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Holiday Rentals in Chicago, IL

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    Travellers to Chicago are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 7
    4 of 5 stars (9) Very good
    Lincoln Park
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 10
    5 of 5 stars (3) Excellent
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 40
    5 of 5 stars (4) Excellent
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 11
    4 of 5 stars (4) Very good
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Spacious, elegantly appointed and furnished Lakeview vacation/executive two bedroom, one bathroom apartment. First floor on a quiet tree-lined street, the entire apartment features; either oak floors or ceramic tiles, all solid oak doors and windows and oriental rugs. You will find our... View all property information
    Location Information
    Chicago, Illinois 60657
    5 of 5 stars Reviewed 4 February 2015
    Good value for the money. We enjoyed the player piano. Beds were comfortable and everything was clean.
    4 of 5 stars Reviewed 28 July 2014
    Close to transit & grocery. Lots of space. Communication with Andy was great. He answered any questions we had before the trip in a timely manner. Easy check in and out...
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    1 / 21
    5 of 5 stars (3) Excellent
    Northwest Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    NO LARGE PARTIES!!!!great riverwest location in the heart of the city(1346 west augusta). 3 bed, 2 bath. 2800 square feet. 17 foot ceilings. perfect for entertaining. pool table, 115" movie theater,dart board, 2 blocks to bus/train line. you wont be disappointed. two bedrooms are located in the... View all property information
    Location Information
    Chicago, Illinois 60642
    5 of 5 stars Reviewed 7 June 2016
    The photos of this property do not quite do it justice. This property was everything and more than we had hoped for. This property is way bigger than it appears in the photos...
    5 of 5 stars Reviewed 22 March 2016
    Everything went excellent! Easy to get to resturants and bars. My friends and i were very impressed with the spacious home. It was clean and ready for entertaining. Pool table and...
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    1 / 16
    5 of 5 stars (1) Excellent
    Lincoln Park
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Vacation in your own charming historic Lakeview / Lincoln Park 2-bdr & 2.5-bth Coach House with deck. Enjoy modern furnishings and amenities comfortably accommodating up to six guests. When you’re ready to explore the area, grab a bite to eat, drink, shop or play -- just a few steps out your door... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 11
    4.5 of 5 stars (2) Very good
    Northwest Side
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
    4 of 5 stars Reviewed 5 weeks ago
    This house in the Humboldt Park section of Chicago was a bargain. It's very spacious -- many bedrooms on 2 levels, sleeping about 10 people. LOADS of room. Never having visited...
    5 of 5 stars Reviewed 5 May 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 / 10
    5 of 5 stars (3) Excellent
    The Loop
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district and the Art Institute of Chicago. Located on the Magnificent Mile. Industry and creativity converge in Chicago, the birthplace of the... View all property information
    Location Information
    Chicago, Illinois 60601
    5 of 5 stars Reviewed 14 March 2016
    We recently stayed here for an extended weekend vacation and were very happy with this hotel. The location was perfect! Rooms were very spacious and clean! We even ordered...
    5 of 5 stars Reviewed 10 June 2015
    From the time that we checked in to the time that we left, everything was great. The staff and service was first rate. The rooms were clean and well kept. The front desk was very...
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    1 / 29
    5 of 5 stars (2) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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 3 weeks ago
    I really enjoyed the condo with it stylish decor. John was so nice and accommodating. I needed a early check in and late check out and John accommodated both request. There was...
    5 of 5 stars Reviewed 18 June 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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    1 / 8
    3.5 of 5 stars (3) Average
    Northwest Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    This very affordable two bedroom, two bathroom apartment can sleep up to six guests. There are queen sized beds in each bedroom and a pull out couch in the living room. With features including: a breakfast table in the well-appointed kitchen; dining room; comfortable living room; a balcony;... View all property information
    Location Information
    Chicago, Illinois 60630
    5 of 5 stars Reviewed 17 August 2014
    Nice apartment for up to 6 people, around $20 taxi ride from the Airport. Close to a large park, bus, and train stations. We purchased 7 days CTS passes for $33 each with...
    4 of 5 stars Reviewed 29 March 2014
    Bed was a little uncomfortable and broke often. Parking was difficult. Clean apartment, ideal for a large family
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    1 / 21
    5 of 5 stars (1) Excellent
    Near North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    Whether you are coming to stay at Raffaello Chicago for business, a romantic getaway, or traveling with your family and friends, we have the perfect accommodation ready and waiting for you.<BR><BR>Every Raffaello guest room reflects an upscale European style with soothing accents, subtle earth... View all property information
    Location Information
    Chicago, Illinois 60611
    5 of 5 stars Reviewed 27 February 2015
    We were lucky that we chose this place. It is in a perfectly managed hotel , Raffaello Hotel . Everything was ready to have a nice stay. Thanks
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    1 / 15
    5 of 5 stars (2) Excellent
    Lakeview
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Washer
    • Waterfront
    • Patio
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Our vintage apartment is located in the beautiful Chicago neighborhood of Lakeview with many ethnic restaurants and clubs with-in walking distance. Try a different ethnic specialty every night of the week. The apartment is in an ideal location to come and explore Chicago. Stroll 2 blocks through... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 18
    4 of 5 stars (2) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 9 | Quick View
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    • Parking
    • Air Conditioning
    • Private Garden
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Welcome! Welcome!Our single family brick house is located in a rare semi-private block about 5 miles West of Downtown Chicago. It has 3 Bedrooms, 1 Bathroom, Living Room, Dining Room and Full Kitchen, Washer/Dryer. If you enjoy a quiet home with free parking, newer beds, clean sheets and towels,... View all property information
    Location Information
    Chicago, Illinois 60644
    5 of 5 stars Reviewed 18 July 2014
    Nice location. Everyone got their own beds. Easy to downtown. Kitchen and free laundry. Free Tide detergent too (not expected). Will stay again.
    3 of 5 stars Reviewed 7 May 2014
    The location of this property was great. It was about 12-15 minutes from downtown, which is where we wanted to be. There was plenty of on-street parking right in front of the...
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    1 / 15
    Roscoe Village
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Porch
    • Outdoor Dining Area
    • Washer
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    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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 / 56
    4.5 of 5 stars (35) Very good
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Wi-Fi
    • Shared Garden
    • Terrace
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This is a nice place on a quiet street, close to transportation and many restaurants. Very close to I 94. View all property information
    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed 17 July 2016
    I did a LOT of research before deciding to stay here. I firmly believe you will not find a better value in the Chicago area. The vacation rental is just outside of the hustle...
    4 of 5 stars Reviewed 7 July 2016
    Hanne has a lovely place and was a very pleasant person. I was visiting the States from the UK with my elderly parents. The steps at the front of the house was hard work for them...
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    1 / 25
    Lakeview
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Lakeview neighborhood is an incredible Chicago experience! We live 3 blocks from the Brown Line stop, just a 7 minute walk from Wrigley field, right next door to some amazing Southport Corridor shopping, and terrifically close to a lot of other amazing venues. This apartment is completely... View all property information
    Location Information
    Chicago, Illinois 60657
    1 / 9
    3 of 5 stars (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    3 of 5 stars Reviewed 3 weeks ago
    Comfortable, large and roomy apartment with good air com and wifi, in a residential area. The apartment is approx 30- 45 mins from the centre of Chicago with very good public...
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    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Grill
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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 26 August 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 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 8
    4 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • x
    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 12 July 2016
    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 11 July 2016
    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 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 28 May 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 / 97
    5 of 5 stars (1) Excellent
    Northwest Side
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our 3 bedroom cozy house feels like a cottage in the middle of the popular Avondale Neighborhood. It's perfect place for a family up to 8, we are a block from a park, Target and the river. Enjoy restaurants and a craft brewery all within in 3 blocks.<BR><BR>Entire house with 2 bedrooms and bath... View all property information
    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed 3 October 2015
    This 4 bedroom 2 full bath was very clean, well stocked, in a good neighborhood, had a very nice park for our grand children to play at within a block, great restaurants within...
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    • 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. The Guesthouse Hotel offers great style, comfort and value. Stay... View all property information
    Location Information
    Chicago, Illinois 60640
    1 / 11
    5 of 5 stars (1) Excellent
    Lincoln Square
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Our basement studio is perfect for people who want to explore downtown yet get a feel for a true Chicago neighborhood. It feels more like your own apartment than a hotel room. There is no need for a car as we are close to the Brown Line stop. Our rental space has its own entrance and is separate... View all property information
    Location Information
    Chicago, Illinois 60625
    5 of 5 stars Reviewed 2 weeks ago
    This property looks nice in the photos, but it was even better than we expected. The actual apartment is clean, spacious, and inviting. The bathroom and bedroom areas are large...
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    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    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 15 September 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 16 August 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 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 / 6
    3.5 of 5 stars (3) Average
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • 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 16 September 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 16 June 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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    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
    • Grill
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    • Pet-friendly
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    • ?
    • ?
    • 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 13 July 2016
    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 13 July 2016
    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 / 21
    Northwest Side
    2 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Outdoor Dining Area
    • Porch
    • DVD Player
    • Air Conditioning
    • Grill
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    • Washer
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The space is fresh and open and can sleep 8 on individual beds and 12 if you double up on the queen mattresses. There are 2 sets of bunk beds in a small 3rd bedroom/bonus room. There are 2 living rooms which makes it easy to get away from your mates when one wants to have some quiet time or giving... View all property information
    Location Information
    Chicago, Illinois 60622
    1 / 22
    5 of 5 stars (1) Excellent
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The Duplex Condo is located in the vibrant Gold Coast neighborhood, one of Chicago's most affluent and treasured residential areas with quiet, tree-lined streets, stately homes and connections to the city's past. This property is in a Charming historic lowrise brick building. It has a bright and... View all property information
    Location Information
    Chicago, Illinois 60610
    5 of 5 stars Reviewed 30 September 2015
    The place was neat, confortable and very well located. We enjoyed our time, and would definitely stay there again. Vee was truly thoughtful. Absolutely recommendable
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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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    About this property
    Last min cancellation trying get my renter some of her deposit back for her!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... View all property information
    Location Information
    Chicago, Illinois 60608
    4 of 5 stars Reviewed 19 July 2016
    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 1 June 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 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    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 17 November 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 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    About this property
    This historic turn of the century home has been recently remodeled while paying homage to original and period details like crown moldings and stained glass. Fresh, clean and sparkling with drop dead mid century décor. Both comfortable, roomy and stylish. There is a large fully stocked kitchen with... View all property information
    Location Information
    Chicago, Illinois 60625
    1 / 22
    West Town
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Here you'll find a wonderful, recently renovated two bedroom apartment with lots of upgrades to make your visit comfortable and enjoyable. There's a spacious backyard, high ceilings, new appliances and all the essential (plus some extras) so you'll feel right at home! The building is conveniently... View all property information
    Location Information
    Chicago, Illinois 60642
    1 / 50
    5 of 5 stars (1) Excellent
    Lincoln Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Fully furnished luxury apartment in the heart of Lincoln Park next to Oz Park. Walkscore 97/100. Brand new recently fully renovated 1 bedroom apartment, bathroom with jacuzzi tub, fireplace, hardwood floors, in unit laundry, private entrance and kitchen with new appliances. 700 square... View all property information
    Location Information
    Chicago, Illinois 60614
    5 of 5 stars Reviewed 8 July 2016
    I previously lived in Chicago for 5 years and chose this place based on the neighborhood. Not only is the Armitage and Halsted area the nicest part of Lincoln Park (with an 18...
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    1 / 7
    5 of 5 stars (4) Excellent
    Northwest Side
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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 14 July 2016
    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 16 June 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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    1 / 12
    5 of 5 stars (9) Excellent
    Northwest Side
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This studio is situated in the garden of the property. Very quiet and peaceful setting. It has full bed and a jacuzzi. View all property information
    Location Information
    Chicago, Illinois 60618
    5 of 5 stars Reviewed 4 days ago
    We had a wonderful stay and would recommend her place to anyone. Nice, safe location and is walking distance to the subway station. Everything went extremely well thanks to Hanna.
    5 of 5 stars Reviewed 18 July 2016
    Great accommodations at the right price!!! Hanne was extremely helpful with how to get from the airport and to Wrigley, providing restaurant recommendations and answering any...
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    1 / 9
    4.5 of 5 stars (2) Very good
    Lakeview
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    This is a beautiful garden unit. It comes fully furnished with a queen size bed plus a pull-out couch. Plenty of sitting room, updated bathroom, does not have kitchen but does have small fridge, microwave and coffee maker. The location is ideal, being close to the city and still in a quiet... View all property information
    Location Information
    Chicago, Illinois 60657
    4 of 5 stars Reviewed 15 July 2016
    The garden studio apartment was just as pictured. It was very clean and the bed was comfortable. Small area with coffee maker, small frig, and microwave with limited dishes-we...
    5 of 5 stars Reviewed 13 October 2014
    My wife and I spent 3 night here in Sept 2014. The owner was very friendly and helpful. This studio is located in a nice quiet neighborhood, close to restaurants and shops, and...
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    1 / 27
    4.5 of 5 stars (6) Very good
    The Loop
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 KING SIZE Bed in the masteroom and 1 full size bed in the second and air-mattress available for more than 5 people 1600 square feet Sleeps 6 2 Flatscreen TVs Clean freshly-washed white sheets and white Towels waiting for you. Coffee maker now available. Private garage parking in the... View all property information
    Location Information
    Chicago, Illinois 60605
    4 of 5 stars Reviewed 29 May 2015
    I actually rented this place for the "bike the drive" cycle ride over Memorial Day. The pictures are accurate. Tee was always available for questions, checking in, etc. a short...
    5 of 5 stars Reviewed 7 November 2014
    The Condo was a great place for rest and relaxation between all the excitement we found in Chicago. Outstanding views of the Chicago skyline, great location, comfortable beds and...
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    1 / 6
    Near South Side
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    About this property
    A nice place to stay in the heart of Chicago. Beautiful home in a very convenient location. Lots of transportation, food, and entertainment, right at your fingertips. The home is also located within walking distance of McCormick Place, so if you're coming in town for a convention, this is place for... View all property information
    Location Information
    Chicago, Illinois 60616
    1 / 7
    Northwest Side
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Thank you viewing this listing. I am offering a fully furnished two bedroom, one bathroom apartment. The apartment is located in the city's far West side. Conveniently located nearby is a Metra train station which travels to Chicago Union Station, located in the Loop (downtown). Another travel... View all property information
    Location Information
    Chicago, Illinois 60707
    1 / 23
    5 of 5 stars (1) Excellent
    Lincoln Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Historic cottage in exclusive Lincoln Park neighborhood. 3 bedrooms (1 King and 2 Queens); 2 full and 1 half bath; laundry; full kitchen and family room; media room; 2 car garage; living and dining room; outdoor decks; walking distance to DePaul University, Lincoln Avenue entertainment district,... View all property information
    Location Information
    Chicago, Illinois 60604
    5 of 5 stars Reviewed 2 September 2015
    My friends and I spent the weekend at Paul's house for our fantasy football draft. The house is in walking distance to Wrigley field and lake shore drive. It easily accommodates 6...
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    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Welcome to our modern, comfortable apt. We are conveniently located blocks from Pink Line train. We live in a fantastic neighborhood full of art, great food and many convenient grocery stores. 5 minutes from Rush Hospital on Pink line train. Our neighborhood has a family friendly vibe full of art... View all property information
    Location Information
    Chicago, Illinois 60608
    1 / 25
    The Loop
    2 Bedrooms, 6 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Fabulous 2 bedroom apartment. 3 queen beds, sofa, 2 bathrooms. Great views and amazing amenities. Very close to Michigan & State. Within walking distance to the Lake and Millennium Park. All subway lines just few steps away. Apt has wifi, cable. Clean and modern high rise, two bedroom apartment,... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 11
    The Loop
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    A kitchenette is provided in every spacious suite at Grand Riverfront at Chicago. Extras include a sofa bed and flat-screen cable TV. Private bathrooms also come with a bath or shower. A fitness centre is available at Grand Riverfront at Chicago. Other facilities like meeting facilities, luggage... View all property information
    Location Information
    Chicago, Illinois 60601
    1 / 15
    2.5 of 5 stars (2) Poor
    Rogers Park
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Perfect Home while visiting Chicago for a few days or longer stays, perfect for family gatherings, vacation, wedding stays, or simply enjoying time in The city. Walking distance to lots and public transportation! THE UNIT Lots of natural light, Hardwood floors, lots of windows, Large Living room... View all property information
    Location Information
    Chicago, Illinois 60626
    4 of 5 stars Reviewed 9 April 2015
    We like the house, it 's bright, lot of windows,it's a charming older home with hardwood floor.Very good location, walking distance to Loyola University and lake Michigan. There...
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    1 / 19
    West Town
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    A modern, recently renovated apartment located near public transit, with easy access to the prime downtown sites, and the hopping Noble Square and West Loop restaurant scenes. The building was just renovated, with lots of upgrades to make your visit comfortable and enjoyable. It features a... View all property information
    Location Information
    Chicago, Illinois 60642
    1 / 13
    Lincoln Park
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Our place is a brand new renovation! You'll love the kitchen, the location, and the coziness. Perfect for couples, solo adventurers, and business travelers. The Victorian row house with the red door is located in the heart of Lincoln Park & walking distance to lots to enjoy (see photos). Our... View all property information
    Location Information
    Chicago, Illinois 60614
    1 / 59
    Lakeview
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    2nd Floor apartment with 3 bedrooms, 1 bath, full living room, full dining room, full kitchen. So close to Wrigley field you can sit in your living room and listen to concerts like, Billy Joel, Nirvana, Paul McCartney etc. Walk 1/2 block to the new plaza and shops when construction is complete.... View all property information
    Location Information
    Chicago, Illinois 60613
    1 / 10
    Near North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    I offer very nice and new apartment in the new building. It is only 15 minutes walk to Michigan avenue. Apartment is on the 9th floor with beatiful veiw on Chicago River. Downstaires you can use spa room and Jacuzzi for free. In the apartment you will find everything you need. At the day of check... View all property information
    Location Information
    Chicago, Illinois 60654
    Chicago Holiday Rentals

    Located on the shores of Lake Michigan, Chicago is a stunning city bursting with attractions. Accommodation can be pricey, but choosing a rental property rather than a hotel is the ideal way to save money. Whether you prefer a spacious apartment in the city centre or a family house in a quieter area, you will feel relaxed and be able to organise your schedule as it suits you. You will of course find a host of restaurants catering to all tastes, but when you are tired of eating out, you can prepare your own food in a fully equipped kitchen.

    Chicago attractions

    You might not know where to begin seeing the sights of Chicago, so take a trolley tour to give you and your family an overview. A Wellenda Boat tour along the Chicago River and Lake Michigan is another wonderful way to see the city's architecture. Don't miss the Magnificent Mile, where the John Hancock Observatory offers spectacular views of the skyscrapers and Lake Michigan beyond. Art lovers should make a beeline for the Art Institute of Chicago, with its world-class collections of French and American Impressionists and Dutch Masters. The whole family will enjoy a visit to Millennium Park, where the star attractions are the Crown Fountain and the Chicago Bean, an enormous silver sculpture. You can try out the restaurant there, and you might be lucky enough to catch a music festival as well.

    Chicago holiday rentals for families

    Animal lovers must find time to visit Lincoln Park Zoo, where the Regenstein African Ape Centre, the Kovler Lion House and the Primate House will impress. The youngest members of the family will find the sea lions and penguins especially entertaining to watch. Before you leave Lincoln Park, children will love a visit to Adams Playground. If the weather calls for an indoor activity, head for Chicago Children's Museum at Navy Pier with its interactive exhibits. When you feel like a break from the city, spend some time on one of Lake Michigan's beaches, where you can swim, sunbathe, or go kayaking or canoeing.

    Budget holiday rentals in Chicago

    For a holiday in a vibrant city, Chicago is hard to beat. Hotels can be expensive, but renting your accommodation is the ideal low-cost alternative. Decide whether you would rather be in the city centre within walking distance of the attractions or in the quieter suburbs. Then have a look at our range of apartments and houses and choose the one that suits you best. It's worth reading through our unbiased customer reviews to help you. After that, you can look forward to what promises to be a holiday to remember in Chicago.