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Search results; Over 1,000 homes in Montgomery

Top guest favourite
Chalet in Montgomery, Vermont, US
Montgomery Meadows Chalet near Jay Peak
3 bedrooms, 3 beds, 2 private bathrooms
8–13 Sept
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4.93 out of 5 average rating, 139 reviews
Guest favourite
Cabin in Montgomery, Vermont, US
Jay Peak Retreat
1 bedroom, 2 beds
27 Aug – 1 Sept
4.94 out of 5 average rating, 185 reviews
Top guest favourite
Guest suite in Montgomery, Vermont, US
Quiet and cozy private suite
1 bedroom, 1 queen bed
28 Aug – 2 Sept
4.98 out of 5 average rating, 173 reviews
Top guest favourite
Room in Montgomery, Vermont, US
Hazens Notch Studio ~peaceful stays~
1 queen bed
13–18 Oct
4.99 out of 5 average rating, 130 reviews
Guest favourite
Flat in Montgomery, Vermont, US
Dog Friendly Apartment near Jay Peak
1 bedroom, 1 king bed
20–25 Aug
4.92 out of 5 average rating, 201 reviews
Guest favourite
Home in Montgomery, Vermont, US
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds
27 Aug – 1 Sept
4.96 out of 5 average rating, 74 reviews
Top guest favourite
Guest house in Montgomery Center, Vermont, US
Cabin in the Woods VT - Discount Jay Peak Lift Tix
2 bedrooms, 3 beds
21–26 Aug
4.97 out of 5 average rating, 406 reviews
Top guest favourite
Home in Montgomery, Vermont, US
Great Old Farmhouse near Jay Peak
3 bedrooms, 6 beds
21–26 Sept
4.94 out of 5 average rating, 278 reviews
Top guest favourite
Cabin in Montgomery, Vermont, US
Cottage Literally Over a Waterfall
1 bedroom, 4 beds
30 Oct – 4 Nov
4.85 out of 5 average rating, 425 reviews
Top guest favourite
Cabin in Enosburg, Vermont, US
The Rustic Retreat at Twin Ponds
2 bedrooms, 3 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 204 reviews
Top guest favourite
Place to stay in Morristown, Vermont, US
Beautiful Authentic Farmhouse close to Stowe
3 bedrooms, 3 beds
3–8 Nov
4.98 out of 5 average rating, 642 reviews
Room in Worcester, Vermont, US
A Slice of Paradise
1 queen bed
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Place to stay in Jay, Vermont, US
The Big Dipper Suite
1 bedroom, 2 beds
25–30 Aug
4.96 out of 5 average rating, 431 reviews
Guest favourite
Apartment in Jay, Vermont, US
1BR Condo Jay Peak | Golf, Waterpark, Trail Access
1 bedroom, 1 king bed
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Troy, Vermont, US
A Stay at Jay *No Cleaning Fee*
2 bedrooms, 3 beds
24–29 Aug
4.84 out of 5 average rating, 44 reviews
Guest favourite
Dome in Cambridge, Vermont, US
Total eclipse
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Home in Montgomery, Vermont, US
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds
20–25 Aug
4.93 out of 5 average rating, 14 reviews
Guest favourite
Room in Wolcott, Vermont, US
Bedroom + Private Ensuite Bath Farmhouse Inn
2 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 85 reviews
Guest favourite
Chalet in Sutton, Canada
Le chalet des bois, Peace and calm in the woods
1 bedroom, 3 beds
18–23 Sept
4.96 out of 5 average rating, 267 reviews