Kid-friendly vacation rentals in Illinois

Jackson Ready Properties

Bring the whole family to this great place with lots of room for fun. Enjoy the patio or deck and cozy up to the outdoor firepit. Socialize with family and friends inside with two large living areas featuring plenty of seating and pool, foosball or wet bar to keep guests entertained. Three large bedrooms that sleep 6 comfortably as well as a sofa sleeper for kids or tag-along adults! Located within walking distance to the Owner's Club or a short cruise down the hill to the Marina.

The Charming Grey Bungalow

This cozy 3-bedroom, 1-bath home is located just minutes from the airport, making it ideal for travelers. Enjoy a private, fenced-in backyard with a relaxing patio, perfect for outdoor gatherings. Great for pets! Restaurants are just 5 minutes down the street, providing convenience during your stay. Whether you're here for business or leisure, this home offers comfort, privacy, and easy access to everything you need. Perfect for family and friends. Book your stay today!

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

Best in Chicago, private, amazing garden space

We offer the highest standards of cleanliness. Excellent workspace with fast wifi and beautiful outdoor deck and garden space to relax. The most popular Airbnb in Illinois (Buzzfeed, Aug. 2017). After 12 years hosting we still enjoy making our space a special place…as one reviewer commented, "The pictures don't really do justice to how beautiful the apartment is. I will miss having my morning coffee while overlooking the tranquil garden."

InstaWorthy! Modern Gem, Perfect Family Getaway-Pe

Have fun with the whole family at this stylish place! - Minutes away from Woodfield Mall, Legoland Waterworks Indoor Water Park, Golf, Outdoors, and more! - Private Driveway - Blazing Fast 1GB internet speed - 60 4K Smart TV w/ Roku Live TV - Pack n Play, High Chair, Stroller - Stocked Kitchen with Coffee and Waffle Bar! - Outdoor Patio Area w/ games - Working Desk Area. - Firepit, Corn Hole, Pool Table - King Size Bed in Main

Green House

Relax with the whole family in my cozy, quiet home away from home. *Only 6 minute drive away from Memorial Stadium and U of I Campus *Everything you need at short distance (grocery, restaurants, pharmacy, salon, etc.) *free wifi, Netflix and coffee nook space *All 3 rooms with queen-sized beds *smart TV in living room *Grill space with firepit and outdoor seating *Fully fenced in yard *1-2 car single-lane driveway parking

Newly renovated, bright & clean ranch home

Traveling with family or on business relax in this two bedroom ranch home in a quiet neighborhood centrally located in Rockford Illinois. Just minutes from several gardens, river path, restaurants, golfing, and downtown attractions. Fully equipped kitchen with new appliances. High speed internet and Roku TV ready for your streaming services. Both bedrooms have work desks. Many starter essentials.

Stewart house

Nestled in the heart of Central Illinois, this house is conveniently located 3 miles from State Farm Corp, 8 miles from Rivian and 5 miles from the ISU/IWU. campuses. Quick access to Highways 55/74/39. So whether you are coming for work or pleasure, you can relax with your family at this peaceful retreat.

#1 Old Lake House at Cypress Resort & Marine

Set atop a hill overlooking Petite Lake, this 1900's Lake House is ideal for anyone looking to enjoy a get away! Relax on 480ft of beach, swim, boat, ski & fish or take in the changing seasons. A great old lake resort for family fun. Looking for more cottages? All are listed under my profile.