Where To Rent A House For A Week In Chicago, Illinois - Updated 2022


Chicago, Illinois, is notorious for its bold architecture, its skyline accented with skyscrapers, and its spectacular attractions. Get to visit world-class museums, dine in their Michelin-star restaurants, or even catch a show in one of their many theaters. Chicago, one of the largest cities in the United States of America, takes pride in their day-trip tours and their nightlife. You’ll surely have something (read: a lot) of things to do from dusk ‘til dawn. If you find yourself looking for a place to stay, here are some of the quality private accommodations and vacation rentals you could stay in for a week. Keep reading to learn about where to rent a house for a week in Chicago, Illinois.

1. A quaint lakefront garden condo in North Kenwood (from USD 65)

Located in the Oakland community in Chicago, this quaint condo has the perfect view of Lake Michigan. The location offers ease of access to the beach and lakefront bike and running paths. It is around five to seven minutes away from downtown Chicago. This area is close to the Museum Campus, McCormick Place Convention Center, Hyde Park, University of Chicago campus, and Museum of Science and Industry. The condo allows up to two guests. It offers privacy and the comforts of a single queen-sized bed, a modern kitchen, a washer and dryer combo. Wi-Fi, cable television, and free parking are available for the guests’ convenience.

Cozy quarters steps away from the lakefront
Chicago, Illinois, United States
195 reviews  Wifi Available
Entire rental unit 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
kay’s place was great the perfect size and great amenities for a comfortable stay
super clean and comfortable
very clean
the condo was very clean and cozy
extremely clean and very stylish
very nice place clean and welcoming
the host is responsive and friendly
kay was a great host who responded quickly
kay was an amazing host
kay was very responsive to any questions we had
kay is an amazing host who was quick to respond and answer any questions we had
the location was great
good neighborhood very close to lake
kay’s place was in a great location super close to downtown and not too far from the airport
nice location a little bit out of the city but close enough to easily get to downtown
also super close to downtown chicago
Read more reviews

2. Your second home in Northwest Chicago (from USD 76)

Located in a wonderful neighborhood in Northwest Chicago, this entire house offers you brand-new fixtures, including a queen-sized bed, flat-screen cable television, sofas, laundry, fridge, and free street parking. The house can accommodate up to two guests and it has one bedroom, one bathroom, and a common area. The area is within walking distance of the supermarket and restaurants. The train, Pace buses, and Metro are also accessible from every direction. The unit has available Wi-Fi and Netflix for the guests’ use.

Cozy home very near Northwest side Chicago
Elmwood Park, Illinois, United States
168 reviews  Wifi Available
Entire rental unit 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
comfortable place i found the couch more comfortable for sleeping than the bed
i saw a space heater down there for chillier nights which is also very thoughtful
the space was quite and private i truly felt like it was a private apartment
the bed was extremely comfortable
bed: it's seen better days
gerardo's place is clean and comfortable
it is always clean and comfortable
gerardo’s place is very clean cozy and warm
gerardo's place was amazing very clean and cozy
besides that everything was clean and as shown in the picture
gerardo is a great host
such a great host
great host and great private place
great host too he is more than willing to help
gerardo is an outstanding host
really well located to public transport and a supermarket close by
very comfortable place and close to many restaurants and stores
great places to eat close by and shopping
the area is in a good location walking distance to the metra
gerardo is awesome small commute to downtown but close to public transportation
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3. The William on Shakespeare

Sporting a farmhouse and rustic decant with a fire pit out back, this apartment offers guests comfy beds, spacious rooms, and a lovely landscaped backyard. The hosts are willing to stock up groceries or toiletries if you request ahead of time, with no upcharge. The entire apartment is accessible for the guests’ use. A fully furnished kitchen, shared common space, two bedrooms having queen-sized beds in each room, private bathroom, laundry room, and gated parking spaces for two guest vehicles are available. The unit can accommodate up to four guests. Wi-Fi is also available during the guests’ stay.

The William on Shakespeare
Chicago, Illinois, United States
Entire apartment 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

4. A spacious house in Wrigley Field

This smoke-free house can definitely accommodate large families and groups of friends. It is also no stranger to hosting small parties and get-togethers. This northside home has four rooms with eight beds, a spacious common room, three bathrooms, a laundry area, a fully furnished kitchen, dining space, and a large backyard with a security fence. The house has two driveway parking spaces and free parking on street for the guests’ use. Wi-Fi and cable television are available during your stay. It is necessary to note that this house is currently for sale. Realtors may step in to show the property during the guests’ stay. Showings are kept to a maximum of 30 mins to minimize inconvenience.

Very large beautiful house. Wrigley Field 15min
North Park, Chicago, Illinois, United States
93 reviews
Entire house 8 Beds 14 Guests 4 Bedrooms 3 Bathrooms

5. Modern two-bedroom apartment

The apartment is within the vicinity of South Loop, McCormick Center, the Field Museum, Roosevelt Subway Station, Millennial Park Waffles, and many more attractions that guests will surely enjoy. The entire apartment is beautiful, having sleek granite countertops, polished flooring, floor-to-ceiling windows, in-unit washers and dryers, and a phenomenal view of the city. Two bedrooms with four beds, two bathrooms, a common space, and a furnished kitchenette are available in the unit. Wi-Fi and cable television are accessible throughout the guests’ stay. The unit can spaciously accommodate up to five guests. The apartment also provides the convenience of a fitness center, on-site dry cleaning, a sky garden with a fire pit and barbecue grills, a dog run, a private resident park, and a wireless internet lounge. This is definitely perfect for any traveler’s getaway.

Downtown Loft! 2 BR (415) - McCormick place
South Loop/Printers Row, Chicago, Illinois, United States
197 reviews
Entire apartment 4 Beds 5 Guests 2 Bedrooms 2 Bathrooms

6. Your home away from home

This listing can house up to eight guests in their cozy living quarters. Three bedrooms with one double or queen-size bed in every room, one bathroom, a fully-furnished spacious kitchen, and a dining area are available for the guests’ access. Free parking, Wi-Fi and cable television (perfect for Netflix) are also available. The entire house is only a short walk to the CTA Brown Line Station and DePaul University. The area also offers a great variety of both restaurants and bars, definitely the one for your group getaway.

Chicago, Illinois, United States
57 reviews
Entire house 4 Beds 3 Bedrooms 1 Bathroom

7. Cozy by the Fire in Lincoln Park

This vintage condo is steps away from some of the best restaurants in the city, a movie theater, shopping, Trader Joe’s, and many more attractions, all within reach. It is no more than a five-minute walk from the beach and zoo, and a ten-minute walk to the train (Diversey Brown/Purple). Downtown Chicago is around 30 minutes away from the unit. The whole apartment is available for the guests’ use. There are three bedrooms with a total of four beds, one bathroom, a fully furnished kitchen, and a common space for the guests. An indoor fireplace and washer are also made available. For the guests’ convenience, there is Wi-Fi and cable television for their use. Parking space can be reserved for USD 20 a night. This condo is perfect for groups or couples traveling together. The entire unit can comfortably house up to six guests.

Cozy by the Fire in Lincoln Park (Sleeps 6)
Chicago, Illinois, United States
38 reviews
Entire apartment 4 Beds 3 Bedrooms 1 Bathroom

8. Your budget-friendly and cozy room in Chicago

This private, comfortable, and cozy room is no more than a short trip from Downtown Chicago. The room has a queen-sized bed, a standard closet, and a desk space for laptop use. The guest has access to shared spaces like the living room, dining room, kitchen, and porch. The host also offers free Wi-Fi and cable television for the guests’ convenience. The budget-friendly room allows accommodations for up to two guests, perfect for all those travelers who simply want to reap the benefits of the Chicago life.

Comfy Cozy Chicago
Cicero, Illinois, United States
86 reviews
Private room in house 1 Bed 1 Bedroom 2 Bathrooms

9. The studio in the heart of Millennial Park

Perfect for couples, lone adventurers, and business travelers. Suitable for any stay where guests will surely appreciate having attractions within walking distance. Millennium Park, Cloud Gate, Jay Pritzker Pavilion at Millennium Park, Art Institute of Chicago, State Street Shopping, Magnificent Mile are all within the vicinity of the studio. This studio allows up to two guests during the stay. It has a queen-size bed, one bathroom, a fully furnished kitchenette, and a dining area. The area provides ethernet connection and Wi-Fi throughout the guests’ stay. The entire studio is accessible for the guests’ convenience.

Beautiful Studio in the Loop. Amazing Location!
Chicago, Illinois, United States
303 reviews
Entire apartment 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the wifi was also very good and fast
nice studio apartment with lots of amenities for a short- or long-term stay
great amenities for the kitchen area and a very comfortable bed
like the other reviews it’s a lot smaller than the pictures portray and the a/c is fairly loud
we had a great stay in chicago and feel very lucky to have found this awesome studio apartment
clean and stylish apartment
nice clean compact studio apartment room
clean great value amazing
the place was clean
the place was extra clean and the bed very comfortable
luis is an awesome host he is accommodating and very quick to respond
about the host luis: although we didn't meet with him i think he makes a great host
the bean is like 5 minutes away the bed was very comfy and the front desk was friendly
accessing the building was easy and the staff was friendly
luis responded asap whenever i sent him a message and he was also very helpful with his answers
the best location just a block away from millennium park
the location is excellent
the location is amazing
the location is great and very central/walkable
nice location with close proximity to many theaters
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10. Your private space, close to downtown Chicago

The building is homey and quiet, perfect for any conventional traveler. Located only one block away from Austin Green Line Train Station, nowhere is too far from where you are. Guests are given the top floor third floor for their private use. There is one bedroom, fully furnished kitchen, dining room, and two bathrooms. Wi-Fi and cable television are available for the guests’ convenience. The unit is able to accommodate two guests. The owner lives within the same building and is directly accessible through email or text throughout the guests’ stay.

Chicago, Illinois, United States
91 reviews  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 2 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
i was pleasantly surprised at the amount of space in the apartment
the air conditioning was wonderful as our stay was during one of the hottest weekends of year
she had a smart tv in the bedroom and new appliances in the kitchen
the ac worked perfectly fine as well as the tv stove microwave everything you need
no wifi was a bummer but luckily there was a starbucks just down the road for work needs
very clean and spacious apartment
the apartment was very clean and stylish
this is a very clean and quiet place
the apartment was cleaned nice spacious
the place is really clean it smells good
she was very helpful friendly and responding to all of my questions really quickly
alba is a great host
host is extremely responsive and helpful
alba was a very accommodating and gracious host
he was nice and friendly and apologetic
great location right around the corner from the blue line
a very quiet neighborhood within easy walking distance of the austin station
it is also very close to the train station so easy access to the city
easy check-in and walking distance from the green line station that takes you right into the city
she has a beautiful apartment located right near public transportation very close to the city
Read more reviews

Chicago is the place to be on your next vacation

Enjoy the day tours (and the nightlife) here in Chicago, Illinois. Welcome a chance to finally travel and explore a variety of attractions all in one spot. Ranging from nature sites, historical museums, to luxurious and modern shopping districts, all of which are definitely worth the gram! To top it all off, all you need is the perfect place to stay and relax after a long and adventurous day. Take a look through these private accommodations and rentals that will surely make your stay unforgettable.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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