Cook County pickleball Stays, Resort Rentals, & Homes
About Cook County Vacation Rentals
Discover over 531 amazing vacation rental options in Cook 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 Cook 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 822.37 ft², with prices averaging US $391 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 Cook County.
Top Pickleball-Ready Accommodation Types in Cook County
| Type | Count |
|---|---|
| Vacation Homes | 216 |
| Holiday Apartments | 54 |
| Cottages | 17 |
| Villas | 7 |
Use these Quick Filters to Find a Vacation Rental in Cook 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 Cook County with PickleTrip™.
Weather in Cook County, MN
View the weather forecast for Cook County before booking your Cook County Vacation Rentals to confirm your best time to go.
Top Attractions Around Cook County, MN
PickleTrip offers a large selection of top attractions around Cook County . Research things to do on your vacation before you visit Cook County.
Other Places to Stay in Cook County, MN
Frequently Asked Questions About Cook County?
What are the top vacation rentals, resorts, and hotels in Cook 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 Cook 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 Cook County!
- Superior Solitude Private and Charming Cabin on Lake Superior
- Private End Condo on Superior w/Panoramic Views! Fireplace & Private Sauna!
- Amazing Lake Superior Views, Lake Access, Bike Trail, Garage, Close to Parks/Hik
- Lutsen's cutest vacation home with garage parking - 1 mile to Lutsen Mountains.
- Lutsen Little Bear Lodge - Secluded Lutsen Mountain Cabin With Superior View
- Fantastic House In Grand Marais! Walking Distance To Downtown!
- "North Shore Retreat" Lutsen 5 Bed/4 Bath, Sleeps 14, Ski in - Ski out
- Northern Comfort Overlooking Caribou Lake- Spacious and Secluded
- Stunning 3-bedroom; 7+ beds; log cabin with sauna; near Lutsen Mountains
- The North Shore Fisherman's Cabin- historic
How many pickleball-ready properties have private pools in Cook County?
Discover 20 accommodations with private or nearby pickleball courts in Cook County. Some of the best destinations to stay and play pickleball are:
- Lake Superior's Chateau LeVeaux #25...Quiet, Quaint & Modern Charm!
- Lutsen Mountains Retreat with Resort Amenities!
- Top flr condo - prime location! Views of Moose Mtn & Lk Superior! Ski-in/Ski-out
- Ski-in Ski-out Townhome at Lutsen Mountain, Pool, Hot Tub, Fitness, Sauna and more!
Which vacation rentals, resorts, or hotels in Cook County is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Cook 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.
- Tofte Cove on Lake Superior. Certain to WOW You! Sleeps Up to 6 Guests! Amazing!
- Ski in Ski out 1 Bed plus Loft BEST VIEWS IN LUTSEN
- 'reflections' Cabin on Lake Superior - Near Lutsen
How many PickleTrip vacation rentals or resorts are available in Cook 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 531 properties listed in Cook 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.
