Holiday houses in Stratton

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Popular amenities for Stratton holiday rentals

Stay near Stratton's top sights

Stratton Mountain154 locals recommend
Stratton Mountain Resort64 locals recommend
Stratton Mountain Golf Course14 locals recommend

Other great holiday rentals in Stratton

Top Guest favourite
Apartment in Winhall
5 out of 5 average rating, 34 reviews

Private & Quiet Apartment near Stratton Access Rd

NicoletteRating, 5 stars2 months ago
Margaret's place was very cozy and the perfect stay for going skiing at Stratton Mountain. The location was ideal and perfect. This place was very clean and looks exactly as the images portrayed them. There were books, board games, and an organized binder of local shops and entertainment provided. The communication feedback was quick and friendly. The next time I come visit Vermont, I would love to come back to this Airbnb.
Guest favourite
Cabin in Cambridge
4.97 out of 5 average rating, 31 reviews

Pond View Cabin. Off-Grid, Rustic & Dog Friendly.

EmilyRating, 5 stars1 week ago
Highly recommend Brian’s off grid cabin! His directions were very helpful and made navigating the generator, camp shower, and other on-site details super easy to understand and execute. His property is beautiful and peaceful. We’re already looking at our calendars for another time to visit. Our dog, Stumpy, very much enjoyed the outdoor access and pond. He didn’t want to leave!
Guest favourite
Cabin in Wardsboro
4.93 out of 5 average rating, 42 reviews

Mt Snow Château

AndrewRating, 5 stars3 months ago
What a great stay! Srini was very accommodating prior to our arrival and was always quick to respond. This home is a perfect in between to Stratton and Mt Snow which served our group well. Cozy doesn’t begin to describe the living areas and the garage was a great addition at night. We would absolutely recommend this property to anyone considering it. Can’t wait to visit again!
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
Top Guest favourite
Cabin in Stratton
5 out of 5 average rating, 38 reviews

Modern Cabin in Stratton

LeonRating, 5 stars2 weeks ago
We had an absolutely wonderful stay at Jana’s place. She was incredibly kind and accommodating, allowing us to check in early and check out late at our convenience — which made our trip all the more relaxing. Communication with her was smooth, clear, and effortless from start to finish. The home itself is one of the cleanest, most comfortable, and most thoughtfully designed places we’ve ever stayed. Everything felt fresh and sophisticated — from the brand-new appliances to the high-quality bedsheets and spotless, carpet-free floors. The mattress was exceptionally comfortable — one of the best we’ve ever slept on — and Jana even provided backup toiletries, which was such a thoughtful touch. The location is peaceful and quiet, surrounded by greenery and nature — a perfect retreat. We left feeling deeply rested and extraordinarily happy. Thank you, Jana, for creating such a beautiful and welcoming space!
Guest favourite
Cabin in Jamaica
4.93 out of 5 average rating, 60 reviews

The Woodland A-Frame

JannaRating, 5 stars1 week ago
This was a beautiful stay! My boyfriend, and his dog, really enjoyed our time here. I would highly recommend anyone to stay here! 10/10 would stay there again! ❤️
Top Guest favourite
Chalet in Winhall
5 out of 5 average rating, 50 reviews

Summer Fun in Winhall! Family Game Room & Deck!

BryanRating, 5 stars3 weeks ago
This was an enjoyable stay. Slept 6 comfortably. We also had such a great time in the game room playing pool, watching tv, and utilizing the arcade games. Totally recommend!
Top Guest favourite
Chalet in Wardsboro
5 out of 5 average rating, 17 reviews

The Mont Haus- WOOD FIRED SAUNA!

MarlynRating, 5 stars2 days ago
We had a wonderful stay at this cozy cabin. We could tell a lot of attention went into the little details— everything was thoughtfully decorated and incredibly inviting. The space was clean and had all the amenities we needed for a comfortable stay. We appreciated how dog-friendly it was with the dog toys and bed. Highly recommend for anyone traveling with pets or just looking for a peaceful getaway!

Quick stats about holiday rentals in Stratton

  • Total rentals

    180 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    4.9K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore

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