
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

Stay at our renovated Okemo chalet
Wonderful house for our ski trip to Okemo! We are glad we saw a reviewer who also mentioned that there is a fun sledding hill in the yard for our kids, so we packed our sleds and they had a blast sledding after we finished skiing! We are also glad we noticed a few reviews who explained that it was not technically ski in/ski out but rather a short walk to the mountain so we knew what to expect. The driveway/road was rather icy when we went so we opted to do the short drive to get to the base of the mountain instead. Overall, we really enjoyed staying here and it was an extremely convenient location for our trip to Okemo mountain!

Golf, Fish, Hike or Bike in Killington!
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
easy drop in to Pico and overall great place!

Ski-In/Ski-Out Hike Okemo Mountain Condo
We loved our stay! Just enough snow to still get the ski in/ ski out experience. The home was immaculate, and looked just like the photos. We truly enjoyed our time there and if back at Okemo, will definitely book again!

The Cocoa Command Center at Top Ridge: 4BR/4BA
Perfect location just off the Sunrise lift, you literally ski out the back door. Check in was easy, plenty of room for everyone, hope to come back.

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.
Family-friendly, ski-in/ski-out home rentals

Come to Killington this winter!
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!

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.

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
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!

Renovated ski-on/off townhouse with private sauna
Great location close to slopes. Space was comfortable for two families with teenagers and was stocked with everything we needed. J. was nice enough to offer us early check-in and late check-out. Hot tub was not functioning but J. notified us in advance of the issue.

*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!
Ski-in/ski-out condo rentals

Whiffletree Cozy 2BR/1BA on Shuttle Route. Ski In.
Great location and it is very close to the base of Killington!

Dog-Friendly Mountainside Escape/Pool/AC
Beautiful condo, nice location near the Sunrise lift and Bear Mountain. Very home like atmosphere in condo.

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Tricia was clear and easy to rent from. Enjoyable place at Pico. Family had great time. 5 stars.

Northlands at Trail Creek
Super wonderful spot that is walkable to lifts and then able to ski home at the end of the day. There's a great sauna , hot tub and pool right around the corner from the condo. All super convenient. Will be back next year.

Bright & Cozy condo with AC, Tennis, and Pool
We had a wonderful stay for our family ski trip. Condo is in a great location- ski in depending on conditions, on a shuttle route or a quick drive to bases or into town. It was comfortable and clean with plenty of amenities. We’d definitely stay here again!

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool
It was a pleasure staying at Shirley's place for our last trip to Killington this season. The place was nice and clean, the kitchen had everything we needed to cook our meals, and the amenities in the building were great!

Cozy Condo - next to Killington Resort
Great location for a stay in Killington! Claudia was responsive and overall provided thorough and excellent instructions. The condo was roomy, clean and exactly as described and pictured!

Pico G-203 Ski-in/out Condo. Notes: No Air Con.
A wonderful location that was practically ski-in/ski-out to the Pico ski resort and about a 15 min drive to Killington ski resort. The pictures accurately represent the property. Jane and Darwin were exceptional hosts, answering every question promptly. We would definitely stay again.
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Lake George Expedition Park
- Hooper Golf Course
- Fort Ticonderoga
- Dartmouth Skiway
- Northeast Slopes Ski Tow
- Adirondack Extreme Adventure Course
- Gooney Golf
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Ekwanok Country Club
- Killington Adventure Center
- Whaleback Mountain
- Storrs Hill Ski Area
- Fox Run Golf Club
- Cozy Cottages & Otter Valley Winery
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