5-Bedroom Homes for Rent in Cook County, IL

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  $15,000 per month

  • 6 Beds
  • 5.5 Baths
  • House for Rent

  82 Woodley Rd, Winnetka, IL 60093

  Fantastic furnished short-term rental opportunity! Available August 12th, 2025 thru May 31st, 2026. This exquisite residence sits on just over 1.5 professionally, landscaped acres in sought after Indian Hill. The home boasts 6 bedrooms and 5.1 baths and has been tastefully renovated and lovingly maintained throughout the years. The incredible chef's kitchen features top of the line appliances

  Michael Mitchell @properties Christie's International Real Estate

  82 Woodley Rd, Winnetka, IL 60093
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  $13,750 per month

  • 6 Beds
  • 4.5 Baths
  • 3,586 Sq Ft
  • House for Rent

  2150 W Monroe St, Chicago, IL 60612

  Here's your chance to rent this fully renovated-1885 Victorian/Edwardian Style Mini-Mansion-with a separate coach house that includes a 3 car garage with separate apartment above. This full-gut renovation was completed in 2024, as seen on one of HGTV's renovation programs, as main house boasts 6 bedrooms and 3.5 baths, multiple fireplaces, mahogany and red oak floors, custom designer lighting

  Mike Santore Keller Williams Thrive

  2150 W Monroe St, Chicago, IL 60612
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  $7,500 per month

  • 5 Beds
  • 4 Baths
  • 3,540 Sq Ft
  • House for Rent

  10600 Ridgewood Dr Unit 7, Palos Park, IL 60464

  Now available for lease-this extraordinary 3,500+ sq ft residence offers luxury living in a serene lakeside setting. Featuring 5 spacious bedrooms, 4 full bathrooms, and a fully finished basement, this custom home provides a rare opportunity to enjoy both comfort and expansive indoor-outdoor space. The main level boasts a grand layout with formal living and dining rooms, a convenient guest

  Thomas Domasik RE/MAX 10 in the Park

  10600 Ridgewood Dr Unit 7, Palos Park, IL 60464
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  $22,000 per month

  • 5 Beds
  • 9 Baths
  • 10,179 Sq Ft
  • House for Rent

  451 W Superior St, Chicago, IL 60654

  Beautifully renovated luxury at its finest with-in the "Award Winning" Kingsbury Estates. Exquisite six bedroom, six full & three half bath residence offering 10,000 sq ft of ultimate living in the heart of River North. Features include a 5-stop elevator, recreation/billard room, theatre room, wine cellar, library/office, 4 fireplaces, 2 covered terraces with adjoining mini kitchens & Viking

  Paul Gorney eXp Realty

  451 W Superior St, Chicago, IL 60654
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  $6,000 per month

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  5334 W Leland Ave, Chicago, IL 60630

  Available September 15! Do not miss an opportunity to rent this gorgeous 2021 constructed single family home in Jefferson Park! Rich wide plank dark walnut hardwood floors with open floor plan lead to your premier chefs kitchen with impressive 10' quartz island, plenty of cabinetry that runs to the ceiling, premium appliances featuring Dacor Fridge/Microwave/oven, Miele dishwasher, and Bosch

  Brian DeSimone Greystone Realty

  5334 W Leland Ave, Chicago, IL 60630
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  $7,000 per month

  • 5 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  3234 Park Place, Evanston, IL 60201

  Come and tour this beautifully updated 5-bedroom, 3.5-bath single-family home in one of Evanston's most desirable neighborhoods. Thoughtfully reimagined by award-winning Normandy Remodeling, this home blends timeless style with modern functionality. The open-concept main level is ideal for entertaining, featuring a stunning chef's kitchen with a 6-burner Wolf range, two dishwashers, and an

  Jennifer Baustad @properties Christie's International Real Estate

  3234 Park Place, Evanston, IL 60201
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  $3,390 per month

  • 5 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • House for Rent

  Unlisted Address

  This charming home is conveniently located near schools, shopping, restaurants, and commuter train. 5 bedrooms! If you enjoy having outdoor space, you will find this lot size appealing, with ample space for summer gatherings. It has the space you expect from suburban living with the conveniences of an urban area. This cozy and comfortable home.

  Baha Joudeh Chicagoland Brokers, Inc

  Unlisted Address
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  /23

  $6,800 per month

  • 5 Beds
  • 2.5 Baths
  • House for Rent

  1005 Ashland Ave, Wilmette, IL 60091

  This spacious, classic, well-maintained home is ideally located in the CAGE area of Wilmette and is near the Lake, Gilson Park, Plaza del Lago, Train and Central School. It is situated on a 100-foot-wide lot to give you amazing yard space for sports and entertaining. Rooms sizes are huge and the beautiful details include extra wide crown molding, stain glass windows, and tall ceilings. Big

  John Nash Jameson Sotheby's International Realty

  1005 Ashland Ave, Wilmette, IL 60091
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  $4,600 per month

  • 5 Beds
  • 3.5 Baths
  • 3,227 Sq Ft
  • House for Rent

  1134 S Hiddenbrook Trail Unit 2, Palatine, IL 60067

  Imagine living in this impressive 5-bedroom home, perfectly situated on a serene wooded lot. Step inside to find beautiful hardwood floors flowing through the main level and an elegant split staircase. The heart of the home is the eat-in kitchen, featuring a breakfast bar, stainless steel appliances, ample 42-inch cabinetry, and stylish granite countertops - perfect for everyday living and

  Tomoko Flowers Relo Redac Chicago Inc.

  1134 S Hiddenbrook Trail Unit 2, Palatine, IL 60067
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  $2,300 per month

  • 5 Beds
  • 1 Bath
  • 2,000 Sq Ft
  • House for Rent

  8854 S May St, Chicago, IL 60620

  Available now! This beautifully remodeled 2 story, 5 bedroom, 1 bath home offers modern updates and classic charm. Featuring hardwood floors throughout, a large basement, expansive backyard, and a 2-car garage. Enjoy plenty of natural light, and a convenient location near schools, Brainerd Park, minutes from I-94 and I-57. Don't miss this move-in-ready gem! Pets case by case.

  Frank Herrera In Business Real Estate

  8854 S May St, Chicago, IL 60620
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  $20,000 per month

  • 6 Beds
  • 9 Baths
  • House for Rent

  446 W Huron St Unit 450, Chicago, IL 60654

  This masterfully designed 6-bedroom, 6-bathroom single-family home in the Near North neighborhood offers over 8,500 square feet of bespoke living space. Paired with four private outdoor areas, this is a rare opportunity to experience expansive, luxurious city living in one of Chicago's most sought-after neighborhoods. The residence is a true showcase of craftsmanship, scale, and thoughtful

  Emily Sachs Wong @properties Christie's International Real Estate

  446 W Huron St Unit 450, Chicago, IL 60654
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  $7,800 per month

  • 5 Beds
  • 3 Baths
  • House for Rent

  510 Ash St, Winnetka, IL 60093

  You will love this charming Winnetka home in prime east location on a coveted street two blocks from Lake Michigan. Easy walk to Greeley School, New Trier High School, Metra train, bike trails, beaches and town. Special features include large sunlit rooms, beautiful hardwood floors, a large eat-in kitchen with all stainless steel appliances and granite counters, a first floor office/ bedroom with

  Beth Groebe Coldwell Banker Realty

  510 Ash St, Winnetka, IL 60093
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  $2,500 per month

  • 6 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • House for Rent

  1508 S 1st Ave, Maywood, IL 60153

  WELCOME TO THIS NICE AND SPACIOUS 6 BEDROOM 2 BATH HOUSE IN MAYWOOD. SHINY HARDWOOD FLOORS, LARGE LIVING ROOMS AND DINING AREAS. HOME IS PERFECT FOR A LARGE FAMILY. SECTION 8 VOUCHERS AND OTHER VOUCHERS ARE WELCOME. 3 LARGE ROOMS UPSTAIRS AND 3 ROOMS ON THE FIRST FLOOR. UNFINISHED BASEMENT WITH LAUNDRY AND STORAGE AREA. SCHEDULE YOUR SHOWING TODAY.

  Babajide Okechukwu Century 21 Universal

  1508 S 1st Ave, Maywood, IL 60153
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  $11,500 per month

  • 5 Beds
  • 5.5 Baths
  • 6,200 Sq Ft
  • House for Rent

  11361 W Plainfield Rd, Indian Head Park, IL 60525

  One of the areas finest homes, Luxury estate with first and second floor master bedrooms, custom cabinetry throughout, granite and marble counter tops, 4 fireplaces, tray ceilings, extensive custom trim, paneling and crown moldings. Chef's low-profile kitchen with SubZero, Thermador appliances. Huge finished Walk-out Lower Level with radiant floors, fireplace, bar sink, beverage refrigerator,

  John Brannen James Douglas & Associates Inc

  11361 W Plainfield Rd, Indian Head Park, IL 60525
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  $5,200 per month

  • 5 Beds
  • 2.5 Baths
  • 2,789 Sq Ft
  • House for Rent

  8849 Kostner Terrace, Skokie, IL 60076

  Stunning furnished or unfurnished home on a beautiful street. Large rooms and finished basement. Washer and dryer. Very large wood deck. Across the street from village pool and park. Near expressway 94 Enjoy old orchard shopping center Weber center ,lifetime and new Skokie Library.

  Misael Chacon Beycome brokerage realty LLC

  8849 Kostner Terrace, Skokie, IL 60076

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