Lakeland pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in Lakeland
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Large Private Villas in Lakeland
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Lakeland Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in Lakeland
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Book a Last Minute Place to Stay in Lakeland
About Lakeland Vacation Rentals
Discover over 24 amazing vacation rental options in Lakeland 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 Lakeland.
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 1113.17 ft², with prices averaging US $274 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 Lakeland.
Top Pickleball-Ready Accommodation Types in Lakeland
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|---|---|
| Vacation Homes | 17 |
| Holiday Apartments | 1 |
Use these Quick Filters to Find a Vacation Rental in Lakeland
★ 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 Lakeland with PickleTrip™.
Weather in Lakeland, WI
View the weather forecast for Lakeland before booking your Lakeland Vacation Rentals to confirm your best time to go.
Top Attractions Around Lakeland, WI
PickleTrip offers a large selection of top attractions around Lakeland . Research things to do on your vacation before you visit Lakeland.
Frequently Asked Questions About Lakeland?
What are the top vacation rentals, resorts, and hotels in Lakeland 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 Lakeland. 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 Lakeland!
- Modern Lake Home with Pickleball and Pontoon available to rent.
- QUIET LAKE HOME RURAL SETTING
- Farmhouse Retreat
- Peacefully secluded cabin on a small private lake with 55 Acres
- Rustic Home by the Lake
- The Lake Home on Beaver Dam Lake in Cumberland, Wisconsin
- Secluded Bay of Beaver Dam Lake - Northwoods WI Paradise
- 'Cumberland Retreat' w/Lakefront Yard & Dock
- Historic Cumberland Home on Beaver Dam Lake!
- Up North Living! Fully renovated one-level living home in wooded lot near lake.
Which vacation rentals, resorts, or hotels in Lakeland is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Lakeland? 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 Lakeland?
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 24 properties listed in Lakeland 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.
