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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
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
Guest favourite
Flat in Philipstown
Foxglove Farm
4.91 out of 5 average rating, 274 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
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
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
Guest favourite
Chalet in Philipstown
Treehouse on 4 Acres · WestPoint 20 min · 1 hr NYC
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 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
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
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
5.0 out of 5 average rating, 93 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
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
Guest favourite
Chalet in Cold Spring
Mountain View Retreat
4.9 out of 5 average rating, 508 reviews, 3 bedrooms, 11 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Highland Falls
Highland Falls Home - 1/2 Mile to West Point
4.97 out of 5 average rating, 65 reviews, 3 bedrooms, 5 beds, 2 bathrooms
11–16 Jul
Top guest favourite
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
5.0 out of 5 average rating, 80 reviews, 7 bedrooms, 21 beds, 5 bathrooms
25–30 Jul
Top guest favourite
Home in Philipstown
Hudson Valley Retreat w/Hot Tub 15 mins West Point
4.95 out of 5 average rating, 44 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Jul
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
Top guest favourite
Home in Cold Spring
Cottage in the village of Cold Spring
4.93 out of 5 average rating, 74 reviews, 2 bedrooms, 3 beds, 1 bathroom
24–29 Jul
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
10–15 Sept
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
19–24 Jul