89+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. Canada
  2. Manitoba
  3. Winnipeg
  4. Downtown Winnipeg

Downtown Winnipeg pickleball Stays, Resort Rentals, & Homes

About Downtown Winnipeg Vacation Rentals

Discover over 89 amazing vacation rental options in Downtown Winnipeg 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 Downtown Winnipeg.

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 438.85 ft², with prices averaging US $115 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 Downtown Winnipeg.

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Top Pickleball-Ready Accommodation Types in Downtown Winnipeg

Type Count
Holiday Apartments 39
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Downtown Winnipeg

★ 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 Downtown Winnipeg with PickleTrip™.

Weather in Downtown Winnipeg, MB

View the weather forecast for Downtown Winnipeg before booking your Downtown Winnipeg 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

Other Places to Stay in Downtown Winnipeg, MB


Manitoba Provincial Archives 606 Properties
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Memorial Provincial Park 599 Properties
Royal Winnipeg Ballet 598 Properties
Millennium Library 597 Properties
Prairie Theatre Exchange 597 Properties
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Frequently Asked Questions About Downtown Winnipeg?

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

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

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

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 89 properties listed in Downtown Winnipeg 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Legislature Vacation Rentals in Winnipeg, Manitoba 602

People Also Ask

There are 89 Downtown Winnipeg, MB Vacation Rentals

Recently Booked Vacation Rentals in Downtown Winnipeg