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Search results; Over 1,000 homes in Poughkeepsie

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Top guest favourite
Guest suite in Poughkeepsie
Suite of Rooms in Historic Home
2 bedrooms, 3 beds, 1.5 private bathrooms
26–31 Oct
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4.96 out of 5 average rating, 161 reviews
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Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 388 reviews
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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, 177 reviews
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Home in Poughkeepsie
Charming 3 Bedroom Home - Near Vassar, Marist
3 bedrooms, 3 beds, 1.5 bathrooms
30 Nov – 5 Dec
5.0 out of 5 average rating, 87 reviews
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Guest favourite
Home in Poughkeepsie
4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking
4 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 401 reviews
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Top guest favourite
Home in Poughkeepsie
The Hudson Valley Hideaway
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 40 reviews
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Rooms in Poughkeepsie
House in the Town of Poughkeepsie
2 bedrooms, 1 single bed, 1 bathroom
19–24 Sept
New place to stay
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Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 18 reviews
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Flat in Poughkeepsie
Studio under the Walkway over the Hudson
1 king bed, 1 bathroom
11–16 Oct
4.92 out of 5 average rating, 110 reviews
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Cottage in Clintondale
Old Mill Cottage - Upstate Mountain Views
1 bedroom, 2 beds, 1 bathroom
14–19 Nov
4.97 out of 5 average rating, 405 reviews
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Top guest favourite
Flat in Marlboro
Spectacular Log Home Estate North Wing unit
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Nov
4.87 out of 5 average rating, 97 reviews
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Top guest favourite
Home in Hyde Park
Beautiful 3 bedroom home with Hudson River views
3 bedrooms, 4 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 19 reviews
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Cottage in Clintondale
The cottage at Maple Ave - upstate mountain view
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.94 out of 5 average rating, 281 reviews
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Guest favourite
Room in Poughkeepsie
Quaint nook victorian home
2 single beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Guest house in Poughkeepsie
The Secret Cottage Stylish Stay in Prime Location
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 36 reviews
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Home in Milton
Cozy Escape with Stunning Hudson River Views
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Flat in Marlboro
Cozy Hudson Valley Retreat | 1800s Farmhouse
2 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 184 reviews
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Home in Highland
Private 4BR Hudson Valley Escape Near New Paltz
4 bedrooms, 4 queen beds, 3 bathrooms
20–25 Sept
4.91 out of 5 average rating, 82 reviews
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Top guest favourite
Guest suite in Ulster Park
Sunny and Spacious Studio - a serene getaway
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 159 reviews