1108+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Poughkeepsie pickleball Stays, Resort Rentals, & Homes

About Poughkeepsie Vacation Rentals

Discover over 1108 amazing vacation rental options in Poughkeepsie with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Poughkeepsie.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 1046.36 ft², with prices averaging US $504 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Poughkeepsie.

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Top Pickleball-Ready Accommodation Types in Poughkeepsie

Type Count
Vacation Homes 659
Holiday Apartments 116
Cottages 57
Villas 12

Use these Quick Filters to Find a Vacation Rental in Poughkeepsie

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Poughkeepsie with PickleTrip™.

Weather in Poughkeepsie, NY

View the weather forecast for Poughkeepsie before booking your Poughkeepsie Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Poughkeepsie, NY

PickleTrip offers a large selection of top attractions around Poughkeepsie . Research things to do on your vacation before you visit Poughkeepsie.


Marist College
Train Station
Vassar College
State University of New York-New Paltz
Minnewaska State Park
SplashDown Beach
Thunder Ridge Ski Resort
Mid-Hudson Civic Center
Omega Institute
Chance Theater
Mohonk Preserve Visitor Center
Franklin D. Roosevelt Presidential Library and Museum
Dutchess County Fairgrounds
Millbrook Vineyards and Winery
Vanderbilt Mansion National Historic Site
Home of Franklin D. Roosevelt National Historic Site
Poughkeepsie Galleria
Vassar Brothers Medical Center
Locust Grove
Walkway Over the Hudson State Historic Park

Other Places to Stay in Poughkeepsie, NY


Hudson Valley 5,780 Properties
Lower Hudson Valley 2,670 Properties
Dutchess County 500 Properties
New Paltz 96 Properties
Kerhonkson 76 Properties
Fishkill 51 Properties
Highland 40 Properties
Rhinebeck 37 Properties
Town of Stanford 32 Properties
Philipstown 31 Properties
Town of Lloyd 31 Properties
Gardiner 27 Properties

Frequently Asked Questions About Poughkeepsie?

What are the top vacation rentals, resorts, and hotels in Poughkeepsie with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Poughkeepsie. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Poughkeepsie!

How many pickleball-ready properties have private pools in Poughkeepsie?

Discover 143 accommodations with private or nearby pickleball courts in Poughkeepsie. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Poughkeepsie is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Poughkeepsie? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Poughkeepsie?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1108 properties listed in Poughkeepsie in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


People Also Ask

There are 1108 Poughkeepsie, NY Vacation Rentals

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