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Search results; Over 1,000 homes in Poughkeepsie

Guest favourite
Flat in Poughkeepsie
Under the walkway near the train in Little Italy
2 bedrooms, 4 beds, 1 private bathroom
31 Oct – 5 Nov
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4.89 out of 5 average rating, 121 reviews
Guest favourite
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
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
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, 401 reviews
Top guest favourite
Home in Wappingers Falls
Luxe Wooded Modern Getaway with Saltwater Pool
3 bedrooms, 3 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 81 reviews
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
Top guest favourite
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
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
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
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
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
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Hyde Park
Parker House Historic Home 14 mins to Rhinebeck
6 bedrooms, 10 beds, 4.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Marlboro
Hudson Valley Farmhouse | Winery & Hiking Getaway
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
4.99 out of 5 average rating, 237 reviews
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
Top guest favourite
Holiday home in Highland
Charming Vacation House w/ Pool & HotTub
3 bedrooms, 6 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Poughkeepsie
House Under The Walkway
3 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Hyde Park
The Gatehouse in Historic Hyde Park
3 bedrooms, 3 queen beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 117 reviews