Ski-in/Ski-out holiday rentals in Windham County

We had a wonderful weekend at Liz’s cabin. Everything was clean. Hot tub was awesome. Would recommend to anyone looking for a beautiful cabin getaway.

An excellent and luxurious stay, within quick walking distance of an easy trail directly to Mount Snow. Easily accommodated myself, my wife, my parents, and my sister’s family, with tremendous comfort. Clean and well maintained unit with a wonderful host. 100% recommend to anyone looking for a larger space at Mount Snow!

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!

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!

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!

Daisy was extremely friendly and responsive. She accommodated a later check out because my snowmobiling tour got delayed to later in the day and she was very understanding and let us check out at 1PM instead of 11AM. The place is so cute and aesthetically put together. The hammock and jacuzzi is the best!!

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!

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!

We had a wonderful time in this beautiful rural Vermont oasis. Exactly what we were looking for! The place is quintessential VT…. So if you are looking to spend a few nights in a reconverted barn on farmland…. Well, this is it. We loved being able to walk the property, and the jacuzzi and sauna were a real highlight. Directions getting in and figuring out our building were a bit confusing at first but we figured it out. We had a few small issues but Ben was responsive and did his best to take care of them quickly - with varying levels of success. The outdoor area could use some easier access and a bit more attention, but we were told that it is in the works. We would stay again in a heartbeat!

Perfect location to get on and off the mountain. Responsive and helpful. We had a great weekend!

Great place! Clean, spacious, with plenty of amenities. Owner was great. Flexible. Communicated clearly and promptly. Would definitely stay again.

Talk about great location! This was the best ski-in/ski-out condo we've used. Bonus: the sledding hill is at the end of the parking lot. The beds were very comfortable and the fireplace was easy and so cozy. Corinne was very attentive and took care of any questions promptly.

G’O was amazing! Very friendly and accommodating! Will definitely book next time I go visit my family! Her property is beautiful and peaceful, exactly what I was looking for.

We had a nice getaway at Paul's place. The place fit our needs perfectly. We enjoyed the use of both the indoor and outdoor pool. You do need to reserve times online for use of the pools or other activities but we never had any issue with that. There are several great restaurants nearby and we enjoyed walking the nearby trails and shopping in Wilmington and Dover.

We stayed with four adults and two young children. The beds were great - we all had excellent separate spaces. The common room was spacious as was the dining area. It was easy to walk to the shuttle bus pick-up spot. Chris was so great to let us stay a bit later on Sunday to enable us to ski a bit and then organize ourselves for departure.

This is a really special antique house that has been very well cared for. we visited in the midst of pretty narly presidents dy snow storm and the howling winds and multiple feet of snow outside only made the old house feel even cozier and more special. in the winter, the house sits on the end of a dirt road, due to the southern portion of it being covered in snow so we were nervous that we would get completely snowed in, but the town plowed the road multiple times each day and we had no problems getting in and out! Our big highlights were cross country skiing on the trail that crosses the property, puzzling by the gas fireplace, and the huge mounds of dog toys for our pup! Also, big thank you to Michelle for being so accommodating about our late check out. Our time here makes me want to check out all of the landmark trusts locations!

Perfect location just steps from Stratton Village! The room was very clean and we loved the outdoor hot tubs and complimentary Starbucks coffee in the morning. Luke was a great host, very responsive and even offered us a later checkout. Would definitely stay again!

Think this is our third time staying at the condo and again it was great. Love being able to walk across the street to the mountain, renting equipment from Equip Sports is very convenient. In our opinion the condo has everything you need for a family of 4. Can’t wait until next year.

Laura's place was great. It was clean, right on Bromley Mountain (ski on and ski off), and a quick drive to Manchester. Laura was very responsive and helpful. Even sent me a youtube video to help with my technical challenges of working with two remotes for the Smart TV. I highly recommend this AIRBNB.

I had a great experience at Erin's place. Everything about the experience was enjoyable. The home was well-stocked and beautifully decorated. Great little touches like a Bluetooth radio and record player were appreciated. The gym and pool amenities were pristine. We look forward to staying there again.

We had a great stay for a quick weekend getaway. Morgan was easy to communicate with and the place had everything we needed. We enjoyed the wood burning fireplace. The kids loved the amenities- game room and indoor pool. We took a ride to the top of Mount Snow which provided gorgeous views of fall foliage. The location is great. 15 minutes to Bennington where we enjoyed lunch. We made a stop at Bromley after check out which is only 35-40 minutes away, where we enjoyed the alpine slide and scenic lift to a fire tower. We hope to visit again next year!

Joanie was a wonderful host - accommodated us with flexible checkin which made it possible for us to ski more! We stayed with our two small children and it was perfect for our little family. Cozy space with everything you need! This is an unbeatable location with a great host. We can’t wait to come back.

Exactly as described. Beautiful condo, right in the heart of Stratton. Easy ski in/ski out. Excellent proximity to everything the village has to offer. The kitchen is well equipped and the bedrooms are really comfortable. Brian was a great host! We will absolutely book again for future Stratton ski trips!

Great walkable location. Loft space granted nice privacy for 2 couples or extended family. Fireplace and living room were cozy.