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Popular Poughkeepsie Vacation Rentals

Find the perfect Poughkeepsie vacation rental

House Poughkeepsie
from $309 per night
8 guests ∙ 3 bedrooms

House

4.3
Very good(20 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
Farmhouse Poughkeepsie
from $117 per night
4 guests ∙ 1 bedroom

Farmhouse

5.0
Outstanding(22 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $384 per night
House ∙ 6 guests ∙ 3 bedrooms

214 m² House

5.0
Outstanding(5 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $283 per night
11 guests ∙ 4 bedrooms

House

5.0
Outstanding(7 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $577 per night
House ∙ 6 guests ∙ 6 bedrooms

237 m² House

4.9
Outstanding(18 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $353 per night
House ∙ 7 guests ∙ 4 bedrooms

177 m² House

5.0
Outstanding(8 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $617 per night
14 guests ∙ 5 bedrooms

House

4.9
Outstanding(13 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
Apartment Poughkeepsie
from $290 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

65 m² Apartment

4.8
Outstanding(42 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
Farmhouse Poughkeepsie
from $298 per night
10 guests ∙ 4 bedrooms

Farmhouse

5.0
Outstanding(5 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
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Apartments and vacation rentals with a kitchen

Apartment  Poughkeepsie
from $180 per night
4 guests ∙ 2 bedrooms

Apartment

Poughkeepsie, Dutchess County, New York, United States
Kitchen
Details
Apartment  Poughkeepsie
from $131 per night
2 guests ∙ 1 bedroom

Apartment

Poughkeepsie, Dutchess County, New York, United States
Kitchen
Details
House  Poughkeepsie
from $1,113 per night
House ∙ 10 guests ∙ 5 bedrooms

376 m² House

5.0
Outstanding(4 ratings)
Poughkeepsie, Dutchess County, New York, United States
Kitchen
Details
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Vacation rentals with Wi-Fi

House  Poughkeepsie
from $415 per night
House ∙ 6 guests ∙ 3 bedrooms

236 m² House

5.0
Outstanding(6 ratings)
Poughkeepsie, Dutchess County, New York, United States
Internet
Details
House  Poughkeepsie
from $996 per night
House ∙ 8 guests ∙ 4 bedrooms

193 m² House

5.0
Outstanding(5 ratings)
Poughkeepsie, Dutchess County, New York, United States
Internet
Details
Apartment  Poughkeepsie
from $347 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

66 m² Apartment

5.0
Outstanding(2 ratings)
Poughkeepsie, Dutchess County, New York, United States
Internet
Details
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Vacation rentals and apartments with air conditioning

House  Poughkeepsie
from $1,267 per night
House ∙ 10 guests ∙ 4 bedrooms

372 m² House

Poughkeepsie, Dutchess County, New York, United States
Air conditioning
Details
House  Poughkeepsie
from $305 per night
8 guests ∙ 4 bedrooms

House

3.8
Good(26 ratings)
Poughkeepsie, Dutchess County, New York, United States
Air conditioning
Details
House  Poughkeepsie
from $233 per night
4 guests ∙ 2 bedrooms

House

Poughkeepsie, Dutchess County, New York, United States
Air conditioning
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 $132 per night.

Are there any vacation rentals available to book in Poughkeepsie?

Currently, there are 258 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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