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Classic Stockbridge Cottage

From

$417
/ night
Classic Stockbridge Cottage - Image 1
Classic Stockbridge Cottage - Image 2
Classic Stockbridge Cottage - Image 3
Classic Stockbridge Cottage - Image 4
Classic Stockbridge Cottage - Image 5

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From

$417
/ night

About this property

Summary:Classic Southern Berkshire escape, built in the early 1900s by a cartographer for the NY Times. The home boasts a living room sized for entertaining, a separate library and an additional sitting space. The wood burning fireplaces ...
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  • Parking

  • Free Wi-Fi

  • Garden

  • Free Parking

  • Beach Sun Loungers

  • Parking Onsite

Location

Stockbridge, Massachusetts

Room options

Holiday Home

Room details

1 Full Bed
1 Full Bed
1 Full Bed
1 Full Bed

Sleeps 8

2764 ft²

Balcony
Air Conditioning
Heating
Kitchen
Patio
Private Entrance

Guest reviews of Classic Stockbridge Cottage

10

James T.

VRB-logo

May 31, 2026

·

Stayed 9 nights

Spacious, quiet, comfortable, and well-appointed rental, conveniently located for access to towns and attractions in south Berkshire County. New washer and dryer was a plus, as was the remodeled master bathroom. Owners are very responsive. Would definitely rent again. Thank you!
Spacious, quiet, comfortable, and well-appointed rental, conveniently located for access to towns and attractions in south Berkshire County. New washer and dryer was a plus, as was the remodeled master bathroom. Owners are very responsive. Would definitely rent again. Thank you!

10

Nancy F.

VRB-logo

Jun 12, 2025

·

Stayed 9 nights

The house is just about perfect! We were able to get in quickly and many of the lights are intuitive - in logical places - so even though we didn't arrive till dusk, all was easy getting in.As we wandered and learned more about the house, we all marveled at the comfort. Chairs are comfortable, tables set in logical, easy reach, kitchen easily learnable. We enjoyed the art and the lack of sterility.We also enjoyed the nesting birds above the kitchen door. Mama was pretty cranky whenever we were in the dining area but I like to think that she got used to us and realized that we were all enchanted watching her come and go and feed her babies. We even saw one of them fledge! The second one was a bit later and we missed that one leaving but later that day, it was clear that the nest was empty. Thank you for the note on the door!I have two suggestions (?). One is that the master bedroom toilet has a loose rubber gasket which means that the toilet leaks slowly. Not a huge deal but pretty easily fixable, I believe.The other is that it might be a thought to put tall stakes as markers at the two large rocks on either side of the top of the driveway. By the time we left, we had them pretty much scoped out but still felt compelled to have someone outside the car to guide the driver. A couple of those thin orange rods might work well. We had three people in our party who have bum knees and so chose to use the upper entrance. Many thanks!!
The house is just about perfect! We were able to get in quickly and many of the lights are intuitive - in logical places - so even though we didn't arrive till dusk, all was easy getting in.As we wandered and learned more about the house, we all marveled at the comfort. Chairs are comfortable, tables set in logical, easy reach, kitchen easily learnable. We enjoyed the art and the lack of sterility.We also enjoyed the nesting birds above the kitchen door. Mama was pretty cranky whenever we were in the dining area but I like to think that she got used to us and realized that we were all enchanted watching her come and go and feed her babies. We even saw one of them fledge! The second one was a bit later and we missed that one leaving but later that day, it was clear that the nest was empty. Thank you for the note on the door!I have two suggestions (?). One is that the master bedroom toilet has a loose rubber gasket which means that the toilet leaks slowly. Not a huge deal but pretty easily fixable, I believe.The other is that it might be a thought to put tall stakes as markers at the two large rocks on either side of the top of the driveway. By the time we left, we had them pretty much scoped out but still felt compelled to have someone outside the car to guide the driver. A couple of those thin orange rods might work well. We had three people in our party who have bum knees and so chose to use the upper entrance. Many thanks!!

10

James T.

VRB-logo

Jun 1, 2025

·

Stayed 9 nights

This property had everything we needed - convenient location, clean and well-stocked kitchen, gas barbeque, plenty of room, wi-fi/TV, and easy check-in/check-out. Would definitely rent again. Thanks for the great accommodations and for facilitating our visit to Glendale and the surrounding area!
This property had everything we needed - convenient location, clean and well-stocked kitchen, gas barbeque, plenty of room, wi-fi/TV, and easy check-in/check-out. Would definitely rent again. Thanks for the great accommodations and for facilitating our visit to Glendale and the surrounding area!

10

Michael C.

VRB-logo

May 5, 2025

·

Stayed 4 nights

The house was spacious and in good shape. The location is great. Overall we had a great time. I agree with the description of the property, esp the warning that there a lot of stairs. The inside stairs to the 2nd floor are quite steep.
The house was spacious and in good shape. The location is great. Overall we had a great time. I agree with the description of the property, esp the warning that there a lot of stairs. The inside stairs to the 2nd floor are quite steep.

10

mary v.

VRB-logo

Oct 22, 2024

·

Stayed 2 nights

House is great . It is very spacious and well stocked. We were agroup of 4 woman and enjoyed the fact that we could take short drives to restaurants and shopping. We visited the Shrine and the Norman Rockwell museum.
House is great . It is very spacious and well stocked. We were agroup of 4 woman and enjoyed the fact that we could take short drives to restaurants and shopping. We visited the Shrine and the Norman Rockwell museum.

Property Policies

Check-in

Check-out

Check-in from 16:00

Before 11:00


FAQs about Classic Stockbridge Cottage

Is parking available at the property?

Yes, parking is available on-site and is free. The circular driveway can accommodate four to six cars, with an additional side driveway for one more car.


Does the property allow pets?

Yes, the property allows pets, specifically two dogs per stay. There is a fee of $50 per dog, and dogs must be at least one year old; puppies are not permitted.


What are the check-in and check-out times?

Check-in time is at 16:00, and check-out time is at 11:00. Guests can request early or late check-in/check-out, but availability and any associated costs are not specified.

What is the location like in relation to key attractions?

The property is located in Stockbridge, close to local attractions such as the Berkshire Botanical Garden and Lenox Arts Center. It is also a short drive from Tanglewood, Stockbridge Bowl, and various dining options.


Are children allowed at the property?

Yes, children are permitted at the property. Children aged 0-17 can stay for free.


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