482+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Cape Charles

Cape Charles pickleball Stays, Resort Rentals, & Homes

About Cape Charles Vacation Rentals

Discover over 482 amazing vacation rental options in Cape Charles 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 Cape Charles.

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 889.11 ft², with prices averaging US $474 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 Cape Charles.

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Top Pickleball-Ready Accommodation Types in Cape Charles

Type Count
Vacation Homes 408
Holiday Apartments 12
Cottages 7
Villas 3

Use these Quick Filters to Find a Vacation Rental in Cape Charles

★ 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 Cape Charles with PickleTrip™.

Weather in Cape Charles, VA

View the weather forecast for Cape Charles before booking your Cape Charles 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 Cape Charles, VA

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


Cape Charles Beach
Kiptopeke State Park
Eastern Shore of Virginia National Wildlife Refuge
Bay Creek Golf Club
Eyre Hall
Cape Charles Museum & Welcome Center
Savage Neck Dunes Natural Area Preserve
John Custis' Tomb
Virginia Beach Boardwalk
Naval Station Norfolk
Virginia Beach Town Center
Virginia Beach Convention Center
Ocean Breeze Waterpark
Buckroe Beach and Park
Hampton University
Norfolk Botanical Garden
Norfolk Premium Outlets
Neptune Statue
Virginia Aquarium and Marine Science Center
Lynnhaven Mall

Other Places to Stay in Cape Charles, VA


Northampton County 536 Properties
Dalbys 450 Properties
Savage Neck Dunes Natural Area Preserve 364 Properties
Kings Creek Landing 345 Properties
Tower Hill 344 Properties
Cape Charles Museum & Welcome Center 344 Properties
Sea Cottage Addition 342 Properties
Cheriton 306 Properties
Eastville 66 Properties
Bay Ridge 63 Properties
Capeville 43 Properties
Picketts Harbor 43 Properties

Frequently Asked Questions About Cape Charles?

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

How many pickleball-ready properties have private pools in Cape Charles?

Discover 12 accommodations with private or nearby pickleball courts in Cape Charles. Some of the best destinations to stay and play pickleball are:

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

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

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 482 properties listed in Cape Charles 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.

Nearby Neighborhood (5) 
Neighborhood Property Count
Bay Ridge Vacation Rentals in Cape Charles, Virginia 63
Sea Cottage Addition Vacation Rentals in Cape Charles, Virginia 342
Kings Creek Landing Vacation Rentals in Cape Charles, Virginia 345
Picketts Harbor Vacation Rentals in Cape Charles, Virginia 43
Tower Hill Vacation Rentals in Cape Charles, Virginia 344

People Also Ask

There are 482 Cape Charles, VA Vacation Rentals

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