128+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Canada
  2. Ontario
  3. Chatham-Kent

Chatham-Kent pickleball Stays, Resort Rentals, & Homes

About Chatham-Kent Vacation Rentals

Discover over 128 amazing vacation rental options in Chatham-Kent 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 Chatham-Kent.

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 549.09 ft², with prices averaging $207 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 Chatham-Kent.

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Top Pickleball-Ready Accommodation Types in Chatham-Kent

Type Count
Vacation Homes 45
Cottages 34
Holiday Apartments 11

Use these Quick Filters to Find a Vacation Rental in Chatham-Kent

★ 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 Chatham-Kent with PickleTrip™.

Weather in Chatham-Kent, ON

View the weather forecast for Chatham-Kent before booking your Chatham-Kent Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Top Attractions Around Chatham-Kent, ON

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


Chatham-Kent John D. Bradley Convention Centre
Uncle Tom's Cabin
St. Clair College Capitol Theatre
Rondeau Provincial Park
The Mary Webb Centre
Chatham-Kent Museum
Velocity HD Golf
RM Classic Car Exhibit
Kingston Park
Greenview Avaries Park & Zoo
Early Acres Estate Winery
Wallaceburg & District Museum
Thames Art Gallery
TJ Stables
Buxton National Historic Site & Museum
Dresden Raceway
Ridge House Museum
Eau La La Spa
Fairfield Museum

Other Places to Stay in Chatham-Kent, ON


Buxton National Historic Site & Museum 77 Properties
Wallaceburg 74 Properties
Wallaceburg & District Museum 74 Properties
Dover 67 Properties
Mitchell's Bay 66 Properties
Romney 59 Properties
Morpeth 48 Properties
Dresden 34 Properties
Harwich 33 Properties
Wheatley 28 Properties
Erieau 26 Properties
Ridgetown 25 Properties

Frequently Asked Questions About Chatham-Kent?

What are the top vacation rentals, resorts, and hotels in Chatham-Kent 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 Chatham-Kent. 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 Chatham-Kent!

Which vacation rentals, resorts, or hotels in Chatham-Kent 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 Chatham-Kent?

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 128 properties listed in Chatham-Kent 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.

Nearby Neighborhood (4) 
Neighborhood Property Count
Harwich Vacation Rentals in Chatham-Kent, Ontario 33
Romney Vacation Rentals in Chatham-Kent, Ontario 59
Lighthouse Cove Vacation Rentals in Chatham-Kent, Ontario 33
Dover Vacation Rentals in Chatham-Kent, Ontario 67

People Also Ask

There are 128 Chatham-Kent, ON Vacation Rentals

Recently Booked Vacation Rentals in Chatham-Kent