69+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Massillon pickleball Stays, Resort Rentals, & Homes

About Massillon Vacation Rentals

Discover over 69 amazing vacation rental options in Massillon 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 Massillon.

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 1094.47 ft², with prices averaging $368 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 Massillon.

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Top Pickleball-Ready Accommodation Types in Massillon

Type Count
Vacation Homes 44
Holiday Apartments 13
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Massillon

★ 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 Massillon with PickleTrip™.

Weather in Massillon, OH

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

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


Massillon Museum
The Legends of Massillon
Jackson Bog State Nature Preserve
Pro Football Hall of Fame
University of Akron
Cuyahoga Valley National Park
Akron Civic Theater
Akron Children's Hospital
College of Wooster
Belden Village Mall
Atwood Lake
Clay's Park Resort
Canton Palace Theatre
Hartville Kitchen
The Amish Country Theater
Stan Hywet Hall and Gardens
Hower House
World's Largest Cuckoo Clock
Firestone Country Club
Gervasi Vinyard & Italian Bistro

Other Places to Stay in Massillon, OH


Jackson Bog State Nature Preserve 219 Properties
Perry Heights 25 Properties
Massillon Museum 24 Properties
The Legends of Massillon 24 Properties

Frequently Asked Questions About Massillon?

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

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

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

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 69 properties listed in Massillon 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 69 Massillon, OH Vacation Rentals

Recently Booked Vacation Rentals in Massillon