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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, 90 reviews
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Guest favourite
Guest suite in Montgomery
Garden View Guest Cottage
2 bedrooms, 2 beds, 2 bathrooms
18–23 Oct
4.94 out of 5 average rating, 584 reviews
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Top guest favourite
Home in Montgomery
Fairway Retreat - Montgomery, NY
6 bedrooms, 9 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 43 reviews
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Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
8–13 Nov
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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
1–6 Nov
4.95 out of 5 average rating, 110 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, 79 reviews
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Top guest favourite
Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.93 out of 5 average rating, 15 reviews
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Guest favourite
Home in Montgomery
The B House
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 45 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, 44 reviews
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Guest favourite
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
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, 53 reviews
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Guest favourite
Room in Montgomery
Timless Elegance: Hummingbird Queen Suite
1 queen bed, 1 bathroom
11–16 Oct
4.81 out of 5 average rating, 79 reviews
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Top guest favourite
Flat in Montgomery
Hudson Valley Lux Apartment - Montgomery. King Bed
1 bedroom, 3 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 46 reviews
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Home in Montgomery
Cozy Montgomery Home
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Dec
New place to stay
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Home in Washingtonville
Beautiful home away from home
4 bedrooms, 6 beds, 4 bathrooms
4–9 Oct
New place to stay
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Guest favourite
Guest house in Montgomery
Luxury mins from angry orchard and city winery
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 212 reviews
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Superhost
Hotel room in Montgomery
Victorian Hideaway: Sparrow King Suite
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.59 out of 5 average rating, 95 reviews
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Guest favourite
Home in Montgomery
Hudson Valley Home with Pool & Jacuzzi
3 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
4.94 out of 5 average rating, 82 reviews