443+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Bloomfield

Bloomfield pickleball Stays, Resort Rentals, & Homes

About Bloomfield Vacation Rentals

Discover over 443 amazing vacation rental options in Bloomfield 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 Bloomfield.

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 1109.92 ft², with prices averaging US $512 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 Bloomfield.

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Top Pickleball-Ready Accommodation Types in Bloomfield

Type Count
Vacation Homes 288
Holiday Apartments 69
Cottages 13
Villas 12

Use these Quick Filters to Find a Vacation Rental in Bloomfield

★ 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 Bloomfield with PickleTrip™.

Weather in Bloomfield, WI

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

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


Alpine Valley Ski Resort
Wilmot Mountain
Geneva Lake
The Mountain Top at Grand Geneva Resort
Alpine Valley Music Theatre
Volo Auto Museum
Pleasant Prairie Premium Outlets
Lake Geneva Cruise Line
Riviera Ballroom
Big Foot Beach State Park
Moose Mountain Falls Waterpark
College of Lake County
Geneva National Golf Club
Lake Geneva Canopy Tours
Riviera Beach
Four Seasons Nature Preserve
Lake Geneva Balloon Company
Richmond Hunting Club
Woodstock Opera House
Spinning Top and Yo-Yo Museum
Woodstock Square
Walworth County Fairgrounds
Moraine Hills State Park
Studio Winery
Lake Como
Crystal Lake Park
Chain 'O Lakes State Park
Bull Valley Golf Club
Volo Bog State Natural Area
Aerial Adventures

Frequently Asked Questions About Bloomfield?

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

How many pickleball-ready properties have private pools in Bloomfield?

Discover 21 accommodations with private or nearby pickleball courts in Bloomfield. Some of the best destinations to stay and play pickleball are:

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

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

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 443 properties listed in Bloomfield 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 443 Bloomfield, WI Vacation Rentals

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