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Search results; Over 1,000 homes in New Windsor

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Cottage in New Windsor
Lake Front Property Sauna and Pool Near West Point
3 bedrooms, 3 beds, 1.5 private bathrooms
19–24 Oct
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4.58 out of 5 average rating, 238 reviews
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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, 152 reviews
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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
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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
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Superhost
Flat in Newburgh
Historic Downtown Newburgh | Hudson Valley Getaway
1 bedroom, 1 double bed, 1 bathroom
12–17 Oct
New place to stay
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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
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Superhost
Room in New Windsor
Historic & Charming Hideaway Room One
1 queen bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 3 reviews
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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, 72 reviews
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Room in New Windsor
Spacious & Cozy Private Suite Near West Point
1 queen bed, 1 bathroom
4–9 Jan
New place to stay
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Guest favourite
Home in New Windsor
Charming Farmhouse 13mi to West Point!
3 bedrooms, 7 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Cornwall
Sunset House: near West Point, Hiking & Woodbury
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.98 out of 5 average rating, 58 reviews
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Top guest favourite
Flat in Cornwall-on-Hudson
Cornwall on Hudson Private Apartment
1 bedroom, 1 queen bed, 1 bathroom
12–17 Nov
4.99 out of 5 average rating, 89 reviews
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Home in Montgomery
Walk to Village! 5BR Home, 2 Kitchens, King Beds
6 bedrooms, 8 beds, 4.5 bathrooms
8–13 Nov
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Guest favourite
Flat in Beacon
Trailhead 1BR Next to Hiking on Beacon Mt
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.93 out of 5 average rating, 71 reviews
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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
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Guest favourite
Room in Newburgh
The Torino Suite
1 bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Beacon
Hiking Hideaway on the Ridge
1 bedroom, 4 single beds, 1.5 bathrooms
2–7 Nov
4.9 out of 5 average rating, 195 reviews
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Top guest favourite
Flat in Newburgh
Hudson Overlook - Full Private 3rd Floor 2 BR
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.96 out of 5 average rating, 93 reviews
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Top guest favourite
Room in Newburgh
Beautiful Room w/EnSuite Bathroom
1 bed, 1 bathroom
19–24 Oct
4.96 out of 5 average rating, 324 reviews