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Search results; Over 1,000 homes in New Windsor

Cottage in New Windsor
Lake Front Property Sauna and Pool Near West Point
3 bedrooms, 3 beds, 2.5 private bathrooms
13–18 Jul
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4.56 out of 5 average rating, 229 reviews
Tiny home in Rock Tavern
Enchanted Woodland Tiny Home Retreat
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
New place to stay
Guest favourite
Room in New Windsor
Hudson Valley Historic, Botanical Room
1 queen bed, 1 bathroom
5–10 Jul
4.88 out of 5 average rating, 129 reviews
Top guest favourite
Barn in Montgomery
16taft
2 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Guest suite in New Windsor
Spacious Studio/ SKAC/USMA/Morning Muffins
1 bedroom, 2 queen beds, 1 bathroom
12–17 Jul
4.96 out of 5 average rating, 284 reviews
Home in New Windsor
Storm King Lodge
4 bedrooms, 5 beds, 4 bathrooms
11–16 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Marlboro
Cozy Hudson Valley Retreat | 1800s Farmhouse
2 bedrooms, 3 beds, 2.5 bathrooms
5–10 Jul
4.99 out of 5 average rating, 179 reviews
Superhost
Home in Monroe
NEW Luxury Lakefront Retreat | Pool, Boats & Games
4 bedrooms, 4 beds, 4 bathrooms
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
26–31 Aug
4.89 out of 5 average rating, 261 reviews
Guest favourite
Home in Beacon
Hiking Hideaway on the Ridge
1 bedroom, 4 single beds, 1.5 bathrooms
13–18 Jul
4.9 out of 5 average rating, 189 reviews
Top guest favourite
Home in Montgomery
The B House
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Highland Falls
Riverview B&B 2 Miles to West Point
1 bedroom, 2 beds, 1 bathroom
14–19 Jul
4.99 out of 5 average rating, 191 reviews
Top guest favourite
Room in Cornwall-on-Hudson
Private entrance river view bedroom/bath
1 king bed, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Home in Beacon
Beacon Creek House
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Home in Wallkill
Modern Country Retreat w/ Patio, Grill & King Bed.
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 13 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 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
12–17 Jul
4.99 out of 5 average rating, 144 reviews
Top guest favourite
Home in Marlboro
Hudson Valley Farmhouse | Winery & Hiking Getaway
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
4.99 out of 5 average rating, 225 reviews
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 101 reviews