159+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Monroe County

Monroe County pickleball Stays, Resort Rentals, & Homes

About Monroe County Vacation Rentals

Discover over 159 amazing vacation rental options in Monroe County 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 Monroe County.

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 524.53 ft², with prices averaging US $174 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 Monroe County.

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Top Pickleball-Ready Accommodation Types in Monroe County

Type Count
Vacation Homes 52
Holiday Apartments 47

Use these Quick Filters to Find a Vacation Rental in Monroe County

★ 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 Monroe County with PickleTrip™.

Weather in Monroe County, WI

View the weather forecast for Monroe County before booking your Monroe County 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 Monroe County, WI

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


LaCrosse River Trail
Butts Park
Deke Slayton Memorial Space and Bicycle Museum
Whitetail Ridge Ski Area
Area Community Theatre
Cranberry Discovery Center
Mill Bluff State Park
Hiawatha Golf Club
Tomah Health
Tomah Memorial Hospital Community
La Crosse Center
University of Wisconsin-La Crosse
Ho-Chunk Gaming Black River Falls
Riverside Park
Viterbo University
Castle Rock Lake
Onalaska Omni Center
Castle Rock County Park
Mount La Crosse Ski Area
La Crosse Fairgrounds Speedway
Grandad Bluff Park
Woodside Sports Complex
Oktoberfest Grounds
Valley View Mall
Petenwell Lake
Necedah Refuge
Northern Bay Golf Course
SheNoneigans Entertainment Center & Sports Bar
Sand Creek Brewery
Shrine of our Lady of Guadalupe

Other Places to Stay in Monroe County, WI


Whitetail Ridge Ski Area 175 Properties
Adrian 108 Properties
New Lyme 105 Properties
Norwalk 93 Properties
Mill Bluff State Park 83 Properties
Cataract 76 Properties
Ontario 64 Properties
Tomah 57 Properties
Sparta 36 Properties
Glendale 34 Properties
Kendall 31 Properties
Cashton 25 Properties

Frequently Asked Questions About Monroe County?

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

How many pickleball-ready properties have private pools in Monroe County?

Discover 3 accommodations with private or nearby pickleball courts in Monroe County. Some of the best destinations to stay and play pickleball are:

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

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

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 159 properties listed in Monroe County in 2026, 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 159 Monroe County, WI Vacation Rentals

Recently Booked Vacation Rentals in Monroe County