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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
17–22 Sept
,
4.93 out of 5 average rating, 92 reviews
Guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed
26–31 Oct
4.96 out of 5 average rating, 286 reviews
Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds
14–19 Sept
5.0 out of 5 average rating, 171 reviews
Guest favourite
Barn in Pine Plains
The Nook - An Adorable Secret Get Away
1 bed
21–26 Oct
4.98 out of 5 average rating, 191 reviews
Top guest favourite
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed
19–24 Oct
5.0 out of 5 average rating, 10 reviews
Superhost
Room in Pine Plains
The Smithfield Room
1 bed
31 Oct – 5 Nov
4.75 out of 5 average rating, 12 reviews
Home in Stanfordville
Chic Lakeside Oasis | Near Rhinebeck & Millbrook
3 bedrooms, 3 beds
21–26 Sept
New place to stay
Home in Pine Plains
Polo Field Family Home | Games & EV Charger
3 bedrooms, 5 beds
14–19 Sept
New place to stay
Top guest favourite
Home in Red Hook
Taconic Hill-a modern retreat on 50 forested acres
4 bedrooms, 6 beds
16–21 Sept
4.95 out of 5 average rating, 42 reviews
Home in Pine Plains
Polo Field Farmhouse
4 bedrooms, 5 beds
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Room in Red Hook
Guest suite near Omega Institute and Rhinebeck
1 queen bed
19–24 Oct
4.93 out of 5 average rating, 44 reviews
Guest favourite
Flat in Red Hook
Secluded Hideaway Gem
1 bedroom, 1 bed
2–7 Nov
4.91 out of 5 average rating, 55 reviews
Top guest favourite
Guest suite in Red Hook
the farmhouse suite @barn & bike
1 bedroom, 1 queen bed
28 Oct – 2 Nov
4.93 out of 5 average rating, 457 reviews
Top guest favourite
Home in Clinton Corners
Quaint, 1840 farmhouse close to Rhinebeck
3 bedrooms, 7 beds
14–19 Sept
5.0 out of 5 average rating, 80 reviews
Top guest favourite
Home in Rhinebeck
Slate Cabin - Stylish Country Escape x Rhinebeck
3 bedrooms, 3 queen beds
8–13 Nov
4.98 out of 5 average rating, 131 reviews
Guest favourite
Farm stay in Town of Ancram
Private Farmstay & Forest Spa Near Hudson
2 beds
25–30 Oct
4.96 out of 5 average rating, 409 reviews
Top guest favourite
Guest house in Pine Plains
Cozy Cottage by the Pond
1 bedroom, 1 double bed
27 Oct – 1 Nov
4.98 out of 5 average rating, 82 reviews
Top guest favourite
Island in Pine Plains
Magical Private Island Retreat in Pine Plains
1 bedroom, 3 beds
26–31 Oct
4.97 out of 5 average rating, 111 reviews