Lexington pickleball Stays, Resort Rentals, & Homes

Frequently Asked Questions About Lexington?

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

• 2 Hot Tubs/Private Bar/Pickleball & Basketball Ct/2Kitchens/5 Full Bathrooms
• Luxe Bourbon Trail Cabin– Hot Tub/Pickleball/Fire Pit/Pool/Game Room
• The Luxe/Pickleball/Basketball/Hot Tub/8 Mins to Horse Park
• Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs
• Cozy Country Setting on 10 acres w/fishing pond, tennis and pickleball
• 2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington
• Charming Farm Cottage view Horses + City Access - Near Bourbon Trail Keeneland
• Renovated Train Station on Thoroughbred Horse Farm
• The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
• Lodge style home on 140 acres. Remote but close to much! Hot Tub, Pets

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

Discover 92 accommodations with private or nearby pickleball courts in Lexington. Some of the best destinations to stay and play pickleball are:

• Perfect for friends or family getaway!
• Holiday Inn Express & Suites - Lexington W - Versailles by IHG
• Unique YEAR-ROUND Pool + Hibachi Grill + Game Room
• Home2 Suites Lexington Keeneland Airport, Ky

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

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

• Loft above Beautiful Horse Barn on Bourbon Trail
• Loft on Capital - Ideally located to Distilleries
• Andrea Abode 5 Bedroom Home by RedAwning

How many PickleTrip vacation rentals or resorts are available in Lexington?

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 2082 properties listed in Lexington in 2026, 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.

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