Stockbridge Retreat w/ Pool & Hot Tub!
Top rated by guests





Don't miss out! Price and availability may change
10 guests · 4 bedrooms · 4 baths
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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Bedroom 1
1 King
Bedroom 2
1 King
Bedroom 3
1 Double
Bedroom 4
1 Queen
Living Room 1
2 Sofas
Escape to the Berkshires and indulge in the ultimate experience at this luxurious 4-bedroom, 3.5-bathroom house. Situated on 22 acres of pristine land, this vacation rental offers unrivaled privacy and tranquility. Take a dip in the private pool, soak in the hot tub, shoot some hoops, play some pickleball, or a play game of ball hockey on our private court. Or, explore nearby attractions such as the Norman Rockwell Museum, Tanglewood, and the hiking trails of the Stockbridge area.
-- THE PROPERTY --
MassTaxConnect ID #: C0437672830 | 22-Acre Property | Modern Interior | Gas Fireplace | Private Heated Pool (Depth 3.5’-9’)
Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Full Bed | Bedroom 4: Queen Bed | Den: 2 Twin Futons (converts to King Bed)
OUTDOOR LIVING: Patio, private pool (open seasonally), screened-in porch, hot tub, basketball & pickleball court, gas grill, beach chairs, beach towels, deck, garden, hammock, outdoor shower, outdoor speakers, pool toys, patio heater, gas fire pit
INDOOR LIVING: Board games, piano, Smart TVs, DVD player, books, ceiling fans, walk-in closet, dining table, printer
KITCHEN: Air fryer, drip coffee maker, dishwasher, microwave, knife set, dishware & flatware, ice maker, spices, toaster, cooking basics
GENERAL: Free WiFi, linens & towels, hair dryer, complimentary toiletries, keyless entry, washer & dryer, central heating & air conditioning
FAQ: Steps required, Ring doorbell (facing out), no EV charging
PARKING: Driveway (4 vehicles)
-- THE LOCATION --
OUTDOOR ADVENTURE: Monument Mountain Reservation (6 miles), Berkshire Rivers Fly Fishing (6 miles), Olivia's Overlook (8 miles), Otis Ridge (17 miles)
HITTIN' SLOPES: Butternut Ski Area and Tubing Center (7 miles), Bousquet Mountain Ski Area (12 miles), Catamount Mountain Resort (14 miles), Jiminy Peak Mountain Resort (28 miles)
TIME TRAVEL: Naumkeag (2 miles), Norman Rockwell Museum (3 miles), Ventfort Hall Mansion and Gilded Age Museum (7 miles), Thomas Cole National Historic Site (40 miles), Olana State Historic Site (40 miles)
AIRPORTS: Albany International Airport (51 miles), Bradley International Airport (68 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Guests are not permitted to charge electric vehicles on-site as the electrical system is not equipped for that, and the breaker will blow
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires stairs to access
- NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device or when the video doorbell button is pressed
- NOTE: The pool will be closed from September 29th, 2025, for the remainder of the season and will re-open in the spring
Free WiFi/internet
Free Parking
Air conditioning
Pool
Non-smoking
TV
Heating
Bathroom
Coffee/tea maker
Kitchen
Kitchenette
Parking Available
Private pool access
Dishwasher
Dryer
Kitchenware
Private hot tub/jacuzzi
Garden
Fireplace
Private entrance
Shower
Bath or shower
Bathtub
Outdoor Cooking
Family friendly
Free toiletries
Towels
Linens
Fan
Desk
Accessible by stairs only
Hairdryer
Accessible bath/shower
Closet
Contactless check-in/out
Telephone
Carbon monoxide detector
10.0 / 10.0Outstanding·Aug 2024
This house is a beauty: comfortable, well-equipped, in a very nice setting. I am certain that we will return again soon for another multi-generational family gathering.
10.0 / 10.0Outstanding·Jul 2024
Our stay at this Stockbridge home during the July 4th week was perfect. The beautiful, secluded property provided a serene getaway, featuring a well-maintained pool area with a jacuzzi and exquisite gardening. The house is stunning, filled with natural light that makes every room feel warm and inviting. It was the perfect place for two families (with kids) to spend a week enjoying the best the Berkshires have to offer. The location was excellent, giving us easy access to all the local attractions. Plus, the house was well-stocked with plates, dishes, cookware, and everything we needed, which can be hit or miss with house rentals. We look forward to returning!
10.0 / 10.0Outstanding·Aug 2023
This house is really beautiful and has everything one could need for a comfortable stay. The kitchen is well-equipped. There are big gathering spaces for family or friends traveling together. The pool is gorgeous. We live nearby and rented this house to accommodate a group of friends gathering to enjoy a Berkshire summer weekend with us; it was the perfect solution to our too-small house. I would highly recommend this place.
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Top rated by guests
Don't miss out! Price and availability may change
FAQs
Is parking included with this house?
Yes, parking is listed as an amenity at Stockbridge Retreat w/ Pool & Hot Tub!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Stockbridge Retreat w/ Pool & Hot Tub!. Enjoy the water!
Is Stockbridge Retreat w/ Pool & Hot Tub! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Stockbridge Retreat w/ Pool & Hot Tub!?
We found 37 amenities for this rental. This includes free wifi/internet, free parking, air conditioning, pool, and non-smoking.
