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Osakis pickleball Stays, Resort Rentals, & Homes

About Osakis Vacation Rentals

Discover over 116 amazing vacation rental options in Osakis 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 Osakis.

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 1491.81 ft², with prices averaging US $377 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 Osakis.

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Top Pickleball-Ready Accommodation Types in Osakis

Type Count
Vacation Homes 63
Villas 6
Holiday Apartments 4
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Osakis

★ 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 Osakis with PickleTrip™.

Weather in Osakis, MN

View the weather forecast for Osakis before booking your Osakis Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Osakis, MN

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


Erickson's Petting Zoo
Big Splash Indoor Waterpark
Carlos Creek Winery
Andes Tower Hills
Sinclair Lewis Interpretive Center
Lake Miltona
Lions Charlotte Park
Theatre L'Homme Dieu
Kensington Runestone
Peter Sunset Beach Resort
Viking Altar Rock
Big Ole Viking Statue
Sinclair Lewis Park
Geneva Golf Club
Long Prairie Country Club
Douglas County Historical Society
Christie House Museum
Eagle Mountain
Big Birch Lake
Runestone Museum

Other Places to Stay in Osakis, MN


Orange Township 163 Properties
West Union 47 Properties
Gordon 45 Properties
Erickson's Petting Zoo 35 Properties
Osakis Township 24 Properties

Frequently Asked Questions About Osakis?

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

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

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

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 116 properties listed in Osakis 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 116 Osakis, MN Vacation Rentals

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