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Search results; Over 1,000 homes in Philipstown

Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 bed, 1 shared bathroom
11–16 Aug
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4.9 out of 5 average rating, 276 reviews
Top guest favourite
Home in Philipstown
Arkadia House Mid-century retreat with pool & view
3 bedrooms, 3 beds
20–25 Sept
4.96 out of 5 average rating, 45 reviews
Top guest favourite
Chalet in Philipstown
Cozy A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds
8–13 Aug
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
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, 94 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, 169 reviews
Top guest favourite
Home in Cold Spring
Mountain Top Retreat
1 bedroom, 1 king bed
23–28 Aug
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Home in Highland Falls
Modern 3BD West Point USMA House w/ HotTub!
3 bedrooms, 3 queen beds
23–28 Aug
4.99 out of 5 average rating, 108 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, 6 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed
19–24 Aug
4.89 out of 5 average rating, 266 reviews
Home in Philipstown
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
3 bedrooms, 3 beds
26–31 Aug
4.82 out of 5 average rating, 34 reviews
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds
20–25 Jul
New place to stay
Top guest favourite
Flat in Cornwall-on-Hudson
Hudson Haven
2 bedrooms, 4 beds
15–20 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Cold Spring
Summer in The Hudson Valley at Gilbo's Landing
4 bedrooms, 5 beds
30 Aug – 4 Sept
4.94 out of 5 average rating, 81 reviews
Guest favourite
Cottage in Putnam Valley
Lakefront Cottage near Hudson Valley
1 bedroom, 3 beds
1–6 Aug
4.88 out of 5 average rating, 319 reviews
Top guest favourite
Home in Cold Spring
Cottage in the village of Cold Spring
2 bedrooms, 3 beds
24–29 Jul
4.93 out of 5 average rating, 75 reviews
Home in Highland Falls
West Point Rental for yearly cadet events
3 bedrooms, 3 beds
20–25 Jul
Top guest favourite
Home in Cold Spring
Mountainside Home (Beacon/Cold Spring)
2 bedrooms, 6 beds
6–11 Sept
5.0 out of 5 average rating, 24 reviews