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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
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
11–16 Sept
4.99 out of 5 average rating, 170 reviews
Guest favourite
Room in Poughkeepsie
Twin bed , WIFI, basement single room 7
1 single bed, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 31 reviews
Superhost
Room in Poughkeepsie
Basic basement space Queen bed #5
1 queen bed, 1 bathroom
1–6 Sept
4.84 out of 5 average rating, 44 reviews
Guest favourite
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
Guest favourite
Flat in Pleasant Valley
Cozy Studio
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 15 reviews
Guest favourite
Shared room in Poughkeepsie
Literal bargain basement space #9
1 bedroom, 1 bed, 1.5 shared bathrooms
1–6 Sept
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Room in Salt Point
Private Studio in a Relaxed Quiet Location
1 queen bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Millbrook
Dragonfly Retreat in the Old Mill, Millbrook, NY
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.87 out of 5 average rating, 109 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
Guest favourite
Flat in Hyde Park
The House By The Pond
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.91 out of 5 average rating, 183 reviews
Guest favourite
Room in Poughkeepsie
Walk to Marist | Cozy Private Room
1 double bed, 1 bathroom
20–25 Dec
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
3 bedrooms, 7 beds, 2.5 bathrooms
1–6 Sept
4.93 out of 5 average rating, 113 reviews
Top guest favourite
Room in Rhinecliff
Rhinecliff: King Room with Balcony
1 king bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Marlboro
Cliff Top at Turtle Rock
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 454 reviews
Guest favourite
Barn in Dover Plains
Punto Pino Farm Stay
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest suite in New Paltz
Cozy New Paltz apartment (no cleaning fee)
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 1179 reviews
Top guest favourite
Flat in Millbrook
Red Tail Ridge
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 247 reviews