
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!

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. đ

Okemo Condo â 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.

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. Canât 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 Kristinâs 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
Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!

Killington Ski Chalet on Great Eastern Trail
This house is amazing! Our family Killington trip was enhanced by staying at this beautiful chalet. The pictures online do not do this property justice as it is much more beautiful in person! The kitchen is very well stocked with everything you need, the house was clean and immaculate with enough linens for everyone. Virginia was responsive to any questions and very welcoming. We had a snowstorm, and the plow came promptly to plow the driveway. There is an echo from the loft in the main floor, and it is much quieter on the lower level. There was ample wood for the fireplace. We would love to come again next year!

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.
Ski-in/ski-out condo rentals

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!
Great layout. Very comfy and cosy. Only wish I had made it a week earlier in time for ski season. The Ski lifts are right out there. Nevertheless, even if u miss skiing in Pico, Killingtonton is really closeby. Gorgeous views.

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
very happy with our stay. Perfect accommodations. Everything was clean and sanitary. The host was communicative and friendly. We needed a hiking suggestion and he was great. Very personable through email. We will contact him again to stay there next year.

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
This was an excellent stay⌠The condo is awesome, and Killington is a great area with lots to do and great restaurants. Claudia and Jack are great hosts, very responsive. Would definitely stay here again.

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.

Walk to lift, Ski home, Sunny with loft
We really enjoyed our stay at Brentâs place. Itâs an end unit and top floor so it was quiet with lots of windows and natural light. Everything was exactly as described. It was very comfortable for our group and we had everything we needed. Thereâs a small stream that runs along the back. I really enjoyed the idyllic view with my morning coffee. Brent was a great host. Weâd definitely like to return!
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- Stratton Mountain
- 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
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Lake George Expedition Park
- Fort Ticonderoga
- Dartmouth Skiway
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Gooney Golf
- Adirondack Extreme Adventure Course
- Cozy Cottages & Otter Valley Winery
- Autumn Mountain Winery
- Lincoln Peak Vineyard
- Killington Adventure Center
- Things to do Rutland County
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