105+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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North Middlesex pickleball Stays, Resort Rentals, & Homes

About North Middlesex Vacation Rentals

Discover over 105 amazing vacation rental options in North Middlesex 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 North Middlesex.

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 711.98 ft², with prices averaging US $357 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 North Middlesex.

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Top Pickleball-Ready Accommodation Types in North Middlesex

Type Count
Cottages 49
Vacation Homes 41
Holiday Apartments 3
Villas 3

Use these Quick Filters to Find a Vacation Rental in North Middlesex

★ 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 North Middlesex with PickleTrip™.

Weather in North Middlesex, ON

View the weather forecast for North Middlesex before booking your North Middlesex 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 North Middlesex, ON

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


Fort Rose Maple Company
University of Western Ontario
Budweiser Gardens
Fanshawe College
Boler Mountain Ski Resort
Victoria Park
London Health Sciences Centre
Covent Garden Market
White Oaks Mall
London Convention Center
Masonville Place
Grand Bend Beach
London Music Hall
Centennial Hall
Victoria Hospital
Western Fair Entertainment Centre
Museum London
Harris Park
Storybook Gardens
Grand Theatre

Other Places to Stay in North Middlesex, ON


Parkhill 330 Properties
Fort Rose Maple Company 27 Properties

Frequently Asked Questions About North Middlesex?

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

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

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

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 105 properties listed in North Middlesex in 2026, 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 105 North Middlesex, ON Vacation Rentals

Recently Booked Vacation Rentals in North Middlesex