Find Vacation Rentals in Poughkeepsie

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Popular Poughkeepsie Vacation Rentals

Find the perfect Poughkeepsie vacation rental

House Poughkeepsie
from $391 per night
House ∙ 6 guests ∙ 3 bedrooms

247 m² House

5.0
Outstanding(42 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $399 per night
House ∙ 6 guests ∙ 3 bedrooms

214 m² House

5.0
Outstanding(9 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $1,292 per night
House ∙ 8 guests ∙ 4 bedrooms

372 m² House

4.9
Outstanding(14 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $518 per night
House ∙ 8 guests ∙ 4 bedrooms

237 m² House

4.9
Outstanding(15 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
Condo Poughkeepsie
from $291 per night
4 guests ∙ 1 bedroom

Condo

4.9
Outstanding(43 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $245 per night
10 guests ∙ 4 bedrooms

House

4.9
Outstanding(34 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $576 per night
House ∙ 4 guests ∙ 2 bedrooms

127 m² House

5.0
Outstanding(1 rating)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $1,043 per night
House ∙ 10 guests ∙ 5 bedrooms

376 m² House

5.0
Outstanding(8 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
House Poughkeepsie
from $217 per night
4 guests ∙ 1 bedroom

House

4.6
Excellent(15 ratings)
Poughkeepsie, Dutchess County, New York, United States
Details
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Apartments and vacation rentals with a kitchen

House  Poughkeepsie
from $136 per night
4 guests ∙ 3 bedrooms

House

Poughkeepsie, Dutchess County, New York, United States
Kitchen
Details
House  Poughkeepsie
from $997 per night
House ∙ 8 guests ∙ 4 bedrooms

193 m² House

5.0
Outstanding(8 ratings)
Poughkeepsie, Dutchess County, New York, United States
Kitchen
Details
Bed and breakfast  Poughkeepsie
from $193 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Hudson Pond · Hideaway King Suite · GF Breakfast

5.0
Outstanding(1 rating)
Poughkeepsie, Dutchess County, New York, United States
Kitchen
Details
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Vacation rentals and apartments with air conditioning

House  Poughkeepsie
from $506 per night
8 guests ∙ 4 bedrooms

House

4.6
Excellent(54 ratings)
Poughkeepsie, Dutchess County, New York, United States
Air conditioning
Details
Apartment  Poughkeepsie
from $178 per night
3 guests ∙ 1 bedroom

Apartment

Poughkeepsie, Dutchess County, New York, United States
Air conditioning
Details
House  Poughkeepsie
from $694 per night
7 guests ∙ 3 bedrooms

House

Poughkeepsie, Dutchess County, New York, United States
Air conditioning
Details
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Vacation Homes With Terraces

Bed and breakfast  Poughkeepsie
from $193 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Hudson Pond · Hideaway King Suite · GF Breakfast

5.0
Outstanding(1 rating)
Poughkeepsie, Dutchess County, New York, United States
Balcony/Patio
Details
Cabin  Poughkeepsie
from $377 per night
2 guests ∙ 1 bedroom

Cabin

5.0
Outstanding(1 rating)
Poughkeepsie, Dutchess County, New York, United States
Balcony/Patio
Details
House  Poughkeepsie
from $506 per night
8 guests ∙ 4 bedrooms

House

4.6
Excellent(54 ratings)
Poughkeepsie, Dutchess County, New York, United States
Balcony/Patio
Details
Show more

Frequently Asked Questions

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

In Poughkeepsie, vacation rentals start at $137 per night.

Are there any vacation rentals available to book in Poughkeepsie?

Currently, there are 210 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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