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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
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
4.91 out of 5 average rating, 274 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
Guest favourite
Chalet in Philipstown
Treehouse on 4 Acres · WestPoint 20 min · 1 hr NYC
3 bedrooms, 3 beds, 2 bathrooms
13–18 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, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 27 reviews
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cottage in Putnam Valley
Lakefront Cottage near Hudson Valley
1 bedroom, 3 beds, 1 bathroom
1–6 Aug
4.88 out of 5 average rating, 317 reviews
Top guest favourite
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
4.99 out of 5 average rating, 152 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
Tiny home in Rock Tavern
Enchanted Woodland Tiny Home Retreat
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 5 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, 93 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
Rooms in Cold Spring
Classic Early 20th Century Chic Cold Spring Home
2 bedrooms, 2 double beds, 1 bathroom
23–28 Aug
4.93 out of 5 average rating, 75 reviews
Top guest favourite
Home in Highland Falls
Modern 3BD West Point USMA House w/ HotTub!
3 bedrooms, 3 queen beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 106 reviews
Guest favourite
Room in Cold Spring
Cold Spring Private Suite - 2 min from train
1 bed, 1 bathroom
27 Jul – 1 Aug
4.96 out of 5 average rating, 383 reviews
Top guest favourite
Home in Cold Spring
Summer in The Hudson Valley at Gilbo's Landing
4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.94 out of 5 average rating, 80 reviews
Top guest favourite
Home in Cold Spring
Cottage in the village of Cold Spring
2 bedrooms, 3 beds, 1 bathroom
24–29 Jul
4.93 out of 5 average rating, 74 reviews
Top guest favourite
Home in Philipstown
Hudson Valley Retreat w/Hot Tub 15 mins West Point
3 bedrooms, 5 beds, 2 bathrooms
9–14 Jul
4.95 out of 5 average rating, 44 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