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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
31 Jul – 5 Aug
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4.94 out of 5 average rating, 154 reviews
Top guest favourite
Cabin in Montgomery
Jay Peak Retreat
4.94 out of 5 average rating, 181 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Room in Montgomery
Hazens Notch Studio ~peaceful stays~
4.99 out of 5 average rating, 127 reviews, 1 queen bed, 1 bathroom
10–15 Aug
Top guest favourite
Guest suite in Montgomery
Quiet and cozy private suite
4.98 out of 5 average rating, 171 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Guest favourite
Home in Montgomery
Cliff House | Summer fun near Jay Peak!
4.97 out of 5 average rating, 70 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cabin in Montgomery
Private Log Cabin Chalet Near Jay on 14 Acres
4.96 out of 5 average rating, 94 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Guest favourite
Flat in Montgomery
Dog Friendly Apartment near Jay Peak
4.92 out of 5 average rating, 200 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Chalet in Montgomery
Montgomery Meadows Chalet near Jay Peak
4.93 out of 5 average rating, 137 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Montgomery
Trout River Lodge - Discount Jay Peak Lift Tix
5.0 out of 5 average rating, 295 reviews, 3 bedrooms, 6 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Home in Montgomery
Pet Welcoming Cottage l Hiking + Fishing + Golf
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
Guest favourite
Home in Montgomery
Mtn-View Home 6 Mi to Jay Peak Resort: Fish & Hike
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Apartment in Jay
1BR Condo Jay Peak | Golf, Waterpark, Trail Access
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Cabin in Enosburg
The Rustic Retreat at Twin Ponds
5.0 out of 5 average rating, 200 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Home in Montgomery
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Montgomery
Great Old Farmhouse near Jay Peak
4.94 out of 5 average rating, 277 reviews, 3 bedrooms, 6 beds, 1 bathroom
21–26 Sept
Home in Lowell
Dutch Hollow Hideaway-Swimming, Hiking, Fishing
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
5–10 Sept
Guest favourite
Tiny home in Irasburg
Balance Farm: Modern Cabin near Jay Peak
4.98 out of 5 average rating, 58 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Flat in Montgomery
Foothills of Jay Peak apartment
4.84 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Jul
Top guest favourite
Guest house in Montgomery Center
Cabin in the Woods VT - Discount Jay Peak Lift Tix
4.97 out of 5 average rating, 404 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Jul – 2 Aug