Entire home
5 BD, 3 BA, sleeps 12. A few openings for Summer '25; booking thru Summer '26!
Photo gallery for 5 BD, 3 BA, sleeps 12. A few openings for Summer '25; booking thru Summer '26!





Reviews
9.8 out of 10
Exceptional
5 bedrooms3 bathroomsSleeps 12
Popular amenities
Explore the area

Great Barrington, MA
- Place, Housatonic River1 min drive
- Place, National Shrine of the Divine Mercy17 min drive
- Place, Tanglewood Music Center25 min drive
- Airport, Hudson, NY (HCC-Columbia County)51 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
1 Double Bed
Bedroom 2
2 Single Beds
Bedroom 3
1 Queen Bed
Bedroom 4
1 Double Bed
Futon in family room
1 Double Bed
Primary Suite
1 King Bed
3 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Master Suite Bathroom
Toilet · Shower only · Jetted bathtub
Spaces
Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area
About this property
5 BD, 3 BA, sleeps 12. A few openings for Summer '25; booking thru Summer '26!
Add dates for prices
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House Rules
Important information
You need to know
Property Registration Number C0181631130
About the area
Great Barrington
Great Barrington is home to this holiday home. Tanglewood Music Center and Art et Industrie are cultural highlights, and some of the area's activities can be experienced at Ski Butternut and Les Trois Emme Winery. Travelling with kids? Consider Mahaiwe Performing Arts Center and Berkshire Botanical Garden. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the sledging and snowmobiling.

Great Barrington, MA
What's nearby
- Housatonic River - 1 min drive - 1.4 km
- Ski Butternut - 9 min drive - 8.9 km
- Norman Rockwell Museum - 13 min drive - 13.2 km
- National Shrine of the Divine Mercy - 17 min drive - 15.7 km
- Tanglewood Music Center - 25 min drive - 24.1 km
Getting around
Restaurants
- Cumberland Farms - 3 min drive
- Café Holli - 3 min drive
- McDonald's - 5 min drive
- Marketplace Kitchen Table - 4 min drive
- No Comply Foods - 4 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
22 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Feb 2026
Verified
10/10 Excellent
Willa S.
19 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Willa S.
Stayed 3 nights in Jan 2026
Verified
10/10 Excellent
Kendra C.
30 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Kendra C.
Stayed 3 nights in Jun 2025
Verified
10/10 Excellent
Patricia S.
19 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Patricia S.
Stayed 3 nights in Aug 2025
Verified
10/10 Excellent
Linda` C.
11 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Linda` C.
Stayed 4 nights in Oct 2025
Verified
10/10 Excellent
Barbara D.
8 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house.
Barbara D.
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Jim D.
1 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jim D.
Stayed 3 nights in Aug 2025
Verified
10/10 Excellent
Danielle G.
13 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing, peaceful getaway in Great Barrington
Danielle G.
Stayed 3 nights in May 2025
Verified
8/10 Good
Wolf C.
28 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place
Wolf C.
Stayed 5 nights in Apr 2025
Verified
10/10 Excellent
Susan U.
13 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Susan U.
Stayed 14 nights in Jul 2025
Verified
10/10 Excellent
William B.
12 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place with a pool in the Berkshire
William B.
Stayed 8 nights in Jun 2024
Verified
10/10 Excellent
Susan U.
20 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a Family Getaway
Susan U.
Stayed 13 nights in Aug 2023
Verified
10/10 Excellent
John B.
7 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Top notch Berkshire location
John B.
Stayed 4 nights in Jul 2024
Verified
10/10 Excellent
Sandra & Ron C.
18 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sandra & Ron C.
Stayed 4 nights in Aug 2025
Verified
10/10 Excellent
Dara K.
21 March 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Ski House
Dara K.
Stayed 3 nights in Feb 2021
Verified
10/10 Excellent
Kelly S.
18 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls Getaway in the Berkshires
Kelly S.
Stayed 2 nights in Feb 2025
Verified
10/10 Excellent
Susan U.
12 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for a family vacation!
Susan U.
Stayed 14 nights in Jul 2024
Verified
10/10 Excellent
Amayeli R.
1 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property!
Amayeli R.
Stayed 3 nights in May 2023
Verified
10/10 Excellent
Emily S.
5 August 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location/has all the necessities
Emily S.
Stayed 3 nights in Jul 2020
Verified
10/10 Excellent
Lynne L.
16 August 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place for young families
Lynne L.
Stayed 4 nights in Aug 2020
Verified
10/10 Excellent
Nancy K K.
9 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
the best!
Nancy K K.
Stayed 4 nights in Aug 2023
Verified
10/10 Excellent
Francine C.
29 November 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous Family Time Together
Francine C.
Stayed 4 nights in Nov 2021
Verified
10/10 Excellent
milena p.
6 August 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
milena p.
Stayed 3 nights in Jul 2020
Verified
10/10 Excellent
Rachel T.
2 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect family house!
Rachel T.
Stayed 4 nights in Aug 2024
Verified
10/10 Excellent
Patrick C.
2 January 2018
Great stay for new years
Patrick C.
Stayed 3 nights in Dec 2017
About the host
Hosted by Ruth Friedman & Barry Wasserman
THE BACKSTORY –or – why we love 3 Squaw Peak and the Berkshires so much.
Just in case you were wondering. A long, long time ago, a boy named Sam, who was a 1st year at Harvard Law, met a girl named Doris 1st year at BU law. They dated, quickly fell in love and 9 months later, in August 1955 were married. That summer of ’55 was a wonderful time – and they spent some of it at Tanglewood, falling in love with the Berkshires.
Fast forward a decade or so, and Doris & Sam, and their three girls, spent vacation time in the Berkshires the girls going to sleep-away camp and Doris & Sam staying overnight for drop-off and pickup weekends and visitors weekends. Their love for the Berkshires grew and finally, in the early 1970s they purchased a small vacation house in nearby Monterey, MA. In 1987 they purchased 3 Squaw Peak Rd in the hopes of continuing the family tradition.
Thirty-plus years later, here we are. Sam is sadly gone, and Ruth (their eldest) and Barry have taken over the house. The house has seen many family gatherings, for weekends of skiing and treks to Tanglewood, hanging out at the pool in the summers and using our seasons’ passes at Ski Butternut. Our kids grew up loving the Berkshires; one of our daughters was married at the house – having expressed her intent at 9 years old to do just that! We held company parties, anniversary gatherings and family reunions. And we will continue to do so. But our kids are grown and scattered, and we don’t get to the house as much as we’d like. Doris still visits with us on occasion – and we love the gatherings – but it’s time to rent the house out for periods of time.
We hope you enjoy a house that’s been filled with love and joy – and will continue to do so.
Ruth & Barry, et al.
Just in case you were wondering. A long, long time ago, a boy named Sam, who was a 1st year at Harvard Law, met a girl named Doris 1st year at BU law. They dated, quickly fell in love and 9 months later, in August 1955 were married. That summer of ’55 was a wonderful time – and they spent some of it at Tanglewood, falling in love with the Berkshires.
Fast forward a decade or so, and Doris & Sam, and their three girls, spent vacation time in the Berkshires the girls going to sleep-away camp and Doris & Sam staying overnight for drop-off and pickup weekends and visitors weekends. Their love for the Berkshires grew and finally, in the early 1970s they purchased a small vacation house in nearby Monterey, MA. In 1987 they purchased 3 Squaw Peak Rd in the hopes of continuing the family tradition.
Thirty-plus years later, here we are. Sam is sadly gone, and Ruth (their eldest) and Barry have taken over the house. The house has seen many family gatherings, for weekends of skiing and treks to Tanglewood, hanging out at the pool in the summers and using our seasons’ passes at Ski Butternut. Our kids grew up loving the Berkshires; one of our daughters was married at the house – having expressed her intent at 9 years old to do just that! We held company parties, anniversary gatherings and family reunions. And we will continue to do so. But our kids are grown and scattered, and we don’t get to the house as much as we’d like. Doris still visits with us on occasion – and we love the gatherings – but it’s time to rent the house out for periods of time.
We hope you enjoy a house that’s been filled with love and joy – and will continue to do so.
Ruth & Barry, et al.
Why they chose this property
Ideal location - private but accessible. lots of room for all and lots of room to be together. In the heart of the Berkshires - family home, well-used and perfect for small or large groups, events and/or celebrations!
What makes this property unique
You will not find a better vacation rental for your family. With 3 acres of land, an in-ground pool, a living room AND family room with all the amenities - dining space for 10+ inside and 12+ in our screen-in porch. Comfortable relaxed living in a home that beckons to families and adult groups alike. So much to do in the area, with Great Barrington 1.6 miles away, Ski Butternut 3 miles down the road, all the summer pleasures of the Berkshires (Tanglewood, Jacob's Pillow, Berkshires Theatre Festival, and more) just 10 miles down the road. Beartown State Forest & Benedict Pond for swimming and boating, Lake Garfield for your motor boat. Crafts fairs and antiquing galore. From quaint shopping in the towns of GB, Lenox & Lee to outletting at the Lee Prime Discount mall. Art lover? Chesterwood, Norman Rockwell Museum, and gallery hoping in the towns. Movies? The Triplex in GB. Restaurant lover? So many choices. Cooking at home? two grocery stores within minutes, and gourmet food shops to compliment the standards. Lots to do if you want to; great place to not do if that's your preference!
Languages:
English, Spanish
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