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Search results; Over 1,000 homes in Peekskill

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Flat in Peekskill
Peekskill Gem
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
Top guest favourite
Home in Peekskill
Charming Home in Peekskill NY
2 bedrooms, 3 double beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 127 reviews
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Home in Peekskill
Victorian Eclectic
3 bedrooms, 3 beds, 1.5 bathrooms
21–26 Sept
4.92 out of 5 average rating, 39 reviews
Guest favourite
Home in Putnam Valley
Lakefront Cedar Sauna | Dock | Balcony Over Water
3 bedrooms, 3 beds, 2 bathrooms
8–13 Nov
5.0 out of 5 average rating, 7 reviews
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Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.99 out of 5 average rating, 190 reviews
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Home in Highland Falls
Spacious, bright 5 bedroom house near West Point
5 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 213 reviews
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Townhouse in Beacon
Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 389 reviews
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Home in Highland Falls
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 105 reviews
Guest favourite
Home in Garrison
Hudson Valley Mountaintop Riverview
4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
4.93 out of 5 average rating, 184 reviews
Guest favourite
Home in Mahopac
Peaceful & Spacious Retreat
5 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.96 out of 5 average rating, 177 reviews
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Room in Peekskill
Spacious Room in Colonial Home Close to NYC
1 queen bed, 1.5 bathrooms
22–27 Nov
4.89 out of 5 average rating, 107 reviews
Home in Philipstown
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
4.82 out of 5 average rating, 34 reviews
Guest favourite
Room in Peekskill
Cozy Room In a Friendly Home
1 double bed, 1.5 bathrooms
4–9 Feb
4.9 out of 5 average rating, 42 reviews
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Room in Highland Falls
Old Grad Inn - 1 mile to front gate of West Point
1 double bed, 1 bathroom
4–9 Dec
4.98 out of 5 average rating, 182 reviews
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Home in Highland Falls
Highlands Retreat
4 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 10 reviews
Home in Monroe
Spacious 4BR Retreat | Legoland • Warwick • Trails
5 bedrooms, 7 beds, 2 bathrooms
21–26 Oct
New place to stay
Top guest favourite
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
7 bedrooms, 21 beds, 5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 94 reviews