156+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. New York
  3. Poughkeepsie
  4. Wappingers Falls

Wappingers Falls pickleball Stays, Resort Rentals, & Homes

About Wappingers Falls Vacation Rentals

Discover over 156 amazing vacation rental options in Wappingers Falls 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 Wappingers Falls.

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 937.62 ft², with prices averaging US $370 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 Wappingers Falls.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Wappingers Falls

Type Count
Vacation Homes 59
Holiday Apartments 27
Cottages 4
Villas 3

Use these Quick Filters to Find a Vacation Rental in Wappingers Falls

★ 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 Wappingers Falls with PickleTrip™.

Weather in Wappingers Falls, NY

View the weather forecast for Wappingers Falls before booking your Wappingers Falls 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 Wappingers Falls, NY

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


Poughkeepsie Galleria
Fun Central
Stony Kill Farm Environmental Education Center
Bowdoin Park
Dutchess Stadium
Woodbury Common Premium Outlets
Bear Mountain State Park
United States Military Academy
Marist College
Train Station
Vassar College
Culinary Institute of America
State University of New York-New Paltz
Dia Beacon
Storm King Art Center
Minnewaska State Park
Brotherhood Winery
SplashDown Beach
Harriman State Park
Thunder Ridge Ski Resort

Other Places to Stay in Wappingers Falls, NY


New Hamburg 218 Properties
Hughsonville 213 Properties
Town of Wappinger 167 Properties
Fun Central 165 Properties
Myers Corner 162 Properties
Dutchess Stadium 101 Properties
Stony Kill Farm Environmental Education Center 81 Properties
Hillside Lake 61 Properties
Castle Point 51 Properties
Poughkeepsie Galleria 37 Properties
Bowdoin Park 28 Properties

Frequently Asked Questions About Wappingers Falls?

What are the top vacation rentals, resorts, and hotels in Wappingers Falls 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 Wappingers Falls. 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 Wappingers Falls!

How many pickleball-ready properties have private pools in Wappingers Falls?

Discover 13 accommodations with private or nearby pickleball courts in Wappingers Falls. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Wappingers Falls? 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 Wappingers Falls?

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 156 properties listed in Wappingers Falls 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 156 Wappingers Falls, NY Vacation Rentals

Recently Booked Vacation Rentals in Wappingers Falls