Port Perry pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in Port Perry
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Top-Rated Villas with a Pool in Port Perry
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Pet-Friendly Villas in Port Perry
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Large Private Villas in Port Perry
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Port Perry Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in Port Perry
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Book a Last Minute Place to Stay in Port Perry
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.
Top Pickleball-Ready Accommodation Types in Port Perry
Type | Count |
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Cottages | 29 |
Vacation Homes | 11 |
Holiday Apartments | 3 |
Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Port Perry
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★ 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.
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.
Other Places to Stay in Port Perry, ON
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!
- Lakefront Winter Wonderland – Book a Magical Christmas Week Away-Stunning Views!
- Lakefront with pool and hot tub
- The Balsam Retreat
- Modern Waterfront Luxury Lakehouse - 60 Min GTA
- Waterfront Cottage at south shore of Lake Scugog
- Modern luxury suite near historic downtown Port Perry
- Washago Bay Cottage on Scugog Lake
- Lakeside Paradise Scugog
- ⭐Beautiful Waterfront Cottage 1 Hour from Toronto🏡
- Willow Pond Bed and Breakfast
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.