12020+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Delaware pickleball Stays, Resort Rentals, & Homes

About Delaware Vacation Rentals

Discover over 12020 amazing vacation rental options in Delaware 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 Delaware.

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 1200.17 ft², with prices averaging $469 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 Delaware.

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Top Pickleball-Ready Accommodation Types in Delaware

Type Count
Vacation Homes 7320
Holiday Apartments 1220
Cottages 254
Villas 115

Use these Quick Filters to Find a Vacation Rental in Delaware

★ 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 Delaware with PickleTrip™.

Weather in Delaware, US

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

December - February
High 54°F       Low 30°F
March - May
High 70°F       Low 35°F
June - August
High 86°F       Low 65°F
September - November
High 77°F       Low 40°F

Top Attractions Around Delaware, US

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


Rehoboth Beach Boardwalk
Dover International Speedway
Dover Downs Casino
Lewes Beach
University of Delaware
Christiana Mall
Bethany Beach Boardwalk
Harrington Raceway and Casino
Delaware State University
Tanger Outlets
Dover Mall
Sports at the Beach
Christiana Care Health System
Cape May - Lewes Ferry
Funland
Delaware Park Racetrack and Slots
Chase Center on the Riverfront
Wilmington Riverwalk
Tanger Outlet Mall
Cape Henlopen State Park
Winterthur Museum
Firefly Music Festival
Grand Opera House
Dogfish Head Craft Brewery
Bob Carpenter Center
Rehoboth Beach
Woodland Beach
Delaware State Fairgrounds
Delaware Seashore State Park
Bayside Resort Golf Club

Other Places to Stay in Delaware, US


Sussex County 8,343 Properties
Delaware Beaches 8,088 Properties
Rehoboth Beach 7,811 Properties
Bethany Beach 2,277 Properties
South Rehoboth 1,915 Properties
Ocean View 961 Properties
Selbyville 589 Properties
Dewey Beach 579 Properties
Lewes 531 Properties
New Castle County 515 Properties
Wilmington 512 Properties
Historic District 433 Properties

Frequently Asked Questions About Delaware?

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

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

Discover 872 accommodations with private or nearby pickleball courts in Delaware. Some of the best destinations to stay and play pickleball are:

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

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

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 12020 properties listed in Delaware 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 12020 Delaware, US Vacation Rentals

Recently Booked Vacation Rentals in Delaware