43+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Sheldon pickleball Stays, Resort Rentals, & Homes

About Sheldon Vacation Rentals

Discover over 43 amazing vacation rental options in Sheldon 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 Sheldon.

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 495.75 ft², with prices averaging US $162 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 Sheldon.

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Top Pickleball-Ready Accommodation Types in Sheldon

Type Count
Vacation Homes 17
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Sheldon

★ 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 Sheldon with PickleTrip™.

Weather in Sheldon, IA

View the weather forecast for Sheldon before booking your Sheldon 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 Sheldon, IA

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


Dordt College
Sibley Central Park
Sibley Golf And Country Club
Jaycee Park
Albert W. McCallum Museum
Northwestern College
Landsmeer Golf Club
Winterfield Boat and Fish Area
Sioux Golf and Country Club
Centre Mall
Sanford Sheldon Medical Center
Osceola Regional Health Center
Avera Merrill Pioneer Hospital
Grand Falls Casino Resort
Worthington Country Club
Blue Bunny Ice Cream Parlor
Blue Mounds State Park
Sanford Luverne Medical Center
Wayside Chapel
Worthington Memorial Auditorium

Other Places to Stay in Sheldon, IA


Sibley 51 Properties
Sibley Golf And Country Club 51 Properties
Sibley Central Park 51 Properties
Albert W. McCallum Museum 51 Properties
Osceola Regional Health Center 51 Properties
Sioux County 44 Properties
Sanford Sheldon Medical Center 43 Properties
Dordt College 33 Properties
Rock Valley 29 Properties
Sioux Center 26 Properties
Orange City 26 Properties
Rock Rapids 26 Properties

Frequently Asked Questions About Sheldon?

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

How many PickleTrip vacation rentals or resorts are available in Sheldon?

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 43 properties listed in Sheldon 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 43 Sheldon, IA Vacation Rentals

Recently Booked Vacation Rentals in Sheldon