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Search results; Over 1,000 homes in Montgomery

Top guest favourite
Home in Montgomery
Rustic Converted Barn near Jay Peak w/Pizza Oven
3 bedrooms, 7 beds, 2 private bathrooms
3–8 Aug
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4.92 out of 5 average rating, 124 reviews
Top guest favourite
Cabin in Montgomery
Jay Peak Retreat
1 bedroom, 2 beds, 1.5 bathrooms
27 Aug – 1 Sept
4.94 out of 5 average rating, 182 reviews
Top guest favourite
Guest suite in Montgomery
Quiet and cozy private suite
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 172 reviews
Top guest favourite
Room in Montgomery
Hazens Notch Studio ~peaceful stays~
1 queen bed, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 127 reviews
Guest favourite
Flat in Montgomery
Dog Friendly Apartment near Jay Peak
1 bedroom, 1 king bed, 1 bathroom
7–12 Aug
4.92 out of 5 average rating, 200 reviews
Top guest favourite
Home in Montgomery
Trout River Lodge - Discount Jay Peak Lift Tix
3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 296 reviews
Guest favourite
Home in Montgomery
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Aug
4.96 out of 5 average rating, 73 reviews
Guest favourite
Home in Montgomery
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds, 1.5 bathrooms
1–6 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Cabin in Montgomery
Private Log Cabin Chalet Near Jay on 14 Acres
3 bedrooms, 6 beds, 2 bathrooms
17–22 Aug
4.96 out of 5 average rating, 94 reviews
Home in Montgomery
Historic Jay Peak Haven | 4 Beds, Games, Workspace
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Chalet in Montgomery
Montgomery Meadows Chalet near Jay Peak
3 bedrooms, 3 double beds, 2 bathrooms
18–23 Aug
4.93 out of 5 average rating, 138 reviews
Top guest favourite
Apartment in Jay
"The Jay Chalet" *cozy* ski in/out condo at Jay
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 55 reviews
Guest favourite
Home in Montgomery
Mtn-View Home 6 Mi to Jay Peak Resort: Fish & Hike
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest house in Montgomery Center
Cabin in the Woods VT - Discount Jay Peak Lift Tix
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 404 reviews
Guest favourite
Home in Montgomery
Montgomery Ctr VT Home near Jay Peak Renovated 3BR
3 bedrooms, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Jay
Owl’s Nest Cottage
1 bedroom, 3 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Home in Montgomery
Great Old Farmhouse near Jay Peak
3 bedrooms, 6 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 277 reviews
Top guest favourite
Flat in Jay
Across from Tram Side Entrance of Jay Peak Resort
2 bedrooms, 2 double beds, 1 bathroom
2–7 Dec
4.96 out of 5 average rating, 225 reviews
Guest favourite
Cabin in Montgomery
The Christmas Cabin
3 bedrooms, 6 beds, 1.5 bathrooms
9–14 Aug
4.92 out of 5 average rating, 13 reviews