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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
,
4.97 out of 5 average rating, 106 reviews
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
Cabin in Pine Plains
Robin's Nest: Cozy Lakeside Cottage in Pine Plains
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
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
Room in Town of Ancram
The Doodletown
1 double bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 210 reviews
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
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
New place to stay
Top guest favourite
Room in Red Hook
Cozy BR near Rhinebeck, Omega, Bard - Fox Rm
1 double bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Room in Pine Plains
The Smithfield Room
1 bed, 1 bathroom
31 Aug – 5 Sept
4.75 out of 5 average rating, 12 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
Superhost
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
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, 36 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
Farm stay in Town of Ancram
Relaxing secluded stay with loving social animals.
2 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 400 reviews
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
Flat in Red Hook
The Perfect Studio
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Pine Plains
Peacock Garden Cottage
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.92 out of 5 average rating, 25 reviews
Top guest favourite
Cottage in Red Hook
Creekside Cottage | The Fitz House Red Hook NY
2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 113 reviews