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Search results; Over 1,000 homes in Montgomery

Top guest favourite
Barn in Montgomery
16taft
2 beds, 1 shared bathroom
19–24 Sept
,
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 13 reviews
Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
13–18 Sept
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, 42 reviews
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, 582 reviews
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
4.94 out of 5 average rating, 109 reviews
Guest favourite
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
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
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
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
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, 51 reviews
Top guest favourite
Cottage in Montgomery
The Pullman Cottage • Hudson Valley
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Dec
5.0 out of 5 average rating, 88 reviews
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
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
Home in Washingtonville
Beautiful home away from home
4 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
New place to stay
Top guest favourite
Home in Middletown
5Bdrm Estate/Tennis near LegoLand
5 bedrooms, 7 beds, 2.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 71 reviews
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, 78 reviews
Top guest favourite
Cabin in Montgomery
Historic Cabin with Pool and Fire Pit
1 bedroom, 1 queen bed, 1 bathroom
24–29 Sept
4.94 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Wallkill
Cozy 2 bedroom near hiking, wineries, and more!
2 bedrooms, 2 double beds, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 51 reviews