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Apartment Rentals and Condos in Chicago, IL

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    Travelers to Chicago are booking August 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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    1 / 21
    5 of 5 stars (2) Excellent
    Northwest Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 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
    1 / 31
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    Ref # 360326 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 fantastic stay in Chicago by staying in this gorgeous three bedrooms apartment.... View all property information
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    Chicago, Illinois 60613
    1 / 40
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Ref # 369697 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. If you are looking for a spacious 2,000sq fully furnished condo with brand new floors,... View all property information
    Location Information
    Chicago, Illinois 60653
    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
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    Chicago, Illinois 60657
    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 / 40
    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 / 13
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 359743 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
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    Chicago, Illinois 60611
    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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    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 / 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
    4.5 of 5 stars (8) 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 2 days ago
    This rental is next to Lincoln Park (the North end) and in a very safe area. One block from shopping and a 5 minute cab ride from everything. It is a beautiful brick building...
    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...
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    DePaul, Lincoln Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    PLEASE NOTE: This is not a new property. We have recently left our previous management company, which had been managing this and our other 6 properties for 2+ years. Please see photos for past reviews! Our historic Lincoln Park apartment features: 4 bedrooms and 2 baths Sleeping for 8 Premier... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 9
    The Loop
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    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
    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
    1 / 12
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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 / 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 3 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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    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
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    1 / 8
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 360239 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. For a spectacular Chicago experience, stay in this fully furnished 1 bedroom, 1... View all property information
    Location Information
    Chicago, Illinois 60611
    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 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 361987 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 fun living in a peaceful one bedroom unit that will surely captivate your heart.... View all property information
    Location Information
    Chicago, Illinois 60623
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 15
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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 / 16
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Ref # 361752 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 amazing apartment has all the luxuries of home. It has been beautifully furnished... View all property information
    Location Information
    Chicago, Illinois 60611
    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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    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 2 weeks 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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    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    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 / 8
    4 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    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 2 weeks 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 2 weeks 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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    1 / 20
    4.5 of 5 stars (6) Very good
    DePaul
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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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 / 21
    5 of 5 stars (1) Excellent
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    • x
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    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 / 19
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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 / 8
    Northwest Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Ref # 360387 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. Enjoy living in this fully furnished 3 bedroom, 2 bathroom Chicago apartment. The... View all property information
    Location Information
    Chicago, Illinois 60647
    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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 / 8
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Ref # 360166 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 spacious two bedroom apartment situated in Chicago. It features... 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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    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 / 36
    4 of 5 stars (1) Very good
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    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 / 7
    3.5 of 5 stars (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Yard
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    About this property
    In the heart of Pilsen in Chicago's Artist community. Beautiful city views. Unique space in Chicago's Historic district. One block from Thalia Hall. Fire Place, Brand new Bathroom/custom tile. Restored original Red hardwood floors . Kitchenette with essentials (cable TV, Computer with wireless... View all property information
    Location Information
    Chicago, Illinois 60608
    4 of 5 stars Reviewed 1 week ago
    As long as you manage your expectations, this place is great! W It's in a rowhouse they are renovating in a Pilsen, a mostly hispanic area of town.The neighborhood is up and...
    3 of 5 stars Reviewed June 1, 2016
    The loft is decorated in a fun Moroccan theme. The building is nice and we found free street parking less than a block away. Walking distance to restaurants, bars and public...
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    1 / 11
    Northwest Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Ref # 361759 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. Enjoy tranquil moments in this furnished two bedroom condo in Chicago. This unit has... View all property information
    Location Information
    Chicago, Illinois 60630
    1 / 15
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 358313 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 brilliant one bedroom apartment here in Chicago. It is fully equipped... View all property information
    Location Information
    Chicago, Illinois 60654
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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 / 17
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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
    1 / 10
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ref # 360131 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 a warm and cozy stay in Chicago in this remarkably furnished one bedroom... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 11
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Ref # 360132 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 a warm and cozy stay in Chicago in this remarkably furnished two bedroom... View all property information
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    Chicago, Illinois 60610
    1 / 20
    4 of 5 stars (1) Very good
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
    • x
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    About this property
    Brand New Renovation, Hardwood floors Throughout , New fully stocked Kitchen and brand new Bath. Leave your troubles behind and escape to a clean, Modern, Cozy and Comfortable Apartment. We have Fresh Linens, Clean Soft Towels, coffee and tea as well as everything you need to cook for a longer... View all property information
    Location Information
    Chicago, Illinois 60657
    4 of 5 stars Reviewed April 4, 2016
    Pros: Ideal for 1-2 people traveling. I think there's an inflatable mattress or something to set up in living room for more. Nicely updated apartment. Walk to Wrigley...
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    1 / 26
    5 of 5 stars (1) Excellent
    The Loop
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Sauna
    • Hot Tub
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    • Shared Outdoor Pool...
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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 / 15
    Near North Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Ref # 371012 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. One bedroom and one shared bathroom on the 3rd floor apartment (sorry guys, no... View all property information
    Location Information
    Chicago, Illinois 60610
    1 / 33
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Ref # 360346 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. Enjoy staying in this cool and comfortable studio loft with exposed brick which has a... View all property information
    Location Information
    Chicago, Illinois 60610
    Northwest Side
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    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
    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.