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Search results; Over 1,000 homes in Pine Plains

Guest house in Pine Plains
Charming 2 bedroom Stissing Lake Guest Cottage
2 bedrooms, 5 beds, 2 private bathrooms
30 Sept – 5 Oct
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4.57 out of 5 average rating, 30 reviews
Guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 276 reviews
Cabin in Pine Plains
Robin's Nest: Cozy Lakeside Cottage in Pine Plains
2 bedrooms, 3 beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 168 reviews
Guest favourite
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 8 reviews
Barn in Pine Plains
Stunning Horse Farm Apt With Hot Tub
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
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
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Pine Plains
Stunningly Designed Historical Icon w/ Hot Tub
3 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 23 reviews
Superhost
Room in Pine Plains
The Smithfield Room
1 bed, 1 bathroom
4–9 Oct
4.75 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Red Hook
Cozy 1 bedroom walkout on 6 acres. Sleeps 3
1 bedroom, 2 single beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds, 1 bathroom
30 Sept – 5 Oct
4.97 out of 5 average rating, 108 reviews
Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds, 4.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Cabin in Town of Ancram
Architectural Cabin, 2 bed, near Taghkanic Lake
1 bedroom, 2 queen beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Home in Pine Plains
Stunningly Designed Luxury Home w/ Pool & Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Room in Red Hook
Cozy BR near Rhinebeck, Omega, Bard - Fox Rm
1 double bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Room in Town of Ancram
The Doodletown
1 double bed, 1 bathroom
22–27 Sept
4.96 out of 5 average rating, 215 reviews
Home in Gallatin
Orchard House: a dreamy, country farmhouse
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Millerton
The Studio
1 queen bed, 1 bathroom
1–6 Sept
4.84 out of 5 average rating, 143 reviews