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Search results; Over 1,000 homes in Pine Plains

Guest favourite
Island in Pine Plains
Private Island on Twin Island Lake
1 bedroom, 1 bed, 1 private bathroom
11–16 Sept
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4.94 out of 5 average rating, 95 reviews
Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 165 reviews
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
New place to stay
Top guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 267 reviews
Top guest favourite
Home in Pine Plains
Stunningly Designed Luxury Home w/ Pool & Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 104 reviews
Top guest favourite
Home in Pine Plains
Twin Island Lake House • Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.99 out of 5 average rating, 139 reviews
Guest favourite
Home in Pine Plains
Stunningly Designed Historical Icon w/ Hot Tub
3 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
4.95 out of 5 average rating, 22 reviews
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Pine Plains
Silo-country home steeped with delicious touches.
5 bedrooms, 9 beds, 2.5 bathrooms
20–25 Jul
4.96 out of 5 average rating, 57 reviews
Guest favourite
Room in Town of Ancram
The Doodletown
1 double bed, 1 bathroom
24–29 Jul
4.96 out of 5 average rating, 208 reviews
Top guest favourite
Cottage in Red Hook
bright serene + spacious barn @barn and bike
2 bedrooms, 4 beds, 1.5 bathrooms
4–9 Sept
4.98 out of 5 average rating, 741 reviews
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 king bed, 1 bathroom
19–24 Jul
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 Rhinebeck
3Br Hilltop Ranch on 130acre farm w/ falls & creek
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 299 reviews
Top guest favourite
Home in Pine Plains
Stony Hill Haus in Pine Plains
4 bedrooms, 5 beds, 3.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Pine Plains
Hudson Valley Farmhouse on a Country Lane
2 bedrooms, 2 queen beds, 2 bathrooms
2–7 Sept
4.93 out of 5 average rating, 91 reviews
Guest favourite
Flat in Red Hook
The Perfect Studio
1 bedroom, 2 beds, 1 bathroom
26–31 Jul
4.95 out of 5 average rating, 20 reviews
Superhost
Room in Pine Plains
The Smithfield Room
1 bed, 1 bathroom
26–31 Jul
4.73 out of 5 average rating, 11 reviews