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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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Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
4.92 out of 5 average rating, 13 reviews
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Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
13–18 Sept
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Top guest favourite
Home in Montgomery
Luxe Farmhouse, Hot Tub, King Beds, and Golf Sim.
6 bedrooms, 6 beds, 4.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 109 reviews
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Top guest favourite
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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Top guest favourite
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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Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 76 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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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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Home in Montgomery
Serene Hudson Valley Escape Hottub/Pool/King Suite
5 bedrooms, 6 beds, 2.5 bathrooms
7–12 Nov
4.92 out of 5 average rating, 51 reviews
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Guest favourite
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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Guest favourite
Home in Montgomery
Treehouse-Inspired Cabin Escape w/ Theatre & Gym
3 bedrooms, 4 beds, 3.5 bathrooms
26–31 Oct
4.75 out of 5 average rating, 8 reviews
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Guest favourite
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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Home in Montgomery
The Ferns at Winding Hills
4 bedrooms, 5 beds, 4 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 11 reviews
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Guest favourite
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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Top guest favourite
Flat in Montgomery
Hudson Valley Lux Apartment - Montgomery. King Bed
1 bedroom, 3 beds, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 46 reviews
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Home in Middletown
Cozy Delight Home
3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.75 out of 5 average rating, 8 reviews
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Top guest favourite
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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Guest favourite
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