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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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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, 581 reviews
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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
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Home in Montgomery
Luxe 3BR 2.5 bath King Beds in Montgomery Village
3 bedrooms, 3 king beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 26 reviews
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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
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Barn in Montgomery
16taft
2 queen beds, 1 bathroom
1–6 Sept
4.98 out of 5 average rating, 43 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, 102 reviews
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Guest favourite
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, 272 reviews
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Guest house in Montgomery
The Cottage
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 42 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
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Top guest favourite
Chalet in Pine Bush
Spacious A-Frame Getaway near Hiking and Wineries
3 bedrooms, 3 beds, 2 bathrooms
27 Nov – 2 Dec
4.98 out of 5 average rating, 140 reviews
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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
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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
4.94 out of 5 average rating, 107 reviews
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Top guest favourite
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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Guest favourite
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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Top 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, 21 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
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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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