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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
10–15 Jul
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4.92 out of 5 average rating, 148 reviews
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
4.88 out of 5 average rating, 290 reviews, 1 double bed, 1 bathroom
6–11 Jul
Top guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 264 reviews, 1 bedroom, 1 bed, 2 bathrooms
13–18 Sept
Top guest favourite
Room in Cornwall-on-Hudson
Private entrance river view bedroom/bath
4.96 out of 5 average rating, 48 reviews, 1 king bed, 1 bathroom
22–27 Jul
Top guest favourite
Guest suite in Montgomery
Garden View Guest Cottage
4.94 out of 5 average rating, 566 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Guest suite in New Windsor
Spacious Studio/ SKAC/USMA/Hiking
4.96 out of 5 average rating, 284 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Guest suite in Newburgh
Idyllic Hudson River View Stay
4.92 out of 5 average rating, 224 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Cabin in Grahamsville
1920s Southwestern-styled mountain escape.
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Barn in Montgomery
16taft
4.98 out of 5 average rating, 40 reviews, 2 beds, 1 bathroom
7–12 Jul
Guest favourite
Home in New Windsor
4 Bd Paradise Gorgeous Design Close to All!
4.96 out of 5 average rating, 148 reviews, 4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
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
Top guest favourite
Home in Newburgh
The Little Red House
4.99 out of 5 average rating, 147 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Jul
Guest favourite
Flat in Beacon
Trailhead 1BR Next to Hiking on Beacon Mt
4.98 out of 5 average rating, 56 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Flat in Montgomery
Hudson Valley Modern Apartment. King Bed/Queen
4.97 out of 5 average rating, 69 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Jul
Superhost
Home in Newburgh
Hot Tub Bliss on 2 acres 16mi to West Point
4.92 out of 5 average rating, 201 reviews, 3 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
Guest favourite
Chalet in Gardiner
Modern Zen Chalet at the Foot of Gunks w Mt. View
4.97 out of 5 average rating, 329 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Jul
Top guest favourite
Home in Wallkill
Modern Country Retreat w/ Patio, Grill & King Bed.
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in New Windsor
Charming Farmhouse 13mi to West Point!
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 7 beds, 1 bathroom
6–11 Jul
Top guest favourite
Flat in Newburgh
Artist's Loft with Hudson River Views
4.93 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug