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Port Barrington pickleball Stays, Resort Rentals, & Homes

About Port Barrington Vacation Rentals

Discover over 63 amazing vacation rental options in Port Barrington 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 Port Barrington.

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 645.03 ft², with prices averaging $271 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 Port Barrington.

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Top Pickleball-Ready Accommodation Types in Port Barrington

Type Count
Vacation Homes 38
Cottages 6
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Port Barrington

★ 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 Port Barrington with PickleTrip™.

Weather in Port Barrington, IL

View the weather forecast for Port Barrington before booking your Port Barrington 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 Port Barrington, IL

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


Fox River Preserve
Naval Base Great Lakes
Six Flags Great America
Schaumburg Convention Center
Woodfield Mall
Gurnee Mills
Sears Center
Legoland Discovery Center
Wilmot Mountain
Schaumburg Medieval Times
Grand Victoria Casino
Volo Auto Museum
Lake Forest College
Marriott Theatre
Northwestern Lake Forest Hospital
Lake County Fairgrounds
Alexian Brothers Medical Center
Arboretum of South Barrington
Randhurst Village
College of Lake County

Other Places to Stay in Port Barrington, IL


Fox River Preserve 60 Properties

Frequently Asked Questions About Port Barrington?

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

Which vacation rentals, resorts, or hotels in Port Barrington 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 Port Barrington?

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 63 properties listed in Port Barrington 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 63 Port Barrington, IL Vacation Rentals

Recently Booked Vacation Rentals in Port Barrington