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Search results; Over 1,000 homes in Montgomery

Top guest favourite
Flat in Montgomery
The Original Montgomery Lodge - Tried and True!
2 bedrooms, 3 beds, 1.5 bathrooms
28 Aug – 2 Sept
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4.94 out of 5 average rating, 154 reviews
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, 185 reviews
Top guest favourite
Guest suite in Montgomery
Quiet and cozy private suite
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.98 out of 5 average rating, 172 reviews
Guest favourite
Home in Montgomery
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds, 2.5 bathrooms
27 Aug – 1 Sept
4.96 out of 5 average rating, 74 reviews
Guest favourite
Flat in Montgomery
Dog Friendly Apartment near Jay Peak
1 bedroom, 1 king bed, 1 bathroom
18–23 Aug
4.92 out of 5 average rating, 201 reviews
Home in Lowell
Dutch Hollow Hideaway-Swimming, Hiking, Fishing
2 bedrooms, 2 queen beds, 1.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cabin in Montgomery
Cottage Literally Over a Waterfall
1 bedroom, 4 beds, 1 bathroom
30 Oct – 4 Nov
4.85 out of 5 average rating, 423 reviews
Top guest favourite
Chalet in Montgomery
Montgomery Meadows Chalet near Jay Peak
3 bedrooms, 3 double beds, 2 bathrooms
8–13 Sept
4.93 out of 5 average rating, 139 reviews
Top guest favourite
Room in Montgomery
Hazens Notch Studio ~peaceful stays~
1 queen bed, 1 bathroom
5–10 Oct
4.99 out of 5 average rating, 130 reviews
Guest favourite
Home in Montgomery
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Cabin in Enosburg
The Rustic Retreat at Twin Ponds
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 204 reviews
Guest favourite
Home in Montgomery
Mtn-View Home 6 Mi to Jay Peak Resort: Fish & Hike
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Montgomery
Trout River Lodge - Discount Jay Peak Lift Tix
3 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 300 reviews
Guest favourite
Apartment in Jay
1BR Condo Jay Peak | Golf, Waterpark, Trail Access
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Montgomery
Private Log Cabin Chalet Near Jay on 14 Acres
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
4.96 out of 5 average rating, 94 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
19–24 Aug
4.97 out of 5 average rating, 406 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, 278 reviews
Guest favourite
Home in Montgomery
Seven Sugar Maples
3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
4.89 out of 5 average rating, 19 reviews
Top guest favourite
Tiny home in Irasburg
Balance Farm: Modern Cabin near Jay Peak
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 64 reviews