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Search results; Over 1,000 homes in Montgomery

Top guest favourite
Guest suite in Montgomery
Garden View Guest Cottage
2 bedrooms, 2 beds, 2 private bathrooms
11–16 Oct
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4.94 out of 5 average rating, 579 reviews
Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
28 Aug – 2 Sept
Guest favourite
Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Montgomery
The B House
3 bedrooms, 3 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 43 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
Top guest favourite
Home in Montgomery
Luxe Farmhouse, Hot Tub, King Beds, and Golf Sim.
6 bedrooms, 6 beds, 4.5 bathrooms
30 Aug – 4 Sept
4.94 out of 5 average rating, 107 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, 75 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
Guest house in Montgomery
The Cottage
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
4.93 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in Montgomery
Historic Cabin with Pool and Fire Pit
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 100 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.94 out of 5 average rating, 399 reviews
Top guest favourite
Tiny home in Wallkill
Get Away to "Hygge" Tiny House on 75 Private Acres
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 375 reviews
Guest favourite
Home in New Windsor
4 Bd Paradise Gorgeous Design Close to All!
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 149 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, 87 reviews
Guest favourite
Home in Montgomery
Hudson Valley Home with Pool & Jacuzzi
3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Aug
4.94 out of 5 average rating, 82 reviews
Top guest favourite
Chalet in Gardiner
Modern Zen Chalet at the Foot of Gunks w Mt. View
2 bedrooms, 3 beds, 1.5 bathrooms
24–30 Aug
4.97 out of 5 average rating, 343 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 8 reviews