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Search results; Over 1,000 homes in Pine Plains

Guest favourite
Cottage in Pine Plains
Pine Plains Cottage
2 bedrooms, 3 beds, 1 private bathroom
14–19 Aug
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4.96 out of 5 average rating, 163 reviews
Guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed
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
17–22 Aug
5.0 out of 5 average rating, 5 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, 165 reviews
Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds
18–23 Aug
4.97 out of 5 average rating, 105 reviews
Guest favourite
Room in Town of Ancram
The Doodletown
1 double bed
10–15 Aug
4.96 out of 5 average rating, 210 reviews
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds
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
3–8 Aug
Superhost
Room in Pine Plains
The Smithfield Room
1 bed
31 Aug – 5 Sept
4.73 out of 5 average rating, 11 reviews
Top guest favourite
Cabin in Red Hook
Design-Forward Riverfront Cabin on 120 Acres
2 bedrooms, 3 beds
2–7 Aug
4.98 out of 5 average rating, 125 reviews
Guest favourite
Cottage in Town of Ancram
Chic Country Home on 5 acres | Hudson 20 min
2 bedrooms, 2 queen beds
1–6 Aug
4.91 out of 5 average rating, 90 reviews
Guest favourite
Island in Pine Plains
Private Island on Twin Island Lake
1 bedroom, 1 queen bed
11–16 Sept
4.94 out of 5 average rating, 96 reviews
Top guest favourite
Home in Pine Plains
Stony Hill Haus in Pine Plains
4 bedrooms, 5 beds
1–6 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Guest suite in Red Hook
the farmhouse suite @barn & bike
1 bedroom, 1 queen bed
19–24 Aug
4.93 out of 5 average rating, 452 reviews
Top guest favourite
Guest suite in Red Hook
Panoramic Mountain Views!
1 bedroom, 4 beds
1–6 Aug
4.99 out of 5 average rating, 109 reviews
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 king bed
18–23 Aug
Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds
18–23 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Town of Ancram
Grandma's country house. Skiing / Fishing/ Hiking
3 bedrooms, 4 beds
1–6 Aug
4.97 out of 5 average rating, 35 reviews
Cottage in Red Hook
Tranquil & Private Cottage in Gallatin
3 bedrooms, 3 beds
2–7 Aug
New place to stay