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Search results; Over 1,000 homes in Montgomery

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Guest favourite
Cottage in Montgomery
Crofter's Green @ Jay Peak: Sugar Shack
1 bedroom, 1 bed, 1 private bathroom
18–23 Oct
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4.96 out of 5 average rating, 145 reviews
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Top guest favourite
Room in Montgomery
Hazens Notch Studio ~peaceful stays~
1 queen bed
13–18 Oct
4.99 out of 5 average rating, 132 reviews
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Guest favourite
Cabin in Montgomery
Jay Peak Retreat
1 bedroom, 2 beds
20–25 Oct
4.93 out of 5 average rating, 191 reviews
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Top guest favourite
Room in Montgomery
Quiet and cozy private suite
1 queen bed
13–18 Oct
4.98 out of 5 average rating, 177 reviews
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Top guest favourite
Chalet in Montgomery
Montgomery Meadows Chalet near Jay Peak
3 bedrooms, 3 double beds
18–23 Oct
4.93 out of 5 average rating, 141 reviews
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Guest favourite
Flat in Montgomery
Dog Friendly Apartment near Jay Peak
1 bedroom, 1 king bed
24–29 Oct
4.92 out of 5 average rating, 201 reviews
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Top guest favourite
Home in Montgomery
Trout River Lodge - Discount Jay Peak Lift Tix
3 bedrooms, 6 beds
18–23 Oct
5.0 out of 5 average rating, 300 reviews
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Top guest favourite
Home in Montgomery
Great Old Farmhouse near Jay Peak
3 bedrooms, 6 beds
19–24 Oct
4.94 out of 5 average rating, 279 reviews
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Guest favourite
Home in Montgomery
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds
4–9 Oct
4.94 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Montgomery
Rustic Converted Barn near Jay Peak w/Pizza Oven
3 bedrooms, 7 beds
19–24 Oct
4.92 out of 5 average rating, 125 reviews
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Guest favourite
Home in Montgomery
Cozy Cabin nestled in VT’s Green Mountains
2 bedrooms, 4 beds
1–6 Oct
4.94 out of 5 average rating, 71 reviews
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Top guest favourite
Cottage in Montgomery
Crofter's Green @ Jay Peak: Caribe Cottage
1 bedroom, 1 queen bed
25–30 Oct
4.96 out of 5 average rating, 118 reviews
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Guest favourite
Cabin in Montgomery
Cottage Literally Over a Waterfall
1 bedroom, 4 beds
30 Oct – 4 Nov
4.86 out of 5 average rating, 429 reviews
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Top guest favourite
Cottage in Montgomery
Charming Cottage by Jay Peak
1 bedroom, 1 queen bed
19–24 Oct
4.97 out of 5 average rating, 125 reviews
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Guest favourite
Home in Montgomery
Mtn-View Home 6 Mi to Jay Peak Resort: Fish & Hike
2 bedrooms, 3 beds
16–21 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Flat in Jay
Jay Apartment
1 bedroom, 2 queen beds
1–6 Oct
4.87 out of 5 average rating, 366 reviews
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Top guest favourite
Home in Montgomery
Pet Welcoming Cottage l Hiking + Fishing + Golf
3 bedrooms, 4 beds
14–19 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Guest house in Montgomery Center
Cabin in the Woods VT - Discount Jay Peak Lift Tix
2 bedrooms, 3 beds
18–23 Oct
4.97 out of 5 average rating, 407 reviews
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Guest favourite
Home in Montgomery
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds
24–29 Oct
4.96 out of 5 average rating, 80 reviews