65+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Winamac pickleball Stays, Resort Rentals, & Homes

About Winamac Vacation Rentals

Discover over 65 amazing vacation rental options in Winamac 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 Winamac.

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 953.9 ft², with prices averaging US $377 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 Winamac.

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Top Pickleball-Ready Accommodation Types in Winamac

Type Count
Vacation Homes 43
Cottages 6
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Winamac

★ 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 Winamac with PickleTrip™.

Weather in Winamac, IN

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

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


Tippecanoe River State Park
Winamac Town Park
Fort Knox Paintball
Pulaski Memorial Hospital
Indiana Beach Amusement Resort
Riverside Park
Kankakee State Fish and Wildlife Area
Swan Lake Resort
Monticello City Park
All Saints Catholic Church
Monon Connection Museum
Jasper-Pulaski Fish and Wildlife Area
Lake Shafer
Tower Park
Whyte Horse Winery
Lake Maxinkuckee
France Park Beach
Round Barn Golf Club at Mill Creek
Rochester Elks Golf Course
Marshall County Historical Museum

Other Places to Stay in Winamac, IN


Tippecanoe River State Park 93 Properties
Pulaski Memorial Hospital 52 Properties
Fort Knox Paintball 49 Properties
Winamac Town Park 44 Properties
Pulaski County 24 Properties

Frequently Asked Questions About Winamac?

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

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

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

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 65 properties listed in Winamac 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 65 Winamac, IN Vacation Rentals

Recently Booked Vacation Rentals in Winamac