In Great Barrington .Within 3 miles (5 km) of this Great Barrington vacation home, you'll find Ski Butternut and Lake Buel. Housatonic River and Housatonic River Walk are also within 6 miles (10 km).
National Shrine of the Divine Mercy - 21 min drive - 11.6 miles
Catamount Ski Area - 21 min drive - 13.4 miles
Tanglewood Music Center - 29 min drive - 18.8 miles
Jiminy Peak Mountain Resort - 52 min drive - 43.2 miles
Getting around
Pittsfield Intermodal Transportation Center - 35 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 31 min drive
Restaurants
Cumberland Farms - 6 min drive
McDonald's - 6 min drive
Café Holli - 6 min drive
Marketplace Kitchen Table - 5 min drive
Pizza House - 5 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Berkshires Estate w/ Heated Pool by Evergreen Home
Welcome to your own private Berkshires paradise. Located 10 min from downtown Great Barrington or Stockbridge, and 20 min from Tanglewood and Jacob's pillow; this is the perfect place to unwind and experience the best the Berkshires has to offer. Nestled on 60 private acres with trails, a heated salt water pool, pool house w/ kitchenette, and stunning views, this spacious retreat is ideal for large groups seeking both gathering space and relaxation.
If you have any questions please message via your booking platform. Our goal is always for our guests to enjoy a relaxing stay at a beautiful home.
The home is set far off a main road in Great Barrington, the setting is rural and you cannot see the neighbors or see / hear any car traffic.
Guests will have private access to the home, and property during their stay.
This is an established 5-star rental property —check the photos to see the glowing reviews!
The open concept main floor of the house features a fully stocked chefs kitchen with a large island, high ceilings, and everything you could need for meals at home. The kitchen also includes a large dining table that can seat up to 8 guests. Cozy up in the family room located off the kitchen and enjoy the view of the property through the large windows.
Down the hall, the spacious living room provides the perfect space to enjoy a movie or play a board game with the whole family. Large windows throughout the room allow for natural light to pour into the living area. Attached to this room is the sun porch which contains additional seating and dining areas as well as a small book collection.
3 of the 5 spacious bedrooms are located on the first level of the home. The primary bedroom features a king bed, sunlit seating area, and ensuite bathroom. The other two bedrooms on the first floor also contain king sized beds and both have a pullout couch to accommodate different sleeping arrangements. There are two half baths and one full bath with a walk in shower located on the first floor.
The second floor of the home contains the other two bedrooms, one with a king bed and the other with a queen bed. There is a full bathroom with a tub/shower combo upstairs.
The lower level of the house includes the washer and dryer units, pool table, and workout equipment.
Start your morning on the front deck, sipping coffee and taking in the sounds of nature. Spend the day on the back deck lounging in the sun or under the awning while enjoying the views of the property.
Cool off in the salt water pool and keep your food and beverages in the detached pool house equipped with a sink, dishwasher, refrigerator and bathroom. There is also an outdoor shower to rinse off post pool. Explore the private trails maintained around the property.
Spend the evening grilling and sitting around the fire pit on the back patio, head into town to one of the many restaurants or bars, or hire an incredible private chef to come in for a gourmet meal. The options are unlimited!
Located 10 min from downtown Great Barrington or Stockbridge, 5 min from Butternut Basin, and 20 min from Tanglewood and Jacob's pillow.
Having a car will greatly enhance your ability to explore the Berkshires effectively.
LOCATION: The home is set far off a main road in Great Barrington, the setting is rural and you cannot see the neighbors or see / hear any car traffic.
PETS: No pets.
PARKING: Free parking on premises.
POOL: The pool is open seasonally from May through October, with exact opening and closing dates determined by weather conditions.
-From June 1st through Labor Day, the pool is heated to a comfortable 82°F at no additional cost. Guests who wish to maintain a higher temperature may do so for an additional fee, please reach out to us directly.
-Pool heating may also be available , but not guaranteed, in May and after Labor Day for an additional charge of $150 per day. To ensure the pool is ready upon your arrival, we kindly ask that you notify us in advance if you plan to have the pool heated.
-If you wish to heat the pool above the standard 82°F provided between June 1 and Labor Day, an additional fee will apply. Please contact us in advance to confirm pricing and arrange for the higher temperature setting.
*Workout equipment includes a Peloton(bring your shoes!), TRX, and resistance bands for guest use.
*Owners are open to opportunities for commercial photography / filming; with permission. There may be an additional fee, please inquire prior to booking.
**Your reservation includes a $20 insurance fee to cover any accidental damage during your stay, allowing you to relax and enjoy your vacation with peace of mind. If any damage does occur, please let us know so we can arrange timely replacements for the next guest.
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Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
Electric car charging station
Garden
Unit size: 3,000 square feet
Policies
Check-in
Contactless check-in available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property Registration Number C0457971130
Property is also known as
f9471429-9184-4f59-99ab-0e4a7c825c51
Frequently asked questions
How close is Berkshires Estate w/ Heated Pool by Evergreen Home to the airport?
This vacation home is 20 mi (31-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.
Does Berkshires Estate w/ Heated Pool by Evergreen Home have an airport shuttle?
Airport shuttle services are not available at this vacation home.
Does Berkshires Estate w/ Heated Pool by Evergreen Home offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Berkshires Estate w/ Heated Pool by Evergreen Home?
No, there is no casino at this vacation home, but Magnolia Bluffs Casino (23-min drive) is nearby.
Is there free parking at Berkshires Estate w/ Heated Pool by Evergreen Home?
Free parking is not available at this vacation home.
Does Berkshires Estate w/ Heated Pool by Evergreen Home have a pool?
Yes, there's a private pool.
Does Berkshires Estate w/ Heated Pool by Evergreen Home have a spa?
There are no spa services available at this vacation home.
How close is Berkshires Estate w/ Heated Pool by Evergreen Home to downtown Great Barrington?
This vacation home is 2.8 mi away from Great Barrington.
Berkshires Estate w/ Heated Pool by Evergreen Home Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 5 out of 5 reviews
10 - Excellent
5
Rating 8 - Good. 0 out of 5 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 5 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 5 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 5 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Liz G.
Oct 9, 2025
Liked: Cleanliness
The best week in autumn with 8 college girlfriends that gather annually, college friends from the 1970's. The house and its sitting areas and pool/grounds were perfect. The beds were amazing, best mattress ever!
Liz G.
Stayed 6 nights in Oct 2025
10/10 Excellent
Marlene L., Chestnut Hill
Sep 18, 2025
Liked: Cleanliness
We have stayed in several rental properties to accommodate our extended family gatherings.This home is especially well situated, generous in space and extensively appointed for our large family. We enjoyed the rustic feel and setting, yet we had all modern conveniences. There really was nothing more we could have wanted, except a longer visit.
Marlene L.
Stayed 3 nights in Sep 2025
10/10 Excellent
Susan M.
Aug 17, 2025
Liked: Cleanliness
Very responsive to any question, beautiful home for a large group, great outdoor space and pool and terrific location. Very comfortable beds too. The chefs in the family would have appreciated a bigger grill but we made it work. Thanks for a great stay.
Susan M.
Stayed 6 nights in Aug 2025
10/10 Excellent
Carrie P.
Aug 14, 2025
Liked: Cleanliness
This home and property are beautiful and well maintained. It was perfect for our multi-generational family get-together! Even better than the photos! We spent a wonderful week enjoying every aspect of the home and location. Love the various wings of the home offering privacy for all while also great to be together in the large common spaces cooking, eating, laughing, playing music, or swimming in the great pool. The pool house with the outdoor shower was a wonderful addition. Recommend this property!
Carrie P.
Stayed 7 nights in Aug 2025
10/10 Excellent
Paul N.
Jun 22, 2025
Liked: Cleanliness
Great home!
House,pool and even the grill were pristine clean .Actual sleeping for 10 in 5 lovely bedrooms as opposed to pullout couches and mattresses on the floor like some other places .Online description for real for a change.