West Loop Gate pickleball Stays, Resort Rentals, & Homes

About West Loop Gate Vacation Rentals

Discover over 3929 amazing vacation rental options in West Loop Gate 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 West Loop Gate.

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 794 ft², with prices averaging US $462 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 West Loop Gate.

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Top Pickleball-Ready Accommodation Types in West Loop Gate

Type Count
Holiday Apartments 2456
Vacation Homes 753
Villas 7

Use these Quick Filters to Find a Vacation Rental in West Loop Gate

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 West Loop Gate with PickleTrip™.

Weather in West Loop Gate, IL

View the weather forecast for West Loop Gate before booking your West Loop Gate 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

Frequently Asked Questions About West Loop Gate?

What are the top vacation rentals, resorts, and hotels in West Loop Gate 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 West Loop Gate. 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 West Loop Gate!

How many pickleball-ready properties have private pools in West Loop Gate?

Discover 77 accommodations with private or nearby pickleball courts in West Loop Gate. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in West Loop Gate? 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 West Loop Gate?

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 3929 properties listed in West Loop Gate 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.

Nearby Neighborhood (5) 
Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1756
The Loop Vacation Rentals in Chicago, Illinois 740
Near West Side Vacation Rentals in Chicago, Illinois 356
West Loop Vacation Rentals in Chicago, Illinois 197
Greektown Vacation Rentals in Chicago, Illinois 4320

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Finding the best prices in West Loop Gate