142+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Rhinelander
  4. Woodruff

Woodruff pickleball Stays, Resort Rentals, & Homes

About Woodruff Vacation Rentals

Discover over 142 amazing vacation rental options in Woodruff 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 Woodruff.

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 1181.35 ft², with prices averaging US $333 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 Woodruff.

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Top Pickleball-Ready Accommodation Types in Woodruff

Type Count
Vacation Homes 93
Cottages 7
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Woodruff

★ 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 Woodruff with PickleTrip™.

Weather in Woodruff, WI

View the weather forecast for Woodruff before booking your Woodruff 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 Woodruff, WI

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


Rock Falls Riding Stable LLC
Dr. Kate Museum
Lake of the Torches Casino
Turtle Flambeau Flowage
Ottawa National Forest
Minocqua Winter Park and Nordic Center
Snowmobile Hall of Fame Snowmobiling Museum
Amsoil Eagle River Derby Track
Wildwood Wildlife Park and Nature Center
Lakeland Hawks Ice Arena
North Lakeland Discovery Center
Carow Park
Eagle River Golf Course
World Snowmobile Headquarters
Lake Tomahawk
Eliason Hardware and Lumber
Timber Ridge Golf Club
Wisconsin River Cruises
Trout Lake
Round Lake

Other Places to Stay in Woodruff, WI


Dr. Kate Museum 227 Properties
Rock Falls Riding Stable LLC 109 Properties
Arbor Vitae 94 Properties

Frequently Asked Questions About Woodruff?

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

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

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

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 142 properties listed in Woodruff 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 142 Woodruff, WI Vacation Rentals

Recently Booked Vacation Rentals in Woodruff