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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
16–21 Oct
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4.92 out of 5 average rating, 157 reviews
Guest favourite
Home in New Windsor
4 Bd Paradise Gorgeous Design Close to All!
4 bedrooms, 4 beds
31 Oct – 5 Nov
4.96 out of 5 average rating, 151 reviews
Top guest favourite
Guest suite in New Windsor
A Cozy-Luxe Getaway | Scenic & Serene
1 bedroom, 1 queen bed
11–16 Oct
4.93 out of 5 average rating, 41 reviews
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
1 double bed
19–24 Sept
4.88 out of 5 average rating, 294 reviews
Guest favourite
Home in New Windsor
Storm King Lodge
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Room in New Windsor
Walsh Havemeyer Estate Bedroom 2
1 bed
11–16 Sept
Top guest favourite
Home in New Windsor
2-Queen 1-Twin 2-Bath Home West Point/Low-Hud Area
3 bedrooms, 6 beds
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
13–18 Sept
Guest favourite
Home in Newburgh
The Chrisearl
4 bedrooms, 4 beds
18–23 Oct
4.9 out of 5 average rating, 48 reviews
Top guest favourite
Townhouse in Beacon
Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 389 reviews
Top guest favourite
Home in Beacon
River & Mountain Views | Hot Tub | Arcade | Bar
5 bedrooms, 8 beds
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Cold Spring
Charming Home in Cold Spring, NY
4 bedrooms, 4 beds
9–14 Sept
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
3 bedrooms, 5 beds
4–9 Oct
4.89 out of 5 average rating, 417 reviews
Top guest favourite
Home in Wallkill
Spacious & Peaceful Family home
4 bedrooms, 8 beds
15–20 Sept
4.96 out of 5 average rating, 47 reviews
Guest favourite
Chalet in Cold Spring
Mountain View Retreat
3 bedrooms, 11 beds
8–13 Nov
4.9 out of 5 average rating, 517 reviews
Top guest favourite
Cottage in Newburgh
Cozy Lake Cottage
2 bedrooms, 2 beds
10–15 Sept
4.88 out of 5 average rating, 260 reviews
Guest favourite
Home in New Windsor
Charming Farmhouse 13mi to West Point!
3 bedrooms, 7 beds
11–16 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed
27 Nov – 2 Dec
4.89 out of 5 average rating, 277 reviews
Guest favourite
Home in New Windsor
Hudson Valley Hideaway
4 bedrooms, 5 beds
10–15 Nov
4.93 out of 5 average rating, 55 reviews