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Search results; Over 1,000 homes in Pleasant Valley

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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
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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
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Home in Pleasant Valley
Relaxing Lodge Retreat
6 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
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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, 6 reviews
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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, 114 reviews
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Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
4.99 out of 5 average rating, 85 reviews
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Home in Staatsburg
3 Bedrooms close to Rhinebeck NY
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 133 reviews
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Room in Poughkeepsie
Twin bed , WIFI, basement single room 7
1 single bed, 1 bathroom
2–7 Sept
4.94 out of 5 average rating, 31 reviews
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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
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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, 15 reviews
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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
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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, 36 reviews
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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
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Shared room in Poughkeepsie
Tiny space double bed corner privacy screen #6
1 bedroom, 1 bed, 2 shared bathrooms
1–6 Sept
5.0 out of 5 average rating, 33 reviews
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Home in Hyde Park
The Gatehouse in Historic Hyde Park
3 bedrooms, 3 queen beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 115 reviews
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Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 35 reviews
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Home in Salt Point
Salvato Mill-designer escape w/ private waterfall
4 bedrooms, 5 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.94 out of 5 average rating, 66 reviews
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Home in Dover Plains
Hillside Grove
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 100 reviews
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Home in Staatsburg
Hudson Valley Retreat: Heated Pool & Yoga Studio
4 bedrooms, 6 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 9 reviews