House holiday rentals in Stratton

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Popular amenities for house rentals in Stratton

House rentals with a pool

Guest favourite
Home in Salem
4.98 out of 5 average rating, 192 reviews

Magical Farm Getaway - a must visit!

BriannaRating, 5 stars2 weeks ago
We had a wonderful & relaxing weekend here with a large group for my sister's lowkey bachelorette party. Even with a day of non-stop pouring rain, we were perfectly content with staying in and enjoying the coziness of the house. We had a blast watching the chickens roam around and hanging out with the overly-friendly barn cats while we sat outside. The goats & pigs were happy to greet us at the fence every time. The hot tub and pool were perfect! Highly recommend staying here if you're looking for a beautifully scenic and peaceful getaway. Thanks, Sarah & BBVF team!
Guest favourite
Home in Colrain
4.9 out of 5 average rating, 129 reviews

The 1770 House

CatherineRating, 5 stars1 month ago
Historic house on a beautiful property. Kitchen had all the equipment you could need along with top of the line stove and oven. Make cooking for a large group easy and enjoyable!
Superhost
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars4 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.
Top guest favourite
Home in Killington
4.99 out of 5 average rating, 135 reviews

SugarBear- Pool, AC, Sauna, Gym, Tennis!

JennRating, 5 stars1 month ago
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.
Guest favourite
Home in Keene
4.93 out of 5 average rating, 211 reviews

The Brick House on Washington Street

PaulRating, 5 stars1 week ago
Great stay and was exactly what we needed for our entire family for a weekend wedding!
Guest favourite
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!! 🤩
Guest favourite
Home in Granville
4.94 out of 5 average rating, 105 reviews

Historic 1850’s Renovated Farmhouse w/ Pool!

KimberlyRating, 5 stars3 weeks ago
9 adults and 3 children all met up for a family weekend! We came from NY, NH and Maine! The house was perfect! Plenty of room to gather or separate! Even tho it was a chilly rainy weekend the kids managed to get in plenty of pool time! Tanya was very responsive and Melvin was the greatest! Our first morning he came right over to fix a slow drain. Highly recommend!! Kim and family
Guest favourite
Home in Williamstown
4.89 out of 5 average rating, 218 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars4 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.

Weekly house rentals

Guest favourite
Home in Winhall
5 out of 5 average rating, 14 reviews

Entire Chalet in Winhall, Vermont

BrianRating, 5 stars3 months ago
We enjoyed the stay, the accommodations were perfect for our family, four adults and two young children. The home is very well organized and comfortable, with things to do for the kids. Recommended.
Superhost
Home in Wardsboro
4.84 out of 5 average rating, 37 reviews

Cozy mountain getaway between Mt. Snow&Stratton

ConnerRating, 5 stars3 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.
Guest favourite
Home in Winhall
4.96 out of 5 average rating, 53 reviews

VT Charm, Fireplaces, Hot Tub, Stratton Views

MarinaRating, 5 stars2 months ago
The house was great! Spacious with two living rooms and two fireplaces. Just minutes from Stratton mountain. We loved the hot tub and used the grill too. Check-in super easy and we had an issue on the last day and the host was very responsive.
Guest favourite
Home in Dorset
4.91 out of 5 average rating, 53 reviews

Mountain View Getaway

AnthonyRating, 5 starstoday
My partner and I were craving a weekend getaway to unwind and escape our hectic schedules. Nicole’s place was the perfect fit! It was exactly as depicted in the listing - quiet, private, and with a breathtaking view of Mt Tabor. Manchester, VT, was just a short drive away, offering a delightful mix of shopping and dining options. This place exceeded our expectations and was exactly what we needed!
Superhost
Home in Dover
4.91 out of 5 average rating, 82 reviews

FULLY renovated 1 bed/1 bath ski in-out condo!

AnastasiaRating, 5 stars2 months ago
My husband and I spent a long last winter weekend here. The condo was perfect for ski on/off and we enjoyed a day on the mountain. Though the weather wasn’t great the whole time, Brittany & Jen were quick to send recommendations for things to do, trails to hike and their favorite restaurants. So close to lots of great spots in this little mountain town. We would absolutely stay here again
Guest favourite
Home in Stratton
4.99 out of 5 average rating, 73 reviews

The Dreaming Tree. Fun @ Mount Snow and Stratton!

ThomasRating, 5 stars3 months ago
House was awesome! Great location, great space for kids, outdoor area was great for exploring… I’d recommend to anyone skiing Stratton or MT Snow.
Top guest favourite
Home in Jamaica
5 out of 5 average rating, 9 reviews

Raven Wood Cottage

LeeannRating, 5 stars3 months ago
we had such a nice stay at the cabin and had everything we needed for our time away. Robert was quick to respond to questions and the house was really clean and comfortable. We loved the little touches too - the record player, local art, etc. and it was the best nights sleep I've had in months. one of my favorite air BNB experiences to date.
Top guest favourite
Home in Stratton
4.97 out of 5 average rating, 35 reviews

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

JohnRating, 5 stars1 month 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!

Private house rentals

Top guest favourite
Home in Andover
5 out of 5 average rating, 53 reviews

Luxury VT Retreat. Breathtaking Views & Sunsets

ZackRating, 5 stars3 months ago
First and foremost, Julia is one of the most accommodating and most responsive hosts I’ve ever had. She was very friendly and proactively looked for ways to help me and my group feel welcome. Beautiful space scenically located on a Vermont mountainside - would absolutely recommend!
Top guest favourite
Home in Argyle
5 out of 5 average rating, 18 reviews

Lakefront gem

RebeccaRating, 5 stars1 month 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!
Superhost
Home in Wardsboro
4.63 out of 5 average rating, 8 reviews

Private ski house

CarlosRating, 5 stars3 months ago
Beautiful A-Frame house. very private and peaceful. close to Mount Snow. very clean. Natasha is a great host quick response to questions. The driveway is very steep just like the description says. Definitely have 4 wheel drive vehicle. The house is in a cellphone dead zone so I recommend saving the code for the front door and saving the wifi password before arriving so u have it. over all a great experience and will definitely stay here again!
Superhost
Home in Sunderland
4.71 out of 5 average rating, 31 reviews

Modern, Serene Farmhouse Retreat

JerricaRating, 5 stars3 months ago
This place was exactly what we needed to escape and unwind. So relaxing, cozy and comfortable.
Top guest favourite
Home in Londonderry
5 out of 5 average rating, 12 reviews

Modern Chalet: Magic Mountain

RileyRating, 5 stars3 months ago
Tyler’s place exceeded expectations! The home was exactly as advertised—beautiful, spotless, and in a fantastic location. Check-in and check-out were seamless, making our stay even more enjoyable. Tyler was an outstanding host, incredibly responsive, and went above and beyond by providing detailed information and fantastic restaurant recommendations. I’d highly recommend staying here to anyone looking for a top-notch experience!
Guest favourite
Home in Londonderry
4.92 out of 5 average rating, 73 reviews

VT Cabin sitting above the West River and Village

JoshuaRating, 5 stars3 months ago
great small cabin nested in a small VT town! Rachel was great and we were within 20 minutes of Stratton which was perfect for our quick weekend
Guest favourite
Home in Wardsboro
4.91 out of 5 average rating, 43 reviews

Cozy Vermont home near Mount Snow & Stratton

KeithRating, 5 stars4 months ago
Nicole and Peter have an amazing home and are truly great hosts. The house is so much more than the listing says. Everything you may need is there for you. We spent four nights here for a ski trip and it was perfect. Location was central to Mt Snow, Stratton and Bromley. The instructions were clear and responses were immediate. This is a location we will definitely come back to.
Top guest favourite
Home in Winhall
5 out of 5 average rating, 20 reviews

Secluded Mountain Retreat: Skiing, Firepit, Sauna

BenjaminRating, 5 stars1 week ago
Can’t beat the location. Nice and close to Stratton Mountain. Back deck views were a 10. House was spotless. Plenty of room for the 9 of us. Dongmei was super responsive to any questions we had. The perfect 5 star rating for this house is accurate. Book it!

Quick stats about house rentals in Stratton

  • Total rentals

    50 properties

  • Nightly prices starting at

    $167 SGD 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

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Stratton
  6. House rentals