Poughkeepsie vacation rentals

We found 1,468 vacation rentals — enter your dates for availability

Discover a selection of 22 homes, 13 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.

Vacation rentals with weekly discounts - Poughkeepsie

Showing deals for:Nov 7 - Nov 14
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Find out more about Poughkeepsie

Find out more about Poughkeepsie

Why visit Poughkeepsie

  1. Scenic Walks: Enjoy picturesque views while strolling along iconic historic bridges and parks.
  2. Cultural Exploration: Discover significant historic sites and modern colleges that reflect the area's rich heritage.
  3. Family-Friendly Activities: Engage in a variety of attractions suitable for visitors of all ages.
  4. Charming Downtown: Experience vibrant local shops, eateries, and a warm community atmosphere.
  5. Unique Accommodations: Choose from a range of cozy vacation rentals, including homes and cabins.

Popular types of accommodation in Poughkeepsie

If you're planning a getaway to Poughkeepsie, you're in for a treat! This charming city offers a variety of vacation rentals, including houses, cosy cottages, and rustic cabins. Whether you’re looking for a spacious home rental or a convenient downtown Poughkeepsie apartment, our platform connects you with the best options for your stay. Enjoy transparency and savings while finding the perfect place to unwind in this beautiful area.

  • Houses: The top choice for visitors seeking a comfortable and spacious stay, ideal for families or groups in Poughkeepsie.
  • Cottages: These charming, quaint spaces offer a cozy retreat, perfect for couples or small families looking to enjoy the local scenery.
  • Cabins: Embrace the rustic experience with a cabin stay, providing a unique connection to nature in Poughkeepsie.
  • Apartments: For a more urban feel, apartments offer convenience and accessibility for solo travellers or couples.
  • Chalets: These delightful lodgings combine comfort and scenic views, making them a lovely option for a memorable getaway.**

Top attractions in Poughkeepsie

Poughkeepsie, New York, offers a delightful mix of outdoor activities, family-friendly attractions, and urban experiences, making it an ideal destination for a vacation. Visitors can explore modern colleges and universities, iconic historic bridges, and significant historic sites that reflect the area's rich culture. With something for everyone, Poughkeepsie promises memorable adventures for tourists seeking both relaxation and exploration.

  1. Vassar College: This prestigious liberal arts college boasts stunning architecture and a vibrant campus atmosphere. Explore its beautiful grounds and engage with a lively student body, all while enjoying the city vibes that Poughkeepsie offers.
  2. Culinary Institute of America: Located a short drive away, this renowned culinary school is a feast for the senses. Experience exceptional dining options while soaking in the rich culinary culture that permeates its historic halls.
  3. Walkway Over the Hudson State Historic Park: This elevated pedestrian bridge provides spectacular views of the Hudson River and surrounding landscapes. Enjoy a leisurely stroll while immersing yourself in the park's cultural significance and natural beauty.

Things to do recommended for couples

For a romantic getaway in Poughkeepsie, visit Benmarl Vineyards for a charming wine experience, enjoy live music at the Falcon, or indulge in relaxation at Jenkinstown Day Spa. Each location offers unique vibes perfect for couples looking to create lasting memories together.

Things to do recommended for families

Your family will have a blast at SplashDown Beach, a thrilling waterpark 17.7km from Poughkeepsie. Enjoy relaxing moments at the Richard L. Skimin Memorial Baseball Field and Bowdoin Park, both nearby, perfect for wellness and leisure activities together.

Things to do recommended for groups

Groups visiting Poughkeepsie can enjoy a round of golf at Casperkill Golf Club, laugh together at Bananas Comedy Club, and experience captivating performances at the Chance Theater, all while embracing the local atmosphere and creating unforgettable memories.

What do I need to keep in mind when booking a vacation in Poughkeepsie

When planning your trip, whether you're traveling with a group, enjoying a family getaway, bringing your pets along, or seeking an extended stay, it's important to prioritise your preferences during your search. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Poughkeepsie with a group: Think about how many bedrooms you'll require, as well as additional features like a complete kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Poughkeepsie with young kids: Travelling with young children can be quite a challenge. It's important to prioritize their comfort and safety, as well as access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Poughkeepsie: For many families, a getaway wouldn’t feel complete without their furry companion by their side. If that resonates with you, be sure to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Poughkeepsie: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider including features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Poughkeepsie

Poughkeepsie, New York, offers a delightful blend of outdoor adventures and rich history, making it ideal for family-friendly getaways. Explore the vibrant downtown area, stroll through charming neighborhoods, and soak in stunning scenery. Nearby regions also promise a warm atmosphere filled with friendly locals and unique experiences. Whether you're drawn to historical sites or picturesque parks, Poughkeepsie and its surroundings provide an unforgettable vacation tailored to every traveller's interests.

  • New Paltz: Located 14.5km from Poughkeepsie, New Paltz is a haven for outdoor enthusiasts and adventure seekers. Nestled in the scenic Hudson Valley, this charming city offers stunning views of the Shawangunk Mountains and numerous recreational opportunities. Visitors can enjoy skiing in the winter or explore the area’s many hiking trails, including those that lead to the breathtaking Mohonk Preserve. In addition to its natural beauty, New Paltz has a vibrant arts scene, quaint shops, and delicious eateries, making it a perfect destination for a day trip or weekend getaway.
  • Fishkill: Situated 19.3km from Poughkeepsie, Fishkill is a family-friendly city that combines outdoor activities with urban conveniences. Known for its shopping centres and malls, Fishkill is an excellent spot for those looking to indulge in retail therapy. Families can enjoy attractions like SplashDown Beach, a popular water park, or visit the local visitor centre to learn about the area's history. The city also serves as a gateway to nearby parks and outdoor spaces, offering a balanced experience of city life and nature.
  • Hyde Park: Just 8.0km from Poughkeepsie, Hyde Park is a cultural gem packed with family-friendly activities and outdoor experiences. Known for its historical significance, visitors can explore landmarks such as the Franklin D. Roosevelt Presidential Library and Museum. The city’s lakes and parks offer opportunities for picnicking, kayaking, and leisurely walks. With a charming shopping area and cultural venues, Hyde Park seamlessly blends education, leisure, and history, making it an enjoyable destination for all ages.

Best time to go to Poughkeepsie

If you're planning a trip to Poughkeepsie, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July to August and October, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January27.5°F (-2.5°C)Light RainMostly SunnyLowAverage
February29.3°F (-1.5°C)Light RainMostly SunnyLowSlightly Low
March36.9°F (2.7°C)Light RainMostly SunnyLowSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnyAverageSlightly Low
May59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
June67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
July73.8°F (23.2°C)Light RainMostly SunnyHighSlightly High
August71.8°F (22.1°C)Light RainMostly SunnyHighSlightly High
September64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
October53.6°F (12.0°C)Light RainMostly SunnyHighAverage
November41.5°F (5.3°C)Light RainMostly SunnyAverageAverage
December33.4°F (0.8°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for an extended stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your needs.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly space where you can effortlessly plan new trips, continue from where you last stopped, or manage your existing travel arrangements. You’ll discover your saved or booked properties neatly organized into categories such as Potential, Upcoming, and Current Trips. To begin exploring the benefits of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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)
  • Robibero Winery (12.2 mi / 19.6 km)
  • Ice Time Sports Complex (15.6 mi / 25.1 km)
  • Millbrook Vineyards and Winery (15.6 mi / 25.1 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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