83+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Canada
  2. Prince Edward Island
  3. Summerside

Summerside pickleball Stays, Resort Rentals, & Homes

About Summerside Vacation Rentals

Discover over 83 amazing vacation rental options in Summerside 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 Summerside.

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 267.43 ft², with prices averaging $165 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 Summerside.

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Top Pickleball-Ready Accommodation Types in Summerside

Type Count
Vacation Homes 32
Holiday Apartments 11
Cottages 10

Use these Quick Filters to Find a Vacation Rental in Summerside

★ 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 Summerside with PickleTrip™.

Weather in Summerside, PE

View the weather forecast for Summerside before booking your Summerside 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 Summerside, PE

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


Consolidated Credit Union Place
Summerside Harbor
College of Piping and Celtic Performing Arts of Canada
Harbourfront Theatre
Linkletter Provincial Park
Eptek Art and Culture Centre
Wyatt House Museum
Prince Edward Island Sports Hall of Fame and Museum
County Fair Mall
Summerside Range Lighthouse Front
Spinnaker's Landing
Red Shores Racetrack and Casino
Summerside Visitor Information Centre
Summerside Range Lighthouse Rear
Indian Head Lighthouse
International Fox Museum and Hall of Fame
Bishop's Machine Shop Museum
Cavendish Beach
Avonlea Village
Green Gables Heritage Place

Other Places to Stay in Summerside, PE


County Fair Mall 83 Properties
Harbourfront Theatre 82 Properties
Bishop's Machine Shop Museum 82 Properties
Summerside Range Lighthouse Rear 82 Properties
College of Piping and Celtic Performing Arts of Canada 82 Properties
Wyatt House Museum 81 Properties
Spinnaker's Landing 80 Properties
Summerside Visitor Information Centre 80 Properties
Prince Edward Island Sports Hall of Fame and Museum 79 Properties
International Fox Museum and Hall of Fame 78 Properties
Sherbrooke 70 Properties
Linkletter 56 Properties

Frequently Asked Questions About Summerside?

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

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

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

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 83 properties listed in Summerside 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 83 Summerside, PE Vacation Rentals

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