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Vacation rentals with a hot tub in Windsor County

Find and book unique hot tub rentals on Airbnb

Top-rated hot tub rentals in Windsor County

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Home in South Londonderry

4.86 out of 5 average rating, 99 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

This stunning & romantic treehouse was just built and I’m proud to call it finished!!! The Honey Pond Treehouse is made especially for you and yours! It’s constructed of all natural materials, has breathtaking views, and is stocked with absolutely everything you need! The treehouse is lifted up high over a stocked trout pond up in the beautiful birch trees! You will enjoy private hot tubbing, sauna time, relaxing and swimming!! The skylight was custom designed especially for stargazing in bed!!

Mar 16 – 23

G$84,223 GYD per night

Tiny home in Clarendon

4.88 out of 5 average rating, 173 reviews

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

Aug 6 – 13

G$19,612 GYD per night

Condo in Plymouth

4.89 out of 5 average rating, 123 reviews

Canyons Unit: 2mi to Killington’s Skyeship Gondola

The Canyons Unit is a freshly renovated, fully separate, ground level, 2 bedroom apartment in our four-family French Chalet. We are 1 mile to lakes and summer camps and 2 miles from Killington’s Skyeship Gondola. It is 15 minutes from Killington’s main base area and 20 minutes to Okemo. If this listing isn’t available for your interested vacation dates, check out our sister listing called the Moguls Unit. We also have larger 4 bedroom units (The Ledges and Glades) at this same location too.

Aug 15 – 22

G$41,058 GYD per night

Townhouse in Killington

4.93 out of 5 average rating, 232 reviews

Modern Mountain Condo with Spa, Pool, Sauna, Gym

Escape from your suburban home and come enjoy our beautiful Killington getaway condo. Boasting a spacious, comfortably furnished interior, this modern 2-bedroom, 2-bathroom abode is perfect for families, multiple couples, or a romantic getaway. Our Killington Air BNB has far more than the average Air BNB with everything you need for a great experience. If you're working during your stay you'll find high speed wifi and a dedicated desk space so you can focus on business when not on the slopes

Nov 7 – 14

G$108,108 GYD per night

Home in Hartford

4.96 out of 5 average rating, 101 reviews

Meadow Vista: 4BR Home w/ Sweeping Quechee Views

From its perch on a hilltop high above the scenic Quechee Valley, "Meadow Vista" strikes a perfect balance between cul-de-sac privacy and the convenience of a location less than a mile from the four-season amenities of the Quechee Club. You'll wake up every morning to breathtaking 180-degree views from a modern kitchen, dining room, living room, and upstairs bedrooms. Typically available from October through mid-May. this is one of the most spectacular rental properties Quechee has to offer.

Nov 27 – Dec 4

G$102,980 GYD per night

Cottage in Bridgewater

4.96 out of 5 average rating, 142 reviews

Newly Renovated, Hot tub, 2min to Killington lift

Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.

Jul 29 – Aug 5

G$52,176 GYD per night

Apartment in Stockbridge

4.88 out of 5 average rating, 160 reviews

Rustic 64 Acre Woodland Haven on a Beautiful River

Peaceful 64 acre secluded retreat located in a forested valley, surrounded by a beautiful river, accessed by a private bridge, with private swimming holes and river beaches. Private full level apartment in a two floor house, with forest views from every window. Perfect for river swimming in Summer, leaf-peeping in the Fall, and winter skiing. Connected to VAST and VASA trails system. Appalachian Trail access. Two miles to the Wild Fern, 7 miles to I-89. 20 minutes from Killington.

Sep 27 – Oct 4

G$37,790 GYD per night

Condo in Killington

4.93 out of 5 average rating, 182 reviews

Newly renovated ski retreat at Killington

Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain. check VRBO.1532508 mention this for a better deal

Nov 13 – 20

G$34,207 GYD per night

Guest suite in Brownsville/West Windsor

4.99 out of 5 average rating, 161 reviews

Cozy Guest Suite in Charming Farmhouse

Your two story guest suite is attached to the (main house) with a private FRONT DOOR entry. Sorry there are no cooking elements available. Please take note that the antique stairs to the second floor are steep. You will find your very own first floor library/eating area with WiFi, mini fridge, coffee maker and 1/2 bath. Upstairs is a comfy bedroom suite with a private modern bathroom that includes a shower and Jacuzzi tub. None of these area are shared. It’s all yours!

May 18 – 25

G$34,127 GYD per night

Condo in Killington

4.87 out of 5 average rating, 149 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

May 16 – 23

G$29,829 GYD per night

Condo in Killington

4.93 out of 5 average rating, 148 reviews

Renovated, w/Covered Parking-Shuttle-Walk to Lifts

The shuttle bus is back for the 23/24 ski season - starting Thanksgiving weekend. Our comfortable 1-bdrm condo in Building 3 of the Mountain Green Resort is newly renovated and provides a bright yet cozy home base for your Killington getaway. Our condo features a new kitchen, dedicated Wi-Fi, and smart TVs. Conveniently located on the mountain within walking distance to Snowshead, it's perfect for all your mountain activities.

May 19 – 26

G$35,879 GYD per night

Guest suite in West Windsor

4.9 out of 5 average rating, 103 reviews

Newly renovated private space on Ascutney Trails

Newly renovated space on Ascutney trails--walking distance Ascutney Outdoors Center, hotel, restaurant, skiing, and Brownsville Butcher & Pantry. Trail access in back yard with miles of hiking, mountain biking, running and skiing. Parking for 2 cars. Close to Woodstock shops and Okemo adventure center. Private keycode entrance with self-check in. Microwave, refrigerator, Keurig, coffee and tea provided. Fast wifi.

Oct 4 – 11

G$22,899 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Windsor County hot tub rentals

Free parking on premises

Air conditioning

House rentals with a hot tub

Home in Killington

4.95 out of 5 average rating, 110 reviews

Cozy Private House on Killington Mtn - Hottub

Aug 24 – 31

G$73,147 GYD per night

Home in Pittsfield

4.91 out of 5 average rating, 149 reviews

Beautiful Mountain Log Cabin with Scenic Views

Sep 22 – 29

G$101,000 GYD per night

Home in Rutland

4.89 out of 5 average rating, 132 reviews

Spacious, New 7per Hot tub, Killington, Mtn. views

Oct 12 – 19

G$70,607 GYD per night

Home in Plymouth

4.96 out of 5 average rating, 224 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Jun 15 – 22

G$95,861 GYD per night

Home in Wallingford

4.99 out of 5 average rating, 104 reviews

Luxury Mountain Retreat- Pond Hill Place

Oct 3 – 10

G$142,896 GYD per night

Home in Killington

4.97 out of 5 average rating, 37 reviews

2 Minute Shuttle to the Slopes Unit 9

May 15 – 22

G$15,743 GYD per night

Home in Killington

4.98 out of 5 average rating, 45 reviews

Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Sep 2 – 9

G$51,371 GYD per night

Home in Woodstock

5.0 out of 5 average rating, 10 reviews

Winterfound Farm - renovated VT barn & farm stay

Aug 11 – 18

G$138,579 GYD per night

Villa rentals with a hot tub

Villa in Ludlow

4.94 out of 5 average rating, 32 reviews

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail

Oct 7 – 14

G$166,154 GYD per night

Villa in Killington

4.64 out of 5 average rating, 11 reviews

Trail Creek 70, Fantastic 3 bed close to Mountain

Aug 27 – Sep 3

G$92,472 GYD per night

Villa in Woodstock

4.0 out of 5 average rating, 4 reviews

❤Luxe Prime Woodstock❤Private Pond❤ 25 Acres❤Spa❤

Mar 2 – 9

G$216,612 GYD per night

Villa in Killington

Trail Creek 52 on the Shuttle with ski back trail

Jul 16 – 23

G$47,993 GYD per night

Villa in Killington

4.0 out of 5 average rating, 4 reviews

Woods Resort and Spa Village 34

Nov 5 – 12

G$46,877 GYD per night

Villa in Killington

Trail Creek 43

Apr 13 – 20

G$98,639 GYD per night

Villa in Killington

4.33 out of 5 average rating, 3 reviews

Sunrise Timberline I7

Sep 28 – Oct 5

G$74,824 GYD per night

Villa in Killington

Trail Creek 57 with ski back trail

Apr 5 – 12

G$72,364 GYD per night

Cabin rentals with a hot tub

Cabin in Landgrove

4.99 out of 5 average rating, 143 reviews

The Owl’s Nest in Landgrove

Apr 3 – 10

G$74,451 GYD per night

Cabin in Sharon

4.92 out of 5 average rating, 246 reviews

Cozy Cabin ‘birds nest’ off-grid seclusion

Oct 13 – 20

G$52,288 GYD per night

Cabin in Killington

4.82 out of 5 average rating, 118 reviews

Killington Cabin Left: Cozy. Close to Mtn. Hot Tub

Feb 2 – 9

G$181,489 GYD per night

Cabin in Plymouth

5.0 out of 5 average rating, 71 reviews

~The ClubHaus~

Jul 31 – Aug 7

G$51,900 GYD per night

Cabin in West Windsor

5.0 out of 5 average rating, 18 reviews

Cozy Log Cabin w/ Incredible Mountain View

Sep 10 – 17

G$132,071 GYD per night

Cabin in Cavendish

5.0 out of 5 average rating, 5 reviews

1 Bed Ultra Modern Cabin in Woods with Hot Tub

Jun 4 – 11

G$58,603 GYD per night

Cabin in Cavendish

5.0 out of 5 average rating, 7 reviews

OkemoOasis: Hot Tub, Fire Pit, Pool Table, Shuffle

Oct 16 – 23

G$122,384 GYD per night

Cabin in Plymouth

4.88 out of 5 average rating, 8 reviews

Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo

Nov 7 – 14

G$59,948 GYD per night

Destinations to explore