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Chicago Vacation Rentals

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Vacation Rentals in Chicago

Staybridge Suites, Lincolnshire

Staybridge Suites, Lincolnshire

3 out of 5
100 Barclay Blvd, Lincolnshire, IL
The price is CA $95 per night from Oct 30 to Oct 31

Situated in the business district, this aparthotel is within 12 mi (20 km) of Northwestern Lake Forest Hospital, Lake Forest College and Chicago Botanic Garden. ...

4.4/5Wonderful! (495 reviews)

"Free upgrade when asked for new room because of loud music in nearby rooms"…"

Reviewed on Aug. 31, 2020

Staybridge Suites, Lincolnshire
Staybridge Suites Chicago-Oakbrook Terrace

Staybridge Suites Chicago-Oakbrook Terrace

3 out of 5
200 Royce Blvd, Oakbrook Terrace, IL
The price is CA $104 per night from Oct 30 to Oct 31

Situated in the business district, this aparthotel is 2.4 mi (3.9 km) from Oakbrook Center Mall and 2.7 mi (4.3 km) from Drury Lane Theater. College of Dupage ...

4.3/5Excellent! (727 reviews)

"It was clean with plenty of room. Staff was great. Not much parking so we did end up parking on the street 2 of our 3 nights but definitely not a deal breaker-we’d go back."…"

Reviewed on Sep. 4, 2020

Staybridge Suites Chicago-Oakbrook Terrace
LEVEL Chicago – Old Town

LEVEL Chicago – Old Town

4 out of 5
1140 North Wells Street, Chicago, IL
The price is CA $392 per night from Oct 27 to Oct 28

This family-friendly Chicago aparthotel is located near the beach, within a 15-minute walk of State Street, Second City and Michigan Avenue. John Hancock Center ...

4.4/5Wonderful! (38 reviews)
Best hotel in Chicago!

"My husband and I stayed at Level in LA and we really thought no other place could top that property. We weren’t even aware that there was a Level in Chicago! The front desk staff was ABSOLUTELY AMAZING! Especially the night shift, the two young ladies were extremely accommodating. From making reservations, ..."…"

Reviewed on Jul. 15, 2020

LEVEL Chicago – Old Town

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WoodSpring Suites Chicago Addison

WoodSpring Suites Chicago Addison

2.5 out of 5
991 E. Lake Street, Addison, IL
The price is CA $84 per night from Oct 27 to Oct 28

Located in the heart of Addison, this aparthotel is 3.1 mi (5 km) from Bloomingdale Golf Club and within 6 miles (10 km) of Odeum Sports and Expo Center and ...

3.2/5 (63 reviews)

"It was great stay. Great service and very clean! Clean room and very spacious!"…"

Reviewed on Oct. 23, 2020

WoodSpring Suites Chicago Addison
Staybridge Suites Chicago - Glenview

Staybridge Suites Chicago - Glenview

3 out of 5
2600 Lehigh Ave, Glenview, IL
The price is CA $118 per night from Oct 30 to Oct 31

Situated in Glenview, this golf aparthotel is within 1 mi (2 km) of Kohl Children's Museum, Glenview Park Golf Club and The Glen Club. Northbrook Sports Complex ...

4.4/5Excellent! (664 reviews)

"It was fine. We only stayed one night and weren't there most of the time."…"

Reviewed on Oct. 5, 2020

Staybridge Suites Chicago - Glenview
Cozy Rooms in Lincolnwood Chicago Home

Cozy Rooms in Lincolnwood Chicago Home

3 out of 5
6736 N Karlov Ave, Lincolnwood, IL

Situated in Lincolnwood, this residence is 5.8 mi (9.4 km) from Northwestern University and 6.3 mi (10.1 km) from Wrigley Field. Chicago Riverwalk and Chicago ...

5/5Exceptional! (6 reviews)

"Great and I love it it make easy goooooooooooooooooooooooooooood"…"

Reviewed on Jun. 29, 2020

Cozy Rooms in Lincolnwood Chicago Home
Sonder at South Wabash

Sonder at South Wabash

3.5 out of 5
1419 South Wabash Avenue, Chicago, IL

Located in South Loop, this aparthotel is within a 10-minute walk of State Street and Grant Park. McCormick Place and Art Institute of Chicago are also within ...

4.3/5Excellent! (26 reviews)

"Nice neighborhood easy access & a great place for kids"…"

Reviewed on May 4, 2020

Sonder at South Wabash
Sonder - The Plymouth

Sonder - The Plymouth

3.5 out of 5
South Dearborn Street, Van Buren, Chicago, IL

Located in The Loop, this aparthotel is within a 10-minute walk of State Street, Grant Park and Art Institute of Chicago. Columbia College Chicago and Buckingham ...

4.3/5Excellent! (13 reviews)

"terrible noise from traffic and trains; overheated; lack of ventilation"…"

Reviewed on Nov. 22, 2019

Sonder - The Plymouth
Ginosi 747 Apartel

Ginosi 747 Apartel

2.5 out of 5
747 N May St., Chicago, IL
The price is CA $80 per night from Oct 28 to Oct 29

Located in West Town, this aparthotel is within 2 miles (3 km) of Union Park, Chicago Riverwalk and United Center. House of Blues Chicago and Willis Tower are ...

3.9/5Very Good! (106 reviews)

"Excellent value for money. Right next to the subway stop. Very quiet. I’ll come back."…"

Reviewed on Mar. 7, 2020

Ginosi 747 Apartel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chicago. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Chicago?
Yes, we give you a choice of vacation rentals in Chicago near Field Museum of Natural History, or you can choose a more secluded option if you want a relaxing stay. Tourists who visit Chicago like the notable monuments and acclaimed theater scene. The array of shops and fascinating museums are some other things you might want to check out while you’re here.
What can I see and do in Chicago?
Cultural attractions include Art Institute of Chicago and Chicago Theatre, whereas Millennium Park and Chicago Riverwalk are a couple of picturesque spots to enjoy the outdoors. You can also visit some other popular places in town, such as Navy Pier and Wrigley Field.
What are vacation rentals like in Chicago?
Vacation rentals are private properties you can stay in for a short or long stay in Chicago. Vacation rentals provide amenities like WiFi and washers and dryers so you’ll feel just like you’re staying in your own home. If you’re concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You’ll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.

Other types of properties in Chicago you may be interested in

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $164 per night from Nov 4 to Nov 5
LondonHouse Chicago, Curio Collection by Hilton
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $164 per night from Nov 15 to Nov 16
Sofitel Chicago Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.