94+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Virginia
  3. Stuart

Stuart pickleball Stays, Resort Rentals, & Homes

About Stuart Vacation Rentals

Discover over 94 amazing vacation rental options in Stuart 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 Stuart.

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 1029.3 ft², with prices averaging US $224 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 Stuart.

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Top Pickleball-Ready Accommodation Types in Stuart

Type Count
Vacation Homes 27
Cottages 8
Holiday Apartments 7

Use these Quick Filters to Find a Vacation Rental in Stuart

★ 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 Stuart with PickleTrip™.

Weather in Stuart, VA

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

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


Fairy Stone State Park
Lovers Leap Scenic Overlook
Wood Brothers Racing Museum
Stanburn Winery
Fred Clifton Park
Martinsville Speedway
The Andy Griffith Museum
Hanging Rock State Park
Chateau Morrisette
Mayberry Mall
Primland Resort Golf Course
Harvester Performance Center
Memorial Hospital of Martinsville
Pilot Mountain
Mabry Mill
Earle Theatre
Mayo River State Park
Floyd Farmers Market
Richard P. Gravely Jr. Nature Preserve
Mount Airy Visitors Center

Other Places to Stay in Stuart, VA


Smith River 91 Properties
Wood Brothers Racing Museum 79 Properties
Patrick County 74 Properties
Peters Creek 63 Properties
Reserve at Fairystone 55 Properties
Lovers Leap Scenic Overlook 43 Properties
Fred Clifton Park 41 Properties
Fairy Stone State Park 34 Properties
Mayo River 31 Properties
Stanburn Winery 29 Properties

Frequently Asked Questions About Stuart?

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

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

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

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 94 properties listed in Stuart 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
Reserve at Fairystone Vacation Rentals in Stuart, Virginia 55

People Also Ask

There are 94 Stuart, VA Vacation Rentals

Recently Booked Vacation Rentals in Stuart