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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for East Chatham vacation homes

Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (31 reviews)
"The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!"
United States
Olivia C.
The price is ￥18,841
￥24,679 total
includes taxes & fees
Apr 23 - Apr 24
All the comforts of home
Fridge, microwave, oven, stovetop

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (28 reviews)
"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "
United States
maureen k.
The price is ￥32,333
￥50,205 total
includes taxes & fees
Apr 20 - Apr 21
Home in Great Barrington
Exterior

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 ￥19,544
￥55,869 total
includes taxes & fees
Apr 11 - Apr 12
Near Tanglewood: Historic Summer Retreat
TV, fireplace

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is ￥25,758
￥80,887 total
includes taxes & fees
Apr 10 - Apr 11
Artists’ Hideaway in Old Chatham
Terrace/patio

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 ￥43,973
￥76,281 total
includes taxes & fees
Apr 13 - Apr 14
Treat yourself at the stunning June Farms Wellness Huts!
Interior

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 ￥24,142
￥61,733 total
includes taxes & fees
Apr 9 - Apr 10
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (13 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ￥32,333
￥50,563 total
includes taxes & fees
Apr 10 - Apr 11
Cozy Riverside Berkshires Retreat
Property grounds

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is ￥37,842
￥80,437 total
includes taxes & fees
Apr 8 - Apr 9
Cheerful 3-bedroom cottage with woodstove
Outdoor dining

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is ￥42,967
￥78,850 total
includes taxes & fees
Apr 9 - Apr 10
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Exterior

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, (35 reviews)
"A very special, well equipped, and comfortable house with a great kitchen, bedrooms and bathrooms as well as a lovely enclosed porch and outdoor area in an amazing location. Wonderful home with all amenities and thoughtful details provided for guests. A short walk to charming town and across from a beautiful hiking area. Excellent stay!"
United States
Susan
The price is ￥57,322
￥115,929 total
includes taxes & fees
Apr 9 - Apr 10
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Interior

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, (4 reviews)
"Arbor Hill is beautiful, well kept & comfortable! The host went above & beyond to accommodate us, they even showed up in the morning with delicious baked goods! You could not ask for a better place to stay, I highly recommend! "
United States
Stephanie B.
The price is ￥29,890
￥49,483 total
includes taxes & fees
Apr 13 - Apr 14
Downtown 3BR duplex full kitchen parking off i-787
Fridge, microwave, oven, stovetop

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 ￥27,160
￥44,851 total
includes taxes & fees
Apr 8 - Apr 9
Modern and Cozy Pine Hills Home from Early 1900s
Interior

Spacious 4 Bedroom Home • Sleeps 8 • Private Yard • Near Hopitals • FREE Parking

Spacious 4 Bedroom Home • Sleeps 8 • Private Yard • Near Hopitals • FREE Parking
Pine Hills
10.0 out of 10, Exceptional, (1 review)
"The house was nicely setup and clean. The location was very central to where we needed to be. The host was very responsive. "
United States
Elizabeth P.
The price is ￥25,867
￥62,597 total
includes taxes & fees
Apr 9 - Apr 10
Spacious 4 Bedroom Home • Sleeps 8 • Private Yard • Near Hopitals • FREE Parking
TV, fireplace, printers

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, (4 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 ￥90,389
￥212,078 total
includes taxes & fees
Apr 8 - Apr 9
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Property grounds

Larkspire I Sleepy Hollow Lake I Beach & Firepit

Larkspire I Sleepy Hollow Lake I Beach & Firepit
Athens
The price is ￥27,735
￥68,754 total
includes taxes & fees
Apr 13 - Apr 14
Larkspire I Sleepy Hollow Lake I Beach & Firepit
Fridge, microwave, oven, stovetop

Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape
Stottville
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥24,286
￥45,976 total
includes taxes & fees
Apr 14 - Apr 15
Hudson Hot Tub & Pet Escape
Interior

Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
9.8 out of 10, Exceptional, (6 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 ￥24,749
￥46,906 total
includes taxes & fees
Apr 8 - Apr 9
Sweet Cozy Victorian in Housatonic. Close to everything.
Terrace/patio

“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 price is ￥28,597
￥68,821 total
includes taxes & fees
Apr 12 - Apr 13
“The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
9.0 out of 10, Wonderful, (7 reviews)
"Kind and responsive host."
United States
Javier
The price is ￥25,707
￥86,441 total
includes taxes & fees
Apr 8 - Apr 9
Comfortable Berkshires retreat on mtn resort, SISO
Property grounds

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

Renovated house. Built in 1890s. No neighbors in sight.
Chatham
9.0 out of 10, Wonderful, (2 reviews)
"Great experience! Only there for one night because our son had a wrestling tournament. Wish we would have had more time at property. "
United States
Rochelle F.
The price is ￥27,942
￥49,357 total
includes taxes & fees
Apr 12 - Apr 13
Renovated house. Built in 1890s. No neighbors in sight.
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

Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

10/10 Excellent
"Clean room"
Marcela 1-night trip
Posted 1 hour ago
Hampton Inn & Suites Albany-Downtown

Find out more about East Chatham

East Chatham Vacation Homes information

Number of reviews
278
Accommodation
511 Vacation Homes
Lowest Price
￥24,679
Highest Price
￥212,078