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Search results; Over 1,000 homes in Poughkeepsie

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Guest favourite
Home in Poughkeepsie
Charming home near Walkway Over The HUDSON
2 bedrooms, 2 beds, 2 private bathrooms
13–18 Sept
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4.94 out of 5 average rating, 420 reviews
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Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 386 reviews
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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
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Top guest favourite
Home in Poughkeepsie
The Hudson Valley Hideaway
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 38 reviews
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Home in Milton
Cozy Escape with Stunning Hudson River Views
4 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Poughkeepsie
Charming 3 Bedroom Home - Near Vassar, Marist
3 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 86 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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Home in Poughkeepsie
Washington Wonder Big 4bd/2b
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 81 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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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
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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
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Top guest favourite
Flat in Wappingers Falls
Village Center Duplex
2 bedrooms, 2 king beds, 1 bathroom
16–21 Sept
4.88 out of 5 average rating, 94 reviews
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Guest suite in Marlboro
Spacious & Private Hudson Valley Getaway
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 545 reviews
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Flat in Marlboro
Spectacular Log Home Estate North Wing unit
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
4.86 out of 5 average rating, 94 reviews
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Cottage in Clintondale
The cottage at Maple Ave - upstate mountain view
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 280 reviews
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Cottage in Clintondale
Blue Spruce Cottage....
2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.99 out of 5 average rating, 90 reviews
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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, 87 reviews
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Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Marlboro
Hudson Valley Farmhouse | Winery & Hiking Getaway
3 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
4.99 out of 5 average rating, 235 reviews