Poughkeepsie holiday homes

We found 1,452 holiday rentals — enter your dates for availability

Discover a selection of 23 homes, 15 apartments and other holiday rentals in Poughkeepsie that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, which might include a fireplace and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Explore the riverfront setting in Poughkeepsie

Enjoy the area's entertainment, theatre scene and history with a rental holiday home in Poughkeepsie. Travellers to this scenic city praise the riverfront, university setting and sporting events. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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

Are you hoping to discover top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that makes Poughkeepsie a one-of-a-kind holiday spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 adventurous traveller or just want to take in the scenery, Poughkeepsie is a great place to spend some time outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Walkway Over the Hudson State Historic Park (1.3 mi / 2.1 km)
  • Vanderbilt Mansion National Historic Site (6.4 mi / 10.2 km)
  • Mohonk Lake (12.6 mi / 20.3 km)
  • Fishkill Ridge (13.6 mi / 21.8 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 Newburgh, NY (SWF-Stewart Intl.), located 16.3 mi (26.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Danbury, CT (DXR-Danbury Municipal), which is 32.3 mi (52 km) away.

If you prefer train travel, the main station serving the city is Poughkeepsie Station.

Frequently asked questions

What is the best area to stay in Poughkeepsie when booking a holiday home?
If you’re planning a holiday in Poughkeepsie, Crown Heights is one of the most in-demand locations to stay. No matter your style of travel, Bookabach is sure to have a property here that matches your needs.
What is the most popular type of holiday home accommodation in Poughkeepsie?
Houses are the most popular style of holiday home in Poughkeepsie, according to our data. Even if you have a different idea about what you want, Bookabach has holiday homes in a variety of sizes and shapes. Compare our options to find your perfect fit.
How much does it cost to rent a holiday home in Poughkeepsie?
A range of factors can influence how much you pay for a holiday home in Poughkeepsie, like the season, length of stay and type of property. Still, all of our holiday 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 holiday home. Type in your Poughkeepsie travel dates to view your available options on Bookabach. Did someone just say “private pool”? Use our filters to pick the features and amenities you want.
Are there pet-friendly holiday homes in Poughkeepsie?
Yes. You’ll have a choice of three holiday homes that cater to pets in Poughkeepsie. Some of our pet-friendly holiday homes 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 Bookabach.
What are popular home amenities in Poughkeepsie?
Some of the most popular home 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, Bookabach holiday homes feature the best amenities for fun and relaxation with the people closest to you.
Are there large group holiday homes in Poughkeepsie?
You can pick from two holiday homes in Poughkeepsie that can accommodate 10 or more guests. Whether you’re organising 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 holiday homes in Poughkeepsie that welcome kids?
With three family-friendly holiday 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 holidaying 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 holiday homes in Poughkeepsie?
Yes, Poughkeepsie has two one-bedroom homes available. Typically situated in sought-after areas because of their smaller size, a one-bedroom home is ideal if you’re travelling 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 holiday homes with WiFi in Poughkeepsie?
Poughkeepsie has two holiday homes 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 Bookabach homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Poughkeepsie?
Poughkeepsie has three holiday homes where you’ll be able to chill out in air-conditioned comfort. To locate a property on Bookabach 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 holiday home in Poughkeepsie?
Age restrictions can vary across properties on Bookabach, so look at the rules of the holiday home in Poughkeepsie you’re interested in. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Poughkeepsie for?
How long you can book a holiday home 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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