Discover a selection of 1,500 vacation rentals in Poughkeepsie, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $95 per night, and houses and cabins are popular options for a stay in Poughkeepsie. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Poughkeepsie
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Destination guide

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, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Things to do

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)
Natural features

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)
  • 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)
  • Shawangunk Mountains (15.2 mi / 24.5 km)
How to get there

How to get to and around Poughkeepsie

The nearest airport is in Westchester County Airport (HPN), located 45.3 mi (73 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Stewart Intl. Airport (SWF), which is 16.3 mi (26.2 km) away.

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

What are the top vacation rentals in or near Poughkeepsie?

The heart wants what the heart wants, and right now it wants to go on vacation. Now's the time to pack your suitcase and take off to one of these top vacation rentals in or near Poughkeepsie:

  • Around 19 miles from the center of Poughkeepsie, you'll want to keep coming back to "Log Cabin On A Lake With Private Dock One Hour From Nyc". It has 3 bedrooms and a range of amenities including wheelchair accessibility and a nearby hospital.
  • "Welcome To The Country - Lake Front Property" is another winner, offering 1 bedroom, an iron and ironing board, shopping and more. It's around 25 miles from Poughkeepsie.

For even more great options, use the search bar at the top of the page to find the perfect Poughkeepsie vacation rental for you.

Can I find log cabins to rent in or near Poughkeepsie?

Select your favorite log cabin from the many scattered in or around Poughkeepsie and you'll soon be inside your wooden hideaway, tipple in hand, relaxing in front of a blazing fire. But adventure is right outside your door too. These cabins promise a great mix of comfort and fun:

  • "Log Cabin On A Lake With Private Dock One Hour From Nyc": This is the ideal base to experience the fabulous outdoor activities this region has to offer, including sledding and hiking and biking.
  • "Serene, Peaceful Get - Away - Log Cabin By The Lake": Stay in and enjoy the relaxed vibe or try some of the exciting activities nearby, such as cycling and kayaking. Active or chill, the choice is yours.

What are the top-rated vacation rentals for weekend getaways in or near Poughkeepsie?

We all need some "me time" every once in a while. If you're craving a couple of uninterrupted mornings in bed with a good book, there's no shortage of terrific weekend getaways in and near Poughkeepsie. Check out a few of our favorites:

  • "Charming Stone Chalet In Wooded Surroundings With Heated Pool Spring To Fall" is ideal for one or two days of fun and relaxation. It features useful amenities, such as shopping and cable/satellite TV services, and is located around 17 miles to the northeast of Poughkeepsie.
  • Alternatively, fling a few clothes in your overnight bag and set out for "Large Renovated Historic House In Heart Of Poughkeepsie". This great property is around 0.1 miles west of Poughkeepsie and has a nearby laundromat and nearby birdwatching activities.

Can I find studio apartments for rent in and around Poughkeepsie?

Studio apartments are a simple yet stylish option, perfectly suited for traveling sweethearts or solo stays. Spend your days getting acquainted with the area and your nights chilling out in your cozy hideaway. These properties in or near Poughkeepsie are sure to please:

  • Enjoy some time out on your own or take a few buddies along to "Welcome To The Country - Lake Front Property". You'll have lots of amenities to make your stay comfortable, including internet services and spa and beauty services.
  • Or, use "3rd Floor - Lovely, Spacious, Modern 1" as a base to discover the best sights around you. This cozy home away from home comes with a hair dryer, an iron and ironing board and more.

Can I find short term rentals in or near Poughkeepsie?

Whether you're after a studio apartment or a house with room enough to fit the family, you'll find the ideal place on Vrbo. Sneak in a mini break at one of these getaways in or near Poughkeepsie:

  • If you can only spare a couple of nights, "3rd Floor - Lovely, Spacious, Modern 1" is an excellent choice. It's close to the center of Poughkeepsie, so you'll be near all the top attractions.
  • "The Queen City Cottage" is also ideally located. Bunk down here and discover why lots of guests rate this getaway highly.

What are the best romantic weekend getaways in or near Poughkeepsie?

Nothing says "I love you" like planning a romantic weekend together. If you're longing to spend a couple of evenings away with your beloved, we've got some romantic getaways in and around Poughkeepsie that will set your hearts aflutter:

  • Around 19 miles from Poughkeepsie, "Log Cabin On A Lake With Private Dock One Hour From Nyc" is an ideal place for lovestruck couples. A fireplace and skiing facilities are some of the many amenities you'll find here.
  • Otherwise, spend a few blissful days canoodling and uncorking Champagne at "Welcome To The Country - Lake Front Property", around 25 miles from Poughkeepsie. Beauty services and a fireplace will help set the mood for romance.

What are the best large group vacation rentals in or near Poughkeepsie?

Share your stay and double the fun. Whether you're organizing an adventurous escape with friends for a family get-together, there's no shortage of large group vacation rentals in and near Poughkeepsie:

  • A wealth of amenities including a kitchen and a nearby river make "Large Renovated Historic House In Heart Of Poughkeepsie" a winner. This generous retreat has 6 bedrooms and sleeps up to 12 people. From the center of Poughkeepsie, it's around 0.1 miles away to the west.
  • Nothing takes priority over hanging out with loved ones, and "Hudson Valley Getaway: Hot Tub" makes it easy to do that. Located around 9 miles to the southeast of Poughkeepsie, as many as 16 guests can stay in this vacation rental which has 4 bedrooms. A water park and a swimming pool are among the many amenities you'll have at hand.

What are the best houses for rent with a pool in or near Poughkeepsie?

A pool is often a must-have amenity when deciding where to spend your vacation, particularly if you've got kids in tow. Browse these houses with a pool in or near Poughkeepsie and fill your days with splashing good fun:

  • Treat your loved ones to a memorable stay at "Large Renovated Historic House In Heart Of Poughkeepsie". There's a lot to love about this getaway besides its pool, such as a kitchen and a fridge.
  • "The Waterfall House" is the kind of place you go to get away from everything and appreciate your surroundings, starting with its glorious pool. A fridge and cable/satellite TV services are also on hand to make your visit nice and comfortable.

Unsure how to pack for your Poughkeepsie break? This impressive destination has a humid continental climate. During summer, you can expect average temperatures ranging from 60 ºF to 80 ºF. Check out our selection of Poughkeepsie vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more inspiration on where to stay.

What are the best large family vacation rentals in or near Poughkeepsie?

Every catch-up with the family should be memorable. Whether you're organizing a getaway with the kids or a party with relatives, our large family vacation rentals in or near Poughkeepsie offer a comfy home away from home with ample space for everyone:

  • About 17 miles to the northeast of Poughkeepsie, "Charming Stone Chalet In Wooded Surroundings With Heated Pool Spring To Fall" has 4 bedrooms and can sleep up to 8 guests. It comes with a host of amenities, including a microwave oven and a kitchen.
  • Another popular option is "Large Renovated Historic House In Heart Of Poughkeepsie". This property is 0.1 miles west of Poughkeepsie and comes with a separate dining area, a kitchen and more. With 6 bedrooms accommodating up to 12 people, there's no need to leave anyone off your invitation list.

When you're ready to explore your surroundings, there are lots of family-friendly attractions in the area to keep everyone happy. SplashDown Beach, Dutchess County Fairgrounds and Poughkeepsie Bridge should be at the top of your to-do list.

Can I find family cabin rentals in or near Poughkeepsie?

Nothing's more important than family, which is why we'll help you find a place where you can truly connect. Stay in one of these family cabin rentals in or near Poughkeepsie and make memories with the people you love the most:

  • "Log Cabin On A Lake With Private Dock One Hour From Nyc" - Enjoy fun and laughs with your crew at this getaway, which is around 19 miles southeast of central Poughkeepsie. On-site watersports and coffee and tea making facilities are among its family-friendly amenities.
  • "Serene, Peaceful Get - Away - Log Cabin By The Lake" - Rally the troops and spend a few days or longer at this welcoming property, which is around 16 miles to the east of Poughkeepsie. You'll have access to a toaster, on-site watersports and a great deal more.

For more options, use the search bar at the top of the page and adjust the filters to find the Poughkeepsie vacation rental that's perfect for your needs.