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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, 167 reviews
Guest favourite
Flat in Pine Plains
Newly renovated cutie
4.96 out of 5 average rating, 272 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
4.97 out of 5 average rating, 106 reviews, 1 bedroom, 3 beds, 1 bathroom
18–23 Aug
Home in Pine Plains
Polo Field Farmhouse
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Guest favourite
Room in Town of Ancram
The Doodletown
4.96 out of 5 average rating, 210 reviews, 1 double bed, 1 bathroom
24–29 Aug
Superhost
Room in Pine Plains
The Smithfield Room
4.75 out of 5 average rating, 12 reviews, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Room in Red Hook
Cozy BR near Rhinebeck, Omega, Bard - Fox Rm
5.0 out of 5 average rating, 10 reviews, 1 double bed, 1 bathroom
1–6 Aug
Top guest favourite
Guest suite in Red Hook
the farmhouse suite @barn & bike
4.93 out of 5 average rating, 452 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug
Guest favourite
Island in Pine Plains
Private Island on Twin Island Lake
4.94 out of 5 average rating, 97 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Home in Pine Plains
Family home with pond
5.0 out of 5 average rating, 22 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
18–23 Aug
Top guest favourite
Guest suite in Millerton
Nature Lovers New Outdor Livng rm 10 min to Silo.
4.95 out of 5 average rating, 412 reviews, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Guest suite in Red Hook
Panoramic Mountain Views!
4.99 out of 5 average rating, 109 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Town of Ancram
Grandma's country house. Skiing / Fishing/ Hiking
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Cabin in Red Hook
Design-Forward Riverfront Cabin on 120 Acres
4.98 out of 5 average rating, 126 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 bed, 1 bathroom
18–23 Aug
Guest favourite
Home in Pine Plains
Hudson Valley Farmhouse on a Country Lane
4.93 out of 5 average rating, 91 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Sept
Top guest favourite
Home in Pine Plains
Stunningly Designed Luxury Home w/ Pool & Hot Tub
5.0 out of 5 average rating, 58 reviews, 3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept