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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 Oct
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4.92 out of 5 average rating, 156 reviews
Guest favourite
Home in New Windsor
4 Bd Paradise Gorgeous Design Close to All!
4 bedrooms, 4 beds, 2 bathrooms
31 Oct – 5 Nov
4.96 out of 5 average rating, 151 reviews
Top guest favourite
Room in New Windsor
Hudson Valley Historic, Rose Room
1 single bed, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 297 reviews
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
1 double bed, 1 bathroom
7–12 Sept
4.88 out of 5 average rating, 293 reviews
Top guest favourite
Guest suite in New Windsor
A Cozy-Luxe Getaway | Scenic & Serene
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.93 out of 5 average rating, 41 reviews
Top guest favourite
Home in New Windsor
2-Queen 1-Twin 2-Bath Home West Point/Low-Hud Area
3 bedrooms, 6 beds, 2 bathrooms
21–26 Oct
4.94 out of 5 average rating, 70 reviews
Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
13–18 Sept
Guest favourite
Home in New Windsor
Hudson Valley Hideaway
4 bedrooms, 5 beds, 2.5 bathrooms
10–15 Nov
4.93 out of 5 average rating, 54 reviews
Top guest favourite
Home in Cold Spring
Charming Home in Cold Spring, NY
4 bedrooms, 4 beds, 3 bathrooms
9–14 Sept
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Guest suite in Rock Tavern
Beneath the Bark: A peaceful, scenic getaway
1 bedroom, 2 beds, 1 bathroom
13–18 Nov
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Townhouse in Beacon
Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 389 reviews
Guest favourite
Home in New Windsor
Charming Farmhouse 13mi to West Point!
3 bedrooms, 7 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Newburgh
The Chrisearl
4 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.89 out of 5 average rating, 47 reviews
Top guest favourite
Cottage in Newburgh
Cozy Lake Cottage
2 bedrooms, 2 beds, 1 bathroom
9–14 Sept
4.88 out of 5 average rating, 260 reviews
Guest favourite
Home in Monroe
NEW Luxury Lakefront Retreat | Pool, Boats & Games
4 bedrooms, 4 beds, 4 bathrooms
21–26 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Bungalow in Wallkill
Summer Lakehouse w private LAKE
4 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.86 out of 5 average rating, 7 reviews
Superhost
Rooms in New Windsor
Hudson Valley Historic, Ent 3rd Fl.
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.58 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Cornwall-on-Hudson
Charming Efficiency
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 247 reviews
Top guest favourite
Home in Beacon
River & Mountain Views | Hot Tub | Arcade | Bar
5 bedrooms, 8 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews