Tri-Taylor pickleball Stays, Resort Rentals, & Homes
About Tri-Taylor Vacation Rentals
Discover over 71 amazing vacation rental options in Tri-Taylor 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 Tri-Taylor.
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 618.72 ft², with prices averaging US $361 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 Tri-Taylor.
Top Pickleball-Ready Accommodation Types in Tri-Taylor
| Type | Count |
|---|---|
| Holiday Apartments | 48 |
| Vacation Homes | 8 |
Use these Quick Filters to Find a Vacation Rental in Tri-Taylor
★ 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 Tri-Taylor with PickleTrip™.
Weather in Tri-Taylor, IL
View the weather forecast for Tri-Taylor before booking your Tri-Taylor Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Tri-Taylor?
What are the top vacation rentals, resorts, and hotels in Tri-Taylor 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 Tri-Taylor. 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 Tri-Taylor!
- Charming Cottage Home Near Little Italy & UIC
- Tri-Taylor 2BD 2BA Designer Condo with Parking
- Modern 2BD 2BD Condo with Parking in Tri Taylor
- The Haven near Downtown, Medical District and United Center
- Modern IMD Condo Workspace + Free Parking
- The Upscale Getaway Near Downtown
- The Haven, Great Location near Downtown, Medical District and United Center
- Spacious 3-bedroom apartment near downtown, FREE PARKING
- GARAGE PARKING! Stay in, Walk to Great Local Spots, Grab the CTA, or Hop on I-290 - the Perfect Location for All Your Adventures by AllSet Turnover
- Breathtaking & Bright: Designer 2BD with Garage
Which vacation rentals, resorts, or hotels in Tri-Taylor is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Tri-Taylor? 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.
- LUX CONDO NEAR DOWNTOWN and now offering car rental service.
- Adorable 2-bed with air hockey table
- Villa de Bonita Near Downtown Chicago
How many PickleTrip vacation rentals or resorts are available in Tri-Taylor?
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 71 properties listed in Tri-Taylor 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 (4)
| Neighborhood | Property Count |
|---|---|
| Near West Side Vacation Rentals in Chicago, Illinois | 371 |
| North Lawndale Vacation Rentals in Chicago, Illinois | 532 |
| Lawndale Vacation Rentals in Chicago, Illinois | 508 |
| Illinois Medical District Vacation Rentals in Chicago, Illinois | 3432 |
