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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
16–21 Aug
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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
18–23 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
3 bedrooms, 3 queen beds
7–12 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds
18–23 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed
11–16 Aug
4.91 out of 5 average rating, 274 reviews
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds
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
2–7 Aug
5.0 out of 5 average rating, 93 reviews
Top guest favourite
Farm stay in Philipstown
Country Estate on Maple Syrup Farm, Tesla Charging
5 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Philipstown
Serene Hilltop House - Garrison 5-BR w Heated Pool
5 bedrooms, 5 beds
17–23 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Garrison
Hudson Valley Mountaintop Riverview
4 bedrooms, 6 beds
26–31 Jul
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
1 bedroom, 2 beds
19–25 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Chalet in Cold Spring
Mountain View Retreat
3 bedrooms, 11 beds
30 Aug – 4 Sept
4.9 out of 5 average rating, 511 reviews
Guest favourite
Home in Cold Spring
The Foundry House by the Hudson River
3 bedrooms, 4 beds
19–24 Jul
4.9 out of 5 average rating, 221 reviews
Top guest favourite
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
7 bedrooms, 21 beds
25–30 Jul
5.0 out of 5 average rating, 82 reviews
Guest favourite
Home in Putnam Valley
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
5 bedrooms, 7 beds
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
1–6 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Highland Falls
Highland Falls Home - 1/2 Mile to West Point
3 bedrooms, 5 beds
25–30 Aug
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Guest house in Cold Spring
Cold Spring Woodland Retreat 5 Bed 2.5 Bath
5 bedrooms, 8 beds
1–6 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Cold Spring
Beautiful loft space
1 bedroom, 1 queen bed
23–28 Aug
4.94 out of 5 average rating, 668 reviews