
Ski-in/Ski-out vacation rentals in Rutland County
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Top-rated ski-in/ski-out rentals in Rutland County
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Ski-in/ski-out house rentals

Golf, Bike, Fish, or Hike!
Had a wonderful weekend at Ashley's place! The condo is located just a few minutes from the K-1 base (and skiable too, but we came late in the season) and had everything we needed. Fireplace and sauna/hot tub (in an adjacent building) was a great bonus. Ashley was incredibly helpful and friendly, I'd love to come back!

Killington Condo Near Mountain Biking Trails
Awesome spot. Stayed off season for an event at Pico. Plenty of space for four adults. Colby was great to work with.

Ski-In/Ski-Out Hike Okemo Mountain Condo
Words can’t describe the experience we had this weekend. Linda was the best host we have ever worked with and the place was extraordinary to say the least! Extremely clean, comfortable and well located! Kid friendly and close to downtown! We will highly recommend it to friends and family and if we could leave more stars than a 5-star review we would! Looking forward to booking this place again in the near future! Thank you Linda for your amazing hospitality!

Ski On/Off Sunrise at Killington
We had a great weekend at Liz's place! The place is super cozy and had everything we needed. It's really spacious and loved all the decorations. They also have a bunch of board games which was fun with the fam. It was really clean and I felt right at home. I'd love to come back in the future! Skiing in an out is totally doable but a little difficult to find your way back if you're not familiar with the sunrise condos. Keep in mind it's not directly on the Sun Dog trail so it was a tad more difficult starting with beginners from there. It ended up better for them to drive to snowshed. Overall would definitely recommend for a large family or bigger group. We had a blast. OH and fantastic DVD collection! Needed to add that in there. 😊

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!

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.

Modern Retreat next to Mountain Top Inn,Killington
I couldn't recommend this place more! My cousins and I had a great time and Uli is super attentive. The hot tub has a great view of the lake, it was also salt water which I love. The space was extremely cozy and exactly what we needed. We snowboarded pico and killington and it was about a 25-30 minute ride. We will for sure be back! Thank you guys so much!

Trailside Vacation
We absolutely love our stay! It was exactly as described. Great location, easy ski on and ski off. Very clean and had every amenity you could think of. We felt right at home there. Can’t wait to go back next year!
Family-friendly, ski-in/ski-out home rentals

Come to Killington this summer!
Great stay. Location is prime, especially if you need some ski tuning at Black Dog Sports and want to be close to the mountain. Plenty of space and clean. Bed was a little firm but thats okay. Will be coming back in the future.

Slopeside condo at the base of Okemo-steps to lift
Loved Kristin’s place, the best part was that it was right on the mountain. Perfect for a family of 4, will definitely comeback. Beds were comfortable and the living room was very cozy. Loved the mural. Thank you Kristin!

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!

Killington Chalet - Hot Tub, Sauna, Boot Dryer
This is our second time renting Clinton's ski lodge place is great super host. Always responsive will be renting again next season.

⭐️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!

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

Cozy 3BR/2BA Chalet – Mins to Mtn & Biking Trails
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Ski-in/ski-out cabin rentals

Killington Golf&Mtn Biking. Hot tub & Fireplace!
We had a great time at John’s place. It was a perfect location for our event at Pico. The large living room was a perfect place for our group to hang out with a fire after a long day on the mountain. Looking forward to staying here again.

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

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.

Blue Cozy Ski House
It was a great place to stay and very convenient and easy. Thank you!
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Lake George Expedition Park
- Dorset Field Club
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Cozy Cottages & Otter Valley Winery
- Montshire Museum of Science
- Gooney Golf
- Lincoln Peak Vineyard
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