Search results; Over 1,000 homes in Pine Plains

Top guest favourite
Cottage in Pine Plains
Patchin Mills Quaint Country Cottage
2 bedrooms, 2 beds, 1 private bathroom
31 Aug – 5 Sept
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5.0 out of 5 average rating, 162 reviews
Top guest favourite
Flat in Pine Plains
Newly renovated cutie
1 bedroom, 1 bed
12–17 Jul
4.97 out of 5 average rating, 261 reviews
Guest house in Pine Plains
Cozy Country Cottage in Pine Plains
1 bedroom, 1 king bed
13–18 Jul
Top guest favourite
Home in Pine Plains
Hudson Valley Retreat: Pool, Views, Chef's Kitchen
5 bedrooms, 6 beds
6–11 Jul
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Pine Plains
NEW: Chic Modern Barn Style Home in Fun Area
3 bedrooms, 3 beds
1–6 Jul
New place to stay
Guest favourite
Home in Pine Plains
Silo-country home steeped with delicious touches.
5 bedrooms, 9 beds
1–6 Jul
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Home in Pine Plains
Twin Island Lake House • Hot Tub
3 bedrooms, 4 beds
1–6 Sept
4.99 out of 5 average rating, 138 reviews
Top guest favourite
Guest suite in Red Hook
the farmhouse suite @barn & bike
1 bedroom, 1 queen bed
14–19 Jul
4.93 out of 5 average rating, 447 reviews
Top guest favourite
Guest suite in Red Hook
Panoramic Mountain Views!
1 bedroom, 4 beds
21–26 Jul
4.99 out of 5 average rating, 103 reviews
Top guest favourite
Cottage in Red Hook
bright serene + spacious barn @barn and bike
2 bedrooms, 4 beds
18–23 Jul
4.98 out of 5 average rating, 736 reviews
Top guest favourite
Home in Pine Plains
Family home with pond
5 bedrooms, 5 beds
4–9 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Farm stay in Town of Ancram
Relaxing secluded stay with loving social animals.
2 beds
2–7 Aug
4.96 out of 5 average rating, 391 reviews
Top guest favourite
Home in Rhinebeck
Eagle Rock House
3 bedrooms, 3 beds
2–7 Nov
5.0 out of 5 average rating, 254 reviews
Top guest favourite
Cottage in Red Hook
Creekside Cottage | The Fitz House Red Hook NY
2 bedrooms, 2 beds
7–12 Jul
4.99 out of 5 average rating, 111 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, 129 reviews
Top guest favourite
Cabin in Red Hook
Modern Upstate Cabin, near Rhinebeck NY
1 bedroom, 1 queen bed
28 Sept – 3 Oct
4.96 out of 5 average rating, 383 reviews
Top guest favourite
Loft in Stanfordville
Harley's Hideaway - Cozy Furnished Apartment
1 bedroom, 1 queen bed
28 Jul – 2 Aug
4.99 out of 5 average rating, 125 reviews
Top guest favourite
Home in Rhinebeck
3Br Hilltop Ranch on 130acre farm w/ falls & creek
3 bedrooms, 4 beds
14–19 Sept
4.95 out of 5 average rating, 295 reviews
Top guest favourite
Home in Pine Plains
Stunningly Designed Luxury Home w/ Pool & Hot Tub
3 bedrooms, 3 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 52 reviews