Stockbridge Retreat w/ Pool & Hot Tub!

Stockbridge, Massachusetts
$1563 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

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: Gardeners may be on-site in the outdoor areas, and will not disturb your stay
- 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

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 3900 Sq Ft (362 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Firepit Garden Gas Grill Patio
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    3.5 Bathrooms Hair Dryer Towels Provided
  • WORKSPACES

    Desk Printer
  • LANGS SPOKEN

    English French German Spanish
  • THINGS TO DO

    Basketball Nearby Hiking Nearby Hiking/biking Trails Nearby Water Sports Equipment
  • ENTERTAINMENT

    Books DVD Player Games Stereo TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Pool Toys
  • SERVICES AND CONVENIENCES

    Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Craig G.

    Submitted Jul 22, 2025

    Stayed Jun 30, 2025

    The property was amazing. The pool, hot tub and home were excellent. The owner thought of everything you would need in the kitchen. Grill and appliances were a life saver. Owner and property manager were available for any needs and made out 2 week visit most enjoyable with no headaches.

  • Max

    Submitted Jul 15, 2024

    Stayed Dec 31, 1969

    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!

  • Forrest R.

    Submitted Jul 11, 2024

    Stayed Jul 6, 2024

    It is a lovely house, well equipped with games, books, piano and a beautiful swimming pool and back yard. The property manager promptly took care of a few small issues involving the lock box for key access, the garage opener code being inaccurate, and a beeping fire alarm. Although the house is on a small, quiet street, it was adjacent to a rather busy road that resulted in noise while in the backyard using the pool. There was no noise in the house however. Overall a great, well layed out home with a beautiful backyard that we enjoyed very much.

Your dates are Available!

Total

Includes taxes and fees
$1,563+
View details