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Search results; Over 1,000 homes in New Windsor

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Top guest favourite
Guest suite in New Windsor
The Loft Your Private Retreat
1 bedroom, 2 beds, 1 private bathroom
19–24 Oct
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4.97 out of 5 average rating, 310 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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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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Guest favourite
Room in New Windsor
Hudson Valley Historic, Rose Room
1 single bed, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 299 reviews
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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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Guest favourite
Flat in Newburgh
Centrally Located in the Heart ❤ of Newburgh
3 bedrooms, 3 queen beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 120 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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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
Home in Newburgh
Balmville Mid-Century Gem & Work From Home Retreat
3 bedrooms, 4 beds, 2 bathrooms
9–14 Nov
4.99 out of 5 average rating, 210 reviews
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Guest favourite
Home in New Windsor
Hudson Valley Hideaway
4 bedrooms, 5 beds, 2.5 bathrooms
14–19 Nov
4.93 out of 5 average rating, 55 reviews
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Guest favourite
Home in Newburgh
River Views & Hot Tub | Riverview on Washington
2 bedrooms, 2 king beds, 2 bathrooms
11–16 Oct
4.96 out of 5 average rating, 26 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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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
Flat in Montgomery
Montgomery Village King Bed 2BR/2B Ground Floor
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.93 out of 5 average rating, 15 reviews
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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
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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
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Guest favourite
Home in Cornwall
Hudson Valley Retreat near West Point, Storm King
4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 9 reviews