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Search results; Over 1,000 homes in New Windsor

Guest favourite
Home in New Windsor
View House
1 bedroom, 1 bed, 1 shared bathroom
18–23 Oct
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4.92 out of 5 average rating, 157 reviews
Room in New Windsor
Spacious & Cozy Private Suite Near West Point
1 queen bed, 1 bathroom
11–16 Sept
New place to stay
Guest favourite
Home in New Windsor
4 Bd Paradise Gorgeous Design Close to All!
4 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
4.96 out of 5 average rating, 151 reviews
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
1 double bed, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 294 reviews
Home in Montgomery
Cozy Montgomery Home
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Dec
New place to stay
Top guest favourite
Home in New Windsor
2-Queen 1-Twin 2-Bath Home West Point/Low-Hud Area
3 bedrooms, 6 beds, 2 bathrooms
21–26 Oct
4.93 out of 5 average rating, 71 reviews
Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
13–18 Sept
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
27 Nov – 2 Dec
4.88 out of 5 average rating, 278 reviews
Top guest favourite
Home in Cold Spring
Charming Home in Cold Spring, NY
4 bedrooms, 4 beds, 3 bathrooms
11–16 Sept
4.98 out of 5 average rating, 59 reviews
Superhost
Room in New Windsor
Walsh Havemeyer Estate Bedroom 2
1 bed, 1 bathroom
11–16 Sept
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
Top guest favourite
Flat in Cornwall-on-Hudson
Charming Efficiency
1 bedroom, 1 bed, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 247 reviews
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
4 bedrooms, 8 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Guest suite in Rock Tavern
Beneath the Bark: A peaceful, scenic getaway
1 bedroom, 2 beds, 1 bathroom
13–18 Nov
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
3 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.89 out of 5 average rating, 417 reviews
Top guest favourite
Townhouse in Beacon
Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 389 reviews
Guest favourite
Home in New Windsor
Charming Farmhouse 13mi to West Point!
3 bedrooms, 7 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Cornwall-on-Hudson
Hudson Valley Getaway
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.88 out of 5 average rating, 74 reviews
Guest favourite
Chalet in Cold Spring
Mountain View Retreat
3 bedrooms, 11 beds, 2 bathrooms
8–13 Nov
4.9 out of 5 average rating, 517 reviews