Uptown Vacation Rentals & Ski-in/Ski-out Homes

Frequently Asked Questions About Uptown?

What are the top vacation rentals in Uptown?

When organizing your trip to Uptown, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Uptown. Peruse our collection of highly-rated properties and secure your reservation today.

• Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
• Family Friendly 2BD/2BA Near Wrigley, Lincoln Square
• ❤️ Spacious and Airy Apartment With Parking On Site!
• Spacious 2-BR Condo + Free On-Site Parking
• Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
• Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
• Newly Renovated 1 BR in Art Deco Architectural Gem, Steps to L & Free Parking
• Uptown Gem
• Spacious 4-bedroom apartment with WiFi, AC in brilliant Chicago
• Chic apartment in marvelous Chicago with WiFi, AC

Which vacation homes or resorts in Uptown are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Uptown. Enjoy great views, locations and save money with SunSki Resorts.™

• Homey|Vintage|2BR Uptown
• The Bright Retreat in Andersonville
• Elegant 2BR Apartment w/In-Unit Laundry

How many SunSkiResorts vacation rentals or resorts are available in Uptown?

Discover the ideal vacation rental in Uptown with SunSki Resorts™. We provide an extensive selection of over 83 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Uptown.

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