Heart of Chicago Family Rentals & Large Homes

Find Family-Friendly Vacation Rentals Near Heart of Chicago

About Heart of Chicago Family Rental on SunSkiResorts

Planning a romantic escape to Heart of Chicago? SunSki presents a range of 49 romantic vacation rentals tailored for couples. From snug cottages to opulent villas, we offer accommodations perfect for creating cherished memories.

Our romantic getaways in Heart of Chicago boast premium amenities like private hot tubs, cozy fireplaces, breathtaking views, and plush furnishings. Whether you desire a secluded cabin in the woods or a lavish beachfront villa, we have options to match your preferences.

Relish a romantic dinner prepared in your fully equipped kitchen or dine at the on-site restaurants of a resort. Take leisurely walks along the beach, unwind in a soothing hot tub, or simply snuggle by the fireplace. SunSki's romantic retreats in Heart of Chicago provide everything you need for an unforgettable and intimate vacation.

Whether you're planning a special proposal or celebrating an anniversary, let us assist you in discovering the ideal rental. Explore our collection of romantic vacation rentals in Heart of Chicago and embark on your next romantic adventure today.

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Frequently Asked Questions About Heart of Chicago Family Rentals

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

The average price per night for a family holiday rental in Heart of Chicago is $269. Check the list of kid-friendly accommodations in Heart of Chicago.
There are 49 2-bedroom rental properties that are available in Heart of Chicago. You can book for your next trip with SunSkiResorts.
Yes, here are some top-rated family vacation rentals in Heart of Chicago that have a private swimming pool:

Check all holiday rentals with a pool in Heart of Chicago on SunSkiResorts.

Yes, We have 49 direct by owner rentals in Heart of Chicago.
Yes, Of course! There are many luxury rental properties in or near Heart of Chicago. Use our search filter to discover all of our luxury homes with your favorite amenities. Sorting by price is another way to find the luxury holiday rentals in Heart of Chicago, though more expensive is not always better.