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Search results; Over 1,000 homes in New Windsor

Top guest favourite
Home in New Windsor
View House
1 bedroom, 1 bed, 1 shared bathroom
16–21 Jul
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4.92 out of 5 average rating, 150 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 266 reviews, 1 bedroom, 1 bed, 2 bathrooms
13–18 Sept
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
4.88 out of 5 average rating, 292 reviews, 1 double bed, 1 bathroom
20–25 Jul
Cabin in Grahamsville
1920s Southwestern-styled mountain escape.
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Flat in New Windsor
Light-Filled Apartment in Mountainville Barn
4.89 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
27 Jul – 1 Aug
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
4.94 out of 5 average rating, 387 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in New Windsor
4 Bd Paradise Gorgeous Design Close to All!
4.96 out of 5 average rating, 149 reviews, 4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Home in Newburgh
The Little Red House
4.99 out of 5 average rating, 148 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Home in Newburgh
The Chrisearl
4.89 out of 5 average rating, 44 reviews, 4 bedrooms, 4 beds, 1 bathroom
19–24 Jul
Top guest favourite
Room in Cornwall-on-Hudson
Private entrance river view bedroom/bath
4.96 out of 5 average rating, 51 reviews, 1 king bed, 1 bathroom
1–6 Aug
Top guest favourite
Barn in Montgomery
16taft
4.98 out of 5 average rating, 41 reviews, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Chalet in Pine Bush
Spacious A-Frame Getaway near Hiking and Wineries
4.98 out of 5 average rating, 133 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Nov
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
4.97 out of 5 average rating, 109 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Cottage in Warwick
Ranch in the Woods | A Peaceful Designer Retreat
4.99 out of 5 average rating, 128 reviews, 1 bedroom, 1 bed, 2 bathrooms
20–25 Jul
Guest favourite
Cabin in Ellenville
Catskills Cabin, Hot Tub, Wood Stove, King Bed
4.99 out of 5 average rating, 219 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
4.97 out of 5 average rating, 71 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Guest suite in New Windsor
Spacious Studio/ SKAC/USMA/Hiking
4.97 out of 5 average rating, 287 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Marlboro
Hudson Valley Farmhouse | Winery & Hiking Getaway
4.99 out of 5 average rating, 228 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Guest favourite
Guest house in Newburgh
Studio attached to house with Hot tub access
4.92 out of 5 average rating, 71 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Jul