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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
Room in New Windsor
Hudson Valley Historic, Green Room
1 double bed
11–16 Oct
4.88 out of 5 average rating, 295 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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Superhost
Rooms in New Windsor
Hudson Valley Historic, Ent 3rd Fl.
3 bedrooms, 3 beds
26–31 Oct
4.58 out of 5 average rating, 12 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, 27 reviews
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Top guest favourite
Home in Salisbury Mills
Manhattan Escape |Speakeasy • Hot Tub • Fire Pit
6 bedrooms, 8 beds
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Superhost
Flat in Newburgh
Historic Downtown Newburgh | Hudson Valley Getaway
1 bedroom, 1 double bed
12–17 Oct
New place to stay
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Superhost
Room in New Windsor
Historic & Charming Hideaway Room One
1 queen bed
11–16 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Flat in Beacon
Trailhead 1BR Next to Hiking on Beacon Mt
1 bedroom, 1 bed
1–6 Nov
4.93 out of 5 average rating, 72 reviews
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Flat in Cold Spring
Charming Main st Stay with breakfast
1 queen bed
18–23 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Flat in Newburgh
The Roma Suite
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 9 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
4.92 out of 5 average rating, 194 reviews
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Top guest favourite
Home in Cold Spring
Charming Home in Cold Spring, NY
4 bedrooms, 4 beds
31 Oct – 5 Nov
4.98 out of 5 average rating, 61 reviews
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Guest favourite
Home in Newburgh
The Hen House - Cozy Hudson Valley Escape Near Bea
3 bedrooms, 4 beds
9–14 Nov
4.94 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Cornwall
Sunset House: near West Point, Hiking & Woodbury
3 bedrooms, 3 beds
1–6 Oct
4.98 out of 5 average rating, 59 reviews
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Guest favourite
Flat in Newburgh
Spacious Restored Liberty St 3 Br with Sunroom
3 bedrooms, 4 beds
26–31 Oct
4.91 out of 5 average rating, 67 reviews
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Top guest favourite
Guest suite in New Windsor
The Loft Your Private Retreat
1 bedroom, 2 queen beds
26–31 Oct
4.97 out of 5 average rating, 314 reviews
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Guest favourite
Flat in Newburgh
Quiet 1BR with Hudson River Views!
1 bedroom, 1 queen bed
3–8 Oct
4.92 out of 5 average rating, 26 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