Vacation rentals with a hot tub in Great Barrington

Evergreen House on Hennett with Hot Tub

A dream home in NY! A big, beautiful house on a quiet road with a creek. Ideal for families or couples. Kids love playing in the backyard and seeing deer. Enjoy nature all year. See stars in spring, no light pollution, hike in summer, admire foliage in fall, ski in winter at Catamount, Butternut, or our favorite Jiminy Peak. Cook in chef’s kitchen, relax in the hot tub, (Mid Dec) after a cold day with radiant floor heating. Near wineries and breweries and tucked between two idyllic small towns.

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.

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

Nature is calling! And so is the opportunity to stay at a cozy, secluded property near the lake, skiing, and cold-time activities! Welcome to the Cabin on Hillside, a peaceful retreat from the hustle and stresses of daily life. Situated in the charming lake town of Copake, you get all the fun of a quaint lakeside community, with the privacy of your own log cabin. After a day in the snow, relax in your very own hot tub or cozy up on the couch with some hot cocoa. Your oasis awaits!

Treetop Hideaway in Tyringham

For your upcoming stay, look no further than this airy, secluded log cabin overlooking the beautiful Tyringham Valley. On the first floor, you will find a great room with vaulted ceilings and a fireplace, as well as a master suite, second bedroom, half bath and recently renovated kitchen. The second floor includes two more bedrooms and a bathroom. The exterior offers a screen porch with hot tub, wraparound deck and 35+ acres of woods bordering conservation land in Monterey.

Home in the Catskills Hiking ,Skiing with Hot Tub

Welcome to our 1920's Craftsman Cottage, nestled in the friendly hamlet of Palenville. This fully furnished house is currently located close to the historic Kaaterskill Falls, Hunter Mtn skiing and hiking. The local swimming hole is within walking distance. Hop in your car for the short drive to Catskill, Hudson, Woodstock, or Saugerties. This area will keep you coming back time and time again. Located less than 2 hours from NYC and just 15 min Exit 20 of the NYS Thruway.

Private hot tub + Modern Cottage

Welcome to our fully furnished cottage located just five miles outside of Hudson, NY. Enjoy a private hot tub, outdoor fire pit and porch seating! This charming retreat is the perfect getaway for couples or small families, especially those looking for a peaceful location to work from home (WFH)! Prominently positioned in one of Hudson Valley's most idyllic areas, this newly-renovated cottage boasts a modern, open concept design, sophisticated finishes, and fire pit!

Green Acres Hawley Upper Studio (Bonus Room)

This space is a Large Studio Apartment in the Bonus Room above the Garage of a large log home overlooking Berkshire East Mountain Resort. Guests have shared access to the hot tub, deck, fire pit barbecue area and limited access to host's laundry facilities. You'll have sole access to the bonus room, deck & grill and full private bath. Space is comfy and charming, accessible from a private staircase or spiral into the main house's entrance hall.

Cabin Oasis near Town

Greetings and welcome to our delightful, recently remodeled cabin, seamlessly combining modern coziness with the allure of rustic charm. Situated within a welcoming Catskills neighborhood, this snug haven ensures an authentically comfortable escape. Step through the door to uncover a welcoming, well-planned interior that caters to your home-like needs. Savor your morning coffee on the deck or indulge in a soak in your exclusive hot tub.