West Lakeview pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in West Lakeview
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Pet-Friendly Villas in West Lakeview
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Large Private Villas in West Lakeview
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West Lakeview Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in West Lakeview
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Book a Last Minute Place to Stay in West Lakeview
About West Lakeview Vacation Rentals
Discover over 39 amazing vacation rental options in West Lakeview 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 Lakeview.
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 577.43 ft², with prices averaging US $323 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 Lakeview.
Top Pickleball-Ready Accommodation Types in West Lakeview
| Type | Count |
|---|---|
| Holiday Apartments | 33 |
| Vacation Homes | 3 |
Use these Quick Filters to Find a Vacation Rental in West Lakeview
★ 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 Lakeview with PickleTrip™.
Weather in West Lakeview, IL
View the weather forecast for West Lakeview before booking your West Lakeview Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About West Lakeview?
What are the top vacation rentals, resorts, and hotels in West Lakeview 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 Lakeview. 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 Lakeview!
- Beautiful Roscoe Village/Hamlin Park 4 bed 3 bath.
- 2BD/1 BA with summer patio in quiet Roscoe Village
- Gather Together & WFH in Piece of Chicago History
- Magnificent 1BR Apt in Chicago - Belmont B3
- Modern 4 Bedroom Apt Next to Park&Pool | Lakeview
- Large 2-Bedroom with Huge Roof Deck view of Chicago Skyline
- Large 2-Bedroom w/Huge Roofdeck view of Skyline
- Complete 1BR Apartment near Attractions - Belmont C1
- Captivating 1BR Apt with Full Kitchen - Belmont I4
- 1BR Relaxing Apt in Lakeview close to Restaurants - Belmont H6
Which vacation rentals, resorts, or hotels in West Lakeview is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in West Lakeview? 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.
- Newly Renovated 1BR Apt in Ideal Location
- 1BR Relaxing Apt in Lakeview close to Restaurants - Belmont H6
- Well-Furnished 1BR Apt in Popular Spot
How many PickleTrip vacation rentals or resorts are available in West Lakeview?
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 39 properties listed in West Lakeview 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 (6)
| Neighborhood | Property Count |
|---|---|
| Lakeview Vacation Rentals in Chicago, Illinois | 301 |
| Lincoln Park Vacation Rentals in Chicago, Illinois | 163 |
| North Center Vacation Rentals in Chicago, Illinois | 77 |
| Avondale Vacation Rentals in Chicago, Illinois | 52 |
| Bucktown Vacation Rentals in Chicago, Illinois | 25 |
| Roscoe Village Vacation Rentals in Chicago, Illinois | 1612 |
