Chicago Family Rentals & Large Homes

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 Family Rentals in Chicago:

• Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
• 55th Floor Penthouse with Award-Winning Views
• 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
• 53 Floor MagMile Penthouse Views, Balcony, Pool
• 2-Story Penthouse Views, Fireplace, Pool, Gym
• NEW LUXURY PENTHOUSE CONDO
• Roscoe Village Inn -Guesthouse - Walk to Chicago's Wrigley Field
• Magic Factory Loft 2West
• Great Location-Beautiful Friendly Andersonville Neighborhood
• NEW LUXURY CONDO WITH PATIO DECK

The average price per night for a family holiday rental in Chicago is $400. Check the list of kid-friendly accommodations in Chicago.

There are 6899 2-bedroom rental properties that are available in Chicago. You can book for your next trip with Chicagosbestvacationrentals.

Yes, here are some top-rated family vacation rentals in Chicago that have a private swimming pool:

• Homan Square
• Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
• Wrigleyville Inn
• Luxurious Stay at Modern Apartment with Self Check-in Mins Frm Downtown

Check all holiday rentals with a pool in Chicago on Chicagosbestvacationrentals.

Yes, We have 6899 direct by owner rentals in Chicago.