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Search results; Over 1,000 homes in Pleasant Valley

Top guest favourite
Cabin in Pleasant Valley
Secluded Mountaintop Getaway near Poughkeepsie
2 bedrooms, 3 beds, 1 private bathroom
28 Sept – 3 Oct
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4.99 out of 5 average rating, 77 reviews
Top guest favourite
Loft in Pleasant Valley
Be our guest at The Nest!
1 king bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 61 reviews
Home in Pleasant Valley
Relaxing Lodge Retreat
6 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
Guest favourite
Home in Pleasant Valley
Black Oak Estate. Your Luxurious Sanctuary Awaits
4 bedrooms, 7 beds, 2.5 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
3 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 115 reviews
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Sept
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Home in Salt Point
Hidden Country Escape - 1.5 HRS From NYC
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 74 reviews
Top guest favourite
Home in Staatsburg
3 Bedrooms close to Rhinebeck NY
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 135 reviews
Superhost
Home in Highland
Peaceful Spacious 5 BR Family Home with a View
5 bedrooms, 7 beds, 4 bathrooms
6–11 Sept
New place to stay
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Shared room in Poughkeepsie
Tiny space double bed corner privacy screen #6
1 bedroom, 1 bed, 2 shared bathrooms
6–11 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Staatsburg
Contemporary Hudson Valley home
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.87 out of 5 average rating, 109 reviews
Top guest favourite
Home in Hyde Park
Beautiful 3 bedroom home with Hudson River views
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Clinton Corners
(Hudson Valley) Laughing Duck Cottage
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 252 reviews
Top guest favourite
Flat in Poughkeepsie
Fully Renovated Loft Apartment Permit # 20240329
2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Hyde Park
Architect-Designed Modern Barn Retreat + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 81 reviews
Superhost
Room in Poughkeepsie
Basic basement space Queen bed #5
1 queen bed, 1 bathroom
26 Sept – 1 Oct
4.84 out of 5 average rating, 45 reviews
Guest favourite
Room in Poughkeepsie
Twin bed , WIFI, basement single room 7
1 single bed, 1 bathroom
9–14 Sept
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 100 reviews