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Search results; Over 1,000 homes in Pine Plains

Guest favourite
Home in Pine Plains
Stissing Lake House | Hudson Valley Lake Front
6 bedrooms, 12 beds, 4.5 private bathrooms
30 Jun – 7 Jul
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4.85 out of 5 average rating, 41 reviews
Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 161 reviews
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds, 2 bathrooms
22–27 Jun
New place to stay
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed, 1 bathroom
7–12 Jul
Guest favourite
Home in Pine Plains
Silo-country home steeped with delicious touches.
5 bedrooms, 9 beds, 2.5 bathrooms
21–26 Jun
4.96 out of 5 average rating, 57 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, 51 reviews
Top guest favourite
Home in Pine Plains
Hudson Valley Retreat: Pool, Views, Chef's Kitchen
5 bedrooms, 6 beds, 5.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Red Hook
bright serene + spacious barn @barn and bike
2 bedrooms, 4 beds, 1.5 bathrooms
18–23 Jul
4.98 out of 5 average rating, 734 reviews
Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds, 4.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Millerton
The House in a Beautiful Small Upstate Town
4 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
4.97 out of 5 average rating, 257 reviews
Top guest favourite
Guest suite in Red Hook
the farmhouse suite @barn & bike
1 bedroom, 1 queen bed, 1 bathroom
3–8 Jul
4.93 out of 5 average rating, 445 reviews
Top guest favourite
Loft in Stanfordville
Harley's Hideaway - Cozy Furnished Apartment
1 bedroom, 1 queen bed, 1 bathroom
24–29 Jun
4.99 out of 5 average rating, 124 reviews
Top guest favourite
Farm stay in Town of Ancram
Relaxing secluded stay with loving social animals.
2 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 389 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds, 2 bathrooms
6–11 Aug
4.99 out of 5 average rating, 129 reviews
Top guest favourite
Cabin in Elizaville
Sugar Mountain Cabin: close to Hudson and nature
3 bedrooms, 4 beds, 1 bathroom
21–26 Jun
4.99 out of 5 average rating, 134 reviews
Top guest favourite
Home in Copake
Bright/Spacious Getaway at foot of the Berkshires
4 bedrooms, 4 queen beds, 3 bathrooms
20–25 Jun
4.95 out of 5 average rating, 101 reviews
Guest favourite
Flat in Red Hook
The Perfect Studio
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Home in Town of Ancram
Near Hudson-Gorgeous Sunsets+Catskill Mt Views
3 bedrooms, 3 queen beds, 2 bathrooms
22–27 Jun
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Room in Rhinebeck
Charming Rhinebeck Studio in a quiet neighborhood
1 queen bed, 1 bathroom
24–29 Jul
4.95 out of 5 average rating, 203 reviews