80+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Simcoe pickleball Stays, Resort Rentals, & Homes

About Simcoe Vacation Rentals

Discover over 80 amazing vacation rental options in Simcoe 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 Simcoe.

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 363.52 ft², with prices averaging US $282 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 Simcoe.

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Top Pickleball-Ready Accommodation Types in Simcoe

Type Count
Vacation Homes 31
Holiday Apartments 17
Cottages 9
Villas 2

Use these Quick Filters to Find a Vacation Rental in Simcoe

★ 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 Simcoe with PickleTrip™.

Weather in Simcoe, ON

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

December - February
High 43°F       Low 21°F
March - May
High 64°F       Low 26°F
June - August
High 79°F       Low 59°F
September - November
High 75°F       Low 32°F

Top Attractions Around Simcoe, ON

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


Hay Creek Conservation Area
Wagon Wheel Produce & Corn Maze
Wooden Bear L Winery
Eva Brook Donly Museum & Archives
Norfolk Arts Centre
War Memorial Carillon Tower
Long Point Provincial Park
Long Point National Wildlife Area
Turkey Point Provincial Park
Sundrim Golf Course
Ohsweken Speedway
Otter Creek Golf Club
Selkirk Provincial Park
Burning Kiln Winery
Earl Haig Family Fun Park
Brantford Arts Block
Lions Park Arena
Participark
Port Dover Harbour Museum
Cayuga International Speedway

Other Places to Stay in Simcoe, ON


Vittoria 70 Properties
Hay Creek Conservation Area 66 Properties
Wooden Bear L Winery 62 Properties
Eva Brook Donly Museum & Archives 55 Properties
Norfolk Arts Centre 41 Properties
War Memorial Carillon Tower 35 Properties
Wagon Wheel Produce & Corn Maze 29 Properties

Frequently Asked Questions About Simcoe?

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

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

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

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 80 properties listed in Simcoe 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 80 Simcoe, ON Vacation Rentals

Recently Booked Vacation Rentals in Simcoe