1112+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  2. Florida
  3. Chiefland

Chiefland pickleball Stays, Resort Rentals, & Homes

About Chiefland Vacation Rentals

Discover over 1112 amazing vacation rental options in Chiefland 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 Chiefland.

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 729.2 ft², with prices averaging US $258 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 Chiefland.

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Top Pickleball-Ready Accommodation Types in Chiefland

Type Count
Vacation Homes 560
Holiday Apartments 83
Cottages 73
Villas 6

Use these Quick Filters to Find a Vacation Rental in Chiefland

★ 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 Chiefland with PickleTrip™.

Weather in Chiefland, FL

View the weather forecast for Chiefland before booking your Chiefland 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 Chiefland, FL

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


Manatee Springs State Park
Cedar Key Pier
Steinhatchee Falls
Sea Hag Marina
Steinhatchee Public Boat Ramp
Lower Suwannee National Wildlife Refuge
Bob's River Place
Cedar Key Museum State Park
Cedar Key Chamber of Commerce
Saltwater Assassin Fishing Charters
Fort Steinhatchee Pier
City Beach
Dakotah Winery
Southern Cross Sea Farms
Levy County Quilt Museum
Shell Mound Park
Waccasassa Bay Preserve State Park
Chiefland Farmers Flea Market
Eddie Buie Park
Cedar Key Historical Society Museum

Other Places to Stay in Chiefland, FL


Cedar Key Scrub State Reserve 356 Properties
Cedar Key 356 Properties
Dixie County 347 Properties
Steinhatchee 255 Properties
Horseshoe Beach 185 Properties
Trenton 64 Properties
Cross City 56 Properties
Old Town 42 Properties
Gilchrist County 37 Properties
Bronson 37 Properties
Fanning Springs 28 Properties
Suwannee 24 Properties

Frequently Asked Questions About Chiefland?

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

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

Discover 33 accommodations with private or nearby pickleball courts in Chiefland. Some of the best destinations to stay and play pickleball are:

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

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

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 1112 properties listed in Chiefland 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 1112 Chiefland, FL Vacation Rentals

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