91+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Illinois
  3. Ingleside

Ingleside pickleball Stays, Resort Rentals, & Homes

About Ingleside Vacation Rentals

Discover over 91 amazing vacation rental options in Ingleside 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 Ingleside.

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 1189.14 ft², with prices averaging $388 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 Ingleside.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Ingleside

Type Count
Vacation Homes 71
Cottages 11
Holiday Apartments 4

Use these Quick Filters to Find a Vacation Rental in Ingleside

★ 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 Ingleside with PickleTrip™.

Weather in Ingleside, IL

View the weather forecast for Ingleside before booking your Ingleside 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 Ingleside, IL

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


Volo Bog State Natural Area
Naval Base Great Lakes
Six Flags Great America
Gurnee Mills
Sears Center
Wilmot Mountain
Geneva Lake
Illinois Beach State Park
Volo Auto Museum
Pleasant Prairie RecPlex
Genesee Theater
Pleasant Prairie Premium Outlets
Lake Forest College
Marriott Theatre
Northwestern Lake Forest Hospital
Big Foot Beach State Park
Lake County Fairgrounds
Arboretum of South Barrington
College of Lake County
Harper College

Other Places to Stay in Ingleside, IL


Long Lake 79 Properties
Grant 63 Properties
Volo Bog State Natural Area 42 Properties

Frequently Asked Questions About Ingleside?

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

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

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

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 91 properties listed in Ingleside 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 91 Ingleside, IL Vacation Rentals

Recently Booked Vacation Rentals in Ingleside