
Chalet vacation rentals in Orleans County
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Orleans County
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Guest favorite

Chalet in Westfield
4.96 out of 5 average rating, 271 reviewsMountain View Chalet near Jay Peak!
ShayneRating, 5 stars1 month ago
Such a gem! So happy we found this very private spot. It was perfect for our weekend away with our family and our dogs. Home was super cute, VERY clean and truly one of the best Airbnb's we have ever stayed in as far as amenities. There were so many fresh clean towels, paper towels, toilet paper, and TONS of linens like extra blankets (I usually freeze in bed), even basic kitchen supplies. Got to meet the owner briefly and she is a DOLL! If we have the chance to stay in this area again, we would definitely go back! Don't hesitate if you like quiet private surroundings. Oh and the view out the living room window was the icing on the cake! Thank you for a great stay!
Guest favorite

Chalet in Jay
4.89 out of 5 average rating, 9 reviewsSki, Bike, and family fun at "The Future" cottage
ColbyRating, 5 stars1 month ago
Had a great time at Silvain’s ski cabin! The property is tucked away from the road a bit so you really feel away from it all. The inside is very spacious and plenty of room to cook, hang out and get ready for your ski day. Most of our time was spent on the porch, using the grill and hanging out in the sun after skiing. Cannot recommend enough!
Guest favorite

Chalet in Westfield
4.91 out of 5 average rating, 86 reviewsThe Shangri-la House
GregRating, 5 stars1 month ago
Stayed at Mike’s place for 3 nights while skiing at Jay Peak. Ideal location and was just the perfect layout and space for my party of 6. Even with 3 adults and 3 kids there was still plenty of extra space for additional guests. Some nice restaurants just down the street towards Montgomery. The space was also ideal for cooking in and enjoying time with everyone. Have been to Jay Peak often and would certainly be interested in renting again.
Guest favorite

Chalet in Westfield
4.74 out of 5 average rating, 293 reviewsPeak & Quiet - Pet Friendly w/ Discount Lift Tix
LiaRating, 5 stars1 month ago
Had a great experience. The place was easy to get to and was happy to find complimentary snacks at the house after a long ride. My friends and I were provided exactly what we needed before a day of riding at Jay Peak, which was less than 10 minutes away. Appreciate the clean linens, comfortable sleeping areas, bath towels, and Netflix subscription. Will keep this stay in mind for my next big group trip to Jay.

Chalet in Eden
4.88 out of 5 average rating, 24 reviewsLakefront Chalet in the Mountains
CynthiaRating, 5 stars20 months ago
The chalet is in a beautiful location. We saw a lot of wildlife. The kayaks were fun and the firepit was great. It was very easy to communicate with Holly. The chalet is so peaceful. You can't help but relax. Thanks for sharing your home with us.

Chalet in Jay
4.75 out of 5 average rating, 114 reviewsSki, Golf, Bike, Hiking, snowmobiles and more
ChristopherRating, 5 stars2 months ago
Very nice clean place, close to the mountain. We had a nice stay and would stay again.

Chalet in Jay
5 out of 5 average rating, 34 reviewsThe Jay Haus
BrianRating, 5 stars28 months ago
We had such a great time at Linda's Jay Haus! The home sits in a quiet wooded community alongside a beautiful brook that is relaxing to watch from the window or listen to from the deck. The interior of the home is furnished and decorated to promote relaxation. We loved watching the fire burn in the beautifully crafted stone fireplace or observe the artwork on the walls when we weren't hiking with the dogs on the local trails or skiing at Jay. The beds were very comfortable! We had some of our best night sleeps in a while! The kitchen was well stocked! The home is walking distance to the local country store and two great restaurants. And of course, the kids and dogs had a blast, although we were concerned when we found out there was a unit below us, and Linda would be staying in it. We were worried the dogs would make noise on the floors, bark to go out... We never heard Linda and her guests and hopefully she didn't really hear us.
Top guest favorite

Chalet in Craftsbury
4.92 out of 5 average rating, 132 reviewsVermont Log Home with Panoramic Mountain Views
VickiRating, 5 stars1 month ago
We’ve been staying at Mark‘s place for years. It’s our favorite winter vacation spot. This winter was the best we’ve ever had for skiing. There was tons of snow. We all just love it here and hope to continue the tradition in years to come 🌲☃️❄️
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- Lake Willoughby
- Smugglers Notch
- Jay Peak Resort
- Smugglers' Notch Resort
- Ski Bromont
- Spruce Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Owl's Head
- Jay Peak Resort Golf Course
- Amazoo Park
- Pump House Indoor Waterpark
- Sherbrooke Golf Club
- Cochran's Ski Area
- Le Club De Golf Memphrémagog
- Country Club of Vermont
- Val Caudalies - Vignoble & Cidrerie
- Le Vignoble du Ruisseau - Winery & Cidery
- Mt. Eustis Ski Hill
- Domaine Cotes d'Ardoise - Winery & Cidery
- Mount Prospect Ski Tow