75+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Roosevelt pickleball Stays, Resort Rentals, & Homes

About Roosevelt Vacation Rentals

Discover over 75 amazing vacation rental options in Roosevelt 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 Roosevelt.

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 1039.34 ft², with prices averaging US $298 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 Roosevelt.

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Top Pickleball-Ready Accommodation Types in Roosevelt

Type Count
Vacation Homes 32
Cottages 5
Holiday Apartments 3

Use these Quick Filters to Find a Vacation Rental in Roosevelt

★ 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 Roosevelt with PickleTrip™.

Weather in Roosevelt, MN

View the weather forecast for Roosevelt before booking your Roosevelt 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 Roosevelt, MN

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


Whitefish Lake
Grand Casino Mille Lacs
Mille Lacs Lake
Cuyuna Country State Recreation Area
Paul Bunyan Land
Mille Lacs Kathio State Park
The Lakes
Lake Ossawinnamakee
Cuyana Mine Pits
North Central Speedway
Father Hennepin State Park
This Old Farm
Mille Lacs Indian Museum
Buffalo Hills Park
Horseshoe Lake
Northland Arboretum
Farm Island Lake
Croft Mine Historical Park

Other Places to Stay in Roosevelt, MN


Pine Center 86 Properties
Garrison 77 Properties
Whitefish Lake 46 Properties

Frequently Asked Questions About Roosevelt?

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

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

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

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 75 properties listed in Roosevelt 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 75 Roosevelt, MN Vacation Rentals

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