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Search results; Over 1,000 homes in Philipstown

Top guest favourite
Home in Philipstown
Arkadia House Mid-century retreat with pool & view
3 bedrooms, 3 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.95 out of 5 average rating, 42 reviews
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
Tiny home in Rock Tavern
Enchanted Woodland Tiny Home Retreat
5.0 out of 5 average rating, 3 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
Guest favourite
Chalet in Philipstown
Gather & Unwind · West Point 20 min · 1 hr NYC
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2 bathrooms
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
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
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
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
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
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
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
Top guest favourite
Cottage in Putnam Valley
Private Lake House 1 Hour to NYC & Near Westpoint
4.97 out of 5 average rating, 236 reviews, 4 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Cold Spring
Summer in The Hudson Valley at Gilbo's Landing
4.94 out of 5 average rating, 80 reviews, 4 bedrooms, 5 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Home in Highland Falls
Modern 3BD West Point USMA House w/ HotTub!
4.99 out of 5 average rating, 105 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Putnam Valley
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
4.98 out of 5 average rating, 168 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
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
16–21 Jul
Guest favourite
Guest house in Beacon
Spacious Trailside Studio
4.97 out of 5 average rating, 93 reviews, 1 bed, 1 bathroom
19–24 Jul