Poughkeepsie vacation rentals

We found 1,445 vacation rentals — enter your dates for availability

Discover a selection of 23 homes, 15 apartments, and other vacation rentals in Poughkeepsie that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, which might include parking and a garden. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Explore the riverside setting in Poughkeepsie

Enjoy the area's entertainment, theater scene and history and make a vacation rental your home during your stay in Poughkeepsie. Travelers to this scenic city praise the riverfront, university setting and sporting events. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Poughkeepsie

Do you want to find attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Poughkeepsie a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Benmarl Vineyards and Winery (8.2 mi / 13.1 km)
  • SplashDown Beach (10.8 mi / 17.4 km)
  • Mohonk Golf Course (11.9 mi / 19.2 km)
  • Ice Time Sports Complex (15.6 mi / 25.1 km)
  • Millbrook Vineyards and Winery (15.6 mi / 25.1 km)
  • Thunder Ridge Ski Resort (22.4 mi / 36.1 km)

Exploring the natural landscape of Poughkeepsie

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Poughkeepsie is a great place to get out in nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Walkway Over the Hudson State Historic Park (1.3 mi / 2.1 km)
  • Vanderbilt Mansion National Historic Site (6.4 mi / 10.2 km)
  • Innisfree Garden (10 mi / 16.1 km)
  • Mohonk Lake (12.6 mi / 20.3 km)
  • Mohonk Preserve Visitor Center (13.6 mi / 21.9 km)
  • Algonquin Park (14.2 mi / 22.8 km)

How to get to and around Poughkeepsie

The nearest airport is in Stewart Intl. Airport (SWF), located 16.3 mi (26.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 32.3 mi (52 km) away.

If you'd rather travel by train, you can make your way to Poughkeepsie Station.

Frequently asked questions

What is the best area to stay in Poughkeepsie when booking a vacation rental?
If you’re planning a vacation in Poughkeepsie, Crown Heights is one of the most in-demand locations to stay. No matter your style of travel, Vrbo is sure to have a property here that matches your needs.
What is the most popular type of vacation rental accommodation in Poughkeepsie?
Houses are the most popular style of vacation rental in Poughkeepsie, according to our data. Even if you have a different idea about what you want, Vrbo has vacation homes in a variety of sizes and shapes. Compare our options to find your perfect fit.
How much does it cost to rent a vacation rental in Poughkeepsie?
A range of factors can influence how much you pay for a vacation rental in Poughkeepsie, like the season, length of stay and type of property. Still, all of our vacation homes have one thing in common — unbeatable value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Poughkeepsie?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside vacation rental. Type in your Poughkeepsie travel dates to view your available options on Vrbo. Did someone just say “private pool”? Use our filters to pick the features and amenities you want.
Are there pet-friendly vacation rentals in Poughkeepsie?
Yes. You’ll have a choice of three vacation rentals that cater to pets in Poughkeepsie. Some of our pet-friendly vacation rentals even have a garden for your furry pal to play around in, dog beds, complimentary treats and proximity to parks. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Vrbo.
What are popular rental amenities in Poughkeepsie?
Some of the most popular rental amenities people prefer in Poughkeepsie are ski-in/ski-out facilities, nearby museums and a nearby river. Whether you’re on the road with buddies, family or even pets, Vrbo vacation rentals feature the best amenities for fun and relaxation with the people closest to you.
Are there large group vacation rentals in Poughkeepsie?
You can pick from two vacation rentals in Poughkeepsie that can accommodate 10 or more guests. Whether you’re organizing time away with the family or a celebration like a birthday, there’s enough space to get your group together under one roof.
Are there vacation rentals in Poughkeepsie that welcome kids?
With three family-friendly vacation homes to pick from in Poughkeepsie, there’s never been a better time to introduce the kiddos to the magic of travel. Click on our “Properties good for families” filter to locate stays that come with conveniences ideal for vacationing families, such as extra bedrooms, swimming pools, bunk beds and entertainment units.
What are the top attractions for families in Poughkeepsie?
Keep the kids happy at these fantastic family-friendly attractions in Poughkeepsie:

  • Fun Central
  • Hyde Park Historical Society Museum
  • Hyde Park Railroad Station

Are there one-bedroom vacation rentals in Poughkeepsie?
Yes, Poughkeepsie has two one-bedroom rentals available. Typically situated in sought-after areas because of their smaller size, a one-bedroom rental is ideal if you’re traveling with your partner or a pal. And with home comforts like kitchens and more privacy than a standard hotel, you’ll be able to kick back and relax while sightseeing around this exciting destination.
Are there vacation rentals with WiFi in Poughkeepsie?
Poughkeepsie has two vacation rentals with WiFi, so you can stay connected when you’re away. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Vrbo homes make it a cinch to get online.
How can I find vacation rentals with air conditioning in Poughkeepsie?
Poughkeepsie has three vacation rentals where you’ll be able to chill out in air-conditioned comfort. To locate a property on Vrbo that features this amenity, choose your travel dates and use the filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Poughkeepsie?
Age restrictions can vary across properties on Vrbo, so look at the rules of the vacation home in Poughkeepsie you’re interested in. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Poughkeepsie for?
How long you can book a vacation rental in Poughkeepsie differs according to the property. Just enter your desired travel dates to see a list of options offering extended stays. With lots of creature comforts like full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to find someplace just right to call your home away from home in Poughkeepsie.

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