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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
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 2 bathrooms
18–23 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
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
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bathroom
18–23 Jul
Guest favourite
Flat in Philipstown
Foxglove Farm
4.91 out of 5 average rating, 274 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Aug
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
5.0 out of 5 average rating, 94 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Garrison
Hudson Valley Mountaintop Riverview
4.93 out of 5 average rating, 179 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Farm stay in Philipstown
Country Estate on Maple Syrup Farm, Tesla Charging
5.0 out of 5 average rating, 19 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
Guest favourite
Home in Philipstown
Serene Hilltop House - Garrison 5-BR w Heated Pool
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 5 beds, 4 bathrooms
17–23 Aug
Top guest favourite
Home in Cold Spring
Summer in The Hudson Valley at Gilbo's Landing
4.94 out of 5 average rating, 81 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 2 beds, 2 bathrooms
19–25 Jul
Guest favourite
Chalet in Cold Spring
Mountain View Retreat
4.9 out of 5 average rating, 511 reviews, 3 bedrooms, 11 beds, 2 bathrooms
30 Aug – 4 Sept
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
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
5.0 out of 5 average rating, 82 reviews, 7 bedrooms, 21 beds, 5 bathrooms
25–30 Jul
Top guest favourite
Home in Philipstown
The Dugout • Cool Woodland Escape • 60 Min NYC
4.92 out of 5 average rating, 12 reviews, 4 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
Top guest favourite
Guest house in Cold Spring
Cold Spring Woodland Retreat 5 Bed 2.5 Bath
5.0 out of 5 average rating, 28 reviews, 5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Home in Philipstown
Turtle Crossing - Garrison, NY
4.95 out of 5 average rating, 20 reviews, 5 bedrooms, 6 beds, 4.5 bathrooms
26–31 Aug
Guest favourite
Home in Cold Spring
The Foundry House by the Hudson River
4.9 out of 5 average rating, 221 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul