2616+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Charlottesville

Charlottesville pickleball Stays, Resort Rentals, & Homes

About Charlottesville Vacation Rentals

Discover over 2616 amazing vacation rental options in Charlottesville 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 Charlottesville.

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 1042.97 ft², with prices averaging US $384 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 Charlottesville.

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Top Pickleball-Ready Accommodation Types in Charlottesville

Type Count
Vacation Homes 1261
Holiday Apartments 225
Cottages 94
Villas 12

Use these Quick Filters to Find a Vacation Rental in Charlottesville

★ 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 Charlottesville with PickleTrip™.

Weather in Charlottesville, VA

View the weather forecast for Charlottesville before booking your Charlottesville 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 Charlottesville, VA

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


University of Virginia
Monticello
Wintergreen Resort
Downtown Mall
John Paul Jones Arena
University of Virginia Hospital
Trump Winery
The Jefferson Theater
Bold Rock Hard Cider Nellysford Cidery
Barboursville Vineyards
Paramount Theater
Charlottesville Pavilion
Pippin Hill Farm & Vineyards
Scott Stadium
James Madison's Montpelier
Montpelier
Crabtree Falls
Early Mountain Vineyards
Keswick Vineyards and Winery
Michie Tavern

Other Places to Stay in Charlottesville, VA


Nelson County 1,169 Properties
Nellysford 804 Properties
Louisa County 533 Properties
Albemarle County 440 Properties
Wintergreen 345 Properties
North Downtown 199 Properties
Roseland 170 Properties
Greene County 169 Properties
Stanardsville 132 Properties
Chestnut Springs 85 Properties
Tyro 81 Properties
Samuel Miller 74 Properties

Frequently Asked Questions About Charlottesville?

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

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

Discover 73 accommodations with private or nearby pickleball courts in Charlottesville. Some of the best destinations to stay and play pickleball are:

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

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

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 2616 properties listed in Charlottesville 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 (16) 
Neighborhood Property Count
North Downtown Vacation Rentals in Charlottesville, Virginia 199
Belmont Vacation Rentals in Charlottesville, Virginia 27
Treeloft Vacation Rentals in Charlottesville, Virginia 1321
Fry's Spring Vacation Rentals in Charlottesville, Virginia 386
Martha Jefferson Vacation Rentals in Charlottesville, Virginia 445
Fifeville Vacation Rentals in Charlottesville, Virginia 433
Woolen Mills Vacation Rentals in Charlottesville, Virginia 404
Venable Vacation Rentals in Charlottesville, Virginia 437
Starr Hill Vacation Rentals in Charlottesville, Virginia 444
Barracks Rugby Vacation Rentals in Charlottesville, Virginia 447
Jefferson Park Avenue Vacation Rentals in Charlottesville, Virginia 423
Ridge St. Vacation Rentals in Charlottesville, Virginia 382
Locust Grove Vacation Rentals in Charlottesville, Virginia 409
Lewis Mountain Vacation Rentals in Charlottesville, Virginia 422
Barracks Road Vacation Rentals in Charlottesville, Virginia 424
Royal Acres Vacation Rentals in Charlottesville, Virginia 286

People Also Ask

There are 2616 Charlottesville, VA Vacation Rentals

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