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Search results; Over 1,000 homes in Philipstown

Top guest favourite
Home in Philipstown
Creekside Home Near Cold Spring & West Point
3 bedrooms, 4 beds, 1 private bathroom
19–24 Oct
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4.94 out of 5 average rating, 144 reviews
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
Home in Philipstown
Serene Hilltop House - Garrison 5-BR w Heated Pool
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 5 beds, 4 bathrooms
17–23 Aug
Guest favourite
Flat in Philipstown
Foxglove Farm
4.91 out of 5 average rating, 274 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Philipstown
West Point / Beacon Chalet • Baby Friendly
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Farm stay in Philipstown
Country Estate on Maple Syrup Farm, Tesla Charging
5.0 out of 5 average rating, 19 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Guest favourite
Home in Highland Falls
Highland Falls Home away from Home. Walk to Thayer
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 1 bathroom
1–6 Jul
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
5.0 out of 5 average rating, 92 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Philipstown
Turtle Crossing - Garrison, NY
4.95 out of 5 average rating, 20 reviews, 5 bedrooms, 6 beds, 4.5 bathrooms
10–15 Sept
Guest favourite
Home in Garrison
Hudson Valley Mountaintop Riverview
4.93 out of 5 average rating, 179 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
4.99 out of 5 average rating, 151 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Home in Highland Falls
Old Grad House, within Cadet Walking Privileges
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Room in Cold Spring
Classic Early 20th Century Chic Cold Spring House
4.97 out of 5 average rating, 220 reviews, 1 double bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Philipstown
3BR Hudson River house near Bear Mountain
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Aug – 2 Sept
Top guest favourite
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
5.0 out of 5 average rating, 79 reviews, 7 bedrooms, 21 beds, 5 bathrooms
25–30 Jul
Top guest favourite
Home in Beacon
River & Mountain Views | Hot Tub | Arcade | Bar
5.0 out of 5 average rating, 14 reviews, 5 bedrooms, 8 beds, 3.5 bathrooms
5–10 Jul
Top guest favourite
Flat in GARRISON
Modern Luxury King One-Bedroom
4.94 out of 5 average rating, 62 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Jul