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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
15–20 Sept
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4.92 out of 5 average rating, 124 reviews
Top guest favourite
Room in Montgomery
Hazens Notch Studio ~peaceful stays~
1 queen bed, 1 bathroom
14–19 Aug
4.99 out of 5 average rating, 130 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, 183 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
Flat in Montgomery
Dog Friendly Apartment near Jay Peak
1 bedroom, 1 king bed, 1 bathroom
11–16 Aug
4.92 out of 5 average rating, 200 reviews
Guest favourite
Home in Montgomery
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds, 2.5 bathrooms
16–21 Aug
4.96 out of 5 average rating, 74 reviews
Top guest favourite
Chalet in Montgomery
Montgomery Meadows Chalet near Jay Peak
3 bedrooms, 3 double beds, 2 bathrooms
24–29 Aug
4.93 out of 5 average rating, 139 reviews
Top 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
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
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, 203 reviews
Top guest favourite
Cabin in Johnson
Foote Brook Cabin - Off Grid & On The Rocks
1 bedroom, 1 double bed, WC
6–11 Sept
4.97 out of 5 average rating, 37 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, 63 reviews
Top guest favourite
Room in Wolcott
Bedroom + Private Ensuite Bath Farmhouse Inn
2 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 81 reviews
Guest favourite
Home in Montgomery
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds, 1.5 bathrooms
11–16 Aug
4.93 out of 5 average rating, 14 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, 298 reviews
Top guest favourite
Home in Enosburg
The Gambrel Mountain Retreat at Twin Ponds
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 68 reviews
Guest favourite
Home in Westfield
Jay Peak 3 miles - secluded with spectacular view!
2 bedrooms, 4 beds, 1 bathroom
11–16 Aug
4.95 out of 5 average rating, 260 reviews
Guest favourite
Dome in Cambridge
Total eclipse
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 31 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
15–20 Aug
4.97 out of 5 average rating, 405 reviews