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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
26–31 Oct
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4.97 out of 5 average rating, 314 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
1–6 Nov
4.93 out of 5 average rating, 42 reviews
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Guest favourite
Room in New Windsor
Hudson Valley Historic, Rose Room
1 single bed, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 299 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, Green Room
1 double bed, 1 bathroom
11–16 Oct
4.88 out of 5 average rating, 295 reviews
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Guest favourite
Home in New Windsor
Storm King Lodge
4 bedrooms, 5 beds, 4 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in New Windsor
Charming Farmhouse 13mi to West Point!
3 bedrooms, 7 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Home in Rock Tavern
Firepit | Grill | Chefs Kitchen by Mosaic Getaways
4 bedrooms, 5 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 53 reviews
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Featured hotel
Hotel in West Point
The Thayer Hotel at West Point, Selected by hotel
1 bedroom, 1 double bed, 1 bathroom
22–27 Oct
5.0 out of 5 average rating, 4 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
18–23 Oct
4.92 out of 5 average rating, 194 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, 23 reviews
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Superhost
Villa in New Windsor
The Carriage House on Hudson
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Salisbury Mills
Manhattan Escape |Speakeasy • Hot Tub • Fire Pit
6 bedrooms, 8 beds, 5.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Home in New Windsor
The Woodland Sanctuary
7 bedrooms, 7 beds, 5 bathrooms
20–25 Dec
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in New Windsor
Historic Cornwall Farmhouse w/ Sauna & Hot Tub
4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 108 reviews
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Top guest favourite
Guest suite in Marlboro
Viridian House
1 bedroom, 1 bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 320 reviews
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Top guest favourite
Home in Cornwall
Sunset House: near West Point, Hiking & Woodbury
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.98 out of 5 average rating, 59 reviews
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Top guest favourite
Cottage in Newburgh
Cozy Lake Cottage
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.88 out of 5 average rating, 261 reviews