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Our top choices for East Chatham vacation homes

Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
10.0 out of 10, Exceptional, (3 reviews)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
The price is ¥21,080
¥41,860 total
includes taxes & fees
Feb 12 - Feb 13
Sweet Cozy Victorian in Housatonic. Close to everything.

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is ¥17,567
¥53,428 total
includes taxes & fees
Feb 12 - Feb 13
Near Tanglewood: Historic Summer Retreat

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (29 reviews)
"Good for a quick overnight - host was very accommodating when we needed an early check-in."
United States
Katie B.
The price is ¥16,583
¥22,072 total
includes taxes & fees
Feb 12 - Feb 13
All the comforts of home

Downtown 3BR duplex full kitchen parking off i-787

Downtown 3BR duplex full kitchen parking off i-787
Arbor Hill
10.0 out of 10, Exceptional, (2 reviews)
"The owners gave us fresh baked bread - twice. Also helped us get parking in a location with very few spots. Real nice owners for this property and would come back any time! "
United States
Victor
The price is ¥25,765
¥45,217 total
includes taxes & fees
Feb 12 - Feb 13
Downtown 3BR duplex full kitchen parking off i-787

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (27 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is ¥24,313
¥41,110 total
includes taxes & fees
Feb 23 - Feb 24
Home in Great Barrington

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee
9.6 out of 10, Exceptional, (4 reviews)
"The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay."
United States
Sarah D.
The price is ¥28,107
¥71,860 total
includes taxes & fees
Feb 12 - Feb 13
Sun Filled Lenox Retreat - Minutes to Tanglewood!

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
8.0 out of 10, Very Good, (1 review)
"excellent communication with property manager."
United States
Nancy H.
The price is ¥27,326
¥87,967 total
includes taxes & fees
Feb 21 - Feb 22
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
9.0 out of 10, Wonderful, (21 reviews)
"Comfy beds, clean, great big deck with a view. "
United States
Corinne T.
The price is ¥24,047
¥61,560 total
includes taxes & fees
Mar 2 - Mar 3
Historic Berkshires Home Near Tanglewood, Trails & Wineries

Family Ski Getaway in the Berkshires

Family Ski Getaway in the Berkshires
Great Barrington
9.2 out of 10, Wonderful, (9 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ¥31,620
¥46,482 total
includes taxes & fees
Feb 12 - Feb 13
Family Ski Getaway in the Berkshires

Modern and Cozy Pine Hills Home from Early 1900s

Modern and Cozy Pine Hills Home from Early 1900s
Pine Hills
10.0 out of 10, Exceptional, (56 reviews)
"We loved this place. It was very clean, hosts were very helpful and communicated quickly when we had questions. We both commented to each other that we would stay there again if we ever go to Albany again. "
United States
Lori N.
The price is ¥27,966
¥45,548 total
includes taxes & fees
Feb 13 - Feb 14
Modern and Cozy Pine Hills Home from Early 1900s

Modern & Cozy Cntr Square Townhouse Gem from 1854

Modern & Cozy Cntr Square Townhouse Gem from 1854
Albany
10.0 out of 10, Exceptional, (62 reviews)
"Great stay, thank you"
United States
Olga K.
The price is ¥25,437
¥42,482 total
includes taxes & fees
Feb 12 - Feb 13
Modern & Cozy Cntr Square Townhouse Gem from 1854

“The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany

“The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany
Pine Hills
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at this property and will rent again when in the area. The owners were very responsive and great to work with. The apt was beautiful and immaculate. We enjoyed our stay very much. The only area that was perfect was the outside stairs to the front door— uneven, steep, etc. We had older guest with us and this was concerning. But we managed. Thanks again for a great stay"
United States
Melissa A.
“The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany

Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!
West Sand Lake
10.0 out of 10, Exceptional, (8 reviews)
"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."
United States
SteveS
The price is ¥38,788
¥69,920 total
includes taxes & fees
Feb 22 - Feb 23
Treat yourself at the stunning June Farms Wellness Huts!

Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape
Stottville
The price is ¥26,350
¥48,786 total
includes taxes & fees
Feb 17 - Feb 18
Hudson Hot Tub & Pet Escape

3-bedroom house in beautiful Berkshires, close to amenities!

3-bedroom house in beautiful Berkshires, close to amenities!
Pittsfield
The price is ¥28,950
¥48,908 total
includes taxes & fees
Feb 23 - Feb 24
3-bedroom house in beautiful Berkshires, close to amenities!

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (3 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is ¥88,397
¥207,404 total
includes taxes & fees
Feb 12 - Feb 13
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (33 reviews)
"A college friends' retreat was fantastic, in part due to the location, cleanliness and amenities in this 3 bedroom house. Furniture was comfortable and kitchen was stocked with everything we needed. "
United States
cathy c.
The price is ¥46,689
¥101,512 total
includes taxes & fees
Feb 12 - Feb 13
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking

Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking
Albany
8.0 out of 10, Very Good, (1 review)
"Overall nice stay "
United States
Anonymous traveler
The price is ¥29,669
¥46,040 total
includes taxes & fees
Feb 16 - Feb 17
Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking

Renovated house. Built in 1890s. No neighbors in sight.

Renovated house. Built in 1890s. No neighbors in sight.
Chatham
The price is ¥27,326
¥48,444 total
includes taxes & fees
Feb 16 - Feb 17
Renovated house. Built in 1890s. No neighbors in sight.

Great Barrington Get Away

Great Barrington Get Away
Great Barrington
9.4 out of 10, Exceptional, (26 reviews)
"Nice large kitchen and yard, walking distance to downtown, friendly neighborhood- we enjoyed our stay! "
United States
Deb W.
The price is ¥44,503
¥81,803 total
includes taxes & fees
Mar 1 - Mar 2
Great Barrington Get Away
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top East Chatham Hotel Reviews

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East Chatham Vacation Homes information

Number of reviews
292
Accommodation
507 Vacation Homes
Lowest Price
¥22,072
Highest Price
¥207,404