
House holiday rentals in Stratton
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Top-rated house rentals in Stratton
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Popular amenities for Stratton house rentals
House rentals with a pool

Magical Farm Getaway - a must visit!
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!

The 1770 House
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!

Ranch at Mendon Mt Orchards
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!

The Brick House on Washington Street
Great stay and was exactly what we needed for our entire family for a weekend wedding!

Historic Home on 17 acres of land. Go escape!
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!! 🤩

Wander In | Close to Mount Snow & Stratton
This place was a dream for families. We traveled with 4 children and an infant. The house was roomy for the whole crew to hang out and eat together. We loved how clean and organized it was. We enjoyed hours at the pool, which was a huge hit with the littles. VRM was very helpful with any questions that came up. The location was great for skiing at Mt. Snow. We wish we had stayed one more night but our infant became very sick and had to head back a day early. To be honest, the place is more beautiful in person than in the pictures and we feel so lucky to have been able to stay there. Big plus to have laundry on site. Kitchen has everything you need to cook all your meals.

Historic 1850’s Renovated Farmhouse w/ Pool!
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

Hollywood Bungalow in the Berkshires #C0191633410
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

Lakefront gem
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!

Cozy mountain getaway between Mt. Snow&Stratton
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.

Beautiful 3-4 BR, 2 Ba, Sleeps 9
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.

Mountain View Getaway
We loved our stay at Nicole’s place. It was very peaceful and private- just what we needed! Our dog also felt right at home thanks to her welcoming touches. We would definitely stay there again!

Vermont Mirror House
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.

Cozy Vermont home near Mount Snow & Stratton
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.

Secluded Mountain Retreat: Skiing, Firepit, Sauna
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!

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

Hot Tub, Game Room, Minutes to Mt. Snow & Stratton
We had a great vacation at Whitley’s Airbnb. The house was very clean, spacious, and provided lots to do. It was also great being so close to Mt. Snow. I highly recommend this house and would love to come back!

Relax & Recover Retreat | Hot Tub + Sauna + Gym
Meredith's place was so comfortable, relaxing and very clean! We enjoyed our stay. The host's were very attentive and even reached out to us beforehand to make sure the bed situation was going to work for the number of adults that we had. We had 9 ladies staying for a ladies' weekend and we were comfortable. The location is private. Also it is near to a lot of hiking and walking options. Great place!

Entire Chalet in Winhall, Vermont
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.

Modern, Serene Farmhouse Retreat
This place was exactly what we needed to escape and unwind. So relaxing, cozy and comfortable.

Mountain house w/ large hot tub
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.

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

Newly renovated chalet, 9 min to Mt. Snow
This is a great place for a visit to Mount Snow. It was a short drive to the mountain, and easy to get in and out of. The kitchen was well equipped and the cabin was clean. It was the middle of winter, so we did not investigate the outside. We would consider coming back.

Scenic mid-century chalet w/ hot tub near Mt Snow
My husband and I had a great time here with my dog. The place is very nice and location is great too.
Quick stats about house rentals in Stratton
Total rentals
50 properties
Nightly prices starting at
$215Â NZD 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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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Mount Snow Ski Resort
- The Shattuck Golf Club
- Dorset Field Club
- Lake George Expedition Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Bousquet Mountain Ski Area
- Pineridge Cross Country Ski Area
- National Museum of Racing and Hall of Fame