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Apartment Rentals and Condos in Chicago, IL

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    Travelers to Chicago are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Lakeview
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 stars (2) Excellent
    Northwest Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (4) Excellent
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Located in Chicago's East Lakeview Neighborhood (home of Wrigleyville and Boystown), our Junior 1-Bedroom Apartment provides peace & quiet while only minutes away from Chicago's best attractions. Steps from Lake Michigan and Belmont Harbor; with easy access to the lakefront, nightlife, dining,... View all property information
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed June 2, 2016
    My wife and I are very happy with our stay. The studio is very tastefully decorated and many amenities provided. The location was perfect for our needs. We will definitely...
    5 of 5 stars Reviewed April 6, 2016
    I took my three little boys to Chicago for spring break. This location was perfect. About a five minute walk from the Belmont El station and lots of bus stops nearby. Many...
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    1 / 18
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Ref # 360390 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Live in this nice and comfy 2 bedroom, 1 bathroom fully furnished apartment in Chicago.... View all property information
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    Chicago, Illinois 60647
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 bedrooms, 2 full bathrooms, Balcony with Grill, sleeps 8. Kid Friendly<BR><BR>Live like a local in one of Chicago's best neighborhoods at a top-rated TripAdvisor property! Located in a family-owned boutique building in the vibrant and historic Andersonville neighborhood, our Chicago vacation... View all property information
    Location Information
    Chicago, Illinois 60640
    1 / 18
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 358375 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This elegant and spacious convertible one bedroom unit should definitely be on the must... View all property information
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    Chicago, Illinois 60654
    1 / 7
    4 of 5 stars (7) Very good
    Lincoln Park
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Wireless Internet Flat Screen TV in bedroom and living room Cable Clean sheets and towels Silverware, pots & pans Very large bedroom and living room Wall unit AC's in bedroom and living room Washer & Dryer is downstairs on first floor This is an ideal location for visitors. Nice restaurants... View all property information
    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed August 10, 2015
    Stayed in the LPA location this past weekend and enjoyed the area tremendously. You have a park across the street and zoo just mins. down the road. The apartment itself is a cozy...
    4 of 5 stars Reviewed July 13, 2015
    Located across from Lincoln Park Zoo & Conservatory, this is an ideal location for a couple, or a family of 3. The apartment is on the 4th floor and features a large living room...
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    1 / 13
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Ref # 361754 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Have a home away from home in this gorgeous and furnished two bedroom apartment in... View all property information
    Location Information
    Chicago, Illinois 60654
    1 / 10
    5 of 5 stars (3) Excellent
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Make our apartment the perfect home base for your family vacation or romantic getaway to Chicago. There is plenty of room to spread out and enjoy yourselves. The house is beautifully furnished and stocked with all of the essentials. The apartment is an easy walk to multiple bus and train lines,... View all property information
    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed 2 weeks ago
    Very clean, modern, and responsive owner. It is located in a nice neighborhood that is close to public transportation.
    5 of 5 stars Reviewed August 7, 2015
    We needed a place to stay in Chicago close to family. This rental was perfect. There was more than enough room for 5 of us. It was extremely clean and very nicely decorated...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    TWO-BEDROOM SUITES WITH BALCONY Open gourmet kitchen with stainless appliances Granite breakfast bar Bright and sunny living room with 10' ceilings Private balcony complete with gas grill and patio furniture King-sized bed in the master bedroom Spa-like bathroom with glass shower Two Bedroom... View all property information
    Location Information
    Chicago, Illinois 60640
    1 / 20
    4.5 of 5 stars (6) Very good
    DePaul
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    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 / 21
    5 of 5 stars (1) Excellent
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Yard
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    About this property
    An irresistibly charming apartment! Good things do come in small packages! Walk in to the home and the first thing you notice is nothing, absolutely nothing, has been overlooked. You’ll be engulfed in warm inviting hues. The beauty & integrity of the historic Greystone recaptured; undeniably... View all property information
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed June 15, 2015
    We were very happy finding this vacation rental. The location was accommodating to our interest. The apartment was excellent. We were able to stay altogether and enjoy the...
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    1 / 8
    4 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    One of three spacious apartments in a multi-flat historic building, located in the true artist oriented neighborhood in the heart of Chicago. Large kitchen space and a full newly remodeled bath with Jacuzzi tub and beautiful Moroccan tile. Cozy dinning room and sunny living room each with... View all property information
    Location Information
    Chicago, Illinois 60608
    5 of 5 stars Reviewed 1 week ago
    Would reccomend! The apartment was much bigger than I had expected. The pictures did not do it justice. Amanda was a wonderful host. We had a great time!
    3 of 5 stars Reviewed 1 week ago
    Owner seems new to visitor needs. Unit is really too small for 5 or 6 guests. Items that need to be addressed: 1). Let guests know they can request fresh bath towels. We had...
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    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Village is a very family friendly neighborhood. This warm and welcoming first floor unit features a high end kitchen equipped with stainless appliances & granite countertops, 1 King... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 13
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 359555 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Come home to this gorgeous and furnished one bedroom condo in Chicago. It has a fully... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 36
    4 of 5 stars (1) Very good
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Experience our 2 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 Mattresses, Cleaning Service Included,... View all property information
    Location Information
    Chicago, Illinois 60610
    4 of 5 stars Reviewed October 24, 2015
    We chose this property for the Chicago marathon weekend - so glad we picked here as for marathon spectating it couldn't have been better. In fact, the location was great all round...
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    1 / 14
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 359724 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience luxury in Chicago by staying in this wonderful one bedroom condominium that... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 5
    Near North Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 364653 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Furnished studio in Gold Coast area, 2 twin beds or a King, cable TV, wireless... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 38
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Ref # 360350 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Glide your way to this fully furnished 1.5 bedroom, 1 bathroom loft in Chicago. Modern... View all property information
    Location Information
    Chicago, Illinois 60610
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    1 / 31
    5 of 5 stars (4) Excellent
    Lakeview
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' while they are in Chicago! A Vintage Beauty With All the Modern Comforts & Amenities. Beautifully furnished and fully equipped--guaranteed a unique and... View all property information
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed March 20, 2016
    Perfect Accommodations-Perfect Location. Don't miss out on this great lodging experience. Teri the owner is great to work with. She gives you all the resources you need for your...
    5 of 5 stars Reviewed September 30, 2015
    Location, location, location! This place has every creature comfort. The owner and the place is extremely charming. Teri created a relaxing, quiet, peaceful retreat with great...
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    1 / 22
    5 of 5 stars (5) Excellent
    DePaul
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This Unit has one regular sized bedroom and a "Lil" bedroom - twin bed only. The second bedroom is tiny and I want to make certain you understand that before booking. Please look at the photos - there's a window, some shelves, a twin bed. The door is just off the kitchen and the AC unit is located... View all property information
    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed October 25, 2015
    Everything about this rental was great! The attention to detail means that you really feel as you walk in the door that you are coming home, not staying in a rental. The beds are...
    5 of 5 stars Reviewed July 19, 2015
    My wife and I spent a week here in June. We were attending a week's worth of Cubs games and wanted to stay somewhere other than a downtown hotel but yet still not be out in the...
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    1 / 21
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 359720 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Experience luxury in Chicago by staying in this wonderful one bedroom condominium that... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 40
    5 of 5 stars (22) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Spacious Bright Loft in the Heart of Everything Chicago 2 -10 adults, up to 12 with children <BR><BR>Our funky warehouse & former tavern turned costume factory turned fabulous Lincoln Park home can be your home away from home in Chicago. <BR><BR>Located in Chicago's newest neighborhood - 'SONO', at... View all property information
    Location Information
    Chicago, Illinois 60642
    5 of 5 stars Reviewed 4 weeks ago
    Our family of five loved our stay at the Magic Factory. The loft is beautifully decorated with great amenities and a comfortable living room for reading or watching movies. If you...
    5 of 5 stars Reviewed June 11, 2015
    After staying in this wonderful apartment for two of three business trips with three other colleagues, Carol let us know that she had double booked us and that she did not think...
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    1 / 29
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
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    • Waterfront
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    About this property
    Andersonville, Edgewater, Loyola's campus and great restaurants, like Uncommon Ground, are a block away. Shopping and the lakefront are less than a 5 min walk away. There's no need for a car here, it's a short walk to the red line. The Space This is a large, bright, happy space. The apartment is... View all property information
    Location Information
    Chicago, Illinois 60660
    5 of 5 stars Reviewed June 18, 2016
    This is a fabulous flat, exceptionally clean, comfortable, well equipped and well decorated! John is an extremely thoughtful host, providing fresh flowers in every room, fresh...
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    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    This is a one bedroom loft with the living-room converted into a second bedroom. It has two beds in the bedroom and the living-room has a bunk bed.<BR>800 square feet<BR><BR>32″ Flat-screen TV<BR>Wireless Internet-5 MPBS<BR><BR>This luxury condominium is conveniently located one block to McCormick... View all property information
    Location Information
    Chicago, Illinois 60616
    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom apt located in south loop Bronzeville area. Close to McCormick convention center. About 15 mins to Sox stadium.Easy access to public transportation cta bus and train. 15 mins drive to downtown. And Chinatown neighborhood.Walking distance to grocery store jewel. Walgreens .next to la... View all property information
    Location Information
    Chicago, Illinois 60653
    5 of 5 stars Reviewed September 15, 2015
    We got lost coming into the city due to road work and Emmanuel was quick to jump in his car and come to the rescue. He helped us with our bags, gave us recommendations for bars...
    5 of 5 stars Reviewed August 15, 2015
    The host, Emmanuel, was exceptionally friendly and helpful. He was very kind and helped us to the apartment with our bags. We had arrived an hour prior to what we had said as we...
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    1 / 7
    5 of 5 stars (3) Excellent
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Yard
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    • ?
    • ?
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    • x
    About this property
    If you are looking for a private, cozy, and comfortable place then this is just right for you. Here you can relax and lay back in a newly renovated unit with a private entrance for your convenience. Let the travel stress behind you and enjoy your stay in that great City we call HOME, Chicago We... View all property information
    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed 1 week ago
    We were in town to visit. This gave us a quiet spot between visits and adventures. Host responds quickly to any needs.
    5 of 5 stars Reviewed June 16, 2016
    It was a pleasure to stay here. We were to check in on Memorial Day and we were late to our 4 p.m. check in time. I texted Hanne and she said that it would not be a problem and...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Large, roomy two bedroom loft like apartment tastefully appointed and furnished. Hardwood floors and ceramic tiles in kitchen and bathroom. Plenty of sitting room with large screen TV, fireplace and free WiFi. Two full bedrooms, one with a king sized and the other with a queen sized bed. You... View all property information
    Location Information
    Chicago, Illinois 60618
    1 / 26
    5 of 5 stars (1) Excellent
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Sauna
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    About this property
    Unit not available for daily rental in July 4th Holiday !<BR><BR><BR>*Prices may vary depending on the season. Premium months are between April and September. <BR>*Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay.<BR><BR><BR>Michigan Avenue... View all property information
    Location Information
    Chicago, Illinois 60616
    5 of 5 stars Reviewed December 9, 2014
    The view really is amazing and the apartment is well-equipped. After a little trouble getting in (which was solved by friendly staff right away), we found everything we...
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    1 / 32
    5 of 5 stars (4) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    About this property
    Unit not available for daily rental in July 4th Holiday !<BR><BR><BR>*Prices may vary depending on the season. Premium months are between April and September. <BR>*Prices negotiable based on length of stay. Please inquire and we will provide a direct quote for your stay.<BR><BR>Welcome to the LEX... View all property information
    Location Information
    Chicago, Illinois 60616
    5 of 5 stars Reviewed November 5, 2014
    The apartment was great! The hosts were very easy to contact when needed. Even the neighbours were friendly. Good location, away from the busy city Central but still close enough...
    5 of 5 stars Reviewed October 29, 2014
    21st and Michigan, right on the bus route to go to the Downtown core and to get to the museums. Just blocks away from Chinatown. Market just across the street for meat and eggs...
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    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Live like a local in one of Chicago's best neighborhoods at a top-rated TripAdvisor property! Located in the vibrant and historic Andersonville, our spacious apartments are ideal for guests looking for a special getaway. Unit includes gourmet kitchen with breakfast bar, king size bed, and balcony... View all property information
    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed May 28, 2016
    We frequently visit Chicago and find ourselves staying in the northern suburbs. This apartment rental was a find! Very classy and comfortable, room to spread out, a well stocked...
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    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our suite features Two Bedrooms/Two Bathrooms with a pull out couch and can accommodate six guests. Suite also contains fully equipped gourmet kitchen and is perfect for families or individuals, traveling for business or pleasure. Guests can enjoy their individual balconies with gas grill as well... View all property information
    Location Information
    Chicago, Illinois 60640
    5 of 5 stars Reviewed August 26, 2015
    This apartment is specious, clean and luxurious. the living seating area has a comfortable couches and big TV. The kitchen is elegant and fully equipped. The staff are really...
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    1 / 40
    5 of 5 stars (1) Excellent
    Lakeview
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Washer
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    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' while they are in Chicago! A Vintage Beauty With All the Modern Comforts & Amenities. Beautifully furnished and fully equipped--guaranteed a unique and... View all property information
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed September 11, 2015
    Teri's Guest House at Newport is a wonderful home away from home for any type of traveler. Family getaway, girls/boys weekend, or a date weekend, this location and apartment meets...
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    1 / 12
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ref # 360119 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This is a luxurious and remarkable one bedroom furnished condominium in Chicago. This... View all property information
    Location Information
    Chicago, Illinois 60611
    1 / 15
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ref # 358261 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This is a luxurious one bedroom apartment in Chicago that boasts modern furnishings.... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 19
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ref # 360046 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Travelling to Chicago is no hassle as you can stay in this luxurious and furnished one... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 9
    The Loop
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ref # 372626 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Marquee at Block 37 is a brand new, full-amenity building located just two blocks from... View all property information
    Location Information
    Chicago, Illinois 60601
    4 Bedrooms, 2 Bathrooms, Sleeps 23 | Quick View
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    • Terrace
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • ?
    About this property
    Located on the edge of the West Loop. House is immediately across the street from the “United Center”, Home of the Chicago bull’s basketball team and the black hawk’s hockey team. Few blocks east is the very vibrant sector of the west loop area. You get to enjoy the vibrant energy anytime there is... View all property information
    Location Information
    Chicago, Illinois 60612
    Northwest Side
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Secure Parking
    • Wi-Fi
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Two bedrooms, two bathroom condo apartment on the north side of Chicago. The apartment can accommodate 4 guests comfortably, but if need be can add two inflatable mattresses to accommodate up to 6 people. FREE Wireless internet access. FREE parking on public street in front of the building. Bus... View all property information
    Location Information
    Chicago, Illinois 60618
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    ENTIRE SPACE This is an ideal location for visitors. This is modest but nice and completely private studio condo in the Gold Coast located near Water Tower Place, the Hancock Tower, and the Museum of Contemporary Art. It’s 1/2 block from the public transportation stop ( trains and buses), 4 blocks... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 25
    5 of 5 stars (1) Excellent
    Lakeview
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
    • Grill
    • Washer
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    • Patio
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' while they are in Chicago! Beautifully furnished and fully equipped--guaranteed a unique and unforgettable experience for you, your family and friends. Rest... View all property information
    Location Information
    Chicago, Illinois 60613
    5 of 5 stars Reviewed December 23, 2015
    Stayed in this house for three nights and had family come in for Christmas get together. It was absolutely perfect. The home is very well maintained with all of the personal...
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    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Housekeeping...
    • Secure Parking
    • Porch
    • Private Yard
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Modern 3BD 2Bth Brick-Style Ranch! Sleeps 10!!<BR><BR>ASK ABOUT OUR PRICE MATCHING OPTION!!<BR><BR>Very affordable home in west suburb that offers easy access to the city. Sleeps up to 10 people.<BR><BR>-3 Bedrooms<BR><BR>-2 Bathroom<BR><BR>-Hardwood Floors<BR><BR>-Tiled Bathroom<BR><BR>-Centrally... View all property information
    Location Information
    Chicago, Illinois 60162
    5 of 5 stars Reviewed November 17, 2015
    The house was very nice modern and clean. The area is quite. I would recommend staying here. They were very accommodating. Would stay here again in the future.
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    1 / 6
    3.5 of 5 stars (3) Average
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Charming, roomy one bedroom , with open kitchen and living space. This recently refurbished loft-style apartment gives visitors to Chicago a chance to visit and explore whist enjoying the comforts of modern living. Hardwood floor, and ceramic tiles in kitchen and bathroom. Plenty of sitting... View all property information
    Location Information
    Chicago, Illinois 60618
    4 of 5 stars Reviewed September 16, 2014
    The accommodations were not real fancy but well suited for a busy stay in Chicago! Excellent location for the price. Wrigley and other top sites are easily accessible. If you are...
    3 of 5 stars Reviewed June 15, 2014
    Ok so if you're expecting a pretty little getaway in Chicago with views and a location then this place isn't for you. The apartment is located atop of a commercial building that's...
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    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This condo, located on Lake Shore Dr. is in the prestigious east Lincoln Park and hip Lakeview area. It has scenic views of Lake Michigan and Belmont Harbor from both the bedroom and living room. A few blocks away from Broadway Street and its stretch of restaurants, bistros, and nightlife. Steps... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 19
    5 of 5 stars (1) Excellent
    Lakeview
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Porch
    • Wi-Fi
    • Patio
    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Chicago Guest House is the absolute BEST choice for business & leisure travelers who want to experience the sense of having arrived 'home' while they are in Chicago! A Vintage Beauty With All the Modern Comforts & Amenities. Beautifully furnished and fully equipped--guaranteed a unique and... View all property information
    Location Information
    Chicago, Illinois 60613
    5 of 5 stars Reviewed April 28, 2015
    I traveled to Chicago for a Baptism, meeting family from LA and Boston. We stayed in the Lakeview suite. Teri allowed us to enter the apt. early on the day of our arrival. The...
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    1 / 19
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ref # 365218 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. This building is located in Chicago's West Loop neighborhood situated near the... View all property information
    Location Information
    Chicago, Illinois
    1 / 39
    4.5 of 5 stars (18) Very good
    Northwest Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Shared Yard
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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
    4 of 5 stars Reviewed 1 week ago
    We loved staying here for our quick anniversary getaway! It was a short walk to the bus and train. We definitely would stay here again!
    4 of 5 stars Reviewed 1 week ago
    Our stay at this rental was mostly pleasant. It's situated in the northern suburbs of Chicago. There were plenty of restaurants and stores in the neighborhood. Parking can be...
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    1 / 11
    5 of 5 stars (1) Excellent
    Northwest Side
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • Hot Tub
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Hello and thank you viewing my condo's listing. My name is Bogdan and I am the property owner of this duplex. I'm a business professional and proud Chicagoan. If you are looking for comfortable, clean and modern accommodations, you've come to the right place. <BR><BR>My duplex is located in the... View all property information
    Location Information
    Chicago, Illinois 60647
    5 of 5 stars Reviewed May 5, 2016
    Such a fantastic space!! Originally we were to have 10 people in our group for the weekend, but after unexpected cancelations we were down to six or less. The space could easily...
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    1 / 17
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ref # 360100 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Travelling to Chicago is no hassle as you can stay in this luxurious and furnished one... View all property information
    Location Information
    Chicago, Illinois 60601
    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.