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Vacation rentals with a hot tub in Berkshire County

Find and book unique hot tub rentals on Airbnb

Top-rated hot tub rentals in Berkshire County

Guests agree: these hot tub rentals are highly rated for location, cleanliness, and more.

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An old-fashioned cedar hot tub is positioned on a wooden deck, surrounded by trees displaying autumn foliage. The peaceful outdoor setting offers a serene atmosphere for relaxation.

Cabin in Stephentown

4.86 out of 5 average rating, 299 reviews

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.

A cozy corner features a small electric fireplace and a comfortable chair, accented by a light throw blanket. The wall is adorned with textured wooden panels, while shelves display decorative plants. Natural light filters through the sliding doors, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 72 reviews

Hot Tub, Canoe, Hike, Dog Friendly, Berkshires!

Secluded Berkshires Retreat! -Dog/s, Family Friendly cottage -Patio w/ Hot tub, fire pit -Acre wooded/secluded lot -8 Private beaches (NOT beach front) -Private Canoe -Appalachian Trail hiking -Wineries/Breweries -Master w/Queen. -2nd bed with 1 Twin/Full Bunk -Full size pull out couch - Kitchen w/utensils, pans, appliances, condiments. -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min Monument Mt. & Berkshires Scenic Railway -Generator on site

An aerial view showcases a serene lake bordered by lush greenery and trees, with the elegant cottage nestled among them. A private dock extends into the calm waters, reflecting the surrounding nature. The expansive landscape emphasizes the cottage's tranquil, waterfront location.

Home in Great Barrington

4.97 out of 5 average rating, 174 reviews

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.

A charming cottage is framed by vibrant flowering shrubs and greenery. The front porch is adorned with decorative elements, while large windows invite natural light into the space. A wooden fence encloses the front garden, enhancing the quaint and inviting atmosphere.

Cottage in Great Barrington

4.93 out of 5 average rating, 308 reviews

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.

Home in North Adams

4.9 out of 5 average rating, 174 reviews

Art House! Spacious Getaway By Mass Moca

This newly renovated Victorian curated by the local Grant Larkin Design Team is a great space for large groups, with easy access to Berkshire Art Museum & outdoor fun! Nearby: Mass Moca 2 min Big Y 2 min MCLA 5 min Clarksburg State Park 7 min Hairpin Turn 8 min Williams College 10 min Susan B Anthony Museum 12 min Ashuwillticook Rail Trail 13 min Clark Art Institute 14 min Mt. Greylock Gould Trailhead 14 min Mohawk State Forest 23 min Jiminy Peak Resort 29 min Bright Ideas Brewing 2 min

Top guest favorite

A spacious mountain lodge is depicted, featuring a striking stone chimney and expansive decks. Large windows frame the scenic landscape, while lush green grass surrounds the building. The warm tones of the log exterior harmonize with the natural setting, inviting outdoor relaxation.

Place to stay in North Adams

4.93 out of 5 average rating, 163 reviews

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

Top guest favorite

A modern cabin features a striking facade with large windows, surrounded by colorful trees. An outdoor deck contains multiple seating areas, including lounge chairs and a dining table. A wood-fired hot tub is situated nearby, surrounded by landscaped greenery and gravel pathways.

Cabin in East Nassau

5 out of 5 average rating, 60 reviews

Luxury Cabin | Fall Foliage, & Autumn Adventures

Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit and chairs, Webber Grill, radiant floor, WFH space, and EV charging!

A bright great room features large windows that offer expansive views of the surrounding valley. Vaulted wooden ceilings enhance the airy feel, while a comfortable gray sofa and a white couch are positioned to invite relaxation. Natural light fills the space, showcasing the warm wooden walls.

Home in Tyringham

4.8 out of 5 average rating, 123 reviews

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.

Top guest favorite

A spacious log cabin with a metal roof is surrounded by trees. The front porch is lined with a railing, and large windows invite natural light. A gravel driveway leads up to the cabin, with a small shed visible to the side.

Cabin in Monterey

4.95 out of 5 average rating, 288 reviews

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.

A hot tub sits on a polished wooden deck, surrounded by greenery. Soft lighting from string lights illuminates the area. A colorful striped pillow rests on a lounge chair, with a patterned plate and drink placed nearby, creating a relaxing outdoor retreat.

Home in Great Barrington

4.94 out of 5 average rating, 124 reviews

Best of the Berkshires + Hot Tub by Evergreen Home

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!

Top guest favorite

The spacious living room features large windows that provide scenic views of the mountains and lake. A comfortable sectional sofa is complemented by a decorative throw and cushions. The ceiling is elevated with wooden beams, and stylish decor enhances the inviting atmosphere.

Home in Monterey

4.96 out of 5 average rating, 272 reviews

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.

A six-person hot tub sits on the patio, illuminated by sunlight. Two wooden lounge chairs are positioned nearby, with the white exterior of the cottage and large windows visible in the background.

Cabin in Hinsdale

4.92 out of 5 average rating, 109 reviews

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere

Welcome to Lake Ashmere! Our newly and completely renovated cottage features two bedrooms with comfy queen size beds, a loft with two full size beds, cathedral ceilings, a year-round six person hot tub and a large working kitchen stocked with everything you need. The living space is bright and airy. WiFi in the cottage is over 500 mbps, making it ideal for longer stays. The spectacular lake is just a three-minute walk from the cottage

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Berkshire County hot tub rentals

Free parking on premises

Air conditioning

House rentals with a hot tub

A tranquil lake reflects a charming red house set against a backdrop of lush green trees and blue sky. The surrounding nature provides a serene atmosphere, inviting peaceful contemplation and relaxation.

4.96 out of 5 average rating, 78 reviews

Spectacular Berkshire Retreat on Private Lake

Top guest favorite

A hot tub is positioned on a stone patio, surrounded by trees and offering views of distant mountains. In the foreground, a covered area is visible, and a green pool cover indicates the in-ground pool location. The scene conveys a serene outdoor space.

Home in Egremont

5 out of 5 average rating, 42 reviews

The Catamount Ski Haus with Pool & Hot Tub

Top guest favorite

A hot tub is situated on a grassy area adjacent to a wooden deck, surrounded by tall trees. Stone pavers lead from the deck to the hot tub, which features a cover propped open, inviting relaxation in a natural setting.

Home in West Stockbridge

4.98 out of 5 average rating, 60 reviews

Berkshires Forest Retreat with Hot Tub

A welcoming living area features soft, textured sofas arranged around a wooden coffee table. Large windows allow natural light to fill the space, complemented by light curtains. Artistic wall decor adds character to the room, while a decorative vase sits atop the table.

Home in Hillsdale

4.9 out of 5 average rating, 31 reviews

Hillsdale Escape | Pool, Hot Tub, Game Room

The open living area showcases a modern curved sectional sofa in dark leather, adorned with cream and patterned pillows. A sleek chandelier hangs from the high ceiling, complemented by a wall-mounted TV and a wooden fireplace. Large sliding doors lead to the outdoor patio.

Home in Hancock

4.95 out of 5 average rating, 37 reviews

Bougie B’s Mountainside Getaway

Top guest favorite

An outdoor area features a wooden barrel sauna alongside a modern hot tub. The hot tub's white surface contrasts with the natural wood of the sauna, set against a backdrop of lush green trees and a wooden fence, creating a serene environment for relaxation.

Home in Great Barrington

5 out of 5 average rating, 43 reviews

Sauna + Hot Tub Escape | Private & Pet Friendly

4.93 out of 5 average rating, 58 reviews

Lakeside 3-BR Berkshires Residence

The modern home is set against a wooded backdrop, showcasing a spacious deck with steps leading down to the yard. Large windows provide views of the surrounding nature. A wood pile is neatly arranged near the entrance. Snow is lightly visible on the ground.

Home in West Stockbridge

4.96 out of 5 average rating, 47 reviews

Beautiful And Private Home Centrally Located

Cabin rentals with a hot tub

Cabin in Austerlitz

5 out of 5 average rating, 4 reviews

Private Hot Tub: Hudson Valley Cabin Retreat!

An aerial view captures a single-story home surrounded by lush greenery and trees. The spacious deck is visible, along with sections of manicured garden and a separate nearby structure, all enveloped by the vibrant natural landscape.

Cabin in Austerlitz

Quiet nature retreat with a brook on 38 acres

A spacious log cabin is set against a backdrop of trees, featuring a well-kept lawn and a large front deck with seating. The structure includes multiple windows and a welcoming entryway, inviting guests to explore the tranquil surroundings and enjoy the natural light.

Cabin in Austerlitz

4.93 out of 5 average rating, 42 reviews

Cabin w/hot tub/fire pit/hiking/skiing!

Top guest favorite

A charming red house with a stone foundation is set amidst lush greenery. A wooden porch with railings is visible, complemented by an American flag hanging from the eaves. The driveway is gravel, leading to a garage with a white door.

Cabin in Egremont

4.98 out of 5 average rating, 80 reviews

Cozy cabin near Catamount&Butternut w workout rm

Other vacation rentals with a hot tub

An outdoor pool area is surrounded by several lounge chairs and umbrellas, offering a view of vibrant autumn foliage on the hills. The pool is partially covered, and a building is visible in the background, enhancing the resort-like atmosphere.

Apartment in Hancock

4.81 out of 5 average rating, 37 reviews

Mountainside Condo Ski on/off

A view from the condo showcases snow-covered slopes leading up to the mountain, with ski lifts operating in the distance. The landscape is framed by the rustic stone chimney of the adjacent building, creating a serene winter scene.

Apartment in Hancock

4.96 out of 5 average rating, 45 reviews

Ski-InSki-Out Loft Lift&MT.Views

A spacious home is framed by lush green grass and trees, with colorful autumn foliage in the background. A welcoming front porch with steps leads to the entrance, under a partly cloudy blue sky.

Home in Sheffield

4.93 out of 5 average rating, 14 reviews

Beautiful Berkshires Home | Perfect For 3 Families

A cozy living area showcases a combination of comfortable seating, including a sectional sofa with decorative pillows and a patterned armchair. A wooden table complements the space, while a mounted television is visible on the wall. Natural light enters through the window, enhancing the inviting atmosphere.

Apartment in Hancock

4.83 out of 5 average rating, 6 reviews

Cozy Ski Retreat

An aerial view captures the easy living ranch surrounded by expansive green trees. The spacious property reveals a long private driveway leading to the home, with natural forested hills in the background. The scene conveys a sense of privacy and tranquility.

Home in Great Barrington

5 out of 5 average rating, 15 reviews

Great Barrington Ranch. Sleeps 10,Hot Tub, 5 acres

A tranquil evening scene captures a blue house surrounded by tall trees as the sky displays shades of orange and pink during sunset. A spacious lawn leads to the home, with a hint of landscaping elements visible in the background.

Home in Great Barrington

4.84 out of 5 average rating, 19 reviews

Berkshire Retreat with Hot Tub

Home in Tolland

4.96 out of 5 average rating, 71 reviews

Spacious Home w/ Hot Tub in Private Lake Community

A large country estate is presented, featuring an orange exterior surrounded by lush greenery. The home includes a spacious front entryway with steps leading to double doors, while an expansive driveway and two-car garage are visible on the right.

Home in East Chatham

4.89 out of 5 average rating, 37 reviews

10 Acre Country Estate with Pool, Hot Tub & Views!

Destinations to explore