Chatham-Kent pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in Chatham-Kent
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Top-Rated Villas with a Pool in Chatham-Kent
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- 247 ft² Hotel
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Pet-Friendly Villas in Chatham-Kent
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Large Private Villas in Chatham-Kent
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Wheelchair Accessible Holiday Homes in Chatham-Kent
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Chatham-Kent Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in Chatham-Kent
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Book a Last Minute Place to Stay in Chatham-Kent
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.
Top Pickleball-Ready Accommodation Types in Chatham-Kent
Type | Count |
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Vacation Homes | 45 |
Cottages | 34 |
Holiday Apartments | 11 |
Use these Quick Filters to Find a Vacation Rental in Chatham-Kent
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★ 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.
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.
Other Places to Stay in Chatham-Kent, ON
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!
- Victorian Country Mansion with Pool Speakeasy and Gym. Sleeps 14. Pet Friendly.
- Omstead's On Erie
- NOW THAT'S COZY - Elegant 3 BR on private sandy beach waterfront on Lake Erie
- 2 Bedroom Property with Views of RONDEAU BAY
- Lake Erie Paradise! Perfect waterfront getaway with deck and large sandy beach.
- Brand New! 2 Bedroom Luxury Condo
- We hope to welcome you soon to Get Away at the Bay!
- Cozy 3 Bedroom Lakefront Cottage
- Cozy cottage close to the beach
- Birds Point Cottage on a Cliff facing Lake Erie.
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.
- Miracle Motel
- Cheerful life at cottage 2 bedroom on Lake Erie
- Holiday Inn Express & Suites Chatham South by IHG
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 |
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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 |