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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
25–30 Oct
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4.91 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
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
Guest favourite
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
3 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.93 out of 5 average rating, 397 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, 177 reviews
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, 400 reviews
Top guest favourite
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, 18 reviews
Top guest favourite
Home in Poughkeepsie
The Hudson Valley Hideaway
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Wappingers Falls
Luxe Wooded Modern Getaway with Saltwater Pool
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Home in Milton
Cozy Escape with Stunning Hudson River Views
4 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Room in Poughkeepsie
Quaint nook victorian home
2 single beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 14 reviews
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, 18 reviews
Top guest favourite
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, 236 reviews
Top guest favourite
Home in Highland
Spacious 4BD Country Gem - Fire Pit & Chill Vibes
4 bedrooms, 4 queen beds, 3.5 bathrooms
11–16 Oct
4.96 out of 5 average rating, 79 reviews
Top guest favourite
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
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
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, 81 reviews
Top guest favourite
Guest house in Fishkill Village
Hudson Valley Studio in the Village of Fishkill NY
2 beds, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 144 reviews