Chicagoland Cabin Rentals & Apartments - 536 Rentals Available

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1 / 16

Chicago Condo
3 BR / 2 BA / Sleeps 6 3 6 3 night min stay
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"The condo was beautiful the view was amazing. A very secure building I would highly recommend it."
- Paula Grandfield, Hamden ct
(1) Excellent (1 review)
1 / 7

Chicago Condo
2 BR / 2 BA / Sleeps 4 2 4 Min stay varies
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
Dishwasher • Microwave • Air Conditioning
"We stayed for 2 weeks. The location is the best of possibles: food market, beach, parks, transportation, most of remarkable places are nearby in a walking distance. Apartment is on the 42nd floor, swimming pool with open air- on 56th. We were wondered..."
- Tanya Miller, Boston, MA
(14) Excellent (14 reviews)
1 / 11

Chicago Apartment
3 BR / 2.5 BA / Sleeps 8 3 8 No min stay
Apartment / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
"We were a group of 7 women sharing this 3 bedroom/3bath condo. Absolutely beautiful! ! Very clean with incredible views. Having a square table easily sat all of us (could have had a couple more chairs) as we chatted over wine. The only complaint we..."
- Carolyn Black, Colorado Springs, CO
(44) Excellent (44 reviews)
1 / 17

Chicago Home
4 BR / 3.5 BA / Sleeps 24 4 24 Min stay varies
Home / 4 Bedrooms / Sleeps 24
4 bedrooms 3.5 bathrooms Sleeps 24
High Speed Internet • Dishwasher • Microwave
"We actually booked the house to shoot some industrial video, and were very pleased to find that no 'trick photography' had gone into the website photos (unlike some of the other locations we used in the series! ), and we had plenty of room to maneuver,..."
- K Woolf, Rogers Park, Chicago, IL
(10) Excellent (10 reviews)
1 / 37

Chicago Condo
2 BR / 2 BA / Sleeps 6 2 6 No min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We spent a week here at the end of September. The apartment is perfectly located for shopping and restaurants on the magnificent mile and for the museums. The building is eclectic and the interior stylish. . The unit is extremely well equipped and the..."
- Steve Hutchison, Crickhowell, UK
(27) Excellent (27 reviews)
1 / 8

Chicago Apartment
4 BR / 2 BA / Sleeps 8 4 8 No min stay
Apartment / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Fran's Bella Apartment was one of the most gorgeous accommodations I have ever lived in. It was majestic from every perspective right from the looks , the feel and the ambiance. The house has a wonderful aura to it and I felt very cozy living in it. ..."
- Sayida Bano, woodstock , IL
(12) Excellent (12 reviews)
1 / 6

Chicago Condo
4 BR / 2 BA / Sleeps 10 4 10 Min stay varies
Condo / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"awesome location, very clean, updated unit, very reasonable, we had a great time, no problems whatsoever, we will rent again, allot cheaper than a hotel ."
- Sandra Eagen, wyomint, ontario, canada
(2) Excellent (2 reviews)
1 / 38

Chicago Apartment
2 BR / 1 BA / Sleeps 6 2 6 3 night min stay
Apartment / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We did not stay at this property as there had been a fire which had left damage. The owner's sister let us stay at her property literally across the same road. Or we were offered a full refund. All dealings with the family were professional and courteous,..."
- Sandra Tuttle, NYC
(2) Excellent (2 reviews)
1 / 37

Chicago Apartment
4 BR / 2 BA / Sleeps 8 4 8 3 night min stay
Apartment / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Great place to stay. Close to the train, lots of great restaurants, all within close walking distance. It also had available street parking for our car. The owner meet us when we arrived and answered all of our questions. He also gave us ..."
- Randy Waskowiak, Nebraska
(1) Excellent (1 review)
1 / 6

Chicago Apartment
1 BR / 1 BA / Sleeps 3 1 3 No min stay
Apartment / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Dishwasher • Microwave
"I M student in UIC and I have stayed there for a week and I found this place is very nice, clean and nearest from many restaurant and trains also the furniture is very simple and convenient to us"
- Hanadi Mardah, Chicago, il USA
(6) Excellent (6 reviews)
1 / 7

Chicago Condo
3 BR / 2 BA / Sleeps 6 3 6 3 night min stay
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We rented this condo in August. First of all, the location is perfect, right in the middle of everything. But the highlight of this place is the view on Grant Park and Millenium Park. One of the best view of Chicago. As for the condo itself, it was..."
- Marie-josé Raymond, Montréal, Canada
(8) Excellent (8 reviews)
1 / 9

Chicago Apartment
2 BR / 2 BA / Sleeps 5 2 5 3 night min stay
Apartment / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
"I traveled to Chicago for a long business trip and chose to stay in a condo instead of a hotel. One Superior was the perfect place and location. Everything was within walking distance, great views, 7th Floor access to gym, pool, library were awesome!"
- christine grossmith, Carlsbad, CA
(4) Excellent (4 reviews)
1 / 17

Chicago Apartment
2 BR / 2 BA / Sleeps 5 2 5 3 night min stay
Apartment / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
"Love this place! Was reading some of the negative reviews and I can honestly tell you I disagree with them. We can really recommend the Sp Suites Millennium Park apartments. I, my husband and another couple stayed in the two bedroom/two bathroom apartment..."
- Larisa Rabina, Michigan
(3) Excellent (3 reviews)
1 / 15

Chicago Apartment
Studio / 1 BA / Sleeps 2 0 2 3 night min stay
Apartment / Studio / Sleeps 2
Studio 1 bathroom Sleeps 2
High Speed Internet • Microwave • Air Conditioning
"As a turist and our first time in Chicago after many hours of walking and seen the City, was so great to arrived at the suite with the guaranty that we could relax and refresh because we hoy a prívate place and non noisy. The suite is near of everything..."
- Claudia Abaunza, México city
(1) Excellent (1 review)
1 / 14

Palatine Home
6 BR / 5 BA / Sleeps 13 6 13 90 night min stay
Home / 6 Bedrooms / Sleeps 13
6 bedrooms 5 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
"A group of 12 brothers, sons, cousins and friends have gotten together every fall for a guys' getaway for the last 27 years. We stayed at your home this year and everything was perfect. Plenty of sleeping arrangements for the group. We enjoyed the..."
- Donna Tews, Illinois
(1) Excellent (1 review)
1 / 30

Chicago Condo
4 BR / 4 BA / Sleeps 14 4 14 3 night min stay
Condo / 4 Bedrooms / Sleeps 14
4 bedrooms 4 bathrooms Sleeps 14
Dishwasher • Microwave • Air Conditioning
"We stayed here for two nights to catch up with good old friends. Exactly as described online. Everything went as planned and security deposit was refunded promptly after departure. For a group of 9, the house was perfect offering, many sleeping areas..."
- Sina Haghani, Ann Arbor, MI
(2) Excellent (2 reviews)
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About Chicagoland

Built on the shores of Lake Michigan and known for its rich culture, die-hard sports fans and of course, deep-dish pizza, Chicago, Illinois is abuzz with action and welcomes millions of visitors annually. Here, choose from a variety of Chicago vacation rentals in the city’s 77 neighborhoods then enjoy the area’s welcoming, mid-western hospitality. Below is some need-to-know information before visiting the “Windy City.”

Transit

Downtown Chicago is easy to navigate with its street grid setup. Its wide sidewalks, lakefront paths and extensive parklands make it a scenic walking city. For cyclists, Chicago’s bike sharing program, Divvy, is very popular and the city’s many bike lanes and bike racks accommodate riders. In addition to its pedestrian and cyclist-friendly layout, Chicago has one of the best and largest public transportation systems in the country, which can be extremely beneficial for visitors, especially those traveling with children. Not only is public transportation inexpensive, it gives riders unique views of the city’s downtown from its elevated “L” trains. If you plan on using public transportation, choose from a variety of Chicago condo rentals near a train station or bus stop.

Things to Do

Whether you’re a foodie or a shopaholic, looking for an action-packed outing or a laughter-filled evening, Chicago has it all. The city’s Navy Pier juts into Lake Michigan and offers carnival-like rides like a Ferris wheel, family-oriented museums, funky restaurants and beer gardens. Away from the lakeshore, the Chicago Zoo is camouflaged within the heart of the city. It’s a natural oasis offering loads of wildlife shaded by skyscrapers. Kids will love watching the animals while parents will appreciate the free admission. In season, catch a game at Wrigley Field or cheer on the beloved Blackhawks and Bulls at the United Center. A trip to Chicago would not be complete without strolling through Chicago’s art-filled Millenium Park before snapping a picture in front of the city’s signature landmark, Cloud Gate.

Dining

With 77 neighborhoods, each with their own tastes and cultural influences, the city’s food scene is a melting pot of flavors. Have a taste-off between Lou Malnati’s and Giordano’s to decide on the best deep dish pizza. Dine alfresco at The Terrace at Trump or enjoy casual eats at The Little Goat Diner. Bring your appetite as you’ll never go hungry in Chicago.

Shopping

For fashionistas, Magnificent Mile is a dream-come-true. This shopping area is lined with upscale department stores like Bloomingdale’s and Macy’s on Michigan Avenue and iconic Chicago landmarks like the Tribune Tower and the Wrigley Building give it a majestic feel. Here you’ll find Water Tower Place, an eight-story mall with mainstream stores and the flagship American Girl store. Downtown along the Chicago Loop is Fannie May Chocolates where you can pick up sweet treats to bring home for your friends.

Arts & Entertainment

Chicago is home to many world-class museums, including many that will excite the kids. Dinosaur enthusiasts love the Field Museum where the largest tyrannosaurus rex skeleton resides. Other great, family-friendly museums include the Museum of Science and Industry, the Children’s Museum and the LEGO Discovery Center. You don’t even have to go to a museum though to see impressive art displays as Chicago has a large collection of public art displayed along city streets and gardens. Once the sun sets, Chicago’s nightlife comes alive.  Laugh your head off at The Second City where famed comedians launched their careers, or see an original play at one of Chicago’s 200+ theaters.

If you’re looking for the perfect city vacation, put Chicago at the top of your list. Stay sky-high in Chicago apartment rentals or book waterfront vacation rentals for spacious luxury. Wherever you are though, you’ll never be far from the action and Chicago might just become your new favorite vacation spot.