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James Madison pickleball Stays, Resort Rentals, & Homes

About James Madison Vacation Rentals

Discover over 127 amazing vacation rental options in James Madison 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 James Madison.

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 801.85 ft², with prices averaging US $295 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 James Madison.

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Top Pickleball-Ready Accommodation Types in James Madison

Type Count
Vacation Homes 75
Holiday Apartments 22
Cottages 7
Villas 2

Use these Quick Filters to Find a Vacation Rental in James Madison

★ 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 James Madison with PickleTrip™.

Weather in James Madison, VA

View the weather forecast for James Madison before booking your James Madison 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 James Madison, VA

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


Marine Corps Base Quantico
Central Park Fun Land
National Museum of the Marine Corps
Fredericksburg Expo and Conference Center
FBI Academy
University of Mary Washington
Spotsylvania Towne Centre
Quantico National Cemetery
Westmoreland State Park
Chancellorsville Battlefield
Prince William Forest Park
Fredericksburg and Spotsylvania National Military Park
Indian Punch Bowl
Spotsylvania Circuit Court
Old Mill Park
Fredericksburg Battlefield
The Range
Bayside Marina
United States National Slavery Museum
University of Mary Washington Galleries

Other Places to Stay in James Madison, VA


Sealston 276 Properties
King George 33 Properties

Frequently Asked Questions About James Madison?

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

How many pickleball-ready properties have private pools in James Madison?

Discover 2 accommodations with private or nearby pickleball courts in James Madison. Some of the best destinations to stay and play pickleball are:

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

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

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 127 properties listed in James Madison 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 127 James Madison, VA Vacation Rentals

Recently Booked Vacation Rentals in James Madison