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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
Top guest favourite
Room in New Windsor
Hudson Valley Historic, Rose Room
1 single bed, 1 bathroom
2–7 Aug
4.93 out of 5 average rating, 292 reviews
Guest favourite
Guest suite in New Windsor
A Cozy-Luxe Getaway | Scenic & Serene
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 36 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
13–18 Sept
4.89 out of 5 average rating, 268 reviews
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
1 double bed, 1 bathroom
1–6 Aug
4.88 out of 5 average rating, 293 reviews
Top guest favourite
Guest suite in Montgomery
Garden View Guest Cottage
2 bedrooms, 2 beds, 2 bathrooms
1–6 Nov
4.94 out of 5 average rating, 570 reviews
Top guest favourite
Tiny home in Wallkill
Get Away to "Hygge" Tiny House on 75 Private Acres
1 queen bed, 1 bathroom
27 Aug – 1 Sept
4.99 out of 5 average rating, 371 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
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
1 bedroom, 3 beds, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 73 reviews
Guest favourite
Flat in Newburgh
Quiet 1BR+ Riverview Retreat
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.9 out of 5 average rating, 39 reviews
Guest favourite
Flat in Newburgh
Lander pied-à-terre with outdoor movie & dog park!
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 35 reviews
Home in New Windsor
Storm King Lodge
4 bedrooms, 5 beds, 4 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 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
23–28 Aug
4.97 out of 5 average rating, 336 reviews
Guest favourite
Flat in New Windsor
Light-Filled Apartment in Mountainville Barn
1 bedroom, 2 queen beds, 1.5 bathrooms
25–30 Aug
4.89 out of 5 average rating, 9 reviews
Guest favourite
Home in Newburgh
The Chrisearl
4 bedrooms, 4 beds, 1 bathroom
2–7 Aug
4.89 out of 5 average rating, 45 reviews
Home in Salisbury Mills
Manhattan Escape | Speakeasy • Pool • Hot Tub
6 bedrooms, 8 beds, 5.5 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Cottage in Cornwall-on-Hudson
Historic 1800s Cornwall-On-Hudson Cottage!
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 83 reviews
Guest house in Beacon
The Greenhouse in the Hudson Highlands (Beacon)
1 bedroom, 1 queen bed, 1 bathroom
31 Aug – 5 Sept
New place to stay
Top guest favourite
Barn in Montgomery
16taft
2 queen beds, 1 bathroom
1–6 Aug
4.98 out of 5 average rating, 42 reviews