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

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

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