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Check prices for these dates

Next weekend
21 Saf. - 23 Saf.
In two weeks
28 Saf. - 2 Rab. I
In one month
14 Rab. I - 16 Rab. I
In two months
11 Rab. II - 13 Rab. II

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, (31)
"We were highly impressed with the location of the cabin. Upon our arrival in early January, we were greeted by a picturesque winter scene that exceeded our expectations. The cabin itself was exactly as depicted in the photos, having all the indoor/outdoor space was a huge plus and the communication with the owner was outstanding from the moment of booking through to our departure. We highly recommend this property and would not hesitate to return in the future."
Experience the rustic charm of a log cabin chalet nestled on 14 private acres.
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, (13)
"Excellent accommodation for Jay Peak "
Edelweiss Alpine Retreat: A Luxurious 5 Bed Ski Chalet near Jay Peak, Vermont
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)
"Not one caveat on a very positive impression. The house is supplied with all sorts of kitchen needs, entertainment, and household items. It is located in a natural setting amidst trees yet very close to the main road within two miles of Jay Peak. The owner responds very quickly to queries. We will seek out this particular unit in the future! Thank you Patrick."
Spacious 3-Bedroom Chalet, Just Minutes from Jay Peak Ski Resort
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, (4)
"We had an amazing time at the Abbot Hill Chalet! What a beautiful view of the snow covered mountains. The house was in a private well maintained property, plenty of bedrooms, towels, soap, basics for cooking. The property was plowed and had plenty of firewood for 2 wood burning stoves. We loved the hot tub! and 2 living areas. Our girls loved the hills around the property for sledding. The hosts were very prompt with their communication and sent their handyman when we had an issue with a faucet....
Charming ski chalet nestled in Vermont's Northeast Kingdom
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, (59)
"Great open kitchen/dining/family room area with nice fireplace for meals and gathering. Bedrooms as pictured. Right on mountain trail, but you do have to hike up a steep/bumpy path and up steep embankment to get onto actual ski trail. We managed, but it was hard in ski boots and hard for the kids. So not exactly an “easy” ski in/ski out but definitely close trail access."
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
The Chalet Getaway
Living area

The Chalet Getaway

10.0 out of 10, Exceptional, (1)
"Dean communicated very well throughout our stay. Prior to our arrival he sent information about how to get into the rental, heating instructions, house rules, garbage, and wifi. I found this information to be very useful. The house has a smaller kitchen, but larger bedrooms and living room. Bathrooms were clean, hot water, and fireplaces worked great. Wifi was a little spotty at times, but could have been our devices or the high number of devices on the network. Very close to Jay and there...
The Chalet Getaway
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
Charming 4-bedroom chalet 5 min to Jay Peak with WiFi
Exterior

Charming 4-bedroom chalet 5 min to Jay Peak with WiFi

Charming 4-bedroom chalet 5 min to Jay Peak with WiFi
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

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
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
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, (95)
"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.