
Ski-in/Ski-out vacation rentals in Stratton
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Top-rated ski-in/ski-out rentals in Stratton
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Popular amenities for Stratton ski-in/ski-out rentals
Ski-in/ski-out house rentals

Private chalet tucked in the green mountains
Liz's place was the great! Beautiful, clean, and conveniently located to the mountain. Everything we needed for a long ski weekend with friends! Thank you!

Multi-Level Ski Retreat at Stratton Mountain
We had a wonderful stay Duojia’s residence! Peaceful location, clean, and the Stratton Mountain view was icing on the cake. There is privacy and so much space at this home. Thank you!

Rustic home near skiing & lakes, walk to downtown
Very welcoming home, amenities were a great way to entertain ourselves during the night while kids were sleeping. The spacious living room, dining room and kitchen were an absolute dream! Would stay here again!

Modern Chalet: Magic Mountain
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!

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

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
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!

Brand new, 5 BR, next to Hermitage Club&Hermt Inn
We loved this house! And plan to come back again soon! Beautiful home with great amenities. Host was very responsive. We had a great visit!

Cozy Condo near Mt Snow
My family and I had a great stay at John’s place. It was just as described and in a perfect location, located just a few minutes from Mount Snow and surrounded by all of the great restaurants that West Dover has to offer. The space was spotlessly clean and super comfortable to relax after a long day of skiing. John was very communicative and friendly and even left some treats for us upon arrival which was much appreciated. This might be our new top pick of places to stay when we are in the area!
Family-friendly, ski-in/ski-out home rentals

Beautiful 2 Bedrooms in Mountains w/ full kitchen
Nancy is a responsive host who provides clear instructions and offers local recommendations. The apartment we stayed in worked perfectly for our ski weekend at mount snow with 2 teens. Plenty of room and amenities within to foster a fun and relaxed family weekend. The maple syrup for purchase was a delicious touch. Would definitely stay again if we returned to the area.

The Sugar House
The Sugar House was a fantastic place to stay! It was quiet and peaceful and there was a ton to explore in Burlington VT. The house had a lot of charm. it was cozy, warm, and had everything we needed for the weekend!

Great Downtown, walk to everything
Great space, very conveniently located in town. The host was great, and would definitely stay here again

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!

Mt Snow Ski In/Out at Seasons
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.

Sunset Bay: Amazing waterfront w/ dock on 5 acres!
Wonderful place, beautiful location. Would 100% book again

Nicely decorated 2 bedroom Ski on/ski off L3
This was one of the best places we have ever stayed and perfect for a ski trip! It is the definition of ski in/ski out - right along the trail that takes you to a lift and easy to ski back to for lunch or at the end of the day. The beds were comfortable and the place fit our group of six very comfortably. We loved using the fireplace, and the kitchen was well stocked with cooking supplies to make full meals. We loved using the outdoor hot tub at the sports center (a 3 min drive away). When we called maintenance with a question on a Sunday, they were quick to respond and even brought us more paper towels and toilet paper. The place is very clean and updated (a previous review said that it wasn't and we felt the exact opposite). Please note: if the trail and lift that this condo skis on/off from are closed, the guests need to drive to a base. We got lucky with the weather and snow accumulations, but it is important to have this in mind. We will definitely stay at this condo again!

Walk to Okemo Ski Lift - Private Classic VT Ski Ch
Our family really enjoyed our stay at the trailside chalet! A quick walk up the road to the ski lifts and plenty to keep us entertained after a day of skiing. We really enjoyed the fire place and pool table!! Prescott was a great host, quick to respond to our questions.
Ski-in/ski-out cabin rentals

The Grateful Barn
We had a wonderful cozy weekend with friends. Leopold’s place was private and tucked away with beautiful snowy Vermont scenery. We went skiing at Okemo (30 min drive) and then relaxed in the cozy living room. The shower was great and the bed was super comfortable. Thank you Leopold!

Beautiful Art Studio with hot tub/sauna #1 Airbnb
The cabin was beautiful and perfect for a getaway from the city! We loved watching the sunset from the hot tub and cooking in the beautiful kitchen.

Stone's Camp on Stamford Stream
This was our second stay at Stone's Camp. It was just as great as the first stay. It's very private, peaceful and relaxing. We enjoyed hiking around the area and never had to leave the property in our car during our 4 night stay. The walk from the camp down the abandoned road to the washout is perfect. Our dogs enjoyed being off leash and exploring the woods and stream. It was especially nice for our 15 yro dog who is now unable to tackle larger hikes. Nights were spent enjoying a campfire by the babbling stream on rain free nights. Rainy nights were spent playing cards and games around the table indoors. If you are looking for something quiet, private and love to be outside and away from it all this is the place for you. If you have dogs it's the place for them as well. Thank you again, Chuck, for sharing your piece of paradise and thanks for accommodating our daughter and her boyfriend at the last minute who surprised us with a visit from the West Coast. We hope to be back!

The Run-In - Beautiful Country Cabin with Hot Tub
Absolutely loved my stay at the Run-in on Bent Tree Farm. Despite the rainy weather, we were able to play, read, and listen to all of the activities in the cabin in between drying off from our explorations around Londonderry and Manchester. The location of the cabin was wonderful, and the wood burning stove was a highlight of the trip.

Green Mt Getaway: <30m to Bromley Stratton Okemo
Cliff is very easy to communicate with. The house is in a great location, easy to find, and close to several ski resorts, making it very convenient for skiing. The room is comfortable and warm, and the kitchen is well-equipped, allowing you to cook your own meals. The game room, in particular, is a paradise for children, with countless games for you to enjoy. This was a wonderful experience, and I will definitely come back in the future.

Adirondack Mountain Lake Retreat
It reminded me of Thoreau’s “Walden” quiet, serene, perfectly sited for views of the reflective pond. Ripples, clouds, wildlife including an eagle, blue Herron, lots of bird sounds and frolicking young ducks. All this in a very comfortable, completely thought out setting.

Summit Retreat:2BR/2Bath Rustic Beauty + Yoga Room
Quick stats about vacation rentals that are ski-in ski-out in Stratton
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ588 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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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
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Berkshire East Mountain Resort
- Lake George Expedition Park
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Pineridge Cross Country Ski Area