Summer Chalet w/ Sparkling Pool in Great Barrington + Private Hiking Trails
Nestled in the foothills of East Mountain, just minutes from the center of Great Barrington, this woodsy summer chalet has been completely reimagined with featuring stunning 30-foot ceilings with skylights, an open floor plan, a wood-burning fireplace, a chef's kitchen with an automated downdraft venting system, new patios, decks, balconies, a refinished seasonal swimming pool, gas & charcoal grills, private hiking trails abetting the State Forest, and an abundance of unique outdoor areas to enjoy summer in the Berkshires.
Each bedroom is equipped with an individual climate control unit. The Primary Suite features a private balcony overlooking the pool, a large walk-in shower and a separate soaking tub with jacuzzi jets. The East bedroom often doubles as an office, equipped with a desk and a printer. It also boasts of an enormous private patio to watch the stars or do yoga surrounded by trees. The Middle bedroom is perfect for kids or an adult couple and has its own closet space. The West bedroom features a small porch with direct access to the yard and two twin-sized beds. The living room features a 70" SmartTV w/ a bluetooth enabled soundbar, to stream all of your favorite music, podcasts, 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.
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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
Property Registration Number C0488261130
Property # 4039067vb
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
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.
Great Barrington Historical Society & Museum - 18 min drive - 12.0 km
Mahaiwe Performing Arts Center - 21 min drive - 14.1 km
Housatonic River Walk - 22 min drive - 14.5 km
Lake Mansfield Park - 25 min drive - 16.2 km
Getting around
Pittsfield, MA (PSF-Pittsfield Municipal) - 34 min drive
Restaurants
Cumberland Farms - 18 min drive
Dunkin' - 16 min drive
Café Holli - 17 min drive
Café Rena - 15 min drive
Guido’s Kitchen - 15 min drive
Frequently asked questions
Does Berkshire Summer Chalet w/ Sparkling Pool + Private Hiking Trails have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Summer Chalet w/ Sparkling Pool in Great Barrington + Private Hiking Trails?
As of 13 May, 2026, prices found for a 1-night stay for 2 adults at Summer Chalet w/ Sparkling Pool in Great Barrington + Private Hiking Trails on 8 Jul, 2026 start from S$1,032, 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 Berkshire Summer Chalet w/ Sparkling Pool + 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 Berkshire Summer Chalet w/ Sparkling Pool + Private Hiking Trails?
On-site parking is available at the property.
What time is check-in at Berkshire Summer Chalet w/ Sparkling Pool + Private Hiking Trails?
Check-in begins at 4:00 PM.
What time is check-out at Berkshire Summer Chalet w/ Sparkling Pool + Private Hiking Trails?
Checkout is at 10:00 AM.
Where is Berkshire Summer Chalet w/ Sparkling Pool + 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.
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.
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.
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
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.
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!
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.
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 .
Jerina L.
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
Bill G.
5 Apr, 2026
Bill G.
Stayed 6 nights in Feb 2026
Verified
8/10 Good
Verified traveller
9 Feb, 2026
Verified traveller
Stayed 2 nights in Jan 2026
About the host
Hosted by Danielle Shaw
Languages:
English
Premier Host
They consistently provide great experiences for their guests