown. It was a great place for a group to stay.
10
Cara P.
Jun 17, 2025
·
Stayed 4 nights
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
Wonderful stay!! This was our first timevisiting Boston (group was from MN & WI) and this house made our trip that much more enjoyable and stress free! The house was very clean and spacious. We had 6 adults and it was absolutely perfect for us. Plenty of bedrooms and bathrooms and places to sit in the living room/dining room to relax. The kitchen is fully stocked and has an outdoor grill. The owner is wonderful and responds very promptly and is readily available to answer any questions or concerns that come up. This house is in a perfect location to meet all your needs. The neighborhood is very quiet and safe. It is a 8 minute walk to downtown Jamaican Plain. Downtown there are many places to eat, and a Goodwill and CVS pharmacy. There is a little grocery store (Happy Market) that is a 5 minute walk from the house, to get beverages and groceries. The transit system is a 10 minute walk from the house and will get you to all areas of Boston. The transit system is very easy to use and reasonable. (22.50 for a 7-day pass). We are so happy we did not rent a car and try to drive in Boston. Traffic is crazy and parking is even crazier! The transit system is the way to go. We always felt safe and it is clean. Long story short, we will definitely be returning to Boston in the future and will do all we can to stay at this place again.
8
michelle f.
Sep 19, 2025
·
Stayed 3 nights
This Jamaica Plain neighborhood is a great location for getting around Boston. The train and many eateries and parks were within walking distance. The yard space was very helpful since we had small children. This old home had lots of character and the manager was very helpful. The stairs are quite steep, especially for the loft primary bedroom (which was spacious and beautiful) - so this space will be difficult for older people and small children. The home is obviously lived in and the manager was extremely helpful during our stay. The owner's recommendations for the area were also very helpful.
This Jamaica Plain neighborhood is a great location for getting around Boston. The train and many eateries and parks were within walking distance. The yard space was very helpful since we had small children. This old home had lots of character and the manager was very helpful. The stairs are quite steep, especially for the loft primary bedroom (which was spacious and beautiful) - so this space will be difficult for older people and small children. The home is obviously lived in and the manager was extremely helpful during our stay. The owner's recommendations for the area were also very helpful.
10
Tom D.
Sep 25, 2025
·
Stayed 4 nights
Easy access to public transportation was greatly appreciated. We had everything we needed in the house. Upstairs bathroom was awesome
Easy access to public transportation was greatly appreciated. We had everything we needed in the house. Upstairs bathroom was awesome
10
Marysa W.
Jul 1, 2024
·
Stayed 3 nights
Beautiful historic home in a charming neighborhood. We enjoyed our visit to JP, Boston and Providence over a long weekend. Wish I had designated more time to explore the arboretum a 10 minute walk from Margaret’s house. It was spectacular! Thanks for a great stay.
Beautiful historic home in a charming neighborhood. We enjoyed our visit to JP, Boston and Providence over a long weekend. Wish I had designated more time to explore the arboretum a 10 minute walk from Margaret’s house. It was spectacular! Thanks for a great stay.
10
Jenna G.
Jun 5, 2024
·
Stayed 3 nights
This is a great location outside of the city, close enough to enjoy all Boston has to offer but far enough to relax in this cute neighborhood. Food and parks are within walking distance. The weather was all sunshine but not too warm. Our host was so kind and communication was great.
This is a great location outside of the city, close enough to enjoy all Boston has to offer but far enough to relax in this cute neighborhood. Food and parks are within walking distance. The weather was all sunshine but not too warm. Our host was so kind and communication was great.
10
Will S.
Jul 20, 2025
·
Stayed 7 nights
We had a fabulous stay! Margaret was a very delightful hostess - very good communication and had wonderful suggestions and recommendations. House is beautiful, yard is big and beautiful. Short walk to the orange line so easy to get places.
We had a fabulous stay! Margaret was a very delightful hostess - very good communication and had wonderful suggestions and recommendations. House is beautiful, yard is big and beautiful. Short walk to the orange line so easy to get places.
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AI-generated summary based on recent guest reviews
Dining
Not enough information in reviews.
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AI-generated summary based on recent guest reviews
10
Scott B.
Jun 8, 2026
·
Stayed 4 nights
Great location and the house was really charming. Very well stocked kitchen.
Great location and the house was really charming. Very well stocked kitchen.
10
Bill G.
May 29, 2026
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Stayed 3 nights
The house was perfect for our family weekend in Boston. Nice neighborhood close to many restaurants. Beautiful outside area to grill or hangout. Spacious bedrooms and well stocked kitchen. Couldn’t have been better.
The house was perfect for our family weekend in Boston. Nice neighborhood close to many restaurants. Beautiful outside area to grill or hangout. Spacious bedrooms and well stocked kitchen. Couldn’t have been better.
10
Kristi G.
May 1, 2026
·
Stayed 6 nights
Our first time in Boston and it did not disappoint! The vrbo was perfect- Location: short walk to T station, restaurants, Jamaica Pond, quiet neighborhood, good backyard space to relax.House: very charming, ample space, very usable kitchen- had groceries delivered a couple times and everything we needed in kitchen to prepare a few meals.Check in/Check Out: by far the easiest of anywhere we have stayed! Host: Fantastic! Available, helpful, friendly
Our first time in Boston and it did not disappoint! The vrbo was perfect- Location: short walk to T station, restaurants, Jamaica Pond, quiet neighborhood, good backyard space to relax.House: very charming, ample space, very usable kitchen- had groceries delivered a couple times and everything we needed in kitchen to prepare a few meals.Check in/Check Out: by far the easiest of anywhere we have stayed! Host: Fantastic! Available, helpful, friendly
10
Calvin R.
Nov 20, 2025
·
Stayed 7 nights
The host is very easy to work with and her home was a joy to live in for a week. Location was wonderful. Highly recommend.
The host is very easy to work with and her home was a joy to live in for a week. Location was wonderful. Highly recommend.
10
Lee Ann P.
Oct 27, 2025
·
Stayed 3 nights
Very clean and spacious with lovely decor. Pretty side yard. Close to everything. We rented both units which accommodated 13 family members. I would highly recommend this property.
Very clean and spacious with lovely decor. Pretty side yard. Close to everything. We rented both units which accommodated 13 family members. I would highly recommend this property.
Property Policies
Check-in
Check-out
Check-in from 15:00
Before 10:30
FAQs about City's Hippest Neighborhood.
Are pets allowed at the property?
Pets are not allowed at this property. Service animals are exempt from this policy.
What are the standard check-in and check-out times?
Check-in time is at 15:00 and check-out time is at 11:00. Early or late check-in/check-out availability is not specified.
Where is the property located in relation to key landmarks?
The property is located in Jamaica Plain, a neighborhood in Boston, near notable landmarks like Fenway Park and Quincy Market. It is approximately a 15-minute subway ride to major sights. The area is known for its restaurants, pubs, and parks.
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Check-in must be done by someone who is at least 30 years old.
Popular amenities
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General
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Coffee / Tea Maker
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Smoke-Free Property
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Free Wi-Fi
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Stereo