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Search results; Over 1,000 homes in Pine Plains

Guest favourite
Cabin in Pine Plains
The Cabin an idyllic, secluded getaway
2 bedrooms, 2 beds, 1 private bathroom
10–15 Aug
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4.8 out of 5 average rating, 20 reviews
Cabin in Pine Plains
Robin's Nest: Cozy Lakeside Cottage in Pine Plains
2 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
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, 7 reviews
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
4.96 out of 5 average rating, 272 reviews
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
6–11 Aug
New place to stay
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, 168 reviews
Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds, 1 bathroom
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, 1 bathroom
18–23 Aug
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
Home in Pine Plains
Stunningly Designed Historical Icon w/ Hot Tub
3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
4.96 out of 5 average rating, 23 reviews
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
18–23 Aug
4.96 out of 5 average rating, 57 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
Guest suite in Red Hook
the farmhouse suite @barn & bike
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.93 out of 5 average rating, 453 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, 58 reviews
Top guest favourite
Guest suite in Millerton
Nature Lovers New Outdor Livng rm 10 min to Silo.
1 queen bed, 1 bathroom
9–14 Aug
4.95 out of 5 average rating, 413 reviews
Guest favourite
Cottage in Town of Ancram
Chic Country Home on 5 acres | Hudson 20 min
2 bedrooms, 2 queen beds, 2.5 bathrooms
9–14 Aug
4.91 out of 5 average rating, 90 reviews
Top guest favourite
Cottage in Red Hook
bright serene + spacious barn @barn and bike
2 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
4.98 out of 5 average rating, 743 reviews