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Search results; Over 1,000 homes in Montgomery

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Top guest favourite
Cottage in Montgomery
The Pullman Cottage • Hudson Valley
2 bedrooms, 2 beds, 1 private bathroom
18–23 Dec
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5.0 out of 5 average rating, 87 reviews
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Barn in Montgomery
16taft
2 queen beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 44 reviews
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Guest suite in Montgomery
Garden View Guest Cottage
2 bedrooms, 2 beds, 2 bathrooms
11–16 Oct
4.94 out of 5 average rating, 582 reviews
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Cabin in Montgomery
Historic Cabin with Pool and Fire Pit
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 104 reviews
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Room in Montgomery
Timless Elegance: Hummingbird Queen Suite
1 queen bed, 1 bathroom
20–25 Sept
4.81 out of 5 average rating, 77 reviews
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Guest house in Montgomery
The Cottage
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 42 reviews
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Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
27 Nov – 2 Dec
4.89 out of 5 average rating, 273 reviews
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Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 24 reviews
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Flat in Montgomery
A modern oasis in the Hudson Valley and nature.
2 bedrooms, 2 beds, 1 bathroom
10–15 Sept
4.98 out of 5 average rating, 52 reviews
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Home in Montgomery
Fairway Retreat - Montgomery, NY
6 bedrooms, 9 beds, 3.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 39 reviews
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Guest suite in Montgomery
the Guest Suite at Dunhill Pond
1 bedroom, 1 king bed, 1 bathroom
18–23 Sept
4.88 out of 5 average rating, 57 reviews
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Home in Montgomery
Hudson Valley Home with Pool & Jacuzzi
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 82 reviews
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Home in Montgomery
The B House
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
4.82 out of 5 average rating, 22 reviews
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Guest favourite
Home in Montgomery
Treehouse-Inspired Cabin Escape w/ Theatre & Gym
3 bedrooms, 4 beds, 3.5 bathrooms
26–31 Oct
4.86 out of 5 average rating, 7 reviews
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Home in Goshen
Cozy Brookside Cottage on the Farm
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 95 reviews
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Cabin in Pine Bush
NEW! Foley's Riverfront w/ Hot Tub-LEGO LAND CLOSE
4 bedrooms, 4 beds, 3.5 bathrooms
7–12 Sept
4.89 out of 5 average rating, 233 reviews
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Home in Pine Bush
Charming Revitalized 1920s Country Style Home
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.89 out of 5 average rating, 159 reviews
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Flat in Wallkill
Dream getaway apartment in the foot of Gunks Ridge
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
4.9 out of 5 average rating, 486 reviews
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Cabin in Wallkill
Log Cabin in Zen Forest
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
4.84 out of 5 average rating, 31 reviews