378+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Canada
  2. Ontario
  3. Head

Head pickleball Stays, Resort Rentals, & Homes

About Head Vacation Rentals

Discover over 378 amazing vacation rental options in Head 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 Head.

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 514.71 ft², with prices averaging US $257 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 Head.

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Top Pickleball-Ready Accommodation Types in Head

Type Count
Cottages 163
Vacation Homes 68
Holiday Apartments 4
Villas 3

Use these Quick Filters to Find a Vacation Rental in Head

★ 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 Head with PickleTrip™.

Weather in Head, ON

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

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


Driftwood Provincial Park
Grant's Creek Provincial Park
Bissett Creek Provincial Park
Algonquin Provincial Park
Deep River Golf Club
Mattawa Museum
Mattawa Travel Information Centre
The Canadian Clock Museum
Explorer's Point Park
Petawawa National Forestry Institute
Andre Linteau Ecological Reserve
Aigle-a-Tete-Blanche Ecological Reserve
James Little Ecological Reserve
Ruisseau-de-l'Indien Ecological Reserve
Barron River Provincial Park
Mattawa River Provincial Park

Other Places to Stay in Head, ON


Bissett Creek Provincial Park 418 Properties
Grant's Creek Provincial Park 359 Properties
Driftwood Provincial Park 351 Properties
Stonecliffe 349 Properties
Bissett Creek 316 Properties

Frequently Asked Questions About Head?

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

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

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

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 378 properties listed in Head 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.


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There are 378 Head, ON Vacation Rentals

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