Gillespie County pickleball Stays, Resort Rentals, & Homes
About Gillespie County Vacation Rentals
Discover over 4616 amazing vacation rental options in Gillespie County 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 Gillespie County.
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 796.28 ft², with prices averaging US $423 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 Gillespie County.
Top Pickleball-Ready Accommodation Types in Gillespie County
| Type | Count |
|---|---|
| Vacation Homes | 3106 |
| Cottages | 371 |
| Holiday Apartments | 229 |
| Villas | 16 |
Use these Quick Filters to Find a Vacation Rental in Gillespie County
★ 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 Gillespie County with PickleTrip™.
Weather in Gillespie County, TX
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Top Attractions Around Gillespie County, TX
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Other Places to Stay in Gillespie County, TX
Frequently Asked Questions About Gillespie County?
What are the top vacation rentals, resorts, and hotels in Gillespie County 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 Gillespie County. 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 Gillespie County!
- Unique hilltop home with amazing views and close to Main Street; with Pickleball
- ParcBlu
- Weitz Getaway with Private Pool + Two Hot Tubs
- Fredericksburg Stay w/Patio, Fire Pit & Hot tub
- La Rioja Station | Patio | 1BR | Wine Escape
- Luxury King Suite with private hot tub and firepit in the heart of wine country
- Pickleball cottage with private hot tub and firepit in the heart of wine country
- Hill Country Ranch with private waterfront! Sleeps 40, great for events/getaways
- 8BR Hill Country Escape w/Pool & Pickleball
- Mid Century Charmer, oversize fenced corner yard, fire pit,hot tub, pet friendly
How many pickleball-ready properties have private pools in Gillespie County?
Discover 211 accommodations with private or nearby pickleball courts in Gillespie County. Some of the best destinations to stay and play pickleball are:
- New Year sale! Hot Tub, Pool, Pets, Near DT, Quiet, Games!
- Fairfield Inn & Suites by Marriott Fredericksburg Texas
- Luxurious Watershaus Ranch - Pool and Hot Tub, Fireplaces, Stunning Views!
- Cocktail Pool! Fredericksburg Bungalow By Main St
Which vacation rentals, resorts, or hotels in Gillespie County is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Gillespie County? 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.
- Best Location in Town - Steps from downtown, wine shuttles, restaurants, etc.
- NEW Pickleball, Cornhole, Pool & Patio
- Outdoorsy Hill Country
How many PickleTrip vacation rentals or resorts are available in Gillespie County?
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 4616 properties listed in Gillespie County 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.
