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Search results; Over 1,000 homes in Philipstown

Descriptions are based on details hosts provide
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
A-frame in the trees on 4 acres
3 bedrooms, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Philipstown
Architect-designed retreat on 3 wooded acres
3 bedrooms, 3 queen beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Guest house in Philipstown
West-facing views and a fire pit
1 bedroom, 2 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed, 1 bathroom
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, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Cold Spring
Five-acre farm with mountain-view porch
3 bedrooms, 3 beds, 2 bathrooms
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, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Philipstown
Hilltop retreat with a heated pool
5 bedrooms, 5 beds, 4 bathrooms
17–23 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Garrison
Panoramic Hudson River views, secluded mountaintop
4 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
4.93 out of 5 average rating, 179 reviews
Top guest favourite
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
7 bedrooms, 21 beds, 5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 82 reviews
Guest favourite
Home in Cold Spring
The Foundry House by the Hudson River
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
4.9 out of 5 average rating, 221 reviews
Guest favourite
Chalet in Cold Spring
Mountain views, hot tub, and a fireplace
3 bedrooms, 11 beds, 2 bathrooms
30 Aug – 4 Sept
4.9 out of 5 average rating, 511 reviews
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
1 bedroom, 2 beds, 2 bathrooms
19–25 Jul
5.0 out of 5 average rating, 15 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
Flat in Cold Spring
Beautiful loft space
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 668 reviews
Top guest favourite
Guest house in Cold Spring
Cold Spring Woodland Retreat 5 Bed 2.5 Bath
5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Philipstown
The Dugout • Cool Woodland Escape • 60 Min NYC
4 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.92 out of 5 average rating, 12 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