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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
Arkadia House Mid-century retreat with pool & view
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
Guest favourite
Flat in Philipstown
Foxglove Farm
4.91 out of 5 average rating, 274 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
5.0 out of 5 average rating, 93 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Chalet in Philipstown
Treehouse on 4 Acres · WestPoint 20 min · 1 hr NYC
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Tiny home in Rock Tavern
Enchanted Woodland Tiny Home Retreat
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
Top guest favourite
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
4.99 out of 5 average rating, 152 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Cottage in Putnam Valley
Lakefront Cottage near Hudson Valley
4.88 out of 5 average rating, 317 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Aug
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
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
4.97 out of 5 average rating, 105 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Cold Spring
Cold Spring Hidden Gem: woods, walk to town, SAUNA
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
Top guest favourite
Room in Cornwall-on-Hudson
Private entrance river view bedroom/bath
4.96 out of 5 average rating, 50 reviews, 1 king bed, 1 bathroom
22–27 Jul
Top guest favourite
Home in Highland Falls
Rockbound Escape
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 10 beds, 2.5 bathrooms
11–16 Jul
Top guest favourite
Home in Highland Falls
Modern 3BD West Point USMA House w/ HotTub!
4.99 out of 5 average rating, 106 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Guest house in Beacon
Spacious Trailside Studio
4.97 out of 5 average rating, 94 reviews, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Cold Spring
Spacious & Cozy Village Getaway
4.99 out of 5 average rating, 93 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul