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Compare 11 Chalets in Orleans with updated reviews, rates, and availability.

Experience the rustic charm of a log cabin chalet nestled on 14 private acres.
Living area

Experience the rustic charm of a log cabin chalet nestled on 14 private acres.

9.8 out of 10, Exceptional, (29)
"Thank you for another relaxing vacation. The house was perfect, cozy and peaceful. We had a wonderful stay and will definitely be back."
Experience the rustic charm of a log cabin chalet nestled on 14 private acres.
Charming ski chalet nestled in Vermont's Northeast Kingdom
Exterior

Charming ski chalet nestled in Vermont's Northeast Kingdom

10.0 out of 10, Exceptional, (3)
"Nice place, will visit again. "
Charming ski chalet nestled in Vermont's Northeast Kingdom
Edelweiss Alpine Retreat: A Luxurious 5 Bed Ski Chalet near Jay Peak, Vermont
Interior

Edelweiss Alpine Retreat: A Luxurious 5 Bed Ski Chalet near Jay Peak, Vermont

10.0 out of 10, Exceptional, (10)
"We had all of our 5 grandchildren and the parents. It was one of the best vacation of all time. The home was perfect. I would say if you have not booked this home you should. Thank you for all the memories."
Edelweiss Alpine Retreat: A Luxurious 5 Bed Ski Chalet near Jay Peak, Vermont
Large Modern Chalet - Slope Side - On Burke MT-Mt Bike, Hike, Ski, Snowmobile
View of Chalet from backyard

Large Modern Chalet - Slope Side - On Burke MT-Mt Bike, Hike, Ski, Snowmobile

10.0 out of 10, Exceptional, (58)
"This is our second time back. We love the house and how many people it can accommodate, big windows in the common area, big kitchen, fireplace, grill and access to the slope."
Large Modern Chalet - Slope Side - On Burke MT-Mt Bike, Hike, Ski, Snowmobile
Peaceful Lake House in the Northeast Kingdom
Property grounds

Peaceful Lake House in the Northeast Kingdom

8.0 out of 10, Very Good, (2)
"Jim was incredibly responsive and accommodating. House is great, looking forward to the next time already."
Peaceful Lake House in the Northeast Kingdom
Beautiful Cedar Chalet Overlooking Jay Branch
Exterior

Beautiful Cedar Chalet Overlooking Jay Branch

10.0 out of 10, Exceptional, (4)
"Gorgeous property, very clean with all amenities provided. Derek is quick to respond to messages and very helpful. It's the perfect cabin for a group of friends or a family. The property is surrounded by a river on 3 sides and the sound of the water makes for the perfect peaceful retreat. We're planning on coming back during swimming season!"
Beautiful Cedar Chalet Overlooking Jay Branch
Bike & Ski Chalet in Amazing Location - Great for Groups and Families
Exterior

Bike & Ski Chalet in Amazing Location - Great for Groups and Families

Bike & Ski Chalet in Amazing Location - Great for Groups and Families
Spacious 3-Bedroom Chalet, Just Minutes from Jay Peak Ski Resort
Living area

Spacious 3-Bedroom Chalet, Just Minutes from Jay Peak Ski Resort

10.0 out of 10, Exceptional, (2)
"Perfect house for our family. The host was kind and approachable. House was spacious, very well equipped and had everything we needed. The location was perfect for our visit to Jay Peak."
Spacious 3-Bedroom Chalet, Just Minutes from Jay Peak Ski Resort
Jay Peak VT 5BR Chalet

Jay Peak VT 5BR Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"We traveled to the Jay Peak area for a hockey tournament. This chalet was fantastic for our family - very clean and comfortable, and only a short drive to the rink! The owner quickly responded to any questions we had. We will definitely stay here again. "
Jay Peak VT 5BR Chalet
The Chalet Getaway
Living area

The Chalet Getaway

The Chalet Getaway
The Hemlock House - 4 Season Chalet near Jay Peak
Golf

The Hemlock House - 4 Season Chalet near Jay Peak

The Hemlock House - 4 Season Chalet near Jay Peak
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Orleans

Lakeside Isbell Cottage and Isbellita Guest Cottage
Exterior

Lakeside Isbell Cottage and Isbellita Guest Cottage

9.8 out of 10, Exceptional, (25)
"Fantastic location. Hose had everything we needed for our family visiting for a family wedding. We enjoyed hanging out on the porch, swimming and relaxing at the dock and gathering together for dinner. Thanks for a lovely stay. Stunning fall foliage too!"
Lakeside Isbell Cottage and Isbellita Guest Cottage
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
Bring your boat. Plenty of dock space just for you.

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

10.0 out of 10, Exceptional, (11)
"Rented the place in mid-oct for a second-marriage honeymoon. The place was easy to find and was set up perfectly for a two person cozy stay. House faces the sunset and has a deck and sitting porch. Brought my little boat and the boating access is across the street. We had zero issues. We would definitely come back!! Definitely worth it. 👌 "
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
Beautifully Renovated Classic Vermont Lake View Cottage
Sunset at Willoughby South Beach, looking through the Gap toward North Beach.

Beautifully Renovated Classic Vermont Lake View Cottage

9.6 out of 10, Exceptional, (94)
"We had a really nice stay. Tim was very kind and inviting, made sure check in was a breeze, and was helpful with recommendations. The kitchen had everything we needed. The location is great, as is the view. Bed was comfortable but is also on wheels which was a problem for our dog going under the bed. We also discovered a lot of dust bunnies under the bed and arm chair as a result. Lastly, you should know that the water is sulfurous. It didn't bother us but it's worth knowing. We would...
Beautifully Renovated Classic Vermont Lake View Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.