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Search results; Over 1,000 homes in Poughkeepsie

Guest favourite
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
3 bedrooms, 3 beds, 1 bathroom
11–16 Oct
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4.93 out of 5 average rating, 397 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 387 reviews
Top guest favourite
Home in Poughkeepsie
Washington Wonder Big 4bd/2b
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 83 reviews
Top guest favourite
Home in Poughkeepsie
Charming 3 Bedroom Home - Near Vassar, Marist
3 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Hideaway King Suite · GF Breakfast
1 king bed, 1 bathroom
29 Oct – 3 Nov
4.96 out of 5 average rating, 251 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
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, 39 reviews
Guest favourite
Home in Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
3 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 115 reviews
Guest favourite
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
Top guest favourite
Guest suite in Poughkeepsie
Beautiful 2+ BR Unit Next to Vassar!
2 bedrooms, 4 beds, 1 bathroom
11–16 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Clintondale
Blue Spruce Cottage....
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Flat in Marlboro
Spectacular Log Home Estate North Wing unit
2 bedrooms, 3 beds, 1.5 bathrooms
31 Oct – 5 Nov
4.86 out of 5 average rating, 96 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, 30 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, 1184 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 36 reviews
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Flat in Poughkeepsie
Fully Renovated Loft Apartment Permit # 20240329
2 bedrooms, 2 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Design Dutchess County - 1 of 3 rooms
1 king bed, 1 bathroom
26–31 Oct
4.95 out of 5 average rating, 698 reviews
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Ulster Park
The Valley House
6 bedrooms, 6 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 8 reviews