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Vacation rentals with a hot tub in Berkshire County

Find and book unique hot tub accommodations on Airbnb

Top-rated hot tub accommodations in Berkshire County

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

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Cabin in Stephentown

4.84 out of 5 average rating, 238 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.

Jun. 2 – 9

$387 CAD per night

Guest favourite

Home in Great Barrington

4.96 out of 5 average rating, 140 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.

Jan. 20 – 27

$659 CAD per night

Guest favourite

Cottage in Great Barrington

4.93 out of 5 average rating, 236 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.

Sep. 6 – 13

$412 CAD per night

Guest favourite

Condo in Hancock

4.83 out of 5 average rating, 131 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.

Nov. 6 – 13

$262 CAD per night

Guest favourite

Home in Canaan

5.0 out of 5 average rating, 16 reviews

Private Retreat! Hot Tub, Pool Table & Movie Room

Sprawl out in this charming home that’s both private and close to everything! Discover everything this ALL SEASON Berkshires/Hudson Valley home has to offer. From skiing to Tanglewood, local farms to wineries, you’re close to it all! In summer, you have access to Queechy Lake’s private beach, included with your stay! Or if you’re more of a homebody, relax in the hot tub lakeside while watching the otters, curl up by the wood-burning stove, or play a game of pool. You’ll never want to leave!

Oct. 2 – 9

$480 CAD per night

Guest favourite

Place to stay in North Adams

4.93 out of 5 average rating, 115 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.

Nov. 23 – 30

$717 CAD per night

Guest favourite

Cabin in Stockbridge

4.88 out of 5 average rating, 8 reviews

Stockbridge Snug- cabin luxury just steps to lake!

The Snug (an energy efficient home) was designed, renovated, and completed in June 2022. It serves as a cozy haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, attend a Tanglewood concert, take in a play, or just hot tub amongst the trees- we hope you enjoy your stay and will visit us again.

Aug. 10 – 17

$852 CAD per night

Guest favourite

Home in Chester

4.96 out of 5 average rating, 311 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!

Oct. 14 – 21

$297 CAD per night

Guest favourite

Vacation home in Hancock

5.0 out of 5 average rating, 8 reviews

Ski in/Ski Out - Building 1 Condo at Jiminy Peak

*NEW to AirBnB* Book today and spend your ski days only steps from the lift! Get first tracks or even night ski from this one bedroom condo in Building 1 at The Country Inn at Jiminy Peak. Private parking, kitchenette, and all of the comforts of home. Visit any season to explore this beautiful Berkshire mountain. Enjoy private, gated parking, walk to the country store to get essentials, and even rent equipment right at the mountain. A family-friendly condo with food options for all.

Nov. 25 – Dec. 2

$250 CAD per night

Guest favourite

Home in Pittsfield

4.98 out of 5 average rating, 102 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.

Jan. 3 – 10

$849 CAD per night

Guest favourite

Cabin in Monterey

4.95 out of 5 average rating, 251 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.

Sep. 16 – 23

$601 CAD per night

Guest favourite

Apartment in Adams

4.88 out of 5 average rating, 58 reviews

Mountain Living, 1-bedroom unit, outdoor hot-tub

Relax & enjoy nature in this tranquil, 1 bedroom unit down the block from Mt. Greylock, highest mountain in MA! 2 minutes away from hiking trails, 10 minutes away from Mass Moca, 25 minutes away from Jiminy Peak ski resort. Enjoy MT Views, and jump in the outdoor jacuzzi right outside your bedroom. WiFi, AC, your own thermostat & TV. The suite you’ll be staying in is directly attached but separate access from the main house. Military and HCP discounts

Sep. 22 – 29

$164 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Berkshire County hot tub accommodations

Free parking on premises

Air conditioning

House rentals with a hot tub

Home in North Adams

4.93 out of 5 average rating, 109 reviews

Art House! Spacious Getaway By Mass Moca

Oct. 20 – 27

$591 CAD per night

Guest favourite

Home in West Stockbridge

5.0 out of 5 average rating, 16 reviews

Beautiful And Private Home Centrally Located

Dec. 9 – 16

$1,153 CAD per night

Guest favourite

Home in Great Barrington

5.0 out of 5 average rating, 15 reviews

All Seasons Berkshires Family Retreat with Hot Tub

Feb. 20 – 27

$809 CAD per night

Home in Pittsfield

4.93 out of 5 average rating, 30 reviews

2 Bedroom Lake Cottage with Hot tub & Sunset Views

Oct. 22 – 27

$758 CAD per night

Guest favourite

Home in West Stockbridge

5.0 out of 5 average rating, 29 reviews

Berkshires Forest Retreat with Hot Tub

Oct. 16 – 23

$893 CAD per night

Guest favourite

Home in Great Barrington

5.0 out of 5 average rating, 26 reviews

Lovers Lane. Hot tub, fire pit, grill, fireplace

Sep. 11 – 18

$610 CAD per night

Guest favourite

Home in West Stockbridge

4.98 out of 5 average rating, 57 reviews

Berkshires-Enjoy The Peak, private home

Sep. 22 – 29

$1,119 CAD per night

Guest favourite

Home in Lanesborough

5.0 out of 5 average rating, 32 reviews

Lake View, Kayaks, Elec Bikes, Lg Opn Liv Rm+Kchn

Oct. 12 – 19

$821 CAD per night

Cabin rentals with a hot tub

Guest favourite

Cabin in Egremont

4.97 out of 5 average rating, 68 reviews

Cozy cabin near Catamount&Butternut w workout rm

Feb. 27 – Mar. 6

$535 CAD per night

Guest favourite

Cabin in Austerlitz

4.96 out of 5 average rating, 28 reviews

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

Nov. 12 – 19

$863 CAD per night

Guest favourite

Cabin in Hinsdale

4.91 out of 5 average rating, 74 reviews

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

Oct. 18 – 25

$406 CAD per night

Cabin in Tolland

4.43 out of 5 average rating, 14 reviews

Pet-Friendly Tolland Cabin w/ Private Hot Tub!

Apr. 18 – 25

$466 CAD per night

Destinations to explore