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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
Barn in Hyde Park
Red Barn at Turtle Rock Pond
1 bedroom, 3 beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 88 reviews
Guest favourite
Room in Poughkeepsie
Twin bed , WIFI, basement single room 7
1 single bed, 1 bathroom
9–14 Sept
4.94 out of 5 average rating, 31 reviews
Guest favourite
Shared room in Poughkeepsie
Literal bargain basement space #9
1 bedroom, 1 bed, 1.5 shared bathrooms
2–7 Sept
4.96 out of 5 average rating, 53 reviews
Top guest favourite
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, 173 reviews
Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 28 reviews
Guest favourite
Shared room in Poughkeepsie
Tiny space double bed corner privacy screen #6
1 bedroom, 1 bed, 2 shared bathrooms
6–11 Sept
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Millbrook
Millbrook serenity and privacy
3 bedrooms, 5 beds, 1.5 bathrooms
30 Apr – 5 May
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Salt Point
Hidden Country Escape - 1.5 HRS From NYC
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 74 reviews
Guest favourite
Guest suite in Hyde Park
Farmhouse Retreat
1 bedroom, 1 queen bed, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Room in Hyde Park
Cozy Suite in the Heart of Hyde Park
1 queen bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 217 reviews
Top guest favourite
Guest suite in Millbrook
Garnot Hill: Entire 2 bedroom guest suite
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 58 reviews
Guest favourite
Home in Millbrook
Woodstock Cove - Your Cozy Oasis Awaits!
4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 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
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
3 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.93 out of 5 average rating, 397 reviews
Top guest favourite
Home in Millbrook
Summer Escape Upstate, Great for Families
3 bedrooms, 2 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 15 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