The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

Photo gallery for The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

A living room with striped armchairs, a fireplace, a dining area, and a chandelier.
A staircase with wooden railings and a bench with a patterned cushion in a hallway with dark walls and tiled flooring.
A hot tub on a wooden deck with a view of a fenced yard and trees.
A modern kitchen with stainless steel appliances, wooden flooring, and pendant lighting.
A modern living room with a grey sofa, a black ottoman, and a coffee table. There is a television on a white cabinet, and a painting on the wall.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Ski access
    A rare find - hit the slopes directly from your doorstep!
  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.

Popular amenities

  • Ski-in/ski-out access
  • Balcony
  • Spa pool on site
  • On-site fitness centre
  • Arcade/game room
  • Barbecue

Explore the area

View map
Great Barrington, MA
  • Place, Housatonic River
    ‪6 min drive‬
  • Place, Mahaiwe Performing Arts Center
    ‪8 min drive‬
  • Place, Housatonic River Walk
    ‪8 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪50 min drive‬

Rooms & beds

5 bedrooms (sleeps 16)

1 - Master Bedroom -1

1 Queen Bed

2 - Master Bedroom - 2

1 Queen Bed

3 - King Bedroom

1 Single Bed and 1 King Bed

4 - Loft

1 Queen Bed and 1 Single Bed

5 - Bunk Room

2 Single Bunk Beds

Office 1

2 Single Beds

4 bathrooms

First Floor Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo

King Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo

Master - 2 Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Master-1 Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

Add dates for prices

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About the area

Great Barrington

Located in Great Barrington, this holiday home is in the city centre and on a river. Tanglewood Music Center and Art et Industrie are cultural highlights, and some of the area's landmarks include Mahaiwe Performing Arts Center and W.E.B. Du Bois Boyhood Homesite. Consider Roe Jan Brewing Co. for a night out or Berkshire Botanical Garden if you're travelling with kids. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as snowmobiling and sledging.
View more Holiday homes in Great BarringtonOpens in a new window
Map
Great Barrington, MA

What's nearby

  • Housatonic River - 6 min drive - 4.7 km
  • Mahaiwe Performing Arts Center - 8 min drive - 5.4 km
  • Housatonic River Walk - 8 min drive - 5.7 km
  • Lake Mansfield Park - 8 min drive - 4.7 km
  • Monument Mountain Reservation - 9 min drive - 6.1 km

Getting around

  • Pittsfield Intermodal Transportation Center - 35 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 31 min drive

Restaurants

  • ‪McDonald's - ‬8 min drive
  • ‪Café Holli - ‬7 min drive
  • ‪Cumberland Farms - ‬7 min drive
  • ‪Marketplace Kitchen Table - ‬8 min drive
  • ‪Berkshire Mountain Bakery - ‬7 min drive

Frequently asked questions

Is The Great Escape Ski Cottage w/HOT TUB @ Great Barrington pet-friendly?

Yes, this property allows cats and dogs (limit 2 total).

How much does it cost to stay at The Great Escape Ski Cottage w/HOT TUB @ Great Barrington ?

As of 28 October 2026, prices found for a 1-night stay for 2 adults at The Great Escape Ski Cottage w/HOT TUB @ Great Barrington on 30 October 2026 start from NZ$5,924, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at The Great Escape Ski Cottage w/HOT TUB @ Great Barrington ?

On-site parking is available at the property.

What time is check-in at The Great Escape Ski Cottage w/HOT TUB @ Great Barrington ?

Check-in begins at 4:00 PM.

What time is check-out at The Great Escape Ski Cottage w/HOT TUB @ Great Barrington ?

Checkout is at 10:00 AM.

Where is The Great Escape Ski Cottage w/HOT TUB @ Great Barrington located?

Located in the mountains, this Great Barrington holiday home offers ski-in/ski-out access within 3 miles (5 km) of Lake Mansfield Park, Housatonic River and Monument Mountain. Housatonic River Walk is 2.9 mi (4.7 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 62 out of 64 reviews
Rating 8 - Good. 1 out of 64 reviews
Rating 6 - Okay. 1 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location, listing accuracy
Beds and linens were lovely! There weren't enough washcloths in the house for every guest and emailing about it did not provide any help (we looked in every bathroom before messaging). The kitchen is *very* well stocked, but smaller than the photos make it look. Cooking for a large group proved challenging only due to lack of space/food storage options. (If you're not cooking every meal you'll be fine).Beautiful yard and property, nice and private feeling. (The fall leaves were beautiful!)Fantastic location, close to everything we wanted to do!
Stayed 7 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
the house was everything we wanted and had everything we needed for a long weekend family birthday celebration. beautifully furnished. great amenities. great location. we would definitely return.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home, great location, enjoyed our stay! Accurately described on VRBO.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home perfect for large families or maybe larger groups. Great location close to Berkshire towns. Very comfortable beds and a well stocked kitchen! Nice hot tub and game room. Great communication with host!
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is as advertised which is something I find lacking in many house rentals. It was clean and the best house we've ever rented in terms of bed comfort, linens and towels, stocked kitchen, amenities, and location. In particular, the kitchen was remarkably well stocked. We loved it all and would rent this house again if we are in the area again with our family.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay, great location, beautiful property!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is great for a large group to gather and have plenty of room. From the various sleeping options to the game room, TV room, dining area and most importantly the fire pit.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was amazing! We were 3 families with 6 kids among us and the house had an amazing kids wing with bunk beds, pop a shot, foosball, and air hockey. We skied at butternut and the location was perfect. Hot tub was clutch. Shay was super responsive. Would love to go back again! Highly recommend
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Shay communicated all necessary information.The house was beautiful, spotless, and full of all amenities.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay in Great Barrington. The location was excellent—close to the mountain and convenient to restaurants and town—and the house was a great fit for our family. Everything was comfortable and made for an easy, relaxing stay. One small thing to note is that the office area with the two twin beds is more of a pass-through space between rooms and doesn’t have blinds, but it didn’t take away from our overall experience. We’d happily stay here again.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time at this house. The second living/play room was great for the 8 kids we had with us as it gave them a separate space to play. The large front and back yards also provided ample space to get outdoors. The house was clean and well suited for our large group.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Place was cleanClose proximity to town and hikingHot tub holds 4 at a timeKitchen had great supplies but limited counter space
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. My grandson had a blast in the game room and going outside to kick a soccer ball around. The only issue was on our last night sitting in the hot tub there was a smell from under the deck that made it hard to sit out there. No one’s fault - probably an animal or something
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
did not use the hot tub
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in Great Barrington. Close to downtown for shopping and trails for walking and hiking. We had a great time! Shay was easy to communicate with, a 5 start host!
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect New England getaway

Great house for a large group. Lots of seating areas indoors and outdoors to accommodate kids and adults. House was very clean and kitchen was well stocked for cooking. We loved that the bedrooms were nicely separated for privacy, particularly the bunk rooms and nearby game room. Great for the late nighters in the bunch!Beautiful property and less than 10 mins to town.
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family weekend

The house is clean, spacious and comfortable and well stocked with linens, towels, blankets, cleaning supplies, etc - it looks exactly as pictured and has everything you need. The kids’ ‘playroom’ was a great space even for older children, and allowed adults and kids to truly spread out and enjoy the property. We cooked multiple meals, and had all the equipment we needed. The local Guido’s specialty supermarket had an excellent selection of meats, cheeses and prepared foods, which helped simplify our at home meals. Overall, we loved being so close to Great Barrington and Tanglewood - the location can’t be beat. We would happily return!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay in the Berkshires

What a wonderful property for our girls trip! The house is clean, there’s so much hangout space, and it’s so well supplied.
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Wonderland Ski Getaway

We had an amazing long ski weekend at the Great Escape Ski Cottage. The listing is very accurate. Great communication with Shay. The house was immaculate upon arrival. The layout of the house was perfect for our family (6 adults and 4 children aged 4-9). One beautiful Master Bedroom on the first floor. Two of the other equally beautiful bedrooms are on the second floor. The linens were hotel quality! The "Kid's Quarters" was located off of the kitchen/laundry room. A playroom with multiple games (Foosball, Basketball, and Air Hockey) as well as a TV sitting area. Two bedrooms (one with two sets of bunk beds and another with a queen bed and twin loft).The kitchen was fully equipped with high quality cookware and more than ample dishes, flatware, and glasses. The hot tub was a nice bonus after skiing! Butternut Ski Resort was an easy 10 minute drive from the house. Downtown Great Barrington was also very close (great little shops and restaurants).This was one of the best VRBO properties that we have ever stayed in and are getting ready to book it for next winter!
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

kids loved it

There is a game room that provided lots of fun. The linens were luxurious, the kitchen had every utensil. The yard is fenced in, the hot tub was great, we loved it!
Stayed 4 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Barrington

Everything was amazing! Two things, the addition is cold, and the hot tub has a bad smell. Everything else was pristine.
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house for large group!

My family and two others had a great stay together at Shay's house in Great Barrington. Meeting up from Boston and NYC, it was the perfect halfway point. Between us, we had 6 adults and 7 kids between the ages of 1-11 and the space was perfect for our needs. The kids LOVED the bunk rooms and the connected play room, and the adults loved that we could close the door and they could be as loud as they wanted! Other highlights of our trip included making s'mores on the outdoor fire pit, eating meals around the large table that fit all 13 of us, restful night's sleep in the comfortable beds, time in the hot tub, and playing in the large backyard. The house was clean, spacious, and had pretty much everything that we needed! Thanks for a great long weekend!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot!

Our group of 7 women loved our stay at this house. It was immaculately clean and very spacious. The location is about 15 minutes to several different charming towns. The beds are comfortable and it was wonderful to be able to spread out. I would love to stay here again!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Weekend

We recently had the pleasure of staying at this fantastic house in the heart of Great Barrington, and it exceeded our expectations! The house layout is both spacious and inviting, providing plenty of room for our family to relax and enjoy. One of the highlights was the playroom, which kept the kids entertained for hours with its wonderful assortment of games, making it a perfect retreat for them, while the accommodations for kids were thoughtfully designed, ensuring everyone felt comfortable and included. The fully stocked kitchen was a dream for family meals, featuring modern appliances and all the necessary cookware, allowing us to prepare and enjoy our meals together. The location is another significant advantage, as it’s just a short walk to local shops and restaurants, making it easy to explore the charming town. Outside, the yard was a standout feature, complete with a soccer net that provided endless fun for the kids, while the outdoor fire pit created the perfect space. Overall, this house is a perfect getaway for families looking to enjoy both comfort and adventure in Great Barrington, and I highly recommend it!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Escape at The Great Escape Cottage

We just returned from a stay at the Great Escape Cottage. Our party was comprised of 10 adult extended family members celebrating a long birthday weekend in the Berkshires. The consensus from all was that Shay’s home is lovely and so comfortable. The thought that has gone into even the smallest amenities in the home was noticed and appreciated. The house was as pictured, very well maintained and clean. The bedding, linen and towels were hotel quality! The open kitchen, dining and conversation area provided a wonderful space for a large group to gather for a meal or some nibbles before going out to dinner. We also fully appreciated the outdoor space enjoying an outdoor lunch in the early fall sunshine, the hot tub and gathering in the evening by the fire pit. Unexpectedly the Air Hockey table in the game room spawned some nostalgia and sibling rivalry with an air hockey tournament. The location in Great Barrington was perfect only 10 minutes to downtown GB and a short drive to other key towns like Lenox and Stockbridge. Also great proximity to Monument Mountain and Catamount where I would highly recommend the zip lining. Wonderful property that lent to a wonderful time for all! Thank you Shay.
Stayed 3 nights in Sep 2024
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