Find Vacation Rentals in Poughkeepsie

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Popular Poughkeepsie Vacation Rentals

Find the perfect Poughkeepsie vacation rental

Apartment Poughkeepsie
from $259 per night
Apartment ∙ 5 guests ∙ 3 bedrooms
Poughkeepsie, Dutchess County, New York, United States
HomeToGo
Details
House Poughkeepsie
from $181 per night
House ∙ 8 guests ∙ 4 bedrooms
Poughkeepsie, Dutchess County, New York, United States
Vrbo
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House Poughkeepsie
from $498 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (27 ratings)
Poughkeepsie, Dutchess County, New York, United States
Vrbo
Details
Farmhouse Poughkeepsie
from $92 per night
Farmhouse ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding (6 ratings)
Poughkeepsie, Dutchess County, New York, United States
Vrbo
Details
House Poughkeepsie
from $198 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (8 ratings)
Poughkeepsie, Dutchess County, New York, United States
Vrbo
Details
House Poughkeepsie
from $135 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (12 ratings)
Poughkeepsie, Dutchess County, New York, United States
Vrbo
Details
House Poughkeepsie
from $311 per night
House ∙ 7 guests ∙ 4 bedrooms
5.0
Outstanding (8 ratings)
Poughkeepsie, Dutchess County, New York, United States
Vrbo
Details
House Poughkeepsie
from $460 per night
House ∙ 14 guests ∙ 5 bedrooms
4.7
Excellent (3 ratings)
Poughkeepsie, Dutchess County, New York, United States
Vrbo
Details
House Poughkeepsie
from $198 per night
House ∙ 12 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Poughkeepsie, Dutchess County, New York, United States
Vrbo
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Vacation rentals with Wi-Fi

Apartment  Poughkeepsie
from $213 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Poughkeepsie, Dutchess County, New York, United States
Internet
HomeToGo
Details
House  Poughkeepsie
from $129 per night
House ∙ 8 guests ∙ 3 bedrooms
3.8
Good (27 ratings)
Poughkeepsie, Dutchess County, New York, United States
Internet
Vrbo
Details
House  Poughkeepsie
from $951 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (5 ratings)
Poughkeepsie, Dutchess County, New York, United States
Internet
Vrbo
Details
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Vacation rentals and apartments with air conditioning

House  Poughkeepsie
from $326 per night
House ∙ 6 guests ∙ 3 bedrooms
Poughkeepsie, Dutchess County, New York, United States
Air conditioning
Vrbo
Details
Farmhouse  Poughkeepsie
from $182 per night
Farmhouse ∙ 10 guests ∙ 4 bedrooms
Poughkeepsie, Dutchess County, New York, United States
Air conditioning
Vrbo
Details
House  Poughkeepsie
from $1,266 per night
House ∙ 10 guests ∙ 4 bedrooms
Poughkeepsie, Dutchess County, New York, United States
Air conditioning
HomeToGo
Details
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Cabins and Homes With Fireplaces

House  Poughkeepsie
from $579 per night
House ∙ 10 guests ∙ 4 bedrooms
Poughkeepsie, Dutchess County, New York, United States
Fireplace
Vrbo
Details
House  Poughkeepsie
from $680 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding (1 rating)
Poughkeepsie, Dutchess County, New York, United States
Fireplace
Vrbo
Details
House  Poughkeepsie
from $1,541 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding (10 ratings)
Poughkeepsie, Dutchess County, New York, United States
Fireplace
Vrbo
Details
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Frequently Asked Questions

How much does it cost to book a vacation rental in Poughkeepsie?

In Poughkeepsie, vacation rentals start at $92 per night.

Are there any vacation rentals available to book in Poughkeepsie?

Currently, there are 228 vacation rentals available for you to compare and book.

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Poughkeepsie Information

About Poughkeepsie

Poughkeepsie, located halfway between Albany and New York City, is nicknamed “The Queen City of the Hudson” for its Dutch heritage and proximity to the Hudson River. It was purchased from Native Americans in 1686 and retains much of its natural beauty and rich history. The name “Poughkeepsie,” pronounced “puh-KEEP-see,” derives from the Wappinger word meaning “the reed-covered lodge by the little-water place.” From the abundance of registered historic places to the variety of activities, Poughkeepsie is sure to have something for every traveler.

Things to do in Poughkeepsie

For a unique view of Poughkeepsie, simply take a stroll over the Walkway Over the Hudson. This linear park connects the Town of Lloyd to Poughkeepsie and allows visitors to see the Hudson River from above. At 212 feet tall and spanning 1.28 miles, this scenic state park is the longest elevated pedestrian bridge in the world! Lovers of history and higher education can’t miss a visit to Vassar College. Though it is now a coeducational institution, Vassar was an exclusively women’s school for over 100 years, where it was the first institution of higher education to offer degrees to women! The campus is also an arboretum, offering manicured gardens, beautiful architecture, and the Francis Lehman Loeb Art Center. Children and adults alike will find something entertaining at the Mid-Hudson Children’s Museum. This interactive museum offers interactive exhibits, hands-on educational programs, and special events for kids! Visit during a movie night or one of their free family nights.

Day Trips from Poughkeepsie

The Pocono Mountains, a two-hour drive from Poughkeepsie, offer activities for every type of traveler. Escape to the mountains for hiking, go rafting down the rapids, or even try mountain biking! For a more relaxed vacation, check out the many romantic bed and breakfasts or have an elegant dinner at one of the Poconos downtown areas. It is also the home of the Poconos Raceway, a famous NASCAR speedway! Only 80 miles away, New York City offers a dizzying array of activities. To make the most of your day here, stick to centrally-located Manhattan for access to some great sightseeing. Visit Central Park, take a trip back in time at the Grand Central Terminal, and have a slice of pizza at Grimaldi’s Pizzeria under the Brooklyn Bridge. A highland region in western Massachusetts, the Berkshires offer shopping, festivals, nature, and hundreds of cultural attractions. Visit the Norman Rockwell Museum, listen to a musical masterpiece by the Boston Symphony Orchestra, or enjoy whitewater rafting and hiking. Visit during autumn for spectacular foliage, and be sure to look into the rich restaurant scene.

Accommodation in Poughkeepsie

Browse nearly 100 vacation rentals in Poughkeepsie, New York. With some rooms going for less than $100 per night, travelers with any budget can take a trip to this historic town. Plan your trip in the fall to see some spectacular foliage.

Transportation in Poughkeepsie

The nearest airport to Poughkeepsie is Stewart International Airport, about a 30-minute drive. There are two bus lines that operate within Poughkeepsie, and several Amtrak services that can take you to local destinations.

Popular Day Trips Near Poughkeepsie

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