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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
7–12 Sept
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4.95 out of 5 average rating, 43 reviews
Guest favourite
Chalet in Philipstown
Cozy A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
4.91 out of 5 average rating, 274 reviews
Top guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
4.99 out of 5 average rating, 152 reviews
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 93 reviews
Home in Philipstown
Serene Hilltop House - Garrison 5-BR w Heated Pool
5 bedrooms, 5 beds, 4 bathrooms
17–23 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Putnam Valley
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
5 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
4.98 out of 5 average rating, 168 reviews
Top guest favourite
Flat in Cold Spring
Spacious & Cozy Village Getaway
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Home in Cold Spring
Cottage in the village of Cold Spring
2 bedrooms, 3 beds, 1 bathroom
24–29 Jul
4.93 out of 5 average rating, 74 reviews
Top guest favourite
Home in Philipstown
Hudson Valley Retreat w/Hot Tub 15 mins West Point
3 bedrooms, 5 beds, 2 bathrooms
10–15 Jul
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 226 reviews
Guest favourite
Home in Highland Falls
Highland Falls Home away from Home. Walk to Thayer
3 bedrooms, 5 beds, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Room in Cold Spring
Cold Spring Private Suite - 2 min from train
1 bed, 1 bathroom
27 Jul – 1 Aug
4.96 out of 5 average rating, 383 reviews
Guest favourite
Home in Cold Spring
Cold Spring Hidden Gem: woods, walk to town, SAUNA
3 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Cornwall-on-Hudson
Hudson Haven
2 bedrooms, 4 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 107 reviews