140+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Dufferin County

Dufferin County pickleball Stays, Resort Rentals, & Homes

About Dufferin County Vacation Rentals

Discover over 140 amazing vacation rental options in Dufferin County 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 Dufferin County.

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 874.88 ft², with prices averaging US $358 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 Dufferin County.

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Top Pickleball-Ready Accommodation Types in Dufferin County

Type Count
Vacation Homes 68
Cottages 15
Holiday Apartments 11
Villas 2

Use these Quick Filters to Find a Vacation Rental in Dufferin County

★ 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 Dufferin County with PickleTrip™.

Weather in Dufferin County, ON

View the weather forecast for Dufferin County before booking your Dufferin County 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 Dufferin County, ON

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


Hockley Valley Resort
Mono Cliffs Provincial Park
Theatre Orangeville
Island Lake Conservation Area
Mansfield Ski Club
Shelburne Golf & Country Club
Mansfield Outdoor Centre
Luther Marsh Conservation Area
Dufferin County Museum & Archives
Dunadel Golf
Boyne Valley Provincial Park
Hockley Valley Provincial Park
Blue Mountain Ski Resort
Blue Mountain Village
Scandinave Spa Blue Mountain
University of Guelph
Nottawasaga Inn Resort Golf Club
Snow Valley Ski Resort
Barrie Molson Centre
Collingwood Scenic Caves
Wasaga Beach Provincial Park
West Montrose Covered Bridge
Tanger Outlets
Stone Road Mall
Elora Gorge Conservation Area
River Run Centre
Village at Blue
Bayfield Mall
McMichael Canadian Art Collection
Beaver Valley Ski Club

Other Places to Stay in Dufferin County, ON


Luther Marsh Conservation Area 120 Properties
Mansfield 106 Properties
Rosemont 105 Properties
Dufferin County Museum & Archives 104 Properties
Amaranth 87 Properties
Shelburne 86 Properties
East Garafraxa 84 Properties
Melancthon 63 Properties
Grand Valley 45 Properties
Mono 37 Properties
Orangeville 26 Properties
Mulmur 26 Properties

Frequently Asked Questions About Dufferin County?

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

How many pickleball-ready properties have private pools in Dufferin County?

Discover 2 accommodations with private or nearby pickleball courts in Dufferin County. Some of the best destinations to stay and play pickleball are:

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

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

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 140 properties listed in Dufferin County 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 140 Dufferin County, ON Vacation Rentals

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