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Search results; Over 1,000 homes in New Windsor

Top guest favourite
Guest suite in New Windsor
A Cozy-Luxe Getaway | Scenic & Serene
1 bedroom, 1 bed, 1 private bathroom
11–16 Oct
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4.93 out of 5 average rating, 41 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
Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
1 double bed, 1 bathroom
6–11 Sept
4.88 out of 5 average rating, 293 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
Home in Newburgh
The Chrisearl
4 bedrooms, 4 beds, 1 bathroom
8–13 Sept
4.89 out of 5 average rating, 46 reviews
Superhost
Home in Beacon
Sunny Private Home near Mt. Beacon
4 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 3 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
Top guest favourite
Home in Montgomery
Luxe 3BR 2.5 bath King Beds in Montgomery Village
3 bedrooms, 3 king beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 27 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 Newburgh
Cozy Farmhouse in Newburgh
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 44 reviews
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
Guest favourite
Home in Fishkill Village
Hudson Valley Suite Home Cinema, Fireplace, Gazebo
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.81 out of 5 average rating, 26 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
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
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
Superhost
Rooms in New Windsor
Hudson Valley Historic, Ent 3rd Fl.
3 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.58 out of 5 average rating, 12 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
Home in Monroe
Lakeview group stay near wedding venues
7 bedrooms, 10 beds, 4 bathrooms
23–28 Oct
4.96 out of 5 average rating, 52 reviews
Guest favourite
Home in Newburgh
The Overlook 350- Where Family and Friends Retreat
4 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
4.96 out of 5 average rating, 55 reviews