289+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Sheridan pickleball Stays, Resort Rentals, & Homes

About Sheridan Vacation Rentals

Discover over 289 amazing vacation rental options in Sheridan 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 Sheridan.

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 1003.05 ft², with prices averaging US $450 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 Sheridan.

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Top Pickleball-Ready Accommodation Types in Sheridan

Type Count
Vacation Homes 208
Holiday Apartments 27
Cottages 6
Villas 2

Use these Quick Filters to Find a Vacation Rental in Sheridan

★ 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 Sheridan with PickleTrip™.

Weather in Sheridan, IN

View the weather forecast for Sheridan before booking your Sheridan 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 Sheridan, IN

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


Children's Museum of Indianapolis
Indianapolis Motor Speedway
Indiana University-Purdue University Indianapolis
Butler University
Lucas Oil Raceway
Ruoff Home Mortgage Music Center
Indiana State Fairgrounds and Pepsi Coliseum
Grand Park
Fashion Mall at Keystone
Monument Circle
Dave & Buster's
Riley Hospital for Children
Castleton Square
St. Vincent Indianapolis Hospital
Eagle Creek Park
Community Hospital North
Hamilton Town Center
Methodist Hospital
Central Canal
Crown Hill Cemetery

Frequently Asked Questions About Sheridan?

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

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

Discover 10 accommodations with private or nearby pickleball courts in Sheridan. Some of the best destinations to stay and play pickleball are:

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

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

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 289 properties listed in Sheridan 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.


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There are 289 Sheridan, IN Vacation Rentals

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