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Search results; Over 1,000 homes in Philipstown

Top guest favourite
Home in Philipstown
Creekside Home Near Cold Spring & West Point
3 bedrooms, 4 beds, 1 private bathroom
19–24 Oct
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4.94 out of 5 average rating, 144 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
4.91 out of 5 average rating, 274 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Top guest favourite
Room in Cold Spring
Classic Early 20th Century Chic Cold Spring House
4.97 out of 5 average rating, 220 reviews, 1 double bed, 1 bathroom
23–28 Aug
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
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
Top guest favourite
Room in Highland Falls
Old Grad Inn - 1 mile to front gate of West Point
4.98 out of 5 average rating, 176 reviews, 1 double bed, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
4.99 out of 5 average rating, 151 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Home in Cold Spring
Gilbo's Landing - Escape to Cold Spring
4.94 out of 5 average rating, 80 reviews, 4 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
Guest favourite
Flat in Beacon
Trailhead 1BR Next to Hiking on Beacon Mt
4.98 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug
Guest favourite
Home in Highland Falls
Highland Falls Home away from Home. Walk to Thayer
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 1 bathroom
1–6 Jul
Top guest favourite
Room in Cold Spring
Cold Spring Private Suite - 2 min from train
4.96 out of 5 average rating, 380 reviews, 1 bed, 1 bathroom
27 Jul – 1 Aug
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Cold Spring
Mountainside Home (Beacon/Cold Spring)
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Home in Cold Spring
Modern Woodland Retreat • Forest Light & Quietude
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
5.0 out of 5 average rating, 226 reviews, 1 bedroom, 1 bathroom
6–11 Jul
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
Guest favourite
Home in Highland Falls
Rockbound Escape
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 10 beds, 2.5 bathrooms
11–16 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
West Point / Beacon Chalet • Baby Friendly
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul