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Our top choices for Housatonic vacation homes

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ¥23,313
¥60,156 total
includes taxes & fees
Jun 10 - Jun 11
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (15 reviews)
"Great place and welcoming stay!"
United States
Frank M.
The price is ¥25,616
¥62,192 total
includes taxes & fees
Jun 7 - Jun 8
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 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 ¥16,981
¥22,601 total
includes taxes & fees
Jun 7 - Jun 8
All the comforts of home

Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
The price is ¥8,635
¥46,795 total
includes taxes & fees
Jun 7 - Jun 8
Real Estate: Therapy - Lake, Laundry, Love it

stylish Berkshires Retreat

stylish Berkshires Retreat
Lee
The price is ¥26,911
¥62,566 total
includes taxes & fees
Jun 9 - Jun 10
stylish Berkshires Retreat

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (15 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ¥32,668
¥50,780 total
includes taxes & fees
Jun 16 - Jun 17
Cozy Riverside Berkshires Retreat

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Very clean, fully stocked kitchen,great location "
United States
Karen H.
The price is ¥33,542
¥74,292 total
includes taxes & fees
Jun 9 - Jun 10
Near Tanglewood: Historic Summer Retreat

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

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
9.4 out of 10, Exceptional, (3 reviews)
"excellent communication with property manager."
United States
Nancy H.
The price is ¥27,983
¥89,370 total
includes taxes & fees
Jun 9 - Jun 10
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (31 reviews)
"Everything was as advertised!"
United States
Jessica S.
The price is ¥38,136
¥58,672 total
includes taxes & fees
Jun 16 - Jun 17
Home in Great Barrington

Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
United States
Sarah B.
The price is ¥46,051
¥93,634 total
includes taxes & fees
Jun 9 - Jun 10
Treetop Hideaway in Tyringham

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
9.6 out of 10, Exceptional, (5 reviews)
"Mark was very communicative and helpful, answering all questions quickly and accurately"
United States
Jim S.
The price is ¥31,980
¥54,443 total
includes taxes & fees
Jun 7 - Jun 8
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
New Lebanon
8.0 out of 10, Very Good, (1 review)
"This location is great as an overnight trip. It’s centralized between ski resorts, restaurants near Pittsfield, MA and local NY. "
United States
Luz A.
The price is ¥26,192
¥65,331 total
includes taxes & fees
Jun 16 - Jun 17
NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Old Chatham
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
The price is ¥39,176
¥89,724 total
includes taxes & fees
Jun 8 - Jun 9
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is ¥47,970
¥85,196 total
includes taxes & fees
Jun 10 - Jun 11
Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (43 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is ¥37,896
¥80,732 total
includes taxes & fees
Jun 9 - Jun 10
Cheerful 3-bedroom cottage with woodstove

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 ¥25,624
¥64,170 total
includes taxes & fees
Jun 8 - Jun 9
Historic Berkshires Home Near Tanglewood, Trails & Wineries

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, (39 reviews)
"Charming house in a wonderful setting in the Berkshires. "
United States
Mark Cristen J.
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi
Lee
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is ¥75,953
¥137,708 total
includes taxes & fees
Jun 11 - Jun 12
Spacious 5-bedroom house in charming Lee with WiFi

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 ¥50,225
¥88,251 total
includes taxes & fees
Jun 9 - Jun 10
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2 FUN homes w/ 2 Hot Tubs | 4BR, 2BA | PET Friend

2 FUN homes w/ 2 Hot Tubs | 4BR, 2BA | PET Friend
Stottville
The price is ¥56,285
¥112,467 total
includes taxes & fees
Jun 14 - Jun 15
2 FUN homes w/ 2 Hot Tubs | 4BR, 2BA | PET Friend
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 Housatonic Hotel Reviews

Find out more about Housatonic

Housatonic Vacation Homes information

Number of reviews
235
Accommodation
435 Vacation Homes
Lowest Price
¥22,601
Highest Price
¥137,708