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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
5–10 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 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, 151 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Home in Philipstown
West Point / Beacon Chalet • Baby Friendly
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 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
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
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
Tiny home in Rock Tavern
Enchanted Woodland Tiny Home Retreat
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
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
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
5.0 out of 5 average rating, 226 reviews, 1 bedroom, 1 bathroom
13–18 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
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
Top guest favourite
Guest suite in Putnam Valley
Nestled in Nature
4.99 out of 5 average rating, 149 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Jul
Top guest favourite
Home in Cold Spring
Mountain Top Retreat
4.99 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Top guest favourite
Flat in Cold Spring
Beautiful loft space
4.94 out of 5 average rating, 668 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Cold Spring
Gilbo's Landing - Escape to Cold Spring
4.94 out of 5 average rating, 80 reviews, 4 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
Top guest favourite
Home in Cold Spring
Mountainside Home (Beacon/Cold Spring)
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 6 beds, 2 bathrooms
6–11 Sept