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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
A Cozy-Luxe Getaway | Scenic & Serene
1 bedroom, 1 bed, 1 private bathroom
27 Oct – 1 Nov
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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
1–6 Oct
4.92 out of 5 average rating, 299 reviews
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Guest favourite
Home in New Windsor
4 Bd Paradise Gorgeous Design Close to All!
4 bedrooms, 4 beds
31 Oct – 5 Nov
4.96 out of 5 average rating, 152 reviews
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Guest favourite
Room in New Windsor
Hudson Valley Historic, Green Room
1 double bed
11–16 Oct
4.88 out of 5 average rating, 294 reviews
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Top guest favourite
Home in Salisbury Mills
Manhattan Escape |Speakeasy • Heated Pool• Hot Tub
6 bedrooms, 8 beds
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in New Windsor
Storm King Lodge
4 bedrooms, 5 beds
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
18–23 Oct
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Newburgh
The Chrisearl
4 bedrooms, 4 beds
18–23 Oct
4.9 out of 5 average rating, 49 reviews
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Guest favourite
Home in Cornwall-on-Hudson
Cozy Riverfront Victorian in the Hudson Valley
6 bedrooms, 6 beds
18–23 Oct
4.93 out of 5 average rating, 193 reviews
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Top guest favourite
Guest suite in Rock Tavern
Beneath the Bark: A peaceful, scenic getaway
1 bedroom, 2 beds
13–18 Nov
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Flat in Newburgh
Centrally Located in the Heart ❤ of Newburgh
3 bedrooms, 3 queen beds
18–23 Oct
4.98 out of 5 average rating, 120 reviews
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Top guest favourite
Home in Rock Tavern
Firepit | Grill | Chefs Kitchen by Mosaic Getaways
4 bedrooms, 5 beds
17–22 Oct
5.0 out of 5 average rating, 53 reviews
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Home in New Windsor
The Woodland Sanctuary
7 bedrooms, 7 beds
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
30 Oct – 4 Nov
5.0 out of 5 average rating, 107 reviews
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Top guest favourite
Room in Hamptonburgh
Hudson Haven, Master Suite
1 king bed
4–9 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Room in Beacon
Steps away from nature!
1 bed
4–9 Oct
4.95 out of 5 average rating, 256 reviews
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Top guest favourite
Flat in Cornwall-on-Hudson
Charming Efficiency
1 bedroom, 1 bed
26–31 Oct
4.98 out of 5 average rating, 247 reviews
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Guest favourite
Room in Newburgh
The Torino Suite
1 bed
1–6 Oct
4.89 out of 5 average rating, 9 reviews
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Top guest favourite
Flat in Beacon
Basement apartment
1 bedroom, 1 queen bed
5–10 Oct
4.98 out of 5 average rating, 153 reviews