House vacation rentals in Stratton

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Popular amenities for Stratton house rentals

House rentals with a hot tub

Guest favorite
A new hot tub with jets is positioned under a wooden structure, surrounded by grass and landscaped areas. A tranquil view of distant mountains and trees is visible in the background, creating a peaceful outdoor setting.
Home in Rutland
4.89 out of 5 average rating, 189 reviews

Near Killington, Spacious, 7p Hot tub, Mtn. views!

MikeRating, 5 stars1 week ago
Brandon‘s place was very comfortable and in the downtown area on a nice piece of property. The inside was set up great!
Guest favorite
A charming two-story cabin features natural wood siding and a welcoming front porch. Lush green landscaping surrounds the home, and tall trees provide shade. A stone pathway leads from the driveway to the entrance, enhancing the connection to the serene outdoor environment.
Home in Sunderland
4.96 out of 5 average rating, 250 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

NancyRating, 5 stars5 days ago
Fantastic property and great host. We loved our stay at this property, especially the view from the hot tub on the deck!
Guest favorite
A inviting outdoor space features two blue Adirondack chairs paired with a fire pit, where flames reflect off colored glass. A hot tub is visible nearby, surrounded by greenery, enhancing the tranquil ambiance of the area.
Home in Wilmington
4.96 out of 5 average rating, 116 reviews

Family Downtwn Retreat Wilmington-HotTub Firepit

AmyRating, 5 stars3 weeks ago
We had a wonderful trip down to Wilmington for a college graduation. The area is beautiful and very close to amazing restaurants and shops. The house has plenty of space but still has a cozy feeling. Very well set up for family entertainment.
Guest favorite
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
4.84 out of 5 average rating, 171 reviews

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!
Superhost
A charming treehouse sits elevated on wooden stilts, surrounded by lush greenery. Soft lighting decorates the deck area, creating a warm environment. A gravel path leads to the entrance, while the tranquil pond reflects the evening sky in the background.
Home in South Londonderry
4.86 out of 5 average rating, 155 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

HannahRating, 5 stars2 weeks ago
The Pondhouse was just what I needed for some time away. There is beauty all around both in the natural surroundings and in the intricate design and care of the cabin’s construction. It was a refreshing and restorative stay. Ben and his family are wonderful hosts. I would gladly stay at any of their properties again.
Top guest favorite
The exterior of the Slade School showcases a classic black structure with red accents, surrounded by lush greenery and colorful landscaping. A patio area features inviting red chairs, while a shed is visible in the background, enhancing the rustic charm of the property.
Home in Winhall
5 out of 5 average rating, 19 reviews

Summer in Winhall - Fire-pit, Hot Tub, Sleeps 10

LisaRating, 5 stars4 days ago
From the moment we arrived at this gem in the heart of Vermont, we knew we’d found something special. The home was a perfect blend of rustic charm and modern comfort—thoughtfully designed, warmly inviting, and deeply peaceful. Mornings brought mist over the valley and quiet coffee, while days unfolded gently with plenty to do. Evenings were magical—blankets, stars, laughter. It wasn’t just the stunning location or the beautiful house—it was the feeling of slowing down and being truly together as a family. Every detail encouraged presence and ease. This stay didn’t just give us rest—it gave us memories. If you’re seeking something restorative, grounding, and quietly unforgettable, this is it. A perfect Vermont retreat. The Kane Family
Top guest favorite
A private spa area features a jacuzzi surrounded by warm wood paneling and soft lighting. Steps lead down to the jacuzzi, enhancing accessibility. The space is designed for relaxation, conveying a serene ambiance with its clean lines and natural materials.
Home in Dover
4.98 out of 5 average rating, 143 reviews

Outdoor Paradise - Private Jacuzzi & Sauna

RomanRating, 5 stars3 weeks ago
Tom was a great host and very responsive to any questions and requests, even during our stay.
Guest favorite
The exterior of the home displays a charming red facade with light shutters and a welcoming front porch. An American flag is mounted next to the entrance. Lush trees and a blue sky create a natural backdrop, enhancing the home’s inviting presence.
Home in Wilmington
4.9 out of 5 average rating, 146 reviews

Martin Ski Barn - 4BR Ski House, 15 min to Mt Snow

MikeRating, 5 stars3 months ago
The house was extremely cozy and felt like a true ski house. It was fully stocked from cookware to card games and plenty of space to feel comfortable away from home. Alana was extremely pleasant to talk to and responded quickly to any of my questions. For our long stay, they had cleaners come to the home for an intermittent cleaning. As well as having the driveway plowed and salted after snow storms. The 15 min commute to mount snow is convenient and easy to navigate. I highly recommend staying for the great hospitality and the lovely home. I can’t wait to stay again.

House rentals with a pool

Top guest favorite
The open living area features a spacious green sofa with decorative pillows, facing a rustic wooden coffee table. Natural light illuminates the space, highlighting the vaulted ceilings and a cozy, inviting atmosphere. A breakfast bar can be seen in the background along with the kitchen area.
Home in Wardsboro
5 out of 5 average rating, 58 reviews

Hot Tub, Game Room, Minutes to Mt. Snow & Stratton

ChloeRating, 5 stars2 months ago
Whitley's place was just what we were looking for for our family weekend! Plenty of space with lots to do, the pool table was a big hit. Very close to Mount Snow and Stratton which was really convenient for the snowboarders/skiers in our group. Had a great time and would love to be back!
Guest favorite
The farmhouse features a classic two-story white exterior with green shutters and multiple windows. Snow covers the ground in front, while the entrance is highlighted by a center door flanked by sidelights. A gentle landscape with shrubs is visible on either side.
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars3 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favorite
Home in Colrain
4.9 out of 5 average rating, 128 reviews

The 1770 House

RebeccaRating, 5 stars1 month ago
It’s hard to express how beautiful the area is. The rambling old farmhouse fit our big family fly-in perfectly. This isn’t a place for folks who need everything polished & perfect, but it IS a place for a big crew to spread out, play games, and have adventures (do protect yourself from ticks if you venture into the woods). Kitchen was very functional for prepping big meals. Hot tub was a nice respite after long travel & rainy days. Lots of comfy nooks for solo time, reading, art-making as well as big gathering spaces for family meals. It’s a bit out of the way, but only 15 mins to grab groceries or supplies. Amazing getaway!
Top guest favorite
The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.
Home in Mendon
4.89 out of 5 average rating, 247 reviews

Ranch at Mendon Mt Orchards

RobinRating, 5 stars2 weeks ago
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!
Superhost
The outdoor pool is surrounded by a chain-link fence and features a concrete deck. Sun lounges and chairs are positioned nearby, with a colorful beach towel draped over a lounge chair. Lush greenery frames the area, providing a serene setting.
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars3 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Guest favorite
A Colonial home is positioned on a green lawn, showcasing a charming brick façade and a classic porch. Large trees provide shade, while an American flag is displayed proudly by the door. Nearby, a design studio is visible, highlighting the spacious front yard.
Home in Keene
4.93 out of 5 average rating, 210 reviews

The Brick House on Washington Street

MariRating, 5 stars1 month ago
Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!
Top guest favorite
An outdoor pool is surrounded by a spacious deck, featuring numerous lounge chairs. A children's playground is visible nearby, nestled among trees and greenery. The scene captures a serene atmosphere, ideal for relaxation and family enjoyment.
Home in Wilmington
4.96 out of 5 average rating, 26 reviews

Family/Dog Friendly Mountain Home w/ Amenities

BrendaRating, 5 stars2 weeks ago
Jake's house was the perfect fit for our family. It was spacious allowing for us to spread out if we needed personal space but also perfectly suited for hanging out together in the family room and kitchen area. The bedrooms were large and there were many options to choose where to sleep. The house was very clean and beautiful overall. I had a few questions and Jake was quick to respond. I would highly recommend this place.
Guest favorite
A fenced outdoor pool area is surrounded by lush greenery and tall trees. The pool is heated and saltwater, reflecting the sunlight. Adjacent to the pool, a small shaded structure provides additional space and amenities.
Home in Plainfield
4.89 out of 5 average rating, 139 reviews

Historic Home on 17 acres of land. Go escape!

BrandieRating, 5 stars3 months ago
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩

Weekly house rentals

Top guest favorite
A modern mountain house is framed by snow-covered trees, showcasing tall windows and a sloped roof. Soft lights illuminate the interior, revealing a cozy space. A covered porch with seating is visible at the front, along with a snow-dusted vehicle parked nearby.
Home in Peru
5 out of 5 average rating, 11 reviews

Highland Haus: stunning ski getaway with hot tub

AbigailRating, 5 stars1 week ago
The home and location are great, but the hosts are what make this place. They go above and beyond to make your stay special.
Top guest favorite
A charming home is nestled among trees on a peaceful lakefront. A large deck with a red umbrella overlooks the water, while a private dock extends into the lake. Various outdoor activities and relaxation areas are visible, enhancing the serene setting.
Home in Argyle
5 out of 5 average rating, 18 reviews

Lakefront gem

RebeccaRating, 5 stars3 weeks ago
Our stay at the lake was truly amazing! The house was impeccably clean and well-maintained, and the location was perfect for enjoying the lake. Lisa was incredibly responsive and helpful throughout our stay. Highly recommended!
Top guest favorite
A large hot tub is seen illuminated in blue light, positioned on a deck surrounded by a serene wooded area. String lights overhead create a gentle ambiance, with outdoor seating visible in the background, inviting relaxation in a peaceful setting.
Home in Wardsboro
5 out of 5 average rating, 15 reviews

Mountain house w/ large hot tub

PaulaRating, 5 stars2 months ago
We thoroughly enjoyed our stay at this beautiful home. It was equipped with everything we needed and more. The house was clean and spacious. Zach was very responsive via messages to our needs. We would definitely stay here again for our family ski trip to Stratton.
Guest favorite
A tranquil view of a swimming pond is reflected among lush greenery and blooming wildflowers. A charming house with a light green exterior is visible in the background, framed by vibrant trees and a partly cloudy sky.
Home in Wardsboro
4.94 out of 5 average rating, 36 reviews

Cozy mountain getaway between Mt. Snow&Stratton

ConnerRating, 5 stars2 months ago
Even better than the pictures. It was a great place for a ski trip. I enjoyed walking around the house and exploring the property. For the price you can’t beat it. I would definitely recommend staying here if you are looking for a place.
Top guest favorite
A bright and spacious living area is presented, featuring a comfortable gray sofa set against wooden flooring. A work-from-home station is positioned by large windows overlooking the outdoors. Natural light floods the room, complemented by ceiling fans and light-colored walls.
Home in Stratton
5 out of 5 average rating, 15 reviews

Beautiful 3-4 BR, 2 Ba, Sleeps 9

CathyRating, 5 stars3 months ago
Patrick’s place was all we needed for out family skiing weekend. Once coming from the mountain we were able to relax, play pool, listen to music, just relax. The house is so beautiful, we felt pretty much at home. Patrick took care of every detail to make it the perfect place to stay when in the area, easy to drive to Stratton Mountain. I will stay here again for sure.
Top guest favorite
The front porch features a hanging swing alongside rocking chairs, framed by lush greenery and colorful plants. The house is set against a clear blue sky, with a roofed area providing shade, creating a relaxing outdoor space.
Home in Manchester
5 out of 5 average rating, 35 reviews

Lye Brook Retreat - Manchester

JosephRating, 5 stars6 days ago
A Truly Wonderful Stay at Sheila’s Home! Sheila’s home was warm, welcoming, and absolutely spotless. Every detail was thoughtfully prepared, from the cozy decor to the well-stocked kitchen and comfortable bed. It felt more like staying at a friend’s home than a rental. The neighborhood was peaceful & perfectly located, and Sheila was a kind and responsive host who truly went above and beyond. Her hospitality made all the difference. One of the best Airbnb experiences we’ve had—thank you, Sheila, for such a special stay!
Top guest favorite
The outdoor space reveals a breathtaking view of vibrant autumn foliage and a sunset illuminating the sky. A wooden deck extends into nature, while a stone patio is visible, accompanied by a fire pit, inviting relaxation amidst the scenic landscape.
Home in Winhall
5 out of 5 average rating, 19 reviews

Secluded Mountain Retreat: Skiing, Firepit, Sauna

AudreyRating, 5 stars2 months ago
We had a fantastic stay at Dongmei's place! We were a group of 6 adults and 5 kids (under 5 years old) and the home was the perfect size to accommodate all of us. The availability of a crib was so helpful, and the bins of toys and children's books at the house kept the kids occupied for days! All of the bedrooms were spacious and comfortable, and there were plenty of bathrooms so each family could have their own. The location for skiing was perfect - right on the Stratton access road. And the home itself is very private with beautiful views. We would absolutely rent again if given the opportunity - thank you for a wonderful stay!
Top guest favorite
A bright living room features large, angled windows allowing natural light to filter through. Comfortable sofas are arranged around a colorful area rug, complemented by wooden accents and a modern television. A dining area is visible in the background, providing a cozy space for gatherings.
Home in Stratton
4.97 out of 5 average rating, 35 reviews

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

JohnRating, 5 stars2 weeks ago
Jeff was a delightful host and his property was perfect for a weekend getaway. The place was spotless. We loved spending time in the barn and playing the retro arcade games. Thanks for a great weekend, Jeff!

Quick stats about house rentals in Stratton

  • Total rentals

    50 properties

  • Nightly prices starting at

    $130 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Vermont
  4. Windham County
  5. Stratton
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