9882+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Delaware
  3. Sussex County

Sussex County pickleball Stays, Resort Rentals, & Homes

About Sussex County Vacation Rentals

Discover over 9882 amazing vacation rental options in Sussex County 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 Sussex County.

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 1210.67 ft², with prices averaging US $458 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 Sussex County.

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Top Pickleball-Ready Accommodation Types in Sussex County

Type Count
Vacation Homes 6392
Holiday Apartments 710
Cottages 269
Villas 109

Use these Quick Filters to Find a Vacation Rental in Sussex County

★ 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 Sussex County with PickleTrip™.

Weather in Sussex County, DE

View the weather forecast for Sussex County before booking your Sussex County 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 Sussex County, DE

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


Rehoboth Beach Boardwalk
Lewes Beach
Bethany Beach Boardwalk
Tanger Outlets
Sports at the Beach
Cape May - Lewes Ferry
Funland
Tanger Outlet Mall
Cape Henlopen State Park
Dogfish Head Craft Brewery
Rehoboth Beach
Delaware Seashore State Park
Bayside Resort Golf Club
Georgetown Speedway
Trap Pond State Park
Midway Speedway
Dewey Beach Parasail
Fenwick Island Lighthouse
Milton Theater
Baywood Greens
Rehoboth Beach Convention Center
Fenwick Island Beach
Indian River Life-Saving Station Museum
Cape Henlopen Beach
Rehoboth Beach Museum
Gateway Park
Prime Hook National Wildlife Refuge
Chief Little Owl Totem Pole
The Hen House
Grove Park

Other Places to Stay in Sussex County, DE


Rehoboth Beach 6,470 Properties
South Rehoboth 1,691 Properties
Bethany Beach 1,677 Properties
Ocean View 780 Properties
Dewey Beach 523 Properties
Lewes 520 Properties
Selbyville 454 Properties
Historic District 424 Properties
Frankford 218 Properties
Bayside 202 Properties
South Bethany 151 Properties
Fenwick Island 142 Properties

Frequently Asked Questions About Sussex County?

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

How many pickleball-ready properties have private pools in Sussex County?

Discover 832 accommodations with private or nearby pickleball courts in Sussex County. Some of the best destinations to stay and play pickleball are:

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

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

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 9882 properties listed in Sussex County in 2026, 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 9882 Sussex County, DE Vacation Rentals

Recently Booked Vacation Rentals in Sussex County