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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
18–23 Aug
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4.93 out of 5 average rating, 138 reviews
Top guest favourite
Guest suite in Montgomery, Vermont, US
Quiet and cozy private suite
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 172 reviews
Top guest favourite
Room in Montgomery, Vermont, US
Hazens Notch Studio ~peaceful stays~
1 queen bed, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 127 reviews
Top guest favourite
Cabin in Montgomery, Vermont, US
Jay Peak Retreat
1 bedroom, 2 beds, 1.5 bathrooms
31 Aug – 5 Sept
4.94 out of 5 average rating, 183 reviews
Guest favourite
Flat in Montgomery, Vermont, US
Dog Friendly Apartment near Jay Peak
1 bedroom, 1 king bed, 1 bathroom
7–12 Aug
4.92 out of 5 average rating, 200 reviews
Home in Montgomery, Vermont, US
Historic Jay Peak Haven | 4 Beds, Games, Workspace
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Montgomery, Vermont, US
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
Apartment in Jay, Vermont, US
1BR Condo Jay Peak | Golf, Waterpark, Trail Access
1 bedroom, 1 king bed, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Montgomery, Vermont, US
Montgomery Ctr VT Home near Jay Peak Renovated 3BR
3 bedrooms, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Montgomery, Vermont, US
Cozy 1BR Getaway Near Jay Peak
1 bedroom, 1 double bed, 1 bathroom
3–8 Aug
4.92 out of 5 average rating, 48 reviews
Top guest favourite
Cottage in Montgomery, Vermont, US
Charming Cottage by Jay Peak
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 122 reviews
Top guest favourite
Home in Jay, Vermont, US
Owl’s Nest Cottage
1 bedroom, 3 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 76 reviews
Guest favourite
Flat in Montgomery Center, Vermont, US
2 Bedroom Suite with Living Room
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
4.88 out of 5 average rating, 99 reviews
Guest favourite
Room in Richford, Vermont, US
“The Rose Room” at Spice & Such near Jay Peak
1 double bed, 1.5 bathrooms
1–6 Oct
4.81 out of 5 average rating, 91 reviews
Guest favourite
Cabin in Montgomery, Vermont, US
Cottage Literally Over a Waterfall
1 bedroom, 4 beds, 1 bathroom
30 Oct – 4 Nov
4.85 out of 5 average rating, 421 reviews
Top guest favourite
Home in Montgomery, Vermont, US
Great Old Farmhouse near Jay Peak
3 bedrooms, 6 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 277 reviews
Superhost
Room in Mansonville, Canada
Eve's Room
1 double bed, 1 bathroom
7–12 Aug
4.92 out of 5 average rating, 256 reviews
Top guest favourite
Apartment in Westfield, Vermont, US
Northeast Kingdom Little Piece of Heaven
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 126 reviews
Guest favourite
Home in Montgomery, Vermont, US
Seven Sugar Maples
3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
4.88 out of 5 average rating, 17 reviews