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Search results; Over 1,000 homes in Montgomery

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Top guest favourite
Chalet in Montgomery
The Chalet Getaway,3 Baths, 5 Bedrooms,12 Beds
5 bedrooms, 11 beds, 3 private bathrooms
20–25 Sept
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5.0 out of 5 average rating, 48 reviews
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Top guest favourite
Room in Montgomery
Quiet and cozy private suite
1 queen bed, 1 bathroom
21–26 Sept
4.98 out of 5 average rating, 177 reviews
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Guest favourite
Cabin in Montgomery
Jay Peak Retreat
1 bedroom, 2 beds, 1.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 191 reviews
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Top guest favourite
Room in Montgomery
Hazens Notch Studio ~peaceful stays~
1 queen bed, 1 bathroom
13–18 Oct
4.99 out of 5 average rating, 132 reviews
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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, 279 reviews
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Top guest favourite
Chalet in Montgomery
Montgomery Meadows Chalet near Jay Peak
3 bedrooms, 3 double beds, 2 bathrooms
18–23 Sept
4.93 out of 5 average rating, 141 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, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Montgomery
Pet Welcoming Cottage l Hiking + Fishing + Golf
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 15 reviews
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Superhost
Flat in Montgomery
Home Away from Home
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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Guest favourite
Home in Montgomery
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds, 1.5 bathrooms
19–24 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Flat in Montgomery
Dog Friendly Apartment near Jay Peak
1 bedroom, 1 king bed, 1 bathroom
23–28 Sept
4.92 out of 5 average rating, 201 reviews
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Top guest favourite
Home in Montgomery
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 80 reviews
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Top guest favourite
Home in Montgomery
Trout River Lodge - Discount Jay Peak Lift Tix
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 300 reviews
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Guest favourite
Home in Montgomery
Montgomery Ctr VT Home near Jay Peak Renovated 3BR
3 bedrooms, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Westfield
Jay Peak 3 miles - secluded with spectacular view!
2 bedrooms, 4 beds, 1 bathroom
18–23 Sept
4.95 out of 5 average rating, 262 reviews
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Top guest favourite
Home in Enosburg
The Gambrel Mountain Retreat at Twin Ponds
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 72 reviews
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Top guest favourite
Cabin in Montgomery
Private Log Cabin Chalet Near Jay on 14 Acres
3 bedrooms, 6 beds, 2 bathrooms
26–31 Oct
4.96 out of 5 average rating, 96 reviews
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Home in Montgomery
Private Home w/ Hot Tub Near Jay Peak Slopes
4 bedrooms, 7 beds, 2.5 bathrooms
1–6 Oct
4.88 out of 5 average rating, 40 reviews
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Guest favourite
Flat in Montgomery Center
Light & cozy Jay Peak vacation apartment.
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 129 reviews