Chicago Golf Villa Rentals & Stay And Plays

Find villas near Chicago - We found 9 exact matches

About Chicago Villa on StayAndPlay

Discover a wide selection of luxurious golf villas and other golf retreats near Chicago. These one-of-a-kind accommodations are all about exceptional comfort, featuring amenities like private decks, WiFi, hot tubs, panoramic views, and more—perfect for your next golf getaway.

Planning a romantic escape, a family vacation, or a fun getaway with friends? StayAndPlay has you covered with a fantastic range of golf villas, cozy golf cabins, and charming golf hotels. Each stay is designed to help you unwind in style, offering distinctive charm and all the comforts you need to relax.

StayAndPlay’s golf retreats are located in some of the best golf destinations, including Chicago. Choose from serene forest hills, peaceful mountain retreats, or lakeside golf villas, many with private pools, spacious bedrooms, and extras like outdoor fire pits and stargazing decks for those magical evenings.

Booking your perfect golf retreat in Chicago is a breeze with StayAndPlay. Browse our collection and take advantage of exclusive deals, available through our platform and top vacation rental sites like Airbnb and VRBO. Get ready for a golf trip you’ll never forget with StayAndPlay

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Frequently Asked Questions About Chicago Rental Villas

There are a lot of options in Chicago. If you plan on staying in the Chicago area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Chicago:

At StayAndPlay, the average rental fee for standard villas in Chicago is $806 per night. StayAndPlay.com has a large database of quality villas near Chicago that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Yes, here are the top villas rentals in Chicago that are pet friendly:See all pet-friendly vacation rentals in Chicago on StayAndPlay
Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Chicago to find what works for you.
Based on the 2026 data from our StayAndPlay site, there are more than 9 private swimming pools or villas with indoor pools in or near Chicago.
There are 9 villas in or near Chicago that have hot tubs. The most popular places to stay with hot tubs include:See all holiday vacation rentals in Chicago on StayAndPlay
Most definitely! There are many luxury villas in Chicago. Use our search filter to discover all of our luxury villas, and choose the one that matches your taste. Sorting by price is another way to find the most expensive villas in Chicago.