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Search results; Over 1,000 homes in Pine Plains

Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds, 1 private bathroom
18–23 Aug
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4.97 out of 5 average rating, 106 reviews
Cabin in Pine Plains
Robin's Nest: Cozy Lakeside Cottage in Pine Plains
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
4.96 out of 5 average rating, 272 reviews
Guest favourite
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 167 reviews
Guest favourite
Home in Pine Plains
Stunningly Designed Historical Icon w/ Hot Tub
3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Pine Plains
Stunningly Designed Luxury Home w/ Pool & Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 58 reviews
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Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
New place to stay
Guest favourite
Home in Pine Plains
Silo-country home steeped with delicious touches.
5 bedrooms, 9 beds, 2.5 bathrooms
2–7 Aug
4.96 out of 5 average rating, 57 reviews
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 king bed, 1 bathroom
18–23 Aug
Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds, 4.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Town of Ancram
Chic Country Home on 5 acres | Hudson 20 min
2 bedrooms, 2 queen beds, 2.5 bathrooms
2–7 Aug
4.91 out of 5 average rating, 90 reviews
Top guest favourite
Home in Rhinebeck
Slate Cabin - Stylish Country Escape x Rhinebeck
3 bedrooms, 3 queen beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Cottage in Red Hook
bright serene + spacious barn @barn and bike
2 bedrooms, 4 beds, 1.5 bathrooms
4–9 Sept
4.98 out of 5 average rating, 743 reviews
Guest favourite
Home in Rhinebeck
Lush Retreat Near Rhinebeck
3 bedrooms, 4 beds, 1.5 bathrooms
15–20 Aug
4.93 out of 5 average rating, 59 reviews
Guest favourite
Cabin in Town of Ancram
Architectural Cabin, 2 bed, near Taghkanic Lake
1 bedroom, 2 queen beds, 1 bathroom
1–6 Aug
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Cottage in Livingston
Waterlily Lakehouse - Modern+Waterfront+Retreat
4 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
4.97 out of 5 average rating, 139 reviews
Top guest favourite
Home in Pine Plains
Stony Hill Haus in Pine Plains
4 bedrooms, 5 beds, 3.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 26 reviews