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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
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
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 Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
3 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 115 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
Guest favourite
Guest suite in Verbank
Village Cottage with Waterfall Sound & Creek
3 bedrooms, 3 beds, 2 bathrooms
14–19 Oct
5.0 out of 5 average rating, 6 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 Staatsburg
The Daydream: Hudson River Views, 4 bedrooms & Gym
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Oct
4.99 out of 5 average rating, 99 reviews
Guest favourite
Home in Hyde Park
Luxe Mountain Getaway on Private Rd Near Rhinebeck
3 bedrooms, 5 beds, 3.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 6 reviews
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
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
4.97 out of 5 average rating, 386 reviews
Top guest favourite
Home in Poughkeepsie
Charming 3 Bedroom Home - Near Vassar, Marist
3 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Hideaway King Suite · GF Breakfast
1 king bed, 1 bathroom
29 Oct – 3 Nov
4.96 out of 5 average rating, 251 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 Stanfordville
Hilltop Hideaway- fire pit, hot tub, mountain view
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Verbank
Large, private apartment in scenic Hudson Valley
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Cottage in Clinton Corners
(Hudson Valley) Laughing Duck Cottage
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
4.96 out of 5 average rating, 252 reviews