
Vacation rentals with a hot tub in Great Barrington
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Top-rated hot tub rentals in Great Barrington
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Cabin in the woods w cedar Hot Tub + private pond
The Hemlock Hideaway is a charming, rustic cabin in the woods designed for rest and relaxation. Guests will journey into simpler times, inspired by antique furnishings that remind them to slow down and unwind during their stay. The cabin is isolated yet only 10 min drive to Jiminy Peak for skiing as well as park and trails for hiking, apple orchards, excellent restaurants and foliage viewings. Cherry Plain State Park, Mount Greylock, Lebanon Speedway, Albany, and Pittsfield are all 25 min max.

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Rustic getaway in the beautiful Litchfield Hills of Northwestern Connecticut featuring a 2-acre pond and access to 9 miles of unique hiking trails on 450+ wooded acres. Cozy 1700's farmhouse comfortably sleeps 4 adults in 2 bedrooms, with an additional kids room that has a fold-out double futon and loft with one double air-mattress, perfect for children's sleeping bags. There is a pull out sofa in the living room. Dogs welcome! The house is next to Norbrook Farm Brewery, which you can walk to.

The Red Cabin-Secluded Getaway with backyard Brook
Welcome to our secluded mid-century cabin nestled in the foothills of the Berkshires in Northwestern CT! When you stay here you'll find over three private acres of ferns, forests, wild flowers and a native trout brook a stone's throw from the backdoor with your private hot tub to relax in. Beyond the brook are hundreds of acres of state forest preserve. Enjoy great hiking, fishing, skiing, antiques and restaurants minutes away. Only 2 hours from NYC and 8 minutes to Historic Norfolk Center.

Elegant Year-Round Lakeside Retreat with AC
The Haven, an elegant cottage surrounded by woods, located on a pristine lake with private dock. 4 bedrooms, 3 baths. This year-round vacation cottage with hot tub provides an experience in the Berkshires you won’t forget! Leaf-peep in fall, ski in winter, hike in spring, kayak & swim in summer, or browse the boutique shops in quaint towns like Great Barrington, Lenox and Stockbridge. Newly installed mini-splits provide AC in all bedrooms and LVR/DR/Kitchen common area. 1 house-trained dog ok.

Best of the Berkshires + Hot Tub by Evergreen Home
10 MINUTES TO CATAMOUNT Ski, hike, shop, and dine with this beautiful 2-bed, 1-bath Berkshires cottage as your home base. 7 minutes to downtown Great Barrington, this stylish, cozy rental has everything you need for a great getaway. A new renovation brings modern amenities to this classic 50’s cottage. Enjoy a chef’s kitchen, 500 sq-foot deck with hot tub, and thoughtful touches like yoga mats, a record player, board games, and a backyard hammock. Monthly ski rental discounts are available!

Artist Cottage
Enchanting, private, romantic, retro style, artsy, cottage & lodge building with fireplaces and outdoor hot tub and shower area in a quaint, quiet, neighborhood nested at the base of Flag Rock and near nature trails and downtown Great Barrington. Perfect for a romantic get-away. Open retro style kitchen with wood stove and TV is stocked with utensils and pans for cooking with gas oven and retro appliances. Upstairs bedroom with ensuite large bathroom with soaking tub and message chair.

Tiny Home A-Frame with Hot Tub & Creek
Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

Dreamy Hudson Valley Lakehouse with Hot Tub
Hello, hygge! Our renovated lakehouse on idyllic 100-acre non-motorboat Robinson Pond was designed as our dream getaway. Soak in the water views from every room, walk onto the deck or patio (and hot tub!) from sliding doors that let the outside in, kayak or paddle board from our private dock, project movies on the big screen, make pizzas in the outdoor oven, play foosball or air hockey, sit around the wood burning stoves or fire pits, walk to sandy beaches and marvel at all the wildlife.

Amazing Berkshire Mountains Cabin
Our incredible 4 bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the quintessential Berkshire County getaway, with modern kitchen, screened porch, 2 fireplaces a fabulous outdoor hot tub and a beautiful brook on the property. Enjoy hiking the Appalachian Trail in nearby Beartown State Forest or kayaking and swimming in the incomparable Lake Garfield. We are a quick ride to Ski Butternut, Catamount, Tanglewood, Lenox and Great Barrington.

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres
At the end of a dead end road on 12 acres, you'll find the perfect retreat. Highlights include a natural swimming pool, yoga deck, outdoor Japanese hot tub and sauna. Chef's kitchen, grill and smoker. Living room has a piano and seats a large group. Outside there's a 3 level stone patio, deck and firepit w/outdoor sound system. Private yoga & in-home massage. Peloton bike, Temperpedic & saatva mattress, beautiful linens! *extra 6 guests w/rental of guest house!

Lakeview Bungalow w/ Hot Tub, Firepit & Deck
Relax and recharge at this charming 2BR lakeview bungalow in Copake Lake, NY. Just steps from the water, it offers a private deck, firepit, cozy fireplace, two paddle boards, and a brand-new hot tub (installed September 2025). Perfect for hiking, boating, fishing, skiing, or simply unplugging. Conveniently near Hudson, NY and Great Barrington, MA, with easy access to trails, dining, and more. A stylish retreat for couples, families, or friends year-round.

Jaw dropping mountain & lake views
Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.
Popular amenities for Great Barrington hot tub rentals
House rentals with a hot tub

Escape to Lakefront Leisure—Amazing views!

Modern and cozy 3 bedroom with outdoor oasis

Waterfront Three bedroom in Saugerties w/ Hot Tub

midcentury mod * HOT TUB * walk out trail 2 mohonk

Upstate Riverfront Getaway with Hot tub

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Upstate Modern Scandinavian Barn in the Catskills
Villa rentals with a hot tub

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

Vermont Vacation Villa—Grapevine Getaway

Spacious Villa with Access to Various Amenities!

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool

Villa with Access to Amazing Amenities!

Villa with Access to Various Amenities

5k+ Sq Ft of Luxury Living on 54 Acres near Hudson
Cabin rentals with a hot tub

"Family Cabin: Hot Tub, Pond, Games, Sunset, Pet!"

40-Foot Container Cabin in the Catskills

Modern cabin retreat

The Airstream at June Farms

Modern Cabin in the Woods with Hot Tub

Hilltown Cabin Hideaway: A River Runs Through It!

Luxury Cabin | Fall Foliage, & Autumn Adventures

Private Woodstock Getaway w Hot Tub
Quick stats about vacation rentals with a hot tub in Great Barrington
Total rentals
20 properties
Nightly prices starting at
R4,348 ZAR before taxes and fees
Total number of reviews
990 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Rentals with a hot tub Berkshire County
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- Rentals with a hot tub United States
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Mount Greylock Ski Club
- Windham Mountain
- Norman Rockwell Museum
- Wintonbury Hills Golf Course
- Taconic State Park
- Mount Sugarloaf State Reservation
- Opus 40
- Mount Southington Ski Area
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Tom State Reservation
- Hunter Mountain Resort