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

Mountain Escape-Beautiful Views, New Home
Andres house was perfect for our groups ski weekend! He was extremely communicative and flexible, and the house was perfect !! We’d definitely visit again.

Captain Tom's Cabin - Secluded Vermont Getaway
Captain's Tom Cabin is lovely place to stay at the Green Mountains. The view towards the Long Trail from the patio is an amazing place to watch the sun coming down. The cabin has everything what you need, it is warm and cozy, feels like home. Claire is very detailed in direction and cares about her visitors. I really enjoyed the welcome Russian sweet and sour soup and the cookies as well. Thanks for letting me stay with my cat, most host do no want to have cats, even advertise "pet friendley". If you arrive with your dog, there is plenty of acres to explore. Thank you Claire, we definitely will come back.

Modern Farmhouse on 25 Acres - Superb Views
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

DoubleDen- Hot Tub Entire House - Great Location!
Dan & Holly’s place was the perfect Killington getaway! Ample space for our big crowd, very clean and well kept, very responsive hosts, and the perfect location for everything you need to do in Killington! Their guidebook also came as a wonderful resource for all things in the area! Would definitely stay again

Okemo Condo – Ski In/Out
Great location - ski in/out! Close to Jackson Gore base and easy ski lift / drive access to Clock Tower base. Condo was perfect for our family of 4 with 2 kiddos, could accommodate more for sure. Well stocked kitchen. We enjoyed the kids board games! Very comfortable all around and good value for typical cost during winter ski season. Would definitely return!

Sunset Bay: Amazing waterfront w/ dock on 5 acres!
We stayed at Beth’s place in April. The place did not disappoint!! Beth thought of everything!! Our 20 yr old granddaughter stayed in the apartment. Absolutely great space. The view was stunning!! The place was extremely clean throughout. All the rooms are set up to relax and enjoy!! The basement was a wonderland for the kiddos. Every toy, game, and wide open space to play. It was a delightful stay.

Summit View Ski and Golf Retreat w/hot tub & Sauna
We came up to celebrate a 40th birthday. Jason’s home was absolutely beautiful and exactly what we were looking for. We had a great time relaxing playing games and soaking in the hot tub. Pictures of Stratton Mountain do not do it justice, it’s so much closer in person and stunning. We loved the fireplace indoors and the outdoor fire pit. We had great weather so we were able to utilize the fire pit and then fireplace at night when it was chilly. Very cozy vibes! We would absolutely recommend this gem and would love to come back! Also, Pearl’s Place Southern Kitchen was delicious, get the bbq!

Mountainside 5-BR Ski-In/Out Okemo Estate
Wonderful stay. Ski on ski off. Lots of games to play and puzzles to do. Skiing was great. Only note is to check with okemo on morning star triple to make sure it’s running. It doesn’t during the week. So you can ski off but not on. Weekend including Friday was perfect.
Family-friendly, ski-in/out home rentals

Right at Killington !
Our family had a wonderful stay at the condo in Killington. The location could not be beat! A very short 5 minute walk to the lifts and Snowshed lodge. The complex had an amenity building with pool/hot tub that the kids loved and the condo was quite spacious and clean. Ruslana was a great host and very responsive! There is a solid chance we will be back next year!

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.

Killington Chalet - Hot Tub, Sauna, Boot Dryer
Second time staying and it was better than the first time. Totally recommend and will definitely be going back for our annual ski trip. If it’s available of course!

Beautiful guesthouse -perfect for long stays
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)

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

Okemo Vermont Getaway
Great spot right next to Okemo! The cabin was better than the photos, felt really homey and clean.

*Killington Summer Rental: 3 Bdrm, 2 Bth*
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub
Sugarbush Ski House Our stay at this besutiful Airbnb ski house in Sugarbush, Vermont, was nothing short of spectacular. From the moment we arrived, we were impressed by the spacious, modern design and the thoughtful details that made this home a great place for a family trip. The house has nice open floor plan with great views both from in the house and a large deck on the outside. The living room was very comfortable with space for all including two dogs. The kitchen is modern and has great appliances, supplies, and prep area. The bedrooms were large with comfortable beds and modern bathrooms. The other amenities were top-notch. The sauna and hot tub were absolute luxuries after a long day on the slopes, providing the ultimate relaxation experience. Everything was impeccably clean and well-maintained, adding to the overall comfort and ease of our stay. If you’re planning a trip to Sugarbush, this house is not to be missed. Definitely a five star house!!
Ski-in/out cabin rentals

THE CABIN....a Vermont log home
Bill's cabin was excellent. Rustic and rural but close to Killington and Pico, and a quick ride to Rutland. It was clean, comfy and had all we needed for a great little stay. It got a thumbs up from my wife and that is a high standard to meet. She even liked the king bed so much she was looking for the label to get one like it for home. I'm a guy and don't need much. The cabin made me feel like I was staying at a friend's house. You can nit-pick about the lighting and other minor stuff, but to me this place was a 10 out of 10 stars. We may be back next year for a longer ski vacation. Thanks Bill.

Modern Mountain Cabin at The Innstead
A true slice of heaven!! If you are looking for a peaceful getaway, this is it!

The Cozy Little Red Cabin
Marinas little red cabin was perfect for our ski trip! The WiFi is a little rough but we didn’t spend much time on our phones Bring dvd’s (the collection is solid but more the better) Perfect distance to okemo, Stowe is less than two hours so it was great! The cabin felt so cozy and felt right at home! Would def book again!

The Run-In - Beautiful Country Cabin with Hot Tub
Ben's cabin is nestled in a beautiful location. His cabin is beautifully decorated with unique rustic antiques. The centerpiece of the cabin is the big fireplace that makes the space warm and cozy. There is a hot tub on the patio and a private outdoor shower that must be a delight on a hot summer day. The cabin offers the basic amenities for a comfortable stay. Ben is a responsive host. We would recommend and love to stay again.

Treehouse Cabin in Dorchester
Joseph is honestly just a great person in general. The house was absolutely spotless, flawless, and beautiful. It was so peaceful. He reached out immediately to check and see if I needed any recommendations for anything in area(which I did) we listened and were very pleased. The fridge was stocked with beverages, which is such a thoughtful thing to do. He would answer immediately, and even went above and beyond to make my trip everything I could ever want it to be. He even rushed to get a fire pit together, just because I asked about. I will absolutely be back to stay at his beautiful place. He was very knowledgeable about the area, and even took into consideration what I told him I was going there for and made sure all his recommendations were based off that. He truly listens to his guest and excels in being a great host. Do yourself a favor and book with Joseph.

Rustic charming camp cabin
Beautiful cabin in the woods , nestled at the foothills of the mountains, we went around Peak Foilage in early October and couldn't have asked for better weather and accomodations. Elizabeth, an excellent host, Reccomended some people hikes and look out points by the river, and surprised us with breakfast goodies on a Sunday morning!! Looking forward to be back and would definitely recommend to others as well

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.

The Gourmet Cabin at Stitchdown Farm
Andrew’s place is one of a kind, a true escape from the mundane. If you’re looking for luxury and high-tech, this may not be the stay for you. If you’re looking for comfort, a disconnect from reality, and complete peace…. This is THE place! We are looking forward to coming back and checking out Babes Bar and seeing the flower farm while it’s active, we were just exhausted from our ski days to do anything besides enjoy the space.
Quick stats about vacation rentals that are ski-in/out in Killington
Total rentals
270 properties
Nightly prices starting at
$111 CAD before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
190 properties have a pool
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Country Club of Vermont
- Mount Sunapee Resort
- Bromley Mountain Ski Resort
- Dorset Field Club
- Ekwanok Country Club
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Country Club of New Hampshire
- Baker Hill Golf Club
- Hooper Golf Course
- Santa's Land USA
- Lake Sunapee Country Club
- Adirondack Extreme Adventure Course
- Fort Ticonderoga
- Cozy Cottages & Otter Valley Winery
- Killington Adventure Center
- Lincoln Peak Vineyard
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