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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
1 bedroom, 1 queen bed
17–22 Aug
4.98 out of 5 average rating, 170 reviews
Top guest favourite
Cabin in Montgomery
Jay Peak Retreat
1 bedroom, 2 beds
2–7 Aug
4.94 out of 5 average rating, 180 reviews
Top guest favourite
Room in Montgomery
Hazens Notch Studio ~peaceful stays~
1 queen bed
13–18 Jul
4.99 out of 5 average rating, 127 reviews
Top guest favourite
Home in Montgomery
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds
26–31 Jul
4.97 out of 5 average rating, 69 reviews
Top guest favourite
Cabin in Montgomery
Cottage Literally Over a Waterfall
1 bedroom, 4 beds
16–21 Aug
4.85 out of 5 average rating, 417 reviews
Guest favourite
Flat in Montgomery
Dog Friendly Apartment near Jay Peak
1 bedroom, 1 king bed
10–15 Jul
4.92 out of 5 average rating, 200 reviews
Top guest favourite
Home in Montgomery
Pet Welcoming Cottage l Hiking + Fishing + Golf
3 bedrooms, 4 beds
10–15 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Montgomery
Trout River Lodge - Discount Jay Peak Lift Tix
3 bedrooms, 4 beds
25–30 Jul
5.0 out of 5 average rating, 293 reviews
Top guest favourite
Home in Montgomery
Great Old Farmhouse near Jay Peak
3 bedrooms, 6 beds
31 Aug – 5 Sept
4.93 out of 5 average rating, 276 reviews
Guest favourite
Cabin in Montgomery
Serene Mountain Cabin with Private Pond & Hot Tub
4 bedrooms, 5 beds
31 Jul – 5 Aug
4.98 out of 5 average rating, 158 reviews
Guest favourite
Flat in Montgomery
Foothills of Jay Peak apartment
2 bedrooms, 2 beds
20–25 Jul
4.84 out of 5 average rating, 37 reviews
Top guest favourite
Home in Enosburg
The Gambrel Mountain Retreat at Twin Ponds
2 bedrooms, 3 beds
12–17 Jul
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Cabin in Montgomery
Private Log Cabin Chalet Near Jay on 14 Acres
3 bedrooms, 6 beds
29 Jul – 3 Aug
4.96 out of 5 average rating, 94 reviews
Top guest favourite
Chalet in Montgomery
Montgomery Meadows Chalet near Jay Peak
3 bedrooms, 3 double beds
10–15 Jul
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Guest house in Montgomery Center
Cabin in the Woods VT - Discount Jay Peak Lift Tix
2 bedrooms, 3 beds
18–23 Jul
4.97 out of 5 average rating, 404 reviews
Top guest favourite
Home in Richford
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds
20–25 Jul
4.99 out of 5 average rating, 159 reviews
Guest favourite
Home in Montgomery
The Red House- PEACEFUL WOODED JAY PEAK AREA HOME
3 bedrooms, 8 beds
10–15 Jul
4.96 out of 5 average rating, 52 reviews
Guest favourite
Home in Montgomery
Seven Sugar Maples
3 bedrooms, 4 beds
10–15 Jul
4.88 out of 5 average rating, 17 reviews