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Search results; Over 1,000 homes in Poughkeepsie

Guest favourite
Cottage in Poughkeepsie
Be in Nature at this Gorgeous Riverfront Cabin
3 bedrooms, 6 beds, 2 private bathrooms
26–31 Jul
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4.91 out of 5 average rating, 390 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
4.97 out of 5 average rating, 378 reviews, 1 bedroom, 4 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Poughkeepsie
Washington Wonder Big 4bd/2b
4.96 out of 5 average rating, 69 reviews, 4 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Poughkeepsie
Charming 3 Bedroom Home - Near Vassar, Marist
5.0 out of 5 average rating, 84 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Jul
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Hideaway King Suite · GF Breakfast
4.97 out of 5 average rating, 239 reviews, 1 king bed, 1 bathroom
2–7 Aug
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Home in Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
4.93 out of 5 average rating, 108 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
15–20 Jul
Top guest favourite
Guest suite in Poughkeepsie
Beautiful 2+ BR Unit Next to Vassar!
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 4 beds, 1 bathroom
16–21 Jul
Guest favourite
Room in Poughkeepsie
Room for 2 Shared Bath Double Bed
4.82 out of 5 average rating, 78 reviews, 1 double bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
5.0 out of 5 average rating, 49 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
16–21 Jul
Guest favourite
Room in Poughkeepsie
Shared Youth Hostel coed space H2
4.83 out of 5 average rating, 40 reviews, 1 single bed, 1 bathroom
24–29 Jul
Top guest favourite
Home in Poughkeepsie
The Hudson Valley Hideaway
4.97 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Wappingers Falls
Spacious 3 BR Home: Sleeps 6-8
4.87 out of 5 average rating, 23 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
Guest favourite
Home in Poughkeepsie
Wonderful Washington
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
4.99 out of 5 average rating, 80 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
15–20 Jul
Top guest favourite
Guest house in Poughkeepsie
The Secret Cottage Stylish Stay in Prime Location
5.0 out of 5 average rating, 35 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Home in Rhinebeck
Eagle Rock House
5.0 out of 5 average rating, 257 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Jul
Guest favourite
Flat in Beacon
Prime Location in Beacon
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Staatsburg
Hollow Road House 4 Bathrooms & Game Room!
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 6 beds, 4 bathrooms
19–24 Jul