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Search results; Over 1,000 homes in Pine Plains

Guest favourite
Home in Pine Plains
Twin Island Lake House • Hot Tub
3 bedrooms, 4 beds, 2 private bathrooms
10–15 Sept
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4.97 out of 5 average rating, 140 reviews
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
Home in Pine Plains
Polo Field Farmhouse
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
Guest favourite
Flat in Pine Plains
Newly renovated cutie
4.96 out of 5 average rating, 271 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 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
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
Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
5.0 out of 5 average rating, 167 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Pine Plains
Stunningly Designed Luxury Home w/ Pool & Hot Tub
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Home in Pine Plains
Stunningly Designed Historical Icon w/ Hot Tub
4.95 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 bed, 1 bathroom
18–23 Aug
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
Guest favourite
Home in Pine Plains
Silo-country home steeped with delicious touches.
4.96 out of 5 average rating, 57 reviews, 5 bedrooms, 9 beds, 2.5 bathrooms
1–6 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
11–16 Sept
Top guest favourite
Home in Town of Ancram
Near Hudson-Gorgeous Sunsets+Catskill Mt Views
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Rhinebeck
Lush Retreat Near Rhinebeck
4.93 out of 5 average rating, 59 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
15–20 Aug
Top guest favourite
Home in Pine Plains
Stony Hill Haus in Pine Plains
5.0 out of 5 average rating, 26 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
10–15 Aug
Top guest favourite
Home in Rhinebeck
Slate Cabin - Stylish Country Escape x Rhinebeck
4.98 out of 5 average rating, 130 reviews, 3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
Top guest favourite
Home in Stanfordville
Hilltop Hideaway- fire pit, hot tub, mountain view
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Cottage in Livingston
Waterlily Lakehouse - Modern+Waterfront+Retreat
4.97 out of 5 average rating, 139 reviews, 4 bedrooms, 4 beds, 3 bathrooms
16–21 Aug