67+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Ohio
  3. Mansfield
  4. Wooster

Wooster pickleball Stays, Resort Rentals, & Homes

About Wooster Vacation Rentals

Discover over 67 amazing vacation rental options in Wooster 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 Wooster.

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 471.46 ft², with prices averaging US $182 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 Wooster.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Wooster

Type Count
Vacation Homes 21
Holiday Apartments 15
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Wooster

★ 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 Wooster with PickleTrip™.

Weather in Wooster, OH

View the weather forecast for Wooster before booking your Wooster 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 Wooster, OH

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


College of Wooster
Pine Tree Barn
Alice Noble Ice Arena
Kidron Auction
Ohio Light Opera
Wayne County Fairgrounds
Ohio Agricultural Research and Development Center
Vulture's Knob Mountain Bike Park
Secrest Arboretum
Wayne County Historical Society & Museum
Wooster Community Hospital
Mohican State Park
Clay's Park Resort
The Amish Country Theater
Ashland University
Castle Noel
Holmes County Flea Market

Other Places to Stay in Wooster, OH


Wayne County 83 Properties
Vulture's Knob Mountain Bike Park 58 Properties
Kidron Auction 56 Properties
Pine Tree Barn 44 Properties
College of Wooster 43 Properties
Ohio Light Opera 39 Properties
Wayne County Historical Society & Museum 39 Properties
Wooster Community Hospital 39 Properties
Wayne County Fairgrounds 38 Properties
Alice Noble Ice Arena 35 Properties
Ohio Agricultural Research and Development Center 35 Properties
Secrest Arboretum 35 Properties

Frequently Asked Questions About Wooster?

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

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

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

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 67 properties listed in Wooster in 2026, 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 67 Wooster, OH Vacation Rentals

Recently Booked Vacation Rentals in Wooster