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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
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 271 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
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
New place to stay
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
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 106 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
Guest favourite
Home in Pine Plains
Stunningly Designed Historical Icon w/ Hot Tub
3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
4.95 out of 5 average rating, 22 reviews
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 king bed, 1 bathroom
24–29 Aug
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
Home in Pine Plains
Silo-country home steeped with delicious touches.
5 bedrooms, 9 beds, 2.5 bathrooms
1–6 Aug
4.96 out of 5 average rating, 57 reviews
Guest favourite
Home in Rhinebeck
Lush Retreat Near Rhinebeck
3 bedrooms, 4 beds, 1.5 bathrooms
15–20 Aug
4.93 out of 5 average rating, 59 reviews
Top guest favourite
Home in Pine Plains
Stony Hill Haus in Pine Plains
4 bedrooms, 5 beds, 3.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Cottage in Livingston
Waterlily Lakehouse - Modern+Waterfront+Retreat
4 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
4.97 out of 5 average rating, 139 reviews
Guest favourite
Island in Pine Plains
Private Island on Twin Island Lake
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 97 reviews
Top guest favourite
Home in Rhinebeck
Slate Cabin - Stylish Country Escape x Rhinebeck
3 bedrooms, 3 queen beds, 2 bathrooms
21–26 Sept
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Home in Stanfordville
Hilltop Hideaway- fire pit, hot tub, mountain view
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
2 bedrooms, 2 queen beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 147 reviews
Top guest favourite
Cottage in Clinton Corners
(Hudson Valley) Laughing Duck Cottage
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.95 out of 5 average rating, 244 reviews