54+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Virginia
  3. Leesburg
  4. Leesburg's Old and Historic District

Leesburg's Old and Historic District pickleball Stays, Resort Rentals, & Homes

About Leesburg's Old and Historic District Vacation Rentals

Discover over 54 amazing vacation rental options in Leesburg's Old and Historic District 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 Leesburg's Old and Historic District.

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 865.28 ft², with prices averaging US $315 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 Leesburg's Old and Historic District.

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Top Pickleball-Ready Accommodation Types in Leesburg's Old and Historic District

Type Count
Vacation Homes 20
Holiday Apartments 8
Cottages 7

Use these Quick Filters to Find a Vacation Rental in Leesburg's Old and Historic District

★ 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 Leesburg's Old and Historic District with PickleTrip™.

Weather in Leesburg's Old and Historic District, VA

View the weather forecast for Leesburg's Old and Historic District before booking your Leesburg's Old and Historic District 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 Leesburg's Old and Historic District, VA

PickleTrip offers a large selection of top attractions around Leesburg's Old and Historic District . Research things to do on your vacation before you visit Leesburg's Old and Historic District.


Tally Ho Theatre
Gleedsville Art Gallery
Dodona Manor
Earth and Fire Gallery
Raflo Park
Rotary Park
Reston Town Center
National Air and Space Museum Steven F. Udvar-Hazy Center
Harpers Ferry National Historical Park
Dulles Town Center
Leesburg Corner Premium Outlets
Great Falls Park
One Loudoun
Stone Tower Winery
Reston Hospital Center
Dulles Expo Conference Center
National Conference Center
Ashburn Ice House
Bluemont Vineyard
Maryland SoccerPlex and Discovery Sports Center

Other Places to Stay in Leesburg's Old and Historic District, VA


Earth and Fire Gallery 64 Properties
Tally Ho Theatre 64 Properties
Rotary Park 63 Properties
Gleedsville Art Gallery 60 Properties
Raflo Park 60 Properties
Dodona Manor 59 Properties

Frequently Asked Questions About Leesburg's Old and Historic District?

What are the top vacation rentals, resorts, and hotels in Leesburg's Old and Historic District 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 Leesburg's Old and Historic District. 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 Leesburg's Old and Historic District!

Which vacation rentals, resorts, or hotels in Leesburg's Old and Historic District is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Leesburg's Old and Historic District? 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 Leesburg's Old and Historic District?

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 54 properties listed in Leesburg's Old and Historic District 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 54 Leesburg's Old and Historic District, VA Vacation Rentals

Recently Booked Vacation Rentals in Leesburg's Old and Historic District