
Chalet vacation rentals in Rutland County
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Rutland County
Guests agree: these chalets are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Rutland County chalet rentals
Family-friendly chalet rentals

Luxury Heart of VT Green Mountains
Fantastic place for a ski trip to Killington. Large and comfortable with plenty of room for 3 adults and 3 teens. We enjoyed the fireplace and hot tub. Communication was great. It was an easy drive to Killington. One of the best places we’ve stayed. We’d definitely stay there again.

Hilltop Chalet on 20 rolling acres
My wife and I thoroughly enjoyed our stay at John's Chalet. The house was exactly as described beautiful inside and out. We loved seeing all the wildlife around the home every day. The home is very private and close to many outdoor activities especially hiking. We would certainly consider this home again on our next trip to Vermont. Sincerely Paul & Rebecca

Charming Lakefront House
This home was just what we were looking for. It is charming and spacious, rustic in all of the right ways, with a gorgeous view of the lake, and so close to Okemo. The master bedroom was huge, and we really enjoyed the large communal space with the wood-burning stove. Some of us were cooking while others were playing games, while others were relaxing by the fire, so that we could all easily enjoy each other‘s company. It was the perfect spot for a ski getaway. We all agreed we would love to stay there again.

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!

Eckley Point Lake House
La maison correspondait au descriptif, endroit très calme au bord du lac, équipement complet, jeux, kayak à disposition, nous avons passé un agréable moment en famille. Merci Georgina de nous permis de partir plus tard. Bon souvenir!

Chalet on Pristine Beebe Lake
This property was the most peaceful stay I have ever had. So quiet and relaxing. It was the perfect getaway while we were in town for a wedding. The stay had everything we needed to make dinners for the family and a wonderful porch overlooking Lake Beebe. Thanks for sharing your space with my family and me. Side note: Dylan was very successful fishing in this lake and the boats made it easy to explore the lake.

3 bedroom mountain getaway
My friends and I had a great stay at Daniel’s place! It was very clean with plenty of space to accommodate all of us. We were skiing at Okemo, which was a quick 15 minute drive. Would definitely recommend staying here!

Viewmont Chalet - Beautiful post and beam house wi
Great cabin - very spacious and close to the hill. Amenities (pool table, hot tub) were also nice.
Luxury chalet rentals

Charming Family Ski Chalet 5 min from Okemo/JG
Nice and private setting, comfortable furniture and felt right at home. Would stay again!

Chalet Schlosser
Chalet Schlosser was perfect for our short vacation week excursion. Plenty of beds for a couple families, super cozy, and everything worked as advertised, including the fireplace which kept us warm and helped dry our gear. Really convenient to Killington lodges, easy drive to town, driveway was plowed and cleaned during a storm while we were there without needing to ask about it. The "chalet" was the cherry on top of a great weekend.

Classic Ski Chalet+ wood fireplace+chef’s kitchen
We had a great weekend here. It was comfortable with the 8 of us in this house. It was cozy with the fireplace, we utilized the grill and the ping pong table. The location was great for our skiing weekend! Very close to Killington and Pico.

Cozy Vermont Getaway minutes from Killington Mt.
Plenty of space for a ski trip for 12 people, would stay again!

Okemo Hot Tub Fireplace Billiard
Our stay was awesome! The driveway was icy but the hosts provided salt for us to use and the snow-pile guy came during our week and spread sand which was very helpful. The house was huge and provided lots of activities and room for everyone to spread out. We had some amazing family dinners using the well equipped kitchen and large dining space.

Okemo Mountain-Newly Renovated w AC, hottub, WiFi
Brent’s house was beautiful and exactly as pictured. We loved the decor and it matched the mountain house feel. It was perfect for our family of 5 and we loved the board games in the living room. Very easy access to okemo to ski and to town. Recommend 4 wheel drive if you are coming in the winter as the roads and drive away could be a challenge without that! We hope to visit again next year!

The Overlook - AC | Hot Tub | Fire Pit | Games
Beautiful home right down the street from Killington. The views are what makes this place special... The house is equipped with more than what's needed. There are so many towels and throw blankets. If this house is available, you won't regret it!

BENT TREE Vermont, Mtn Chalet 25 min to Killington
Beautiful location and very easy access to Killington Ski Resort! We had >1 foot of snow and the steep driveway was plowed well before departure. Very clear communication and instructions made for a very relaxing time. Thank you for sharing your home!
Destinations to explore
- Cottage rentals Rutland County
- Rentals with a fire pit Rutland County
- Villa rentals Rutland County
- Rentals with pools Rutland County
- Rentals with breakfast Rutland County
- Waterfront rentals Rutland County
- Townhouse rentals Rutland County
- Rentals with a patio Rutland County
- House rentals Rutland County
- Condo rentals Rutland County
- Beachfront rentals Rutland County
- Private suite rentals Rutland County
- Rentals with an accessible height toilet Rutland County
- Rentals with a kayak Rutland County
- Rentals with an accessible height bed Rutland County
- Fitness-friendly rentals Rutland County
- Rentals with a sauna Rutland County
- Cabin rentals Rutland County
- Pet-friendly rentals Rutland County
- Apartment rentals Rutland County
- Ski-in/ski-out rentals Rutland County
- Rentals with a washer and dryer Rutland County
- Rentals with outdoor seating Rutland County
- Rentals with an EV charger Rutland County
- Bed and breakfasts Rutland County
- Rentals with a hot tub Rutland County
- Kid-friendly rentals Rutland County
- Family-friendly rentals Rutland County
- Rentals with lake access Rutland County
- Rentals with a fireplace Rutland County
- Chalet rentals Vermont
- Chalet rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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
- Food and drink Rutland County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
- Things to do United States
- Tours United States
- Nature and outdoors United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes