Berkshires Estate w/ Heated Pool by Evergreen Home

Evergreen Home Holiday Rentals invites you to your private 60-acre Berkshires paradise. Ideally located 10 minutes from Great Barrington and Stockbridge, this estate features private trails, a heated saltwater pool, and a pool house with a kitchenette.

With stunning views and ample space, this retreat is perfect for large groups. Enjoy easy access to Tanglewood and Jacob’s Pillow, or simply unwind in your own secluded sanctuary. Experience the ultimate Berkshire escape—book your stay today!

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. Cosy 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 film 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 ground 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 ground 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 washing machine 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 drinks 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 city centre 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: This home is set far off a main road in Great Barrington, offering a peaceful, rural setting with no visible neighbors or traffic noise.

⭐️ PETS: No pets allowed.

⭐️ PARKING: Free on-site parking is available.

⭐️ POOL: Open seasonally May through October, with exact dates determined by weather.
• June 1–Labour Day: Heated to 82°F at no additional cost. Guests may request a higher temperature for an extra fee—please contact us in advance.
• May & after Labour Day: Pool heating may be available for $150/day, but is not guaranteed. Advance notice required to ensure readiness.
• Heating above 82°F during June–Labour Day is available for an additional fee; please contact us prior to arrival.

⭐️ WORKOUT EQUIPMENT: Guests may enjoy a Peloton (bring your shoes!), TRX, and resistance bands during their stay.

⭐️ COMMERCIAL USE: Owners may allow commercial photography or filming with prior permission. Additional fees may apply—please enquire before booking.

⭐️ DAMAGE PROTECTION: Your reservation includes a $20 accidental damage insurance fee, allowing you to relax and enjoy your stay with peace of mind. If any damage occurs, please notify us so we can arrange timely replacements for the next guest.