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Search results; Over 1,000 homes in Pleasant Valley

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Camper van/Motorhome in Pleasant Valley
! Private Waterfront RV-custom themed experience !
2 bedrooms, 4 beds, 1 private bathroom
20–25 Sept
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Loft in Pleasant Valley
Be our guest at The Nest!
1 king bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 63 reviews
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Cabin in Pleasant Valley
Secluded Mountaintop Getaway near Poughkeepsie
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 77 reviews
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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, 7 reviews
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Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
30 Oct – 4 Nov
4.99 out of 5 average rating, 179 reviews
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Home in Millbrook
Summer Escape Upstate, Great for Families
3 bedrooms, 2 beds, 2.5 bathrooms
13–18 Oct
5.0 out of 5 average rating, 15 reviews
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Home in Hyde Park
Hyde Park Luxury A-Frame - Spa/Chef Kitchen
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
4.98 out of 5 average rating, 65 reviews
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Home in Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
3 bedrooms, 7 beds, 2.5 bathrooms
11–16 Oct
4.93 out of 5 average rating, 116 reviews
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Home in Hyde Park
Apsley Hill Converted Barn + Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.98 out of 5 average rating, 83 reviews
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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, 183 reviews
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Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 88 reviews
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Guest favourite
Home in Salt Point
Hudson Valley Paradise
4 bedrooms, 4 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 41 reviews
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Home in Poughkeepsie
Washington Wonder Big 4bd/2b
4 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
4.96 out of 5 average rating, 85 reviews
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Home in Staatsburg
The Daydream: Hudson River Views, 4 bedrooms & Gym
4 bedrooms, 5 beds, 3.5 bathrooms
25–30 Sept
4.99 out of 5 average rating, 99 reviews
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Guest favourite
Flat in Poughkeepsie
Cozy Basement Studio in Town of Poughkeepsie NY
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.89 out of 5 average rating, 9 reviews
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Flat in Millbrook
Dragonfly Retreat in the Old Mill, Millbrook, NY
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.87 out of 5 average rating, 110 reviews
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Home in Stanfordville
Hilltop Hideaway- fire pit, hot tub, mountain view
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 41 reviews
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Shared room in Poughkeepsie
Tiny space double bed corner privacy screen #6
1 bedroom, 1 bed, 2 shared bathrooms
21–26 Sept
5.0 out of 5 average rating, 33 reviews
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Home in Staatsburg
Contemporary Hudson Valley home
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.87 out of 5 average rating, 109 reviews