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Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails

Photo gallery for Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails

Living area
Living area
Miscellaneous
Exterior
Private kitchen

Reviews

9.6 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Rooms & beds

4 bedrooms (sleeps 8)

East Bedroom

1 Queen Bed

NE Bedroom

1 Double Bed

NW Bedroom

2 Single Beds

West Bedroom (primary suite)

1 King Bed

3 bathrooms

Downstairs Full Bath

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

Upstairs Guest Bath

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo

West Bedroom (en suite)

+1
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Jetted bathtub · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails

Nestled in the foothills of East Mountain, just minutes from the center of Great Barrington, this woodsy pine cabin has been completely reimagined with bucolic charm and urban luxury. Featuring stunning 30-foot ceilings with skylights, an open floor plan, a wood-burning fireplace, new patios, decks, balconies, a refinished seasonal swimming pool (open June-Sept), gas & charcoal grills, private hiking trails abetting the State Forest, and an abundance of unique outdoor areas to enjoy summer in the Berkshires. Each room is equipped with its own climate-controlled air conditioning and heating system. The living room features a 70" SmartTV w/ a bluetooth enabled soundbar, to stream all of your favorite shows, movies and live events.

***PLEASE NOTE*** There is a bridge closure that does add time coming in and out of Great Barrington town center.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings and birthday parties
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted
GREAT BARRINGTON QUIET HOURS ORDINANCE 8pm-8am

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 12
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
Property Registration Number C0488261130

About the area

Great Barrington

Great Barrington is home to this holiday home. Mahaiwe Performing Arts Center and W.E.B. Du Bois Boyhood Homesite are local landmarks, and some of the area's attractions include Berkshire Botanical Garden and Hoffman's Pottery. Charles H. Baldwin & Sons and Hotchkiss Mobile Studio are also worth visiting.
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Map
Great Barrington, MA

What's nearby

  • Housatonic River - 11 min walk - 0.9 km
  • Ski Butternut - 12 min drive - 9.6 km
  • National Shrine of the Divine Mercy - 21 min drive - 19.1 km
  • Tanglewood Music Center - 30 min drive - 30.8 km
  • Jiminy Peak Mountain Resort - 51 min drive - 69.3 km

Getting around

  • Pittsfield, MA (PSF-Pittsfield Municipal) - 34 min drive

Restaurants

  • ‪Cumberland Farms - ‬18 min drive
  • ‪Café Holli - ‬17 min drive
  • ‪Café Rena - ‬15 min drive
  • ‪Dunkin' - ‬16 min drive
  • ‪Pizza House - ‬7 min drive

Frequently asked questions

Does Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails?

As of 18 March 2026, prices found for a 1-night stay for 2 adults at Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails on 21 May 2026 start from NZ$1,124, 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.

Is Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much is parking at Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails?

On-site parking is available at the property.

What time is check-in at Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails?

Check-in begins at 4:00 PM.

What time is check-out at Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails?

Checkout is at 10:00 AM.

Where is Winter Ski Chalet w/ Cozy Fireplace + Private Hiking Trails located?

Situated in Great Barrington, this holiday home is within 1 mile (2 km) of Housatonic River and Great Barrington Historical Society & Museum. Mahaiwe Performing Arts Center and Housatonic River Walk are also within 3 miles (5 km).

Reviews

9.6

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. 9 out of 12 reviews
Rating 8 - Good. 3 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.0/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Juliette P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very responsive host. Beautiful house! We had a great stay!
Stayed 4 nights in Feb 2026
Verified

8/10 Good

Jared L.

Liked: Cleanliness, check-in, communication, listing accuracy
The house was as advertised. Comfortable, clean, etc. The host was also extremely responsive when we had questions during the stay. The only areas for improvement would be fixing some of the cabinets/drawers in the kitchen which are in need of repair and providing extra towels and linens. Otherwise, a very nice home and relaxing visit.
Stayed 5 nights in Feb 2026
Verified

10/10 Excellent

Rich L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent, comfortable stay for our family of 5. Great communication from the owner and fast response times for the few questions we had during our stay. We would return here again if we go back to The Berkshires.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Maureen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean and perfect for my family and Dog. The pool was really enjoyable. Owner had excellent communication.
Stayed 10 nights in Jun 2025
Verified

10/10 Excellent

Ross H.

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

Great House

Fantastic house, very clean and newly renovated. We enjoyed our stay and would definitely rent again!!!
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Sarah S.

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

Highly recommend

We had a great time. The house had everything we needed and was very clean and cozy. Communication with the owners was great. Overall, great experience.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Tyler G.

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

Great weekend in the Berkshires.

Overall, amazing stay. The house so very clean, nicely renovated and an overall excellent experience for our group. Host was extremely communicative. Would absolutely rent again
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Michelle D.

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

Great place

Great place, was clean, and perfect for a girls get away. The only complaint was that none of the windows had blinds or curtains and landscapers came to house at like 8am on Sat, other than that we were really very happy with the home!
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

JoAnne d.

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

Beautiful property

We spent the weekend with family there. Beautifully decorated and clean. Easy ride into Great Barrington. No detail was missed!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Scott F.

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

Clean, quiet, modern, spacious

We enjoyed our stay. It’s a clean, spacious, updated house. Immediate vicinity is rural/quiet. Neighbors had a fun holiday display which the kids enjoyed. There’s currently a bridge closure to great Barrington which wasn’t initially listed but upon receiving that feedback, the host quickly added that for future rentals. Would stay here again.
Stayed 2 nights in Dec 2024
Verified

8/10 Good

Jerina L.

Liked: Cleanliness, check-in, communication, listing accuracy
The house was really nice and modern , beautiful bathrooms. The area was ok right next to other houses and no real views. Pool closed as i expected. It was very sparse not even a deck of cards to be found. We had to go out and buy any little thing we needed. Also the master bedroom could use some updating. Seems like a lot of money to spend on cleaning when there was nothing really there to clean once we packed. There was alot of dog hair and dust in the carpeting my one son had a really hard time with his allergies.The communication was great and amenities were great. Loved the bathrooms and kitchen and tv .
Stayed 2 nights in Oct 2025
Verified

8/10 Good

Verified traveller

Stayed 2 nights in Jan 2026

About the host

Hosted by Danielle Shaw

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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