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Apartment Rentals and Condos in Chicago, IL

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    Travelers to Chicago are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    Northwest Side, Wicker Park / Bucktown
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    A cozy condo hideaway in South Shore, located along Chicago’s southern lakefront. This cozy condo has hardwood floors, central air, and features a separate dining area, stainless steel appliances, flat screen television with HBO/Starz/Netflix, Wifi connection, ceramic tile bath, Jacuzzi tub and... View all property information
    Location Information
    Chicago, Illinois 60649
    1 / 15
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Waterfront
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    About this property
    Corporate furnished apartment in the heart of Millennium Park, walking distance to transportation, restaurants and the lake front. The apartment comes fully furnished, has equipped kitchen, flat screen TVs, basic cable, Internet and all utilities are included. Rates vary based on availability... View all property information
    Location Information
    Chicago, Illinois
    1 / 11
    2 of 5 stars (1) Poor
    Rogers Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    The Space Living room and dining room combo. Rooms are nice and cozy, cute and quiet. The unit is located in the East Rogers Park neighborhood of Chicago and border with Edgewater, within walking distance to the CTA Red Line Loyola station, Loyola University, restaurants, coffee shops, Lake... View all property information
    Location Information
    Chicago, Illinois 60626
    1 / 29
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
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    About this property
    Beautifully updated studio unit features a large open layout with loads of closet space. Unit features wall to wall dark hardwood floors, updated upgraded kitchen with espresso cabinetry and beautiful granite countertops, large windows exposing beautiful skyline views, huge closet space, and w/d in... View all property information
    Location Information
    Chicago, Illinois 60654
    Lakeview
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Updated, lovely and private 3 bedroom / 2 bathroom single family home in amazing location. Everything you need in adorable and convenient Chicago neighborhood setting. The house has two bedrooms upstairs, one queen bed and one full size, along with a full bathroom. The main level has the third... View all property information
    Location Information
    Chicago, Illinois 60657
    DePaul
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This apartment is located in Chicago and comes fully equipped with everything you need to feel at home. Also, our 24/7 virtual concierge service and local hospitality team will be there to ensure you have a great stay. The Space: The place has everything - crisp linen, towels, kitchenware, coffee... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 12
    5 of 5 stars (6) Excellent
    Northwest Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Private Yard
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    About this property
    This studio is situated in the garden of the property. Very quiet and peaceful setting. It has a Murphy bed and a jacuzzi. View all property information
    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed August 22, 2015
    this place is really nice. its really clean and comfortable, the room is just perfect. The owner is such a nice person. I will definitely be booking again on my next trip to...
    5 of 5 stars Reviewed August 17, 2015
    This studio apartment in north Chicago is the best place I have stayed in Chicago, considering location and value for the price. Hanne is a great host. The apartment is located...
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    Northwest Side
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Three floors of customized beauty on Cortland in the vibrant Bucktown neighborhood! One block from Blue Line, this highly-upgraded condo is 15 minutes from the Loop with easy access to airports, suburbs and all of downtown Chicago! The building is quiet and can easily accommodate any size group... View all property information
    Location Information
    Chicago, Illinois 60647
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 7
    3.5 of 5 stars (7) Average
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Excellent Location: 1 block to the Navy Pier and lakefront 2 blocks to the shopping area on Michigan Ave Just on the other side of the river from Grant Park and Millennium Park (15 min walk) Large Unit: Largest 1bd/1ba floor plan downtown Wrap around windows, corner unit Full size kitchen,... View all property information
    Location Information
    Chicago, Illinois 60611
    4 of 5 stars Reviewed July 16, 2013
    Our first visit to Chicago and we wanted to stay someplace with a great view--McClurg Court was wonderful for us. The apartment reminded us of a newly employed graduate who can...
    4 of 5 stars Reviewed October 18, 2012
    We stayed here for a week in October. The booking process and everything went well and we were given information relevant to our stay. The unit is in a fantastic location in...
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    Lakeview
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This apartment is located in Chicago and comes fully equipped with everything you need to feel at home. Also, our 24/7 virtual concierge service and local hospitality team will be there to ensure you have a great stay. The Space: The place has everything - crisp linen, towels, kitchenware, coffee... View all property information
    Location Information
    Chicago, Illinois 60657
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
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    About this property
    Enjoy our spacious Lincoln Park apartment (although you probably won't spend much time in the home because there are so many things to do in our neighborhood!). This is an idea layout for the traveling couple because there are two bedrooms on opposite sides of the home and the bathroom is located... View all property information
    Location Information
    Chicago, Illinois 60614
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
    About this property
    Located conveniently in Chicago's popular Streeterville neighborhood, North Water Apartments offers modern floorplans and easy access to all major freeways and the CTA. Complete with a sky lounge, modern fitness center, and an outdoor terrace, North Water Apartments is nothing short of lavish!... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
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    • Hot Tub
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    About this property
    Right in the heart of Chicago's premier Streeterville neighborhood. Famous landmarks such as Michigan Ave, Navy Pier, Millennium Park and Magnificent Mile are a short stroll away. Excellent location coupled with luxury living at its finest. Suite Details King bed in Master Bedroom, Queen size bed... View all property information
    Location Information
    Chicago, Illinois 90404
    1 / 7
    2 of 5 stars (1) Poor
    The Loop
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Hot Tub
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    • Internet Access
    • Waterfront
    • Washer
    • Balcony
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Beautifully done high-end furnished 3 bedroom | 2 bath | located downtown Chicago Beds: 1 King Bed, 2 Queen Beds View all property information
    Location Information
    Chicago, Illinois 60616
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    About this property
    Unit not available for daily rental in July 4th Holiday ! *Prices may vary depending on the season. Premium months are between April and September. *Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay. MSG ME WITH ANY QUESTION AND... View all property information
    Location Information
    Chicago, Illinois 60611
    DePaul
    2 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Today We Are Offering a Discount on All Bookings For Our Holiday Special!!! Note that the discount will be adjusted in the price After you request your stay inquiry. You will have a chance to review the final $ amount after you request a booking. You can cancel at anytime w/ a full refund up to 60... View all property information
    Location Information
    Chicago, Illinois 60614
    Get the List
    Lincoln Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
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    About this property
    This house is ideal for a weekend visit or long stay. Every amenity is at your fingertips and every Chicago site is steps or a train away. Great modern space with eat-in chefs kitchen updated comfortable bathrooms and spacious city backyard. Perfect location for a Chicago getaway!!! Heart of... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 4
    5 of 5 stars (1) Excellent
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    About this property
    This Homewood Suites by Hilton Chicago Downtown/Magnificent Mile is superbly located and guests are within walking distance from the city's top shopping districts such as The Water Tower Place Mall, Shops at 900, Oak Street, and Michigan Avenue, as well as hundreds of restaurant options. Our... View all property information
    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed November 15, 2015
    Excellent location, just off the Magnificent Mile. The hotel was close to transport and some very inexpensive (and expensive) restaurants nearby. The architectural river cruise...
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    1 / 37
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Huge beautiful 1 bedroom with loads of space and all furnishings you need. This unit features beautiful wall to wall hardwood floors and upgraded carpeting in bedroom, stunning updated kitchen with quartz countertops and espresso cabinetry, large marble bathrooms, floor to ceiling windows with... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 38
    4 of 5 stars (2) Very good
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    About this property
    Experience our 1 bedroom fully furnished “Old Town Chicago” condos designed by famous Chicago artist Edgar Miller (The Chicago Renaissance Man) with Flat Panel HDTVs, Fireplaces, All Utilities, All Major Appliances, WiFi, Internet, Cable, Queen Size Tempur-Pedic Mattresses, Cleaning Service... View all property information
    Location Information
    Chicago, Illinois 60610
    4 of 5 stars Reviewed September 14, 2015
    We recently stayed here for 1 week. Location is perfect, safe, close to Lincoln Park, train, the lake and much more. John was very attentive to our needs and responded always in...
    4 of 5 stars Reviewed September 20, 2012
    We rented a one-bedroom apartment in this six-apartment building for the entire summer, so we could experience Chicago without exhausting ourselves. Cozy apartment, comfortably...
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    1 / 14
    5 of 5 stars (5) Excellent
    DePaul
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    About this property
    NOTE This calendar is updated weekly not daily. . Please also note that holiday weeks and special event weeks are at higher rates and require longer bookings. Please email to inquire. For over 20 years, this family-run building, Blarney's Brownstone, has been offering quality rentals. Located... View all property information
    Location Information
    Chicago, Illinois 60614
    4 of 5 stars Reviewed November 18, 2015
    we stayed at this garden apartment during my last visit to Chicago to attend a conference. The location could not be better, close to CTA and wholefood market. nice neighborhood...
    5 of 5 stars Reviewed July 18, 2012
    We first stayed at this holiday rental last summer when visting our son at Depaul university. The location of the rental is good for exploring the lincoln park area and an...
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    1 / 23
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    About this property
    Beautiful large true 1 bedroom space with plenty of square footage and stunning furnishings. Unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to ceiling windows... View all property information
    Location Information
    Chicago, Illinois 60601
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Choose from Studio, Jr. One Bedroom, One Bedroom and upgraded One Bedroom + Den apartments. An on-site pool highlights this modern apartment in Chicago's theatre district. The property is 1,650 feet from iconic Willis Tower and just 10 minutes' walk from Millennium Park. Check out live shows at... View all property information
    Location Information
    Chicago, Illinois 60606
    1 / 15
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Arrive to an elegant furnished rental while in Chicago. Located on the upper north side of the city near the lake.. Near Evanston, North Shore, and downtown. Our bright residence, located in a beautiful corner red brick 4-flat built in the early 1900's, feature a full-slate of modern conveniences.... View all property information
    Location Information
    Chicago, Illinois 60660
    1 / 17
    1 of 5 stars (2) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Central Heating
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    • x
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    About this property
    2 Bedroom 1 Bath garden apartment walking distance to green line CTA Green line stop (California) 1 &1/2 city blocks away takes you downtown, to the waterfront/ lake or shopping on Michigan Ave in approx 10 minutes (hint: check out GoRoo), bicycles available, we are also 1.5 blocks away from the... View all property information
    Location Information
    Chicago, Illinois 60612
    West Town
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
    About this property
    Spacious 1Bd/1Ba loft in trendy West Loop. Next to all the best restaurants and bars Chicago has to over - The Girl and the Goat, Bar Sienna, Aviary, Au Cheval to name a few. Whole foods 4 blocks away. Amenities Include Doorman Building Parking (Included) Gourmet Kitchen Nespresso Coffee Maker... View all property information
    Location Information
    Chicago, Illinois 60607
    West Town
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This beautiful private room exists in a 5000 square foot artist's loft with murals, paintings, and decorative art everywhere! In the front of the loft is an art gallery and studio exhibiting local Chicago artists. Located close to downtown Chicago, Bucktown and Wicker Park, it is easy to get... View all property information
    Location Information
    Chicago, Illinois 60622
    1 / 12
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Located in BEAUTIFUL Roscoe Village. Eat in kitchen with attached dining room. Garage available and shared backyard. Refinished floors, woodwork and built ins. Central AC with stacked washer/dryer in unit. Pets on case by case basis. Garage space available. Easy access to Wrigleyville, Bucktown,... View all property information
    Location Information
    Chicago, Illinois 60618
    The Loop
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Live like a Chicago local in luxury - the perfect location to take in downtown Chicago! Great for McCormick Place meetings - 10 min away! Easy access to Soldier Field, Museum Campus, Grant Park, Magnificent Mile, and steps from the L! Enjoy the perfect home-base for exploring Chicago for you and 7... View all property information
    Location Information
    Chicago, Illinois 60605
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Visit Chicago and stay in our beautiful condo located in Roscoe Village, just two miles from Wrigleyville and a few blocks away from the train. If you enjoy sightseeing in downtown, Chicago or its restaurants, museums or nightlife, you can take the train or a 15 minute cab ride downtown! Enjoy... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 17
    5 of 5 stars (39) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Parking
    • Porch
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    City of Chicago Vacation LICENSE NO.: 2087699 This Vintage Early 1900’s 2-Flat 2nd floor apartment is in the beautiful tree-lined neighborhood of Andersonville. Located in the FUN, EXCITING, ECLECTIC ANDERSONVILLE Neighborhood on the north side of Chicago less than 2-blocks west of Clark Street... View all property information
    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed August 24, 2015
    We stayed here during a family trip, and the apartment was absolutely beautiful. Even with a family of six, the apartment was more than spacious and accommodating. Every room was...
    5 of 5 stars Reviewed June 1, 2015
    Paul was a great host, responsive and clear. The location is so fantastic if you want to experience a charming Chicago neighborhood. Restaurants, bars, cafes, and shopping are...
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    1 / 39
    4.5 of 5 stars (15) Very good
    Northwest Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • Child-friendly
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    About this property
    The studio is situated in the couch house of the property. It is 300 square feet plus the bathroom. Beautiful decorated and very quiet place with the windows facing the beautiful garden. There is a washer and dryer on side. We are city bee keepers as we learned they are very important for our... View all property information
    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed November 18, 2015
    The bed is comfortable, the room is lovely, and the location near the bus was very convenient. The garden is a relaxing addition, even this late in the fall. I particularly...
    5 of 5 stars Reviewed October 19, 2015
    Just want to say that this location is an Excellent find and safe and secure. If you're arriving from O'Hare Intl take the blue line direct from O'Hare and within minutes you're...
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    1 / 13
    2 of 5 stars (3) Poor
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Great Old Town 2BR. Very homey and well suited for travelers on business or leisure. Steps away from all public transportation in a area with gorgeous tree lined streets and high end accommodations. The Space Welcome to my 2 bedroom fully furnished “Old Town Chicago” condo. Inside there is a... View all property information
    Location Information
    Chicago, Illinois 60610
    4 of 5 stars Reviewed August 18, 2014
    I stayed at this apartment for 6 nights in August together with my wife and my two kids. The apartment was big enough for all of us and had almost everything that we needed. The...
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    1 / 7
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Sauna
    • Hot Tub
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    • Pet-friendly
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    • Child-friendly
    • x
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    About this property
    Tune into the good vibrations and relax in a world-famous city escape at Hard Rock Hotel Chicago. Our hotel, housed in the historic Carbide & Carbon skyscraper, provides the perfect backdrop for living large. Enjoy a modern, urban vibe with signature rock star swagger and a prime location in the... View all property information
    Location Information
    Chicago, Illinois 60601
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    About this property
    This 60-story sleek skyscraper in the loop is very classy and chic. It is located in the downtown loop area, and borders the Chicago River. The beautiful new skyscraper is situated next to numerous restaurants, nightlife spots, and shopping. This full 1br condo has a modern and clean feel, and... View all property information
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    Chicago, Illinois 60601
    1 / 11
    5 of 5 stars (2) Excellent
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    BEFORE YOU BOOK PLEASE NOTE THERE IS A 4 NIGHT MINIMUM FROM MAY THROUGH OCTOBER, WITH A 5 NIGHT MINIMUM FOR HOLIDAY WEEKENDS AND SPECIAL EVENT WEEKENDS. PLEASE DO NOT AUTO BOOK FOR PERIODS SHORTER THAN WHAT IS REQUIRED AS THE BOOKING MAY NOT BE HONORED. PLEASE EMAIL OR CALL WITH ANY QUESTIONS.... View all property information
    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed November 21, 2013
    Red is a great hostess. Friendly and helpful with information about the local pizza place Lou Malnati's which we loved. The whole building is vacation rentals and we stayed in 2...
    5 of 5 stars Reviewed August 4, 2013
    We enjoyed our stay. This building is very convenient to the L train and also a Dominick's grocery - both just about a block away. We drove and had no trouble parking - only...
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    Northwest Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
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    • Pet-friendly
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    • Child-friendly
    • ?
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    • x
    About this property
    Wrap up 2015 and get the New Year off to a great start by making this 1800 sq ft condo your new home! Fully furnished, all utilities included, HBO, High Speed Internet...Everything is ready to go. When considering real estate, everyone has heard that the only three factors that matter are... View all property information
    Location Information
    Chicago, Illinois 60642
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Luxurious and fully furnished apartment available for a short-term lease of up to three months. Dates are flexible! Ideal for corporate/business travelers looking for a unique experience! Convenient to public transportation. A cozy, beautiful and vintage-drenched storefront apartment ideally... View all property information
    Location Information
    Chicago, Illinois 60622
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
    • x
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    About this property
    Welcome to the Windy City! This wonderful Chicago vacation rental condo is located in the highly desirable Roscoe Village area, situated within minutes of all the popular city attractions. With world-class restaurants, great shopping, acclaimed sites and a thriving art scene, you’ll find it... View all property information
    Location Information
    Chicago, Illinois 60618
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This apartment is located in Chicago and comes fully equipped with everything you need to feel at home. Also, our 24/7 virtual concierge service and local hospitality team will be there to ensure you have a great stay. The Space: The place has everything - crisp linen, towels, kitchenware, coffee... View all property information
    Location Information
    Chicago, Illinois 60601
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Satellite TV
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    • Outdoor Dining Area
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    We have a great 2 bedroom apt minutes from Rush hospital and UIC. Minutes from Chinatown Square, McCormick and the loop. Pink Line train is very easily accessible from our home which will get you anywhere in the city. Our Neighborhood is very lively full of families, kids, art, great food and many... View all property information
    Location Information
    Chicago, Illinois 60608
    1 / 9
    3.5 of 5 stars (4) Average
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Quick Summary: This apartment is in a very desirable neighborhood of Chicago called Andersonville on the 'North Side' of the City. The average new home cost over $1million here. Our home is over 100 years old but it has new energy rated windows, copper water lines, central heating system, hardwood... View all property information
    Location Information
    Chicago, Illinois 60640
    4 of 5 stars Reviewed June 16, 2015
    Nothing fancy...but just what we were looking for. Enough room for all of us. Great location...1 block from the bus to go to Wrigley. 5 blocks from the lake for a Sunday morning...
    4 of 5 stars Reviewed July 10, 2014
    I really enjoyed staying here. A great property. The sink did break while we were there but Jackie was right on getting it fixed for us! Great place, big enough for our group!
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    1 / 15
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
    • Shared Indoor Pool
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A truly beautiful space that features a defined living area with eat in kitchen and separate bedroom space. Unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to... View all property information
    Location Information
    Chicago, Illinois 60601
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
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    • Terrace
    • Balcony
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Spacious, Sunlit (10+ Windows) 2 Bedroom, and 1 Bath flat w/ high ceilings Featuring a large private yard located on a quiet tree lined street. Two outdoor seating areas, including a private patio. The apartment is full of art from local Chicago artists. Office area with Desk and wifi Smart Tv... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 4
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
    • Shared Indoor Pool
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A truly beautiful space that features a defined living area and bedroom space. Unit features wall to wall espresso hardwood floors, stunning kitchen with quartz countertops and snaidero cabinetry, loads of storage space with professionally organized closets, floor to ceiling windows exposing great... View all property information
    Location Information
    Chicago, Illinois 60601
    DePaul
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This apartment is located in Chicago and comes fully equipped with everything you need to feel at home. Also, our 24/7 virtual concierge service and local hospitality team will be there to ensure you have a great stay. The Space: The place has everything - crisp linen, towels, kitchenware, coffee... View all property information
    Location Information
    Chicago, Illinois 60614
    Chicago Vacation Rentals

    Planning a visit to Chicago? A Chicago vacation rental is a great hotel alternative. From modern apartments on the Magnificent Mile to cozy coach houses in Lincoln Park and everything in between, we’ve got a wide variety of Chicago vacation rentals so there’s sure to be one that’s just right for you. Whatever your budget, we’ll help you find a great deal. Plus, you can book with confidence - we have plenty of unbiased user reviews of Chicago vacation rentals!

    Chicago family vacations

    Chicago is a great city for families and a vacation home rental makes it easy to explore all that the second city has to offer. If it’s baseball season, catch a Chicago Cubs game at historic Wrigley Field, one of the oldest ball parks in the country. Or take the kids out to Navy Pier, which features amusement rides, shops and restaurants right on Lake Michigan. If you’re kids are animal lovers, visit the Great Ape House at the Lincoln Park Zoo, where admission is still free. Or see dinosaurs at The Field Museum of Natural History.

    Chicago attractions

    There's plenty to do in Chicago and a vacation rental in the city will put you within walking distance of most of the city's many attractions. Art lovers will enjoy the Art Institute of Chicago where they can browse the large collection of impressionist and post-impressionist paintings before heading to the newer Modern Wing. After, you’ll want to head over to nearby Millennium Park, which features public art and cultural events year-round. During the warmer months, find a spot on the sand at Oak Street Beach, a great place to people watch with views of downtown skyscrapers and Lake Michigan.

    Chicago day trips

    For those who want to explore Chicago beyond the city center, there are plenty of short getaways worth exploring, all within an hour or two of your vacation rental. Nearby Oak Park is home to the Frank Lloyd Wright Home and Studio. It’s also the birthplace of Ernest Hemingway. For those looking for outdoor adventure, head south to Starved Rock State Park where you can hike miles of trails through rolling hills or go fishing, boating or horseback riding. Other popular getaways include Lake Geneva in southern Wisconsin or the shores along Lake Michigan outside the city.

    Saving money on Chicago vacation rentals

    Whether you want to stay in a chic downtown apartment rental in Chicago or a spacious house in the suburbs, we can help you find a deal that fits your budget. There are discounts on every type of property to help you get the most bang for your buck.