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Vacation rentals with a hot tub in Berkshire County

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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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Cabin in Stephentown

4.86 out of 5 average rating, 267 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.

Home in Great Barrington

4.96 out of 5 average rating, 160 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.

Cabin in East Nassau

5 out of 5 average rating, 23 reviews

Luxury Cabin With Colorful Views for Fall Folliage

Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. Come escape in the ultimate getaway. 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 secret, swimmable, freshwater lake. Enjoy stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit and chairs, Webber Grill, radiant floor, optional Tiny Home and EV charging and more!

Cottage in Great Barrington

4.93 out of 5 average rating, 266 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.

Condo in Hancock

4.85 out of 5 average rating, 142 reviews

Cozy Condo @ Jiminy Peak

Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.

Home in East Chatham

4.79 out of 5 average rating, 184 reviews

Hot tub in Berkshires! 3 Queen 2 Bath! Windswept!

Welcome to Windswept Acres-less than an hour drive to Saratoga Race Track!! A 12 acre pastural mountain top setting with outdoor private hot tub located on the back deck. 3 BR 1 BR, fully equipped kitchen, dining room, 2 living rooms, includes a cozy pellet stove for added coziness on chilly Fall/Winter evenings. WIFI for those working remotely. A great friend/family gathering place for those between NYC and Boston! Please see host guest interaction access in information for guest section.

Place to stay in North Adams

4.93 out of 5 average rating, 138 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.

Home in East Chatham

5 out of 5 average rating, 16 reviews

Chatham escape: ski, soak, relax, unwind.

Perfect Seasonal Retreat! Whether you're seeking stunning fall foliage, local farm stands and breweries, or gearing up for ski season, we've got you covered. Plus, we're here for all your spring and summer needs, only 10 minutes to Queechy Lake with beach access! Just 2.5 hours from NYC & Boston, 30 minutes north of Hudson, and 10 minutes from all Chatham Village has to offer. Enjoy chic interiors, modern amenities, propane stove, hot tub, & TREEHOUSE🏡 with wifi! Kid & Pet Friendly🐾

Home in Becket

5 out of 5 average rating, 28 reviews

Berkshires Retreat! Hiking, Hot Tub, Outlets

Cozy Berkshires Retreat! -Dog/s only, Family Friendly cottage -Patio w/ Hot tub, fire pit -Outlets -Appalachian hiking/ski trails near by -Wineries/Breweries -8 Private beaches (NOT beach front) , canoe use -Wifi -Master w/Queen. -2nd bed with 1 Twin/Full Bunk -Full size pull out couch - Kitchen w/utensils, pans, appliances, condiments. -Historic downtown Lee, Jacob's Pillow, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min to Monument Mt. & Berkshires Scenic Railway

Home in Chester

4.96 out of 5 average rating, 337 reviews

Riverfront Getaway

Our place is on a gentle flowing river, close to waterfalls, walks and the Berkshire cultural sites like Tanglewood and Jacobs Pillow . You’ll love our place because of the river, the deck, the hot tub; complete tranquility and a home away from home. Close to some great sites and activities, far enough away to escape. Our place is good for couples, friends and solo adventurers. Snowboarders/Skiers (or snow bunnies) and families can have great fun too! Sit back, relax and enjoy our home!

Home in Pittsfield

4.98 out of 5 average rating, 118 reviews

Hidden Oasis in the Mountains by Evergreen Home

Escape with family & friends to this hidden oasis in the heart of the Berkshires. Enjoy the beautiful perennial gardens & sip coffee as you watch the sunrise over the mountains from the screened-in porch. Unwind in the hot tub, relax on the stone patio by the fire pit, & dine on the deck. Just minutes from Lenox & Tanglewood, this attractive 5 BR home boasts a large, fully-outfitted kitchen, comfortable Tuft & Needle mattresses, & spacious living areas with stunning mountain views.

Cabin in Monterey

4.95 out of 5 average rating, 268 reviews

Amazing Berkshire Mountains Cabin

Our incredible 4 bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the ultimate 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.

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

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

Home in Lanesborough

5 out of 5 average rating, 12 reviews

Berkshire Mountain House

Home in Great Barrington

4.91 out of 5 average rating, 45 reviews

Beautiful House In The Woods, Huge Yard, Hot Tub

Home in Egremont

5 out of 5 average rating, 16 reviews

The Catamount Haus w. Pool/Hot Tub

Home in West Stockbridge

5 out of 5 average rating, 41 reviews

Berkshires Forest Retreat with Hot Tub

Home in Hillsdale

5 out of 5 average rating, 5 reviews

*Majestic views*Hot tub*Firepit*Games*Sleeps 14

Home in Great Barrington

5 out of 5 average rating, 34 reviews

Lovers Lane. Hot tub, fire pit, mtn view, dogs ok

Home in Becket

5 out of 5 average rating, 27 reviews

Lakeside 3-BR Berkshires Residence

Home in Great Barrington

5 out of 5 average rating, 20 reviews

All Seasons Berkshires Family Retreat with Hot Tub

Cabin rentals with a hot tub

Cabin in Egremont

4.97 out of 5 average rating, 70 reviews

Cozy cabin near Catamount&Butternut w workout rm

Cabin in Tolland

4.4 out of 5 average rating, 20 reviews

Tolland Cabin w/ Private Hot Tub & Grill!

Cabin in Hinsdale

4.91 out of 5 average rating, 97 reviews

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

Cabin in Austerlitz

4.92 out of 5 average rating, 36 reviews

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

Destinations to explore