57+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Canada
  2. Ontario
  3. Lakeshore

Lakeshore pickleball Stays, Resort Rentals, & Homes

About Lakeshore Vacation Rentals

Discover over 57 amazing vacation rental options in Lakeshore 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 Lakeshore.

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 644.85 ft², with prices averaging US $293 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 Lakeshore.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Lakeshore

Type Count
Vacation Homes 37
Cottages 9
Villas 2
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Lakeshore

★ 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 Lakeshore with PickleTrip™.

Weather in Lakeshore, ON

View the weather forecast for Lakeshore before booking your Lakeshore 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 Lakeshore, ON

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


Caesars Casino
Detroit Windsor Tunnel
Point Pelee National Park
Caesar's Windsor
University of Windsor
Ambassador Bridge
Adventure Bay Family Water Park
The Colosseum
Jackson Park
Chatham-Kent John D. Bradley Convention Centre
St. Clair College
Devonshire Mall
Pelee Island Winery
Windsor Family Credit Union Centre
Leamington Arts Centre
Sprucewood Shores Estate Winery
Ambassador Golf Club
Cooper's Hawk Vineyards
St. Clair College Capitol Theatre
Coventry Gardens

Other Places to Stay in Lakeshore, ON


Comber 74 Properties
Pointe aux Roches 50 Properties
Lighthouse Cove 33 Properties
Belle River 24 Properties
Puce 24 Properties

Frequently Asked Questions About Lakeshore?

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

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

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

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 57 properties listed in Lakeshore 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 (2) 
Neighborhood Property Count
Romney Vacation Rentals in Lakeshore, Ontario 59
Lighthouse Cove Vacation Rentals in Lakeshore, Ontario 33

People Also Ask

There are 57 Lakeshore, ON Vacation Rentals

Recently Booked Vacation Rentals in Lakeshore