Loop Haven
12 guests
6 bedrooms
Chicago Loop, Chicago
Welcome to The Jordan! Nestled in Chicago's iconic Chicago Loop, this urban oasis provides a tranquil retreat amidst the bustling cityscape.
Rent Illinois Homes with Swimming Pools
We selected the 6 homes worth renting in this location
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The Gulf Sings a Lullaby
6 guests
2 bedrooms
Gulf Shores, Baldwin County
If proximity to the beach is your priority, this breezy condo is sure to hit the spot. You'll find the warm turquoise waters of the Gulf of Mexico just across the street, so you can be splashing in the waves and lounging in the sun in no time.
The Wooden Edge
4 guests
2 bedrooms
Frisco, Summit County
With Dillon Reservoir practically on your doorstep, this townhouse is totally surrounded by mountains, woodland and water. The changing seasons allow for a variety of adventures, in the winter months guests have access to snowboarding and ski trails and in the summer months, you can go fishing in the reservoir or even paddleboarding.
Chicago Heights
4 guests
2 bedrooms
Chicago Loop, Chicago
This pet-friendly apartment in Downtown Chicago puts the city right at your feet, with Millennium Park, The Art Institute, theatres, and shopping just a stroll away. Inside, floor-to-ceiling windows in the main bedroom frame the skyline, while a sleek kitchen with a breakfast bar and a light-filled living space make staying in just as tempting as going out.
We selected the top 3% holiday homes in Illinois Homes with Swimming Pools
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You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Illinois, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Illinois Home to Rent with a Swimming Pool today, and set up a holiday to remember.
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