Lexington pickleball Stays, Resort Rentals, & Homes
About Lexington Vacation Rentals
Discover over 2139 amazing vacation rental options in Lexington 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 Lexington.
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 795.74 ft², with prices averaging US $311 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 Lexington.
Top Pickleball-Ready Accommodation Types in Lexington
| Type | Count |
|---|---|
| Vacation Homes | 1144 |
| Holiday Apartments | 364 |
| Cottages | 64 |
| Villas | 4 |
Use these Quick Filters to Find a Vacation Rental in Lexington
★ 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 Lexington with PickleTrip™.
Weather in Lexington, KY
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Top Attractions Around Lexington, KY
PickleTrip offers a large selection of top attractions around Lexington . Research things to do on your vacation before you visit Lexington.
Other Places to Stay in Lexington, KY
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
- Family Fun Retreat - Pickleball, 9 Hole Mini Golf, Hot Tub + Fire Pit + Jukebox
- Fairlawn Filly | 2 Bed | Pets Welcome | Horse Park
- Cozy Country Setting on 10 acres w/fishing pond, tennis and pickleball
- 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
How many pickleball-ready properties have private pools in Lexington?
Discover 95 accommodations with private or nearby pickleball courts in Lexington. Some of the best destinations to stay and play pickleball are:
- 🌅 Sunset Oasis Retreat, Saltwater Pool, Hot Tub & Kentucky Adventure Awaits
- TownePlace Suites by Marriott Georgetown
- Book Now: Bourbon, Bonfires & Autumn Nights
- TownePlace Suites by Marriott Richmond
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
- Charred Oaks Inn
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 2139 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.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Downtown Vacation Rentals in Lexington, Kentucky | 471 |
| Northside District Vacation Rentals in Lexington, Kentucky | 396 |
| North Upper Street Vacation Rentals in Lexington, Kentucky | 26 |
| Liberty Area Vacation Rentals in Lexington, Kentucky | 253 |
| Historic South Hill Vacation Rentals in Lexington, Kentucky | 655 |
| Beaumont Residential Vacation Rentals in Lexington, Kentucky | 251 |
| West Suburb Vacation Rentals in Lexington, Kentucky | 642 |
| Hollywood - Mt. Vernon Vacation Rentals in Lexington, Kentucky | 695 |
| Martin Luther King Vacation Rentals in Lexington, Kentucky | 649 |
| Georgetown Vacation Rentals in Lexington, Kentucky | 602 |
| Montclair Vacation Rentals in Lexington, Kentucky | 692 |
| Chevy Chase Vacation Rentals in Lexington, Kentucky | 672 |
| Fairway Vacation Rentals in Lexington, Kentucky | 657 |
| Griffin Gate Vacation Rentals in Lexington, Kentucky | 376 |
| Columbia Heights Vacation Rentals in Lexington, Kentucky | 688 |
| Oldham Avenue Vacation Rentals in Lexington, Kentucky | 678 |
