The Homestead
$346
/ night
Avg. for September
Prices for The Homestead
Select dates to see prices and availability
$346
/ night
Avg. for September
Monthly average prices
Nightly prices at The Homestead average $294 in April, the cheapest month, and $475 in June, the most expensive, based on the last 12 months.
| Month | Average price |
|---|---|
| January | $322 |
| February | $315 |
| March | $306 |
| April | $294 |
| May | $408 |
| June | $475 |
| July | $380 |
| August | $382 |
| September | $346 |
| October | $357 |
| November | $329 |
| December | $317 |
J
F
M
A
M
J
J
A
Sep · $346
S
O
N
D
Most expensive: June (~$475)
Cheapest: April (~$294)
About this property
Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include bicycles to rent. This bed & breakfast also features complimentary wireless internet access, a hair salon, and wed...
Amenities
Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include bicycles to rent. This bed & breakfast also features complimentary wireless internet access, a hair salon, and wedding services.
Business amenities
Featured amenities include express check-out, multilingual staff, and a water dispenser. Free self parking is available onsite.
Dining
Grab a bite from the snack bar/deli serving guests of The Homestead. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.
Rooms
Make yourself at home in one of the 10 air-conditioned rooms featuring Smart televisions. Your memory foam bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and hair dryers.
Location
With a stay at The Homestead in Madison (Madison Center), you'll be a 5-minute drive from Hammonasset Beach State Park and 8 minutes from Clinton Crossing Premium Outlets. This beach bed & breakfast is 4 mi (6.4 km) from Hammonasset Beach and 7 mi (11.2 km) from Chamard Vineyards.
What's nearby
Madison Green Historic District(0.8 miles)
Deacon John Grave House(1.1 miles)
RJ Julia Booksellers(1.3 miles)
Scranton Memorial Library(1.3 miles)
Allis-Bushnell House and Museum(1.4 miles)
East Wharf Beach Park(2 miles)
Hammonasset Beach State Park(2.5 miles)
Hyland House Museum(3.6 miles)
Madison Dog Park(3.7 miles)
Guilford Town Green(3.8 miles)
Hammonasset Beach(4 miles)
Henry Whitfield State Museum(4.3 miles)
Guilford Art Center(4.4 miles)
Bishops Orchard and Winery(4.5 miles)
Medad Stone Tavern Museum(4.7 miles)
New Haven, CT (HVN-Tweed - New Haven Regional)(15.9 miles)
Bridgeport, CT (BDR-Igor I. Sikorsky Memorial)(34.8 miles)
East Hampton, NY (HTO)(178.6 miles)
New London, CT (GON-Groton - New London)(35.4 miles)
Westhampton, NY (FOK-Francis S. Gabreski)(94 miles)
Parking
Non-Smoking Rooms
Safe-Deposit Box
Bicycle Rental
Garden
Cycling
Location
391 Boston Post Road, Madison Center, Madison, Connecticut, United States of America
Madison Green Historic District (0.8 miles)
Deacon John Grave House (1.1 miles)
RJ Julia Booksellers (1.3 miles)
Scranton Memorial Library (1.3 miles)
Allis-Bushnell House and Museum (1.4 miles)
East Wharf Beach Park (2 miles)
Room options
5
Room, 1 King Bed, Fireplace
Room details
1 King Bed
Sleeps 2
266 ft²
Air ConditioningHeatingWi-Fi (Free)Fireplace
4
Room, 2 Queen Beds, Fireplace (14)
Room details
2 Queen Beds
Sleeps 2
245 ft²
Air ConditioningHeatingWi-Fi (Free)Fireplace
5
Room, 1 King Bed, Ground Floor
Room details
1 King Bed
Sleeps 2
212 ft²
Air ConditioningHeatingWi-Fi (Free)
3
Room, 2 Queen Beds, Ground Floor (4)
Room details
2 Queen Beds
Sleeps 4
236 ft²
Air ConditioningHeatingWi-Fi (Free)
6
Superior Room, 2 Bedrooms, Bathtub, Garden View
Room details
1 King Bed
and 2 Full Beds
Sleeps 6
Air ConditioningHeatingWi-Fi (Free)Fireplace
4
Room, 1 King Bed (11)
Room details
1 King Bed
Sleeps 2
215 ft²
Air ConditioningHeatingWi-Fi (Free)
3
Room, 1 King Bed, Patio, Ground Floor (6)
Room details
1 King Bed
Sleeps 2
215 ft²
Air ConditioningHeatingWi-Fi (Free)Patio
3
Room, 1 King Bed, Patio, Ground Floor (7)
Room details
1 King Bed
Sleeps 2
257 ft²
Balcony or TerraceDeck or PatioAir ConditioningHeatingWi-Fi (Free)Patio
3
Room, Fireplace (12)
Room details
1 Full Bed
Sleeps 2
205 ft²
Air ConditioningHeatingWi-Fi (Free)Fireplace
3
Room, 1 King Bed, Ground Floor (5)
Room details
1 King Bed
Sleeps 2
205 ft²
Air ConditioningHeatingWi-Fi (Free)
6
Room, 1 King Bed, Patio, Ground Floor (2)
Room details
1 King Bed
Sleeps 2
317 ft²
Deck or PatioAir ConditioningHeatingWi-Fi (Free)Patio
Guest reviews of The Homestead
9.5
Exceptional
Based on 103 verified reviews
What guests think
AI-generated summary based on recent guest reviews
At The Homestead, reviewers consistently praise charming, comfortable rooms with high-quality linens, excellent breakfasts, and thoughtful extras like record players, fireplaces, and popcorn, along with a quiet yet convenient location and well-kept grounds.
Read moreWas this helpful?
What guests think
At The Homestead, reviewers consistently praise charming, comfortable rooms with high-quality linens, excellent breakfasts, and thoughtful extras like record players, fireplaces, and popcorn, along with a quiet yet convenient location and well-kept grounds.
Cleanliness and maintenance are repeatedly highlighted. Service stands out as warm, proactive, and genuinely accommodating. There are occasional minor mentions of overly firm mattresses, warm rooms without easy temperature control, or lighter off-season breakfast. Most travelers can expect a relaxing, high-comfort stay.
Was this helpful?
AI-generated summary based on recent guest reviews
Facilities
Guests repeatedly mention amenities such as cozy common areas with fireplaces, complimentary snacks and popcorn with coffee, in-room touches like record players and towel warmers, plus air or shower filters and well-kept outdoor spaces.
Related guest reviews
10
Janine
Oct 22, 2023
·
Stayed 1 night
What a gem! Attentive staff and hands-on ownership. Places like The Homestead attract "like minded" people and this reminded me of why I love to travel and why I choose small boutique inns. Already planning to return with friends and stay for two nights! We loved just hanging out in our room listening to the record player. But it was equally as nice to hang out in all the other common areas; chatting with staff or guests, sitting by the fire, enjoying the various collections everywhere, selecting a book to read, nibbling on snacks (including fresh pop corn!!!), sipping some port..... And the resident doggie Hartman....you captured our hearts. You can nibble on my ear any time! And to think this place is an hour from our house. I see some more frequent quick get-aways in our future.
What a gem! Attentive staff and hands-on ownership. Places like The Homestead attract "like minded" people and this reminded me of why I love to travel and why I choose small boutique inns. Already planning to return with friends and stay for two nights! We loved just hanging out in our room listening to the record player. But it was equally as nice to hang out in all the other common areas; chatting with staff or guests, sitting by the fire, enjoying the various collections everywhere, selecting a book to read, nibbling on snacks (including fresh pop corn!!!), sipping some port..... And the resident doggie Hartman....you captured our hearts. You can nibble on my ear any time! And to think this place is an hour from our house. I see some more frequent quick get-aways in our future.
10
Harvey
Jun 14, 2025
·
Stayed 1 night
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
10
Tom
Apr 4, 2023
·
Stayed 2 nights
Friendly and very service oriented staff. Extra amenities you don't find anywhere else such as HEPA air filter in rooms, water filter in the shower, fireplace. Owner is very friendly and if you like, his dog Hartman will entertain you. Living room and large dining room table feels like home and at 3 PM there is freshly made popcorn! We'll be back
Friendly and very service oriented staff. Extra amenities you don't find anywhere else such as HEPA air filter in rooms, water filter in the shower, fireplace. Owner is very friendly and if you like, his dog Hartman will entertain you. Living room and large dining room table feels like home and at 3 PM there is freshly made popcorn! We'll be back
10
Nicole
Jan 16, 2023
·
Stayed 1 night
The rooms were lovely - loved the record players and the selection of LPs. The common areas were also lovely. It was so relaxing (like you were in your own home).
The rooms were lovely - loved the record players and the selection of LPs. The common areas were also lovely. It was so relaxing (like you were in your own home).
10
Donald
May 21, 2023
·
Stayed 1 night
A very large property with ample parking. Beautiful sitting areas and well maintained yard.
A very large property with ample parking. Beautiful sitting areas and well maintained yard.
10
Jennifer
Jan 13, 2023
·
Stayed 1 night
This Inn / Bed & Breakfast was absolutely outstanding. The decor was warm and inviting, like being in a very nice clean new yet traditional large home. The Owner Ralph is very welcoming and I intrusive. Everything was top notch quality, from the home baked quiches & scones for breakfast, to the gourmet popcorn to enjoy while watching a movie by the fire. Our room had a beautiful fireplace, record player and very big bathroom. The rooms are all nice and big. I will definitely stay here again.
This Inn / Bed & Breakfast was absolutely outstanding. The decor was warm and inviting, like being in a very nice clean new yet traditional large home. The Owner Ralph is very welcoming and I intrusive. Everything was top notch quality, from the home baked quiches & scones for breakfast, to the gourmet popcorn to enjoy while watching a movie by the fire. Our room had a beautiful fireplace, record player and very big bathroom. The rooms are all nice and big. I will definitely stay here again.
10
Jennifer
Oct 30, 2024
·
Stayed 2 nights
The Homestead is a gem. I’ve been to countless B&Bs and Inns and few are in this category of quality, comfort and friendliness. Can’t beat the location with access to beach, hiking, boating, shopping, great dining, history… The rooms are nicely decorated with comfy beds, high end sheets (I’m picky) and nice sized bathrooms. The vitamin infused shower head with strong water pressure was amazing. Ralph and his staff bent over backward to ensure we were comfortable, well fed and prepared for whatever activity we were choosing that day. Doesn’t get better than this. I’m looking forward to my next visit.
The Homestead is a gem. I’ve been to countless B&Bs and Inns and few are in this category of quality, comfort and friendliness. Can’t beat the location with access to beach, hiking, boating, shopping, great dining, history… The rooms are nicely decorated with comfy beds, high end sheets (I’m picky) and nice sized bathrooms. The vitamin infused shower head with strong water pressure was amazing. Ralph and his staff bent over backward to ensure we were comfortable, well fed and prepared for whatever activity we were choosing that day. Doesn’t get better than this. I’m looking forward to my next visit.
10
Laura
Jul 29, 2025
·
Stayed 3 nights
Best breakfast. The little things that were provided (warm bathroom towels, comfortable bed, patio outside our room just for us to enjoy) added to our wonderful 3 day get away in Madison. Don't want to forget the freshly made popcorn in the evening we so enjoyed.
Best breakfast. The little things that were provided (warm bathroom towels, comfortable bed, patio outside our room just for us to enjoy) added to our wonderful 3 day get away in Madison. Don't want to forget the freshly made popcorn in the evening we so enjoyed.
10
jeff
Jan 3, 2025
·
Stayed 1 night
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
10
Gregory
May 20, 2025
·
Stayed 2 nights
Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay
Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay
Was this helpful?
AI-generated summary based on recent guest reviews
Cleanliness
Reviews consistently describe the rooms and property as very clean and well maintained.
Related guest reviews
10
Stephen
Aug 29, 2025
·
Stayed 2 nights
My wife and I had wonderful stay at The Homestead! Brit our host was just so nice and accomadating. The room was beautiful and very clean. Breakfast was excellent each and every day!
My wife and I had wonderful stay at The Homestead! Brit our host was just so nice and accomadating. The room was beautiful and very clean. Breakfast was excellent each and every day!
10
Harvey
Jun 14, 2025
·
Stayed 1 night
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
10
Donald
May 21, 2023
·
Stayed 1 night
A very large property with ample parking. Beautiful sitting areas and well maintained yard.
A very large property with ample parking. Beautiful sitting areas and well maintained yard.
10
Bruce
Sep 17, 2024
·
Stayed 1 night
Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return.
Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return.
10
Jennifer
Jan 13, 2023
·
Stayed 1 night
This Inn / Bed & Breakfast was absolutely outstanding. The decor was warm and inviting, like being in a very nice clean new yet traditional large home. The Owner Ralph is very welcoming and I intrusive. Everything was top notch quality, from the home baked quiches & scones for breakfast, to the gourmet popcorn to enjoy while watching a movie by the fire. Our room had a beautiful fireplace, record player and very big bathroom. The rooms are all nice and big. I will definitely stay here again.
This Inn / Bed & Breakfast was absolutely outstanding. The decor was warm and inviting, like being in a very nice clean new yet traditional large home. The Owner Ralph is very welcoming and I intrusive. Everything was top notch quality, from the home baked quiches & scones for breakfast, to the gourmet popcorn to enjoy while watching a movie by the fire. Our room had a beautiful fireplace, record player and very big bathroom. The rooms are all nice and big. I will definitely stay here again.
10
Mark
Aug 25, 2024
·
Stayed 2 nights
This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again.
This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again.
10
jeff
Jan 3, 2025
·
Stayed 1 night
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
Was this helpful?
AI-generated summary based on recent guest reviews
Rooms
Rooms are charming and comfortable with high-quality linens, comfy beds, and features like record players; several note spacious bathrooms and some rooms with fireplaces.
Related guest reviews
10
Harvey
Jun 14, 2025
·
Stayed 1 night
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
10
Nicole
Jan 16, 2023
·
Stayed 1 night
The rooms were lovely - loved the record players and the selection of LPs. The common areas were also lovely. It was so relaxing (like you were in your own home).
The rooms were lovely - loved the record players and the selection of LPs. The common areas were also lovely. It was so relaxing (like you were in your own home).
10
Allison
Aug 19, 2025
·
Stayed 1 night
Everything was perfect! Innkeepers were so friendly and helpful. We loved the vinyl records and breakfast was delicious! Seriously, every detail was considered by the staff! We would love to stay here again!
Everything was perfect! Innkeepers were so friendly and helpful. We loved the vinyl records and breakfast was delicious! Seriously, every detail was considered by the staff! We would love to stay here again!
10
Bruce
Sep 17, 2024
·
Stayed 1 night
Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return.
Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return.
10
Jennifer
Jan 13, 2023
·
Stayed 1 night
This Inn / Bed & Breakfast was absolutely outstanding. The decor was warm and inviting, like being in a very nice clean new yet traditional large home. The Owner Ralph is very welcoming and I intrusive. Everything was top notch quality, from the home baked quiches & scones for breakfast, to the gourmet popcorn to enjoy while watching a movie by the fire. Our room had a beautiful fireplace, record player and very big bathroom. The rooms are all nice and big. I will definitely stay here again.
This Inn / Bed & Breakfast was absolutely outstanding. The decor was warm and inviting, like being in a very nice clean new yet traditional large home. The Owner Ralph is very welcoming and I intrusive. Everything was top notch quality, from the home baked quiches & scones for breakfast, to the gourmet popcorn to enjoy while watching a movie by the fire. Our room had a beautiful fireplace, record player and very big bathroom. The rooms are all nice and big. I will definitely stay here again.
10
Jennifer
Oct 30, 2024
·
Stayed 2 nights
The Homestead is a gem. I’ve been to countless B&Bs and Inns and few are in this category of quality, comfort and friendliness. Can’t beat the location with access to beach, hiking, boating, shopping, great dining, history… The rooms are nicely decorated with comfy beds, high end sheets (I’m picky) and nice sized bathrooms. The vitamin infused shower head with strong water pressure was amazing. Ralph and his staff bent over backward to ensure we were comfortable, well fed and prepared for whatever activity we were choosing that day. Doesn’t get better than this. I’m looking forward to my next visit.
The Homestead is a gem. I’ve been to countless B&Bs and Inns and few are in this category of quality, comfort and friendliness. Can’t beat the location with access to beach, hiking, boating, shopping, great dining, history… The rooms are nicely decorated with comfy beds, high end sheets (I’m picky) and nice sized bathrooms. The vitamin infused shower head with strong water pressure was amazing. Ralph and his staff bent over backward to ensure we were comfortable, well fed and prepared for whatever activity we were choosing that day. Doesn’t get better than this. I’m looking forward to my next visit.
10
Laura
Jul 29, 2025
·
Stayed 3 nights
Best breakfast. The little things that were provided (warm bathroom towels, comfortable bed, patio outside our room just for us to enjoy) added to our wonderful 3 day get away in Madison. Don't want to forget the freshly made popcorn in the evening we so enjoyed.
Best breakfast. The little things that were provided (warm bathroom towels, comfortable bed, patio outside our room just for us to enjoy) added to our wonderful 3 day get away in Madison. Don't want to forget the freshly made popcorn in the evening we so enjoyed.
10
Doreen
Nov 17, 2025
·
Stayed 1 night
The place is beautiful and very well appointed. Everyone was friendly and professional. The only issue was that the room was very warm and there was no thermostat in the room to adjust the temp.
The place is beautiful and very well appointed. Everyone was friendly and professional. The only issue was that the room was very warm and there was no thermostat in the room to adjust the temp.
10
Mark
Aug 25, 2024
·
Stayed 2 nights
This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again.
This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again.
10
jeff
Jan 3, 2025
·
Stayed 1 night
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
Was this helpful?
AI-generated summary based on recent guest reviews
Service
Service is widely praised as friendly, attentive, and accommodating, with hands-on ownership and staff who proactively check on guests.
Related guest reviews
10
Paul
May 4, 2023
·
Stayed 1 night
Super friendly and accommodating. The attention to details are exceptional.
Super friendly and accommodating. The attention to details are exceptional.
10
Janine
Oct 22, 2023
·
Stayed 1 night
What a gem! Attentive staff and hands-on ownership. Places like The Homestead attract "like minded" people and this reminded me of why I love to travel and why I choose small boutique inns. Already planning to return with friends and stay for two nights! We loved just hanging out in our room listening to the record player. But it was equally as nice to hang out in all the other common areas; chatting with staff or guests, sitting by the fire, enjoying the various collections everywhere, selecting a book to read, nibbling on snacks (including fresh pop corn!!!), sipping some port..... And the resident doggie Hartman....you captured our hearts. You can nibble on my ear any time! And to think this place is an hour from our house. I see some more frequent quick get-aways in our future.
What a gem! Attentive staff and hands-on ownership. Places like The Homestead attract "like minded" people and this reminded me of why I love to travel and why I choose small boutique inns. Already planning to return with friends and stay for two nights! We loved just hanging out in our room listening to the record player. But it was equally as nice to hang out in all the other common areas; chatting with staff or guests, sitting by the fire, enjoying the various collections everywhere, selecting a book to read, nibbling on snacks (including fresh pop corn!!!), sipping some port..... And the resident doggie Hartman....you captured our hearts. You can nibble on my ear any time! And to think this place is an hour from our house. I see some more frequent quick get-aways in our future.
10
Stephen
Aug 29, 2025
·
Stayed 2 nights
My wife and I had wonderful stay at The Homestead! Brit our host was just so nice and accomadating. The room was beautiful and very clean. Breakfast was excellent each and every day!
My wife and I had wonderful stay at The Homestead! Brit our host was just so nice and accomadating. The room was beautiful and very clean. Breakfast was excellent each and every day!
10
Harvey
Jun 14, 2025
·
Stayed 1 night
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
10
Allison
Aug 19, 2025
·
Stayed 1 night
Everything was perfect! Innkeepers were so friendly and helpful. We loved the vinyl records and breakfast was delicious! Seriously, every detail was considered by the staff! We would love to stay here again!
Everything was perfect! Innkeepers were so friendly and helpful. We loved the vinyl records and breakfast was delicious! Seriously, every detail was considered by the staff! We would love to stay here again!
10
Stephanie
Apr 21, 2023
·
Stayed 5 nights
Staff extremely friendly and welcoming.
Staff extremely friendly and welcoming.
10
Carolyn
Jan 1, 2025
·
Stayed 5 nights
Wonderful rooms, exceptional staff, and convenient location
Wonderful rooms, exceptional staff, and convenient location
10
Bindi
May 29, 2023
·
Stayed 4 nights
Amazing place! Loved the stay! Super friendly staff and we got to meet the owner wuo is super cool!
Amazing place! Loved the stay! Super friendly staff and we got to meet the owner wuo is super cool!
10
Elizabeth
Jun 27, 2023
·
Stayed 3 nights
I do not say this often, but The Homestead was above and beyond better than my expectations. The entire staff is friendly and helpful, they were always asking if they could do anything to make it better or making friendly conversation.
I do not say this often, but The Homestead was above and beyond better than my expectations. The entire staff is friendly and helpful, they were always asking if they could do anything to make it better or making friendly conversation.
10
Mark
Aug 25, 2024
·
Stayed 2 nights
This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again.
This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again.
Was this helpful?
AI-generated summary based on recent guest reviews
Location
Guests highlight a convenient, quiet setting near Milford’s beaches, outdoor activities, and local dining, with easy access to town.
Related guest reviews
10
Harvey
Jun 14, 2025
·
Stayed 1 night
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
10
Carolyn
Jan 1, 2025
·
Stayed 5 nights
Wonderful rooms, exceptional staff, and convenient location
Wonderful rooms, exceptional staff, and convenient location
10
Gary
May 26, 2023
·
Stayed 1 night
We really enjoyed the Homestead. Milford is a fantastic coastal town. Beautiful homes, nice beaches and quiet. If we come back to this area we will stay at the Homestead.
We really enjoyed the Homestead. Milford is a fantastic coastal town. Beautiful homes, nice beaches and quiet. If we come back to this area we will stay at the Homestead.
10
Jennifer
Oct 30, 2024
·
Stayed 2 nights
The Homestead is a gem. I’ve been to countless B&Bs and Inns and few are in this category of quality, comfort and friendliness. Can’t beat the location with access to beach, hiking, boating, shopping, great dining, history… The rooms are nicely decorated with comfy beds, high end sheets (I’m picky) and nice sized bathrooms. The vitamin infused shower head with strong water pressure was amazing. Ralph and his staff bent over backward to ensure we were comfortable, well fed and prepared for whatever activity we were choosing that day. Doesn’t get better than this. I’m looking forward to my next visit.
The Homestead is a gem. I’ve been to countless B&Bs and Inns and few are in this category of quality, comfort and friendliness. Can’t beat the location with access to beach, hiking, boating, shopping, great dining, history… The rooms are nicely decorated with comfy beds, high end sheets (I’m picky) and nice sized bathrooms. The vitamin infused shower head with strong water pressure was amazing. Ralph and his staff bent over backward to ensure we were comfortable, well fed and prepared for whatever activity we were choosing that day. Doesn’t get better than this. I’m looking forward to my next visit.
10
John
Nov 17, 2024
·
Stayed 4 nights
Great area , Great people,
Great area , Great people,
Was this helpful?
AI-generated summary based on recent guest reviews
Dining
Breakfast is frequently rated excellent, with items like home-baked quiches and scones; guests also mention coffee, snacks, and freshly made popcorn.
Related guest reviews
10
Emily
Jul 10, 2023
·
Stayed 1 night
This is the sweetest little B&B. Clean, beautiful rooms and a lot of attention to detail. The inn keepers and owner are lovely to chat with. The snacks and popcorn are a bonus. If you are in Madison, I highly suggest you stay here. I didn't try the butter olive oil on my popcorn but apparently it's a must!
This is the sweetest little B&B. Clean, beautiful rooms and a lot of attention to detail. The inn keepers and owner are lovely to chat with. The snacks and popcorn are a bonus. If you are in Madison, I highly suggest you stay here. I didn't try the butter olive oil on my popcorn but apparently it's a must!
10
Cicek
Feb 1, 2025
·
Stayed 1 night
Great property, cosy, homey, nicely furnished, with lots of interesting gadgets, nick nacks. Great breakfast. Friendly host and staff. This was our 3rd time, will definitely go there again.
Great property, cosy, homey, nicely furnished, with lots of interesting gadgets, nick nacks. Great breakfast. Friendly host and staff. This was our 3rd time, will definitely go there again.
10
Stephen
Aug 29, 2025
·
Stayed 2 nights
My wife and I had wonderful stay at The Homestead! Brit our host was just so nice and accomadating. The room was beautiful and very clean. Breakfast was excellent each and every day!
My wife and I had wonderful stay at The Homestead! Brit our host was just so nice and accomadating. The room was beautiful and very clean. Breakfast was excellent each and every day!
10
Harvey
Jun 14, 2025
·
Stayed 1 night
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
10
Allison
Aug 19, 2025
·
Stayed 1 night
Everything was perfect! Innkeepers were so friendly and helpful. We loved the vinyl records and breakfast was delicious! Seriously, every detail was considered by the staff! We would love to stay here again!
Everything was perfect! Innkeepers were so friendly and helpful. We loved the vinyl records and breakfast was delicious! Seriously, every detail was considered by the staff! We would love to stay here again!
10
Alice
Jan 24, 2025
·
Stayed 1 night
Excellent in every regard. They even have their furnishings listed on line so you can go get for yourself if you want. Staff friendly but not intrusive. Peaceful rooms. Pleasant breakfast. All around very, very nice.
Excellent in every regard. They even have their furnishings listed on line so you can go get for yourself if you want. Staff friendly but not intrusive. Peaceful rooms. Pleasant breakfast. All around very, very nice.
10
Jennifer
Jan 13, 2023
·
Stayed 1 night
This Inn / Bed & Breakfast was absolutely outstanding. The decor was warm and inviting, like being in a very nice clean new yet traditional large home. The Owner Ralph is very welcoming and I intrusive. Everything was top notch quality, from the home baked quiches & scones for breakfast, to the gourmet popcorn to enjoy while watching a movie by the fire. Our room had a beautiful fireplace, record player and very big bathroom. The rooms are all nice and big. I will definitely stay here again.
This Inn / Bed & Breakfast was absolutely outstanding. The decor was warm and inviting, like being in a very nice clean new yet traditional large home. The Owner Ralph is very welcoming and I intrusive. Everything was top notch quality, from the home baked quiches & scones for breakfast, to the gourmet popcorn to enjoy while watching a movie by the fire. Our room had a beautiful fireplace, record player and very big bathroom. The rooms are all nice and big. I will definitely stay here again.
10
Laura
Jul 29, 2025
·
Stayed 3 nights
Best breakfast. The little things that were provided (warm bathroom towels, comfortable bed, patio outside our room just for us to enjoy) added to our wonderful 3 day get away in Madison. Don't want to forget the freshly made popcorn in the evening we so enjoyed.
Best breakfast. The little things that were provided (warm bathroom towels, comfortable bed, patio outside our room just for us to enjoy) added to our wonderful 3 day get away in Madison. Don't want to forget the freshly made popcorn in the evening we so enjoyed.
10
jeff
Jan 3, 2025
·
Stayed 1 night
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
10
Gregory
May 20, 2025
·
Stayed 2 nights
Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay
Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay
Was this helpful?
AI-generated summary based on recent guest reviews
10
Celeste
3 weeks ago
·
Stayed 3 nights
Beautiful, accommodating, quite, pet-friendly B&B.
Beautiful, accommodating, quite, pet-friendly B&B.
10
Veronica
4 weeks ago
·
Stayed 1 night
excellent b&b!!
excellent b&b!!
10
John
Aug 6, 2026
·
Stayed 1 night
Just great. Quite. Beautiful
Just great. Quite. Beautiful
10
Maryanne T.
Jul 29, 2026
·
Stayed 2 nights
The room was very comfortable and clean.
The room was very comfortable and clean.
10
Sean
Jul 12, 2026
·
Stayed 2 nights
Great job, great place. We will be back, just lovely in every area.
Great job, great place. We will be back, just lovely in every area.
FAQs about The Homestead
Is parking available at the property?
Yes, free self-parking is available on-site.
What type of breakfast is offered and what are the serving hours?
A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.
Does the property allow pets?
Yes, the property allows pets in specific rooms only, with a pet fee of USD 25 per accommodation, per night. Service animals are exempt from fees.
What are the standard check-in and check-out times?
Check-in is from 3:00 PM to 8:00 PM, and check-out is at 11:00 AM. Early or late check-in/check-out may be available upon request.
What accessibility features are available for guests with disabilities?
The property features step-free entrances and wheelchair-accessible facilities, including public areas and rooms.
What is the location of the property in relation to key landmarks?
The property is located in Madison, approximately 1.8 km from Deacon John Grave House and 4 km from Hammonasset Beach. It is a 5-minute drive from Hammonasset Beach State Park and 8 minutes from Clinton Crossing Premium Outlets.
Have a question?
Instant AI responses are based on hotel information
Prices for upcoming dates
September 2026
Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
October 2026
Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
Cheaper
Pricier
Average nightly price across deals, with taxes & fees.
Prices in USD for 2 guests, updated daily.
- 2026-09-19: NO DATA
- 2026-09-20: 363.30646706970214USD
- 2026-09-21: 345.33298476486203USD
- 2026-09-22: 310.4547977954102USD
- 2026-09-23: 246.17247088996888USD
- 2026-09-24: 274.5618660083008USD
- 2026-09-25: 375.6932989199829USD
- 2026-09-26: 498.69491973571775USD
- 2026-09-27: 355.654340138855USD
- 2026-09-28: 310.77524537155153USD
- 2026-09-29: 322.48014936187747USD
- 2026-09-30: 364.4032773027038USD
- 2026-10-01: 403.3467158354187USD
- 2026-10-02: 498.19001769912717USD
- 2026-10-03: 435.287472530365USD
- 2026-10-04: 327.4677783496094USD
- 2026-10-05: 346.43214272750856USD
- 2026-10-06: 277.5487212479401USD
- 2026-10-07: 293.5262479065704USD
- 2026-10-08: 397.35156042266846USD
- 2026-10-09: 498.19001769912717USD
- 2026-10-10: 498.19001769912717USD
- 2026-10-11: 321.47977124801633USD
- 2026-10-12: 298.5353043074036USD
- 2026-10-13: 306.52406763671877USD
- 2026-10-14: 328.46815646347045USD
- 2026-10-15: NO DATA
- 2026-10-16: NO DATA
- 2026-10-17: NO DATA
- 2026-10-18: 347.43252084136964USD
- 2026-10-19: 307.50300081710816USD
- 2026-10-20: 283.84398308670046USD
- 2026-10-21: 315.4846158352661USD
- 2026-10-22: 408.33430978240966USD
- 2026-10-23: 498.19001769912717USD
- 2026-10-24: 498.19001769912717USD
- 2026-10-25: 350.43365518295286USD
- 2026-10-26: 310.4969868475342USD
- 2026-10-27: 328.46815646347045USD
- 2026-10-28: 307.50300081710816USD
- 2026-10-29: 345.4389129248047USD
- 2026-10-30: 385.3684329490662USD
- 2026-10-31: 343.4452699674988USD
- 2026-11-01: 299.782229074707USD
- 2026-11-02: 295.5198733435059USD
- 2026-11-03: 311.4974000021362USD
- 2026-11-04: 298.5138593739319USD
- 2026-11-05: 315.4846158352661USD
- 2026-11-06: 375.3860266624451USD
- 2026-11-07: 349.4332770690918USD
- 2026-11-08: 290.5322443557739USD
- 2026-11-09: 280.5427247987366USD
- 2026-11-10: 285.530336266098USD
- 2026-11-11: 285.530336266098USD
- 2026-11-12: 309.4966087336731USD
- 2026-11-13: NO DATA
- 2026-11-14: NO DATA
- 2026-11-15: 303.50863667282107USD
- 2026-11-16: 295.5198733435059USD
- 2026-11-17: 294.51949522964475USD
- 2026-11-18: 290.5322443557739USD
- 2026-11-19: 347.43252084136964USD
There is no front desk at this property. To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation. If you are planning to arrive after 8:00 PM please contact the property in advance using the information on the booking confirmation. Guests must contact the property in advance for check-in instructions. The host will greet guests on arrival. Information provided by the property may be translated using automated translation tools.
Check-in must be done by someone who is at least 21 years old.
- Extra-person charges may apply and vary depending on property policy
- Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
- Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
- The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation
- This property accepts credit cards; cash is not accepted
- Cashless transactions are available
- Noise-free guestrooms cannot be guaranteed
- Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit
- This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
- The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
- The property allows pets in specific rooms only and has other pet restrictions (surcharges apply and can be found in the Fees section). Guests can arrange to bring pets by contacting the property directly, using the contact information on the booking confirmation.
- Cashless payment methods are available for all transactions.
- Contactless check-out is available.
- Pet fee: USD 60 per accommodation, per night
- Service animals are exempt from fees
The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
Popular amenities
Parking
Non-Smoking Rooms
Safe-Deposit Box
Bicycle Rental
Garden
Cycling
General
Non-Smoking Rooms
Picnic Area/Tables
Allergy-Free Room Available
Family Room
Beach Sun Loungers
Snack Bar/Deli
Activities
Garden
Cycling
Outdoor Fireplace
Outdoor Furniture
Terrace
Services
Safe-Deposit Box
Bicycle Rental
Luggage Storage
Concierge Services
Parking
Parking
Free Parking
Electric Car charging station
Parking Onsite
Internet
Free Wi-Fi