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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
7–12 Jul
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4.97 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed
12–17 Jul
4.97 out of 5 average rating, 265 reviews
Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 163 reviews
Guest favourite
Room in Town of Ancram
The Doodletown
1 double bed
6–11 Jul
4.96 out of 5 average rating, 207 reviews
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed
14–19 Aug
Top guest favourite
Home in Pine Plains
Hudson Valley Retreat: Pool, Views, Chef's Kitchen
5 bedrooms, 6 beds
6–11 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Red Hook
the farmhouse suite @barn & bike
1 bedroom, 1 queen bed
17–22 Jul
4.93 out of 5 average rating, 449 reviews
Guest favourite
Home in Pine Plains
Silo-country home steeped with delicious touches.
5 bedrooms, 9 beds
7–12 Jul
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Farm stay in Town of Ancram
Relaxing secluded stay with loving social animals.
2 beds
2–7 Aug
4.96 out of 5 average rating, 393 reviews
Top guest favourite
Home in Pine Plains
Twin Island Lake House • Hot Tub
3 bedrooms, 4 beds
7–12 Sept
4.99 out of 5 average rating, 138 reviews
Top guest favourite
Home in Red Hook
Bee Kind Cottage
3 bedrooms, 1 queen bed
17–22 Jul
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds
10–15 Jul
New place to stay
Top guest favourite
Room in Red Hook
Guest suite near Omega Institute and Rhinebeck
1 queen bed
24–29 Aug
4.93 out of 5 average rating, 42 reviews
Guest favourite
Home in Pine Plains
Stunningly Designed Historical Icon w/ Hot Tub
3 bedrooms, 3 beds
13–18 Sept
4.95 out of 5 average rating, 20 reviews
Superhost
Room in Pine Plains
The Smithfield Room
1 bed
12–17 Jul
4.73 out of 5 average rating, 11 reviews
Guest favourite
Home in Rhinebeck
Lush Retreat Near Rhinebeck
3 bedrooms, 4 beds
19–24 Jul
4.93 out of 5 average rating, 57 reviews
Top guest favourite
Guest suite in Red Hook
Panoramic Mountain Views!
1 bedroom, 4 beds
26–31 Jul
4.99 out of 5 average rating, 105 reviews
Guest favourite
Island in Pine Plains
Private Island on Twin Island Lake
1 bedroom, 1 queen bed
10–15 Aug
4.94 out of 5 average rating, 94 reviews
Top guest favourite
Loft in Stanfordville
Harley's Hideaway - Cozy Furnished Apartment
1 bedroom, 1 queen bed
13–18 Sept
4.99 out of 5 average rating, 125 reviews