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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
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
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
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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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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Home in Walden
Cozy and peaceful
4 bedrooms, 4 beds, 3 bathrooms
24–29 Oct
New place to stay
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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, 121 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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Superhost
Rooms in New Windsor
Hudson Valley Historic, Ent 3rd Fl.
3 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.58 out of 5 average rating, 12 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, 8 reviews
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Flat in Cold Spring
Charming Main st Stay with breakfast
1 queen bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 3 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
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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Guest favourite
Flat in Newburgh
Quiet 1BR+ Riverview Retreat
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.91 out of 5 average rating, 46 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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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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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, 27 reviews
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Top guest favourite
Townhouse in Beacon
Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 389 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