Vacation rentals with a hot tub in Windham County

4.88 out of 5 average rating, 133 reviews

The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.

Cabin in Wardsboro

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.

4.95 out of 5 average rating, 185 reviews

The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.

Cabin in Londonderry

Summit View Cottage:Green Mtn views w/Hot Tub & AC

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 7 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

4.88 out of 5 average rating, 206 reviews

An open concept living space features four arched windows that allow ample natural light. Wooden floors complement the revealed post and beam construction. A wooden dining table is centrally placed, with a cozy seating area in a corner, creating a relaxed environment.

Home in Putney

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)

4.87 out of 5 average rating, 122 reviews

The charming treehouse is perched on stilts among lush greenery, with warm lights outlining the spacious deck. Large windows provide a view of the surrounding landscape, and a welcoming entrance is visible. The natural setting enhances the cabin's rustic appeal.

Treehouse in Londonderry

Riverbed Treehouse @hot tub & a new sauna & views!

The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

4.95 out of 5 average rating, 111 reviews

A warm living space is highlighted by a stone fireplace, wooden walls, and large windows that frame the surrounding trees. The area features a cozy couch with a throw blanket, a rustic dining table, and multiple black dining chairs, creating an inviting atmosphere.

Home in Wardsboro

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Nestled in the heart of Southern Vermont, our cozy and inviting home sits 10 min from Mt Snow and 15 min from Stratton, making it the ideal base for your adventure. Whether you're hitting the slopes, exploring hiking trails, or simply unwinding, you'll find everything you need for a memorable stay. Soak under the stars in our 7-person hot tub or cozy up inside for a night of relaxation. Discover the charm of Vermont and visit local breweries, farm-to-table restaurants, farms, and quaint towns.

4.99 out of 5 average rating, 274 reviews

Tiny home in Wilmington

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!

4.96 out of 5 average rating, 248 reviews

A modern interior is showcased with wooden walls and flooring, featuring a cozy bed positioned near large windows. A compact dining area is visible, with a small table and two chairs. An air conditioning unit is installed on the wall, contributing to the space's comfort.

Home in Winhall

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

4.94 out of 5 average rating, 141 reviews

An aerial view showcases a cabin with a wooden exterior and a sloped roof. A spacious deck is furnished with several chairs surrounding a fire pit. Beside the deck, a hot tub is nestled among the trees, highlighting the cabin's serene outdoor setting.

Cabin in Londonderry

Vintage Vermont Cabin, Hot Tub, Fire Pit, Private

We can’t wait to host you at Deerwood Hill in Londonderry VT! Featured on Levi Kelly's Cabin Tours! 🌲 Deerwood Hill is a private 3.6 acre private lot 🎿 Within minutes to Stratton, Magic, Bromley, Mt Snow, & Okemo ski resorts! 1 hour to Killington! 📍 Under 30 minutes to wonderful Manchester! ⛰️ 5 miles to Lowell State Park, 8 miles to Appalachian Trailhead ♥Sleeps 6 ♥2nd Bedroom is open loft with full bath ☒ Booking Guest must be 25. ☒ NO PARTIES, NO SMOKING, NO PETS @deerwoodhill

4.98 out of 5 average rating, 161 reviews

The bedroom is designed with a spacious bed adorned with crisp white linens. A large triangular window provides a serene view of lush greenery outside, allowing natural light to fill the room.

Cabin in Townshend

Solar Cabin at Big Picture Farm

Located on the outskirts of our 100-acre farm, the Solar Cabin at Big Picture Farm is a brand-new Scandinavian-style cabin featuring a light, airy, and modern feel. Enjoy the views through elegant windows and the soft king-sized bed (outfitted with luxury Matouk Linens). Lounge on the velvet sofa by the gas fireplace, cook a meal in the elegant kitchen, or enjoy a relaxing dip in the outdoor spa under the stars! Come and enjoy the lovely aesthetics and wild tranquility of southern Vermont.

4.97 out of 5 average rating, 115 reviews

A hot tub is situated on a wooden deck, surrounded by trees displaying autumn foliage. The bubbling water reflects the vibrant colors of the leaves, creating a relaxing environment. A person is seated in the hot tub, enjoying the tranquil outdoor setting.

Chalet in Dover

Mountain Chalet: Private Brook - Hot Tub - Firepit

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food VT has to offer.

4.96 out of 5 average rating, 135 reviews

The exterior of Hygge House is highlighted by sleek wooden siding and a modern design. Large windows reflect the surrounding greenery, while a stone pathway leads to the entrance. Sunlight filters through the trees, illuminating the inviting facade set on a spacious grassy area.

Chalet in Stratton

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.

4.97 out of 5 average rating, 465 reviews

A yurt is surrounded by nature, featuring a wooden deck with two Adirondack chairs. A storage shed with a sloped roof is adjacent. The landscape includes fields and trees, with a sunset sky casting soft colors above.

Tiny home in Putney

Vermont Retreat Yurt-Outdoor Bathtub in Nature

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 ☽ Outdoor bathtub, woodfired (late spring - early fall) ☽ 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

Vacation rentals for every style

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Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Windham County hot tub rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.93 out of 5 average rating, 15 reviews

A fire pit area is surrounded by six green Adirondack chairs, set within a natural landscape of fallen leaves and trees. In the background, a spacious two-story home features expansive glass windows and a large deck, providing a welcoming outdoor space.

Home in Jamaica

The Mountain Escape

DanRating, 5 stars3 months ago

Great space! We were comfortable with a big group here, and loved being so close to the slopes. Hot tub seems new and is in great condition.

5 out of 5 average rating, 20 reviews

A theater room features reclining seats with red throws, ideal for cozy movie nights. A spacious game room showcases a billiard table, enhancing entertainment options with bright natural light flooding in from large windows.

Home in Dover

Alpine Chalet: Hot Tub,GameRoom,Theatre,Gym,Sauna

EmeriaRating, 5 stars1 week ago

We had such a lovely time! The home was even bigger than we thought and it was so much fun. We will definitely be back in the future!

4.85 out of 5 average rating, 13 reviews

A modern wooden structure is situated on a grassy area, surrounded by vibrant autumn foliage. The large windows reflect the natural light and provide a view of the colorful trees in the background, emphasizing the serene woodland setting.

Home in Newfane

Relaxing Mountain Retreat with a View

MattRating, 5 stars4 months ago

We stayed for a family ski weekend. The place was amazing! Clean, well stocked and stylish too. We enjoyed the hot tub and the fireplace as we kicked back with our family. Would stay here again.

4.93 out of 5 average rating, 91 reviews

An open-concept living area features a dining table set for six, with a gas fireplace framed by a white brick mantel. A television is positioned on a stand nearby, with comfortable seating arranged around the room. Natural light filters in through adjacent windows.

Home in Dover

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

Stacie LynnRating, 5 stars2 months ago

We loved staying in your home. It was close to Mount Snow where we went skiing and we especially loved the fireplace and hot tub. The kitchen was so big and had everything we needed. Thanks so much for leaving the binder of instructions because it is important for us to treat your home like our own home and we want to do things right. We will be back next year. Tom and Stacie

4.86 out of 5 average rating, 108 reviews

A cozy living area features a dark gray sofa with decorative cushions, complemented by two wooden armchairs. A timber-framed window offers a view of the outdoors. A coffee table holds a small centerpiece, and vintage skis are mounted on the wall above the seating.

Home in Wilmington

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts

MarkRating, 5 stars3 weeks ago

What an amazing experience! Our kids loved every second of it. Our hosts were amazing, responsive, and inviting. The home was beautiful and the scenery was spectacular. I highly recommend staying here. It was a great life experience! Thank you!

4.83 out of 5 average rating, 109 reviews

A spacious kitchen area is showcased, featuring a kitchen island with a sink. The open layout reveals a cozy great room with a stone fireplace, wooden accents, and ample seating. Large windows bring in natural light, enhancing the inviting atmosphere throughout the space.

Home in Dover

The Upper Handle Road House

HaleyRating, 5 stars2 months ago

Pats place is the best!! Beautiful views, walking distance to mountain and perfect house inside and out. Definitely will be coming back and highly recommend this airbnb. We had a group of 13 and it was perfect for us. Pat is also so responsive and so friendly! Thank you again for an amazing weekend at your home!

4.93 out of 5 average rating, 74 reviews

A spacious living area is furnished with a large, comfortable sectional couch and a round coffee table. Natural light filters through a sizable window adorned with a view of trees. Framed landscape artwork is displayed on the walls, adding subtle decor.

Home in Londonderry

Hot Tub, Mtn View-Mins to Hiking, Biking &Swimming

GeraldineRating, 5 stars5 days ago

We had a wonderful weekend. We hiked on Friday while we had beautiful weather, enjoyed grilling out & the hot tub. Saturday since the weather didn't cooperate we went for a drive & for lunch. Enjoyed the game room while having some local craft beers (we were fortunate enough to meet & taste beers from Twisted Horn, if they're open stop in). The house was spacious, we thoroughly enjoyed staying here.

4.84 out of 5 average rating, 171 reviews

A red barn-style house is nestled among autumn trees with vibrant yellow and orange leaves. It features white-framed windows and a covered storage area nearby. The setting conveys a serene environment, inviting guests to enjoy the natural beauty surrounding the property.

Home in Wilmington

The Vermont Barn (Mount Snow)

AmandaRating, 5 stars3 months ago

My family loved staying here! There was plenty of snow for activities. We went skiing at Mount Snow and ice fishing on Lake Raponda for a day. The barn is so unique and had everything we needed. There were lots of extra pillows and blankets and a big cozy couch to curl up and relax by the wood stove. Having access to the clubhouse was amazing… the kids loved swimming in the warm pool after a long day outside. Brian was super responsive and easy to talk to! We already want to go back!

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Cabin rentals with a hot tub

4.99 out of 5 average rating, 185 reviews

Cabin in Landgrove

The Owl’s Nest in Landgrove

JamesRating, 5 stars1 week ago

We had an amazing stay at the cabin. The place and location were perfect for a much needed retreat. The hosts are extremely friendly and accommodating. We look forward to a future visit.

4.9 out of 5 average rating, 162 reviews

An A-frame cabin is framed by lush greenery, featuring a striking red and black exterior. A wooden deck hosts a small dining table and four chairs, while a stone fire pit surrounded by red Adirondack chairs invites relaxation. Stacked firewood rests nearby.

Cabin in Jamaica

Jamaica Mod A Frame

JeffreyRating, 5 stars2 months ago

Awesome place near Stratton and Mt snow. Beautiful surroundings and tranquil stream nearby. Wood burning hot tub worked really well. I started it and went to dinner for a couple hours and when I got back it was over 100 degrees.

4.76 out of 5 average rating, 240 reviews

An outdoor deck overlooks a serene river, featuring a set of four metal chairs surrounding a circular table. A hot tub is positioned nearby, surrounded by trees that offer shade and enhance the natural setting.

Cabin in Jamaica

Rustic Cabin in between MountSnow & Stratton

SaraRating, 5 stars1 month ago

Great little spot on the river with a fantastic hot tub on the deck.

4.91 out of 5 average rating, 179 reviews

The cabin features a striking combination of wooden siding and a multi-gabled roof. Windows are positioned asymmetrically, allowing natural light to filter in. Surrounded by greenery, the exterior reflects a rustic charm that integrates with its serene natural environment.

Cabin in Winhall

Contemporary 4 bdrm Cabin Hot Tub and Sauna

KristinaRating, 5 stars1 week ago

John was an amazing host. Everything was like the pictures. He had binders with things to do around the area, which was amazing. He had trail maps and board games. The sauna and hot tub were both great and well maintained. Would definitely recommend for any family for a relaxing time. The loft was a nice little hiding spot. Plus it was only a 12 minute drive to Jamaica State Park with amazing views and right down the street from Stratton Mountain. I will definitely be booking this again!!!! It was an absolutely amazing weekend with an absolutely huge outdoor fire pit for the whole family!! The kitchen has everything you need just bring food. Towels and sheets are included as well and an absolutely beautiful view from the dining room table!!

4.9 out of 5 average rating, 181 reviews

An A-frame cabin is nestled among snow-covered trees, showcasing a large wooden deck with a hot tub. Smoke rises from the chimney, hinting at a warm interior. The sunset casts a soft glow over the scene, enhancing the tranquil winter setting.

Cabin in Wardsboro

Mod Cabin in woods Hot Tub near Stratton & MtSnow

ErinRating, 5 stars3 months ago

We really loved our stay at Jody's A-Frame home. The boys loved to sled in the yard. It was great to make a fire each evening. It was very close to Mt. Snow for our daily skiing. The day we were supposed to drive up, there was a large storm predicted and Jody worked with us to allow us to arrive earlier than the typical check-in time in order to avoid the storm. It was a special week for us and we are grateful for her hospitality!