Luxury Vacation Rentals with a Private Pool in Illinois

Luxury Vacation Rentals with a Private Pool in Illinois

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 4 private pool vacation rentals – enter your dates for availability.
Welcome to private poolside luxury in Illinois

Welcome to private poolside luxury in Illinois

Indulge in privacy and polish with luxury private pool vacation rentals in Illinois. Wander pairs the consistency of a five-star hotel with the space and serenity of a private home, so your time here feels effortless and refined.
Each residence offers thoughtful design, generous living areas, and your own pool for unhurried mornings or evening swims. Expect hotel-grade linens, pristine cleaning, ultra fast WiFi, and dedicated support from our 24/7 concierge. With work-friendly setups and calming views, it is easy to balance productivity and relaxation. Book a Wander in Illinois and feel the difference the moment you arrive.

Highlights in Illinois

From Chicago's iconic skyline and world-class museums to the historic landmarks of Abraham Lincoln's life, Illinois offers diverse American experiences.
Millennium Park
Navy Pier
Willis Tower
The Art Institute of Chicago
Abraham Lincoln Presidential Library and Museum
Lincoln Home National Historic Site
Starved Rock State Park
The Magnificent Mile

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 private pool vacation rentals in Illinois

Other popular amenities & vacation types in Illinois

Discover more beyond the pool in Illinois

Discover more beyond the pool in Illinois

Illinois brings together cultural icons and wide-open landscapes in a way few places can. Take in Chicago’s legendary skyline, lakefront paths, celebrated architecture, and vibrant arts, then venture to Galena’s historic streets and the bluffs along the Mississippi. Continue south to Shawnee National Forest for sandstone formations at Garden of the Gods and quiet forest trails, or trace classic miles of Route 66 through charming small towns.
With two major airports and a central Midwest location, getting here is simple in any season. From sunlit summers to brilliant fall color and snowy city nights, Illinois makes every itinerary compelling. This is why Wander’s luxury private pool vacation rentals in Illinois are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Illinois

Why should I book a Wander in Illinois over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.
Every home in Illinois 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 private pool vacation rentals in Illinois?

Some of our most popular private pool vacation rentals in Illinois include Wander Innsbrook Woods, Wander Terre Haute Escape, and Wander Illinois Highwood. 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 private pool vacation rentals does Wander have available in Illinois?

Wander offers 4 private pool vacation rentals in Illinois, 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 private pool vacation rentals in Illinois?

You can check-in to Wander private pool vacation rentals in Illinois after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in Illinois have WiFi access?

Yes. Every Wander home in Illinois 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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