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Search results; Over 1,000 homes in Pine Plains

Guest favourite
Home in Pine Plains
Hudson Valley Farmhouse on a Country Lane
2 bedrooms, 2 beds, 2 private bathrooms
2–7 Sept
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4.93 out of 5 average rating, 91 reviews
Cabin in Pine Plains
Robin's Nest: Cozy Lakeside Cottage in Pine Plains
2 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed
31 Aug – 5 Sept
4.96 out of 5 average rating, 273 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, 168 reviews
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds
10–15 Aug
New place to stay
Guest favourite
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed
15–20 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds
15–20 Sept
4.97 out of 5 average rating, 106 reviews
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 king bed
23–28 Aug
Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds
14–19 Sept
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
18–23 Aug
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Home in Red Hook
Bee Kind Cottage
3 bedrooms, 1 queen bed
20–25 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Pine Plains
Stunningly Designed Historical Icon w/ Hot Tub
3 bedrooms, 3 beds
29 Aug – 3 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Rhinebeck
Slate Cabin - Stylish Country Escape x Rhinebeck
3 bedrooms, 3 queen beds
21–26 Sept
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Cottage in Red Hook
Creekside Cottage | The Fitz House Red Hook NY
2 bedrooms, 2 beds
17–22 Aug
4.98 out of 5 average rating, 115 reviews
Guest favourite
Home in Rhinebeck
Lush Retreat Near Rhinebeck
3 bedrooms, 4 beds
6–11 Sept
4.93 out of 5 average rating, 61 reviews
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds
18–23 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Red Hook
bright serene + spacious barn @barn and bike
2 bedrooms, 4 beds
21–26 Sept
4.98 out of 5 average rating, 745 reviews
Guest favourite
Guest suite in Stanfordville
Charming Guest Suite in the Hudson Valley
2 bedrooms, 2 queen beds
16–21 Aug
4.94 out of 5 average rating, 172 reviews