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Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

10.0 out of 10, Exceptional, (230)
"Wonderful property in a beautiful location. "
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Journeys End Chalet - Minutes to Jay Peak!

10.0 out of 10, Exceptional, (58)
"Great stay at Journeys End Chalet! Excellent location and amenities for a quick getaway to Jay Peak. The property has everything you need for a relaxing place to unwind after skiing all day. "
The price is HK$1,328
HK$3,186 total
includes taxes & fees
26 Aug - 27 Aug
Journeys End Chalet - Minutes to Jay Peak!

Modern one bedroom home within Kirby’s mountains

10.0 out of 10, Exceptional, (4)
"Had a great night at the outdoor fireplace watching the sunset and the stars that followed. "
The price is HK$879
HK$2,131 total
includes taxes & fees
26 Aug - 27 Aug
Modern one bedroom home within Kirby’s mountains

Great spot for lovers of outdoors!

9.6 out of 10, Exceptional, (82)
"This location was perfect and well within walking distance to Burke. The pool table and dart board in the basement were a wonderful addition to "
Great spot for lovers of outdoors!

Cozy Mountain View Retreat

10.0 out of 10, Exceptional, (15)
"Beautiful location and very cute cabin!"
The price is HK$1,181
HK$1,988 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Mountain View Retreat

Come stay at the Kirby Hideaway!

10.0 out of 10, Exceptional, (86)
"My children wanted some snow and to sled ride. This home is absolutely beautiful. The views are incredible and pictures don’t do it justice. We loved it. "
Come stay at the Kirby Hideaway!

Jay Peak 4BR/3.5BA Ski-in/out Townhome

9.8 out of 10, Exceptional, (20)
"Very easy to get on the slopes, great property with some really nice touches."
Jay Peak 4BR/3.5BA Ski-in/out Townhome

Ski-in/ski-out townhome with great views & deluxe resort amenities

9.8 out of 10, Exceptional, (81)
"We loved it."
Ski-in/ski-out townhome with great views & deluxe resort amenities

Jay Peak 2BR/2BA Ski-in/Ski-Out V341

10.0 out of 10, Exceptional, (1)
"Very nice place, all the comforts of home. Agent responsive and followed up during our stay. We would stay again. "
Jay Peak 2BR/2BA Ski-in/Ski-Out V341

Perfect Location. Ski in Ski out on Village Chair

9.6 out of 10, Exceptional, (14)
"Great place right on raccoon run. We will definitely stay here again!"
Perfect Location. Ski in Ski out on Village Chair

Westmore Home near Trails with Willoughby Lake View

10.0 out of 10, Exceptional, (3)
"A very lovely home with an amazing view. Very tranquil and private grounds with good access to the lake and trails. The house was very clean and had all the amenities you would need. "
Westmore Home near Trails with Willoughby Lake View

8 Mi to Kingdom Trails: Spacious Home w/ Game Room

10.0 out of 10, Exceptional, (3)
"Could have had Kleenex and paper towels more available."
8 Mi to Kingdom Trails: Spacious Home w/ Game Room

Private WATERFRONT Cottage directly on "Quiet Water" ~ No motors!

10.0 out of 10, Exceptional, (122)
"Best property we have ever stayed at!"
Private WATERFRONT Cottage directly on "Quiet Water" ~ No motors!

Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting

9.8 out of 10, Exceptional, (86)
"It was a pleasant stay all around. "
The price is HK$1,172
HK$1,995 total
includes taxes & fees
4 Sept - 5 Sept
Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting

Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat

9.8 out of 10, Exceptional, (18)
"Had a wonderful stay!"
Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat

Perfect house for a getaway to Jay Peak

The price is HK$1,703
HK$2,914 total
includes taxes & fees
3 Sept - 4 Sept
Perfect house for a getaway to Jay Peak

Inviting riverfront home with deck & fireplace, near skiing & golf

9.6 out of 10, Exceptional, (45)
"Awesome little house, we loved our weekend up at Jay. Parking is tight with the snow, really only space for two cars but easy enough to park extra cars in town. Would recommend for families looking for mountain accommodations! "
Inviting riverfront home with deck & fireplace, near skiing & golf

Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park

10.0 out of 10, Exceptional, (50)
"We had a wonderful stay at this property. It was perfect for 2 families (4 adults & 4 children) and we loved being able to walk everywhere. It was clean & very comfortable. Christopher was a wonderful host! Would definitely recommend & if/when we ever visit Jay again - we would want to stay here!"
Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park

Mountainside Getaway

9.0 out of 10, Wonderful, (2)
"Such a cute spot! So much to do and close to everything. Jen was great about offering suggestions on things to do and places to eat! House was clean and comfortable! Would definitely stay again! "
Mountainside Getaway

1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

9.8 out of 10, Exceptional, (70)
"We came to Irasburg for a funeral. The location was ideal. The house was big, and comfortable, and stocked with what we needed. "
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly
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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Top Orleans Hotel Reviews