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Search results; Over 1,000 homes in Montgomery

Top guest favourite
Home in Montgomery
The B House
3 bedrooms, 3 beds, 2.5 private bathrooms
20–25 Sept
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5.0 out of 5 average rating, 20 reviews
Guest favourite
Guest suite in Montgomery
Garden View Guest Cottage
2 bedrooms, 2 beds, 2 bathrooms
29 Sept – 4 Oct
4.94 out of 5 average rating, 580 reviews
Guest favourite
Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
4.9 out of 5 average rating, 10 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
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, 75 reviews
Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Cabin in Montgomery
Historic Cabin with Pool and Fire Pit
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
4.94 out of 5 average rating, 102 reviews
Guest favourite
Guest house in Montgomery
The Cottage
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 42 reviews
Guest favourite
Room in Montgomery
Timless Elegance: Hummingbird Queen Suite
1 queen bed, 1 bathroom
7–12 Sept
4.81 out of 5 average rating, 77 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, 107 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 24 reviews
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
Guest favourite
Flat in Wallkill
Shawangunk Getaway
1 bedroom, 1 queen bed, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
8–13 Nov
4.89 out of 5 average rating, 271 reviews
Top guest favourite
Flat in Montgomery
Hudson Valley Lux Apartment - Montgomery. King Bed
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 45 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
Guest favourite
Rooms in Wallkill
Hudson Valley Farmhouse
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.88 out of 5 average rating, 129 reviews
Guest favourite
Cottage in Newburgh
Cozy Lake Cottage
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 259 reviews
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