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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
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
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.91 out of 5 average rating, 274 reviews
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 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, 4 reviews
Top guest favourite
Farm stay in Philipstown
Country Estate on Maple Syrup Farm, Tesla Charging
5 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 19 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 Cold Spring
Home in Cold Spring- Farm Stay!
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 92 reviews
Guest favourite
Home in Philipstown
West Point / Beacon Chalet • Baby Friendly
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Garrison
Hudson Valley Mountaintop Riverview
4 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
4.93 out of 5 average rating, 179 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
Home in Philipstown
The Dugout • Cool Woodland Escape • 60 Min NYC
4 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Philipstown
Turtle Crossing - Garrison, NY
5 bedrooms, 6 beds, 4.5 bathrooms
10–15 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Home in Highland Falls
Cozy House 3 Blocks From West Pt
4 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 168 reviews
Top guest favourite
Home in Highland Falls
Highland Falls Home - 1/2 Mile to West Point
3 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
4.97 out of 5 average rating, 65 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, 93 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
Top guest favourite
Flat in Cold Spring
Beautiful loft space
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.94 out of 5 average rating, 668 reviews
Guest favourite
Chalet in Cold Spring
Mountain View Retreat
3 bedrooms, 11 beds, 2 bathrooms
30 Aug – 4 Sept
4.9 out of 5 average rating, 507 reviews