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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
18–23 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, 2 bathrooms
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, 1 bathroom
27 Oct – 1 Nov
4.93 out of 5 average rating, 42 reviews
Guest favourite
Home in Fishkill Village
Hudson Valley Suite Home Cinema, Fireplace, Gazebo
3 bedrooms, 4 beds, 2 bathrooms
5–10 Dec
4.82 out of 5 average rating, 28 reviews
Guest favourite
Home in New Windsor
2-Queen 1-Twin 2-Bath Home West Point/Low-Hud Area
3 bedrooms, 6 beds, 2 bathrooms
12–17 Nov
4.93 out of 5 average rating, 71 reviews
Top guest favourite
Home in Newburgh
The Chrisearl
4 bedrooms, 4 beds, 1 bathroom
18–23 Oct
4.9 out of 5 average rating, 49 reviews
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
1 double bed, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 294 reviews
Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
22–27 Oct
Top guest favourite
Home in Wallkill
Spacious & Peaceful Family home
4 bedrooms, 8 beds, 2.5 bathrooms
17–22 Sept
4.96 out of 5 average rating, 47 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, 16 reviews
Top guest favourite
Townhouse in Beacon
Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 389 reviews
Top guest favourite
Home in Cornwall
Sunset House: near West Point, Hiking & Woodbury
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.98 out of 5 average rating, 58 reviews
Room in New Windsor
Spacious & Cozy Private Suite Near West Point
1 queen bed, 1 bathroom
4–9 Jan
New place to stay
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, 55 reviews
Guest favourite
Home in Cornwall-on-Hudson
Cozy Riverfront Victorian in the Hudson Valley
6 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 193 reviews
Home in Monroe
Spacious 4BR Retreat | Legoland • Warwick • Trails
5 bedrooms, 7 beds, 2 bathrooms
21–26 Oct
New place to stay
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, 22 reviews
Guest favourite
Home in New Windsor
Charming Farmhouse 13mi to West Point!
3 bedrooms, 7 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Chester
4 Bedroom Home with Hot-Tub
4 bedrooms, 8 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 59 reviews