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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
12–17 Jul
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4.92 out of 5 average rating, 124 reviews
Top guest favourite
Guest suite in Montgomery
Quiet and cozy private suite
4.98 out of 5 average rating, 170 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Cabin in Montgomery
Jay Peak Retreat
4.94 out of 5 average rating, 180 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
13–18 Jul
Top guest favourite
Home in Montgomery
Cliff House | Summer fun near Jay Peak!
4.97 out of 5 average rating, 69 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cabin in Montgomery
Cottage Literally Over a Waterfall
4.85 out of 5 average rating, 417 reviews, 1 bedroom, 4 beds, 1 bathroom
16–21 Aug
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
10–15 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
10–15 Jul
Top guest favourite
Home in Montgomery
Trout River Lodge - Discount Jay Peak Lift Tix
5.0 out of 5 average rating, 293 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Jul
Top guest favourite
Home in Montgomery
Great Old Farmhouse near Jay Peak
4.93 out of 5 average rating, 276 reviews, 3 bedrooms, 6 beds, 1 bathroom
31 Aug – 5 Sept
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
20–25 Jul
Guest favourite
Cabin in Montgomery
Serene Mountain Cabin with Private Pond & Hot Tub
4.98 out of 5 average rating, 158 reviews, 4 bedrooms, 5 beds, 3 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Enosburg
The Gambrel Mountain Retreat at Twin Ponds
5.0 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 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
29 Jul – 3 Aug
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
10–15 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
18–23 Jul
Guest favourite
Home in Montgomery
The Red House- PEACEFUL WOODED JAY PEAK AREA HOME
4.96 out of 5 average rating, 52 reviews, 3 bedrooms, 8 beds, 2 bathrooms
10–15 Jul
Top guest favourite
Home in Richford
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
4.99 out of 5 average rating, 159 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Guest favourite
Home in Montgomery
Seven Sugar Maples
4.88 out of 5 average rating, 17 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Jul