51+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Canada
  2. Ontario
  3. Oshawa
  4. Port Perry

Port Perry pickleball Stays, Resort Rentals, & Homes

About Port Perry Vacation Rentals

Discover over 51 amazing vacation rental options in Port Perry 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 Port Perry.

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 649.14 ft², with prices averaging $482 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 Port Perry.

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Top Pickleball-Ready Accommodation Types in Port Perry

Type Count
Cottages 29
Vacation Homes 11
Holiday Apartments 3
Villas 1

Use these Quick Filters to Find a Vacation Rental in Port Perry

★ 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 Port Perry with PickleTrip™.

Weather in Port Perry, ON

View the weather forecast for Port Perry before booking your Port Perry 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 Port Perry, ON

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


Lakeridge Health Port Perry
Oshawa Centre
Tribute Communities Centre
Lake Ontario
Ajax Convention Centre
Markham Museum
Great Blue Heron Charity Casino
Skyloft Ski Resort
Rotary Park
Royal Ashburn Golf Club
Goodwood Kartways
Sturgeon Lake
Lindsay 500 Go Karts
Canadian Tire Motorsport Park
Newcastle Memorial Arena
Jungle Cat World Wildlife Park
Airzone
Jungle Cat World Zoo
Rouge National Urban Park
Lake Scugog

Other Places to Stay in Port Perry, ON


Scugog 33 Properties
Lakeridge Health Port Perry 24 Properties

Frequently Asked Questions About Port Perry?

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

How many PickleTrip vacation rentals or resorts are available in Port Perry?

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 51 properties listed in Port Perry 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 51 Port Perry, ON Vacation Rentals

Recently Booked Vacation Rentals in Port Perry