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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
Top 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, 113 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
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, 172 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
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
Villa in Hyde Park
Rhinebrook Estate - 8 Bed/11Ba Pool Jacuzzi 20pp
8 bedrooms, 12 beds, 11 bathrooms
8–13 Sept
4.94 out of 5 average rating, 70 reviews
Top guest favourite
Home in Stanfordville
Hilltop Hideaway- fire pit, hot tub, mountain view
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 36 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
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, 4 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
Top guest favourite
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, 84 reviews
Guest favourite
Home in Poughkeepsie
Private retreat on 12 acres w hot tub and bbq
5 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
4.97 out of 5 average rating, 60 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, 16 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, 98 reviews
Top guest favourite
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