Luxury Vacation Rentals with Hot Tubs in Chicago

Luxury Vacation Rentals with Hot Tubs in Chicago

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 2 hot tub vacation rentals – enter your dates for availability.
Welcome to relaxing hot tub escapes in Chicago

Welcome to relaxing hot tub escapes in Chicago

Elevate your city stay with Wander’s luxury hot tub vacation rentals in Chicago. Our handpicked homes pair hotel-level consistency with the privacy of a modern residence, so you can unwind on your schedule and work without compromise.
Each space features a private hot tub for a restorative soak, ultra fast WiFi, elegant living areas, and fully equipped kitchens, all kept to pristine hotel standards. Expect thoughtful touches like smart climate control, plush linens, and 24/7 concierge support that actually solves things. What you see in the photos is what awaits at the door. Business trips, friend getaways, and extended stays all feel effortless when your home base is dialed in.

Highlights in Chicago

Experience iconic architecture, world-class museums, and stunning lakefront parks in the heart of America's vibrant Second City.
Millennium Park
Navy Pier
The Art Institute of Chicago
Willis Tower
Field Museum
Shedd Aquarium
The Magnificent Mile
Chicago Riverwalk

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

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Most popular amenities for hot tub vacation rentals in Chicago

Other popular amenities & vacation types in Chicago

Discover more ways to unwind in Chicago

Discover more ways to unwind in Chicago

Chicago balances edge and elegance along its lakefront. Iconic architecture rises over blue water, while an acclaimed arts scene, destination dining, and a passionate sports culture keep energy high in every season. Summer brings breezy beach days and patio evenings. Winter casts a glittering hush over the city and invites cozy nights with skyline views.
Stroll the Riverwalk, cruise the lake, catch a show, and watch the sun break over Lake Michigan the next morning. With swift transit and a grid that rewards curiosity, it is easy to do more than you planned. This is why Wander’s luxury hot tub vacation rentals in Chicago are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Chicago

Why should I book a Wander in Chicago over other hot tub vacation rentals?

Wander offers a level of consistency and quality you won’t find with most hot tub vacation rentals.
Every home in Chicago delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular hot tub vacation rentals in Chicago?

Some of our most popular hot tub vacation rentals in Chicago include Wander Chicago Modern, Wander Chicago Sky, and Wander Chicago Sky. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different hot tub vacation rentals does Wander have available in Chicago?

Wander offers 2 hot tub vacation rentals in Chicago, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s hot tub vacation rentals in Chicago?

You can check-in to Wander hot tub vacation rentals in Chicago after 4.00pm and check-out before 10.00am.

Do Wander’s hot tub vacation rentals in Chicago have WiFi access?

Yes. Every Wander home in Chicago has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.
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