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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
2–7 Aug
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4.92 out of 5 average rating, 151 reviews
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
4.88 out of 5 average rating, 293 reviews, 1 double bed, 1 bathroom
1–6 Aug
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 268 reviews, 1 bedroom, 1 bed, 2 bathrooms
13–18 Sept
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
Guest favourite
Flat in Newburgh
Quiet 1BR+ Riverview Retreat
4.9 out of 5 average rating, 39 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Home in Salisbury Mills
Manhattan Escape | Speakeasy • Pool • Hot Tub
New place to stay, 6 bedrooms, 8 beds, 5.5 bathrooms
9–14 Aug
Top guest favourite
Chalet in Gardiner
Modern Zen Chalet at the Foot of Gunks w Mt. View
4.97 out of 5 average rating, 336 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
Guest favourite
Home in Newburgh
The Chrisearl
4.89 out of 5 average rating, 45 reviews, 4 bedrooms, 4 beds, 1 bathroom
2–7 Aug
Home in New Windsor
Storm King Lodge
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 4 bathrooms
1–6 Aug
Guest favourite
Flat in Newburgh
Lander pied-à-terre with outdoor movie & dog park!
4.97 out of 5 average rating, 35 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 3 bathrooms
18–23 Aug
Top guest favourite
Barn in Montgomery
16taft
4.98 out of 5 average rating, 42 reviews, 2 beds, 1 bathroom
1–6 Aug
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
25–30 Aug
Top guest favourite
Cottage in Cornwall-on-Hudson
Historic 1800s Cornwall-On-Hudson Cottage!
5.0 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Guest suite in Chester
Serene Victorian Guest Apartment with Clawfoot Tub
4.94 out of 5 average rating, 391 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Guest house in Beacon
The Greenhouse in the Hudson Highlands (Beacon)
New place to stay, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Guest suite in Newburgh
Idyllic Hudson River View Stay
4.92 out of 5 average rating, 226 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Highland Falls
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
5.0 out of 5 average rating, 99 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Newburgh
The Little Red House
4.99 out of 5 average rating, 149 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept