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Search results; Over 1,000 homes in Pine Plains

Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds, 1 private bathroom
31 Aug – 5 Sept
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5.0 out of 5 average rating, 165 reviews
Top guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 268 reviews
Guest favourite
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 104 reviews
Guest favourite
Room in Town of Ancram
The Doodletown
1 double bed, 1 bathroom
10–15 Aug
4.96 out of 5 average rating, 210 reviews
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
New place to stay
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Room in Red Hook
Cozy BR near Rhinebeck, Omega, Bard - Fox Rm
1 double bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Island in Pine Plains
Private Island on Twin Island Lake
1 bedroom, 1 queen bed, 1 bathroom
11–16 Sept
4.94 out of 5 average rating, 96 reviews
Superhost
Room in Pine Plains
The Smithfield Room
1 bed, 1 bathroom
31 Aug – 5 Sept
4.73 out of 5 average rating, 11 reviews
Cottage in Red Hook
Tranquil & Private Cottage in Gallatin
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Guest suite in Red Hook
the farmhouse suite @barn & bike
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.93 out of 5 average rating, 452 reviews
Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds, 4.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Pine Plains
Stony Hill Haus in Pine Plains
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 25 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
Guest suite in Red Hook
Panoramic Mountain Views!
1 bedroom, 4 beds, 1 bathroom
1–6 Aug
4.99 out of 5 average rating, 109 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
1–6 Aug
4.91 out of 5 average rating, 90 reviews
Top guest favourite
Home in Town of Ancram
Grandma's country house. Skiing / Fishing/ Hiking
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Home in Pine Plains
Hudson Valley Retreat: Pool, Views, Chef's Kitchen
5 bedrooms, 6 beds, 5.5 bathrooms
20–25 Oct
5.0 out of 5 average rating, 12 reviews