57+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Ohio
  3. Austinburg
  4. Madison - Lakeland

Madison - Lakeland pickleball Stays, Resort Rentals, & Homes

About Madison - Lakeland Vacation Rentals

Discover over 57 amazing vacation rental options in Madison - 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 Madison - 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 1059.34 ft², with prices averaging US $305 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 Madison - Lakeland.

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Top Pickleball-Ready Accommodation Types in Madison - Lakeland

Type Count
Vacation Homes 36
Cottages 16
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Madison - 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 Madison - Lakeland with PickleTrip™.

Weather in Madison - Lakeland, OH

View the weather forecast for Madison - Lakeland before booking your Madison - Lakeland 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

Frequently Asked Questions About Madison - Lakeland?

What are the top vacation rentals, resorts, and hotels in Madison - 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 Madison - 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 Madison - Lakeland!

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

Looking for a fun and active getaway with pickleball courts in Madison - 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 Madison - 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 57 properties listed in Madison - 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Madison-on-the-Lake Vacation Rentals in Austinburg, Ohio 45

People Also Ask

There are 57 Madison - Lakeland, OH Vacation Rentals

Recently Booked Vacation Rentals in Madison - Lakeland