1083+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Virginia
  3. Chincoteague

Chincoteague pickleball Stays, Resort Rentals, & Homes

About Chincoteague Vacation Rentals

Discover over 1083 amazing vacation rental options in Chincoteague 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 Chincoteague.

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 320.68 ft², with prices averaging US $291 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 Chincoteague.

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Top Pickleball-Ready Accommodation Types in Chincoteague

Type Count
Vacation Homes 867
Cottages 56
Holiday Apartments 45
Villas 15

Use these Quick Filters to Find a Vacation Rental in Chincoteague

★ 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 Chincoteague with PickleTrip™.

Weather in Chincoteague, VA

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

December - February
High 55°F       Low 30°F
March - May
High 73°F       Low 39°F
June - August
High 89°F       Low 67°F
September - November
High 79°F       Low 40°F

Top Attractions Around Chincoteague, VA

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


Assateague Point
Museum of Chincoteague
Oyster Bay
Robert N. Reed Downtown Waterfront Park
Captain Timothy Hill House
Maui Jack's Waterpark
Chincoteague National Wildlife Refuge
Assateague State Park
Wallops Flight Facility
Bloxom Winery
Assateague Lighthouse
Eastern Shore Railway Museum
Pocomoke River State Park
Pocomoke River Canoe Company
Rackliffe House
Cypress Park
Delmarva Discovery Center
Ocean City Golf Club
Rum Pointe Seaside Golf Links
Furnace Town Living Hertiage Museum

Other Places to Stay in Chincoteague, VA


Robert N. Reed Downtown Waterfront Park 787 Properties
Maui Jack's Waterpark 787 Properties
Museum of Chincoteague 787 Properties
Captain Timothy Hill House 754 Properties
Oyster Bay 670 Properties
Assateague Point 607 Properties
Deep Hole 150 Properties
Piney Island 44 Properties

Frequently Asked Questions About Chincoteague?

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

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

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

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

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

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 1083 properties listed in Chincoteague 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 (1) 
Neighborhood Property Count
Piney Island Vacation Rentals in Chincoteague, Virginia 44

People Also Ask

There are 1083 Chincoteague, VA Vacation Rentals

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