Chicago Rentals By Owner

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 Vacation Rentals in Chicago:

• Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
• Magic Factory Loft 2West
• Great Location-Beautiful Friendly Andersonville Neighborhood
• 1F Chicago's Little italy Graystone nearDowntown
• Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
• North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
• Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
• Magic Factory Loft 3East 4 Bd/4 Ba Families Groups
• Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
• Spacious 3BR Duplex for Groups-Near Airport & Downtown-Cozy & Quiet

There are many large, family-friendly vacation homes available in Chicago; however, here are the most popular family rentals listed on our site:

• Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
• Homan Square
• Wrigleyville Inn
• Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood

Yes, there are 6080 self-catering vacation homes in Chicago that have hot tubs, swimming pools, & other amenities.

There are more than 6080 luxury villas and vacation homes in or near Chicago. Filter by price to compare find the most expensive places to stay on Kidsfreevacations.

Yes, there are 6080 pet friendly vacation homes and places to stays that are available in or near Chicago that you may consider.