Logan Square pickleball Stays, Resort Rentals, & Homes
About Logan Square Vacation Rentals
Discover over 175 amazing vacation rental options in Logan Square 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 Logan Square.
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 642.29 ft², with prices averaging US $279 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 Logan Square.
Top Pickleball-Ready Accommodation Types in Logan Square
| Type | Count |
|---|---|
| Holiday Apartments | 124 |
| Vacation Homes | 35 |
Use these Quick Filters to Find a Vacation Rental in Logan Square
★ 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 Logan Square with PickleTrip™.
Weather in Logan Square, IL
View the weather forecast for Logan Square before booking your Logan Square Vacation Rentals to confirm your best time to go.
Other Places to Stay in Logan Square, IL
Frequently Asked Questions About Logan Square?
What are the top vacation rentals, resorts, and hotels in Logan Square 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 Logan Square. 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 Logan Square!
- Modern 3-Bed Stay w/Patio, Firepit, & Garage Parking Spot
- Trendy 2BR Apartment in Logan Square!
- Family-friendly, stylish Chicago Apartment in Logan Square
- Stylish and Cute 2BR Apartment Near Wrigley!
- Clean, Private, Cozy Urban Oasis Chicago Greystone In Heart of Logan Square
- ❤️ Stylish and Cozy 2BR in Logan Square!
- Convenient, bright 2 bed in the heart of Logan Square with free street parking
- ❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square
- Bright and Cozy 1BR Apartment in Logan Square!
- Adorable single family home in Logan Square
Which vacation rentals, resorts, or hotels in Logan Square is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Logan Square? 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.
- Modern + Cozy Chicago stay w/garage parking & 20min to downtown
- New Modern 1BR Lux City Escape
- Bright & Lofty Bucktown 1BR by AllSet Turnover
How many PickleTrip vacation rentals or resorts are available in Logan Square?
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 175 properties listed in Logan Square 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.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Avondale Vacation Rentals in Chicago, Illinois | 55 |
| West Bucktown Vacation Rentals in Chicago, Illinois | 34 |
| Bucktown Vacation Rentals in Chicago, Illinois | 2953 |
| Palmer Square Vacation Rentals in Chicago, Illinois | 1839 |
| Hermosa Vacation Rentals in Chicago, Illinois | 804 |
