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Vacation rentals with a hot tub in Windham County

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Top-rated hot tub rentals in Windham County

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Cabin in Wardsboro

4.86 out of 5 average rating, 100 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Cabin in Londonderry

4.95 out of 5 average rating, 149 reviews

Summit View Cottage: New Post&Beam cabin w/HotTub!

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 6 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Home in Putney

4.88 out of 5 average rating, 170 reviews

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Cabin in Jamaica

4.9 out of 5 average rating, 149 reviews

Jamaica Mod A Frame

Set above where the Wardsboro brook meets the West River in Jamaica, VT, our completely renovated A-frame blends the best of nature and modern living for a perfect getaway experience. Close to Stratton, Mt. Snow, Magic Mountain & Bromley as well as Ball Mountain Brook, Jamaica State Park, Hamilton and Pikes Falls. Put on some records and cozy up to the fire, listen to the river soaking in our wood burning hot tub or roast some marshmallows and check out the stars-this is the recharge you need.

Cabin in Londonderry

4.94 out of 5 average rating, 112 reviews

Green Mountain base camp for year-round adventure!

Featured on Levi Kelly's Cabin Tours & Lincoln Car Ad! Deerwood Hill is a 3.6 acre base camp for all Green Mountain adventures. Perfect retreat for all seasons! Within minutes to Stratton, Magic, Bromley, Mt Snow, & Okemo ski resorts! 1 hour to Killington! Under 30 minutes to wonderful Manchester! Let us take care of you in beautiful South Londonderry! ♥Comfortably sleeps 6 ♥2nd Bedroom is open loft with full bath ☒ Booking Guest must be 25. ☒ NO PARTIES, NO SMOKING, NO PETS @deerwoodhill

Tiny home in Wilmington

4.99 out of 5 average rating, 212 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Home in Winhall

4.95 out of 5 average rating, 194 reviews

Modern Cabin with Hot Tub & EV Charging Station

Welcome to the Tea House - a retreat in the woods of Vermont. Just minutes to skiing at Stratton Mountain, Bromley and Magic. Explore 27+ acres of forest with trails, river, sculpture gardens and private pond. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. A short drive to Manchester with shops and restaurants. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

Chalet in Dover

4.94 out of 5 average rating, 103 reviews

8Min to MtSnow, HotTub, FirePit, GameRoom, Dogs Ok

✔ 8 Minutes to Mount Snow, 30min To Stratton, 60min to Okemo ✔ 4 Bedrooms, 3 Bathrooms, Sleeps 10 comfortably ✔ Hot Tub Under Pergola & String Lights ✔ String-Lit Fire Pit Area w/ Adirondack Charis ✔ Game Room With Air Hockey & Ring Toss ✔ Dog-Friendly ✔ Lake Whitingham/Harriman Reservoir is 20 minutes away to enjoy boating & fishing ✔ Fast Wifi For Remote Working & Streaming ✔ Quiet, Peaceful, & Private ✔ High Chair, Pack N' Play Provided ✔ All Linens/Towels/Soaps Provided

Cabin in Newfane

4.98 out of 5 average rating, 256 reviews

Log Cabin: Amazing Views, River Frontage, Hot Tub

Come stay in our sparkling clean, renovated log cabin in the woods with beautiful views of river, mountains and stars. Located by the charming village of Williamsville, close to historic Newfane village, 12 miles from Mount Snow for skiing, and right on the refreshingly cool and clear Rock River. It's the perfect place for a romantic getaway, a family vacation or quality times with dear friends. Recent addition: outdoor hot tub with views of mountains, river and open sky above.

Tiny home in Putney

4.98 out of 5 average rating, 441 reviews

Vermont Retreat Yurt- Romantic 4 Season Glamping

A romantic, private and fully-equipped four-season yurt, located on a peaceful six-acre farm with amazing views of nature. ☽ Featured in Forbes and many other publications ☽ Well appointed, deeply comfortable a ☽ Beautiful design; thoughtful lighting; very romantic ☽ 40 minutes to Mt Snow and other southern Vt ski areas ☽ Local's Area Guide with all our favorite things ☽ Scrupulously clean using unscented products ☽ Outdoor tub available in spring and summer!

Chalet in Stratton

4.95 out of 5 average rating, 108 reviews

Luxe HOT TUB, SAUNA 8-12 min Stratton & Mount Snow

Welcome to HYGGE HOUSE, a luxurious modern retreat on 4 wooded acres in Stratton. Inspired by the Danish concept of hygge, this home embodies warmth, coziness, and well-being. Unwind year-round in a private HOT TUB, SAUNA, and even a TREEHOUSE for the ultimate mountain getaway. Just minutes from Stratton and Mount Snow resorts, this architectural gem is a haven for relaxation and adventure, with an open floor plan, cozy fireplace, and large windows connecting you to nature.

Home in Newfane

4.98 out of 5 average rating, 130 reviews

Peaceful cabin close to skiing & Brattleboro

Our 4BR/2BA (+ outdoor summer shower) home embraces the best of Southern VT. Skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants nearby. Open concept space, cook's kitchen, jet bathtub, beautiful gardens, winter hot tub off deck, and large patio and fireplace give a homey feel. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat for your next gathering.

Vacation rentals for every style

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Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Windham County hot tub rentals

Free parking on premises

Air conditioning

House rentals with a hot tub

Home in Winhall

4.95 out of 5 average rating, 123 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

Home in Dover

5 out of 5 average rating, 12 reviews

11 min. to Mt. Snow Family HotTub/GameRm/FirePit

Home in Dover

4.92 out of 5 average rating, 76 reviews

New Hot Tub! Gas Fireplace! 2 min to Mt Snow

Home in Dover

4.81 out of 5 average rating, 101 reviews

The Upper Handle Road House

Home in Wardsboro

4.86 out of 5 average rating, 22 reviews

The Perch

Home in Wilmington

4.96 out of 5 average rating, 106 reviews

Family SKI Retreat inWilmington-Walk 2Town-Hot Tub

Home in Stratton

4.96 out of 5 average rating, 26 reviews

Ultra Luxury Cabin w/ HotTub - mins to Stratton &

Home in Dover

5 out of 5 average rating, 21 reviews

The Rosewood Lodge at Mt Snow

Cabin rentals with a hot tub

Cabin in Landgrove

4.99 out of 5 average rating, 170 reviews

The Owl’s Nest in Landgrove

Cabin in Wilmington

5 out of 5 average rating, 13 reviews

Frog Hollow's Cabin, Mins to Mt. Snow

Cabin in Wardsboro

4.96 out of 5 average rating, 28 reviews

MtSnow/Stratton Chalet w/Hot Tub

Cabin in Wardsboro

4.93 out of 5 average rating, 191 reviews

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Cabin in Jamaica

4.75 out of 5 average rating, 225 reviews

Rustic Cabin in between MountSnow & Stratton

Cabin in Winhall

4.9 out of 5 average rating, 164 reviews

Contemporary 4 bdrm Cabin Hot Tub and Sauna

Cabin in Londonderry

4.82 out of 5 average rating, 446 reviews

Stunning Rustic Apple Barn - hot tub & sauna

Cabin in Wardsboro

4.96 out of 5 average rating, 70 reviews

Cozy Ski Cabin with Hot Tub and Fireplace, EV Plug

Destinations to explore