Central Chicago Vacation Rentals

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Nov 24 - Nov 25
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Nov 25 - Nov 26
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Central Chicago

Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (991)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
$126 nightly
The price is $148
Dec 7 - Dec 8
Total with taxes and fees
Sentral Michigan Avenue
Free WiFi, bed sheets
Chicago luxury home suites

Chicago luxury home suites

2.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (1)
"This was Amazing stay I have ever had in my life. Wonderful host, super clean. Stunning views, close to everything that you would needed. "
New Zealand
Moha
$176 nightly
The price is $207
Nov 26 - Nov 27
Total with taxes and fees
Chicago luxury home suites
Interior
Gold Coast Living: Modern Studio Unit

Gold Coast Living: Modern Studio Unit

Downtown Chicago
10.0 out of 10, Exceptional, (4)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
$149 nightly
The price is $166
Nov 26 - Nov 27
Total with taxes and fees
Gold Coast Living: Modern Studio Unit
Fridge, microwave, oven, stovetop
Sleek 1BR Apt w/ Laundry

Sleek 1BR Apt w/ Laundry

Downtown Chicago
10.0 out of 10, Exceptional, (1)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
$145 nightly
The price is $159
Dec 2 - Dec 3
Total with taxes and fees
Sleek 1BR Apt w/ Laundry
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

The One: A 1BR Stay That Feels Like Home

Downtown Chicago
9.6 out of 10, Exceptional, (4)
"Convenient location and clean place"
United States
David S.
$145 nightly
The price is $159
Dec 3 - Dec 4
Total with taxes and fees
The One: A 1BR Stay That Feels Like Home
Business Apartment, City View | Private kitchen | Fridge, microwave, oven, stovetop
4BR Corporate Suite Central and Modern

4BR Corporate Suite Central and Modern

2.0 star property
Near North Side
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
$1,110 nightly
The price is $1,304
Nov 30 - Dec 1
Total with taxes and fees
4BR Corporate Suite Central and Modern
Front of property - evening/night
Level Chicago – Old Town

Level Chicago – Old Town

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (387)
"Property was clean, centrally located with wonderful staff. Will definitely stay again."
United States
Michelle
$207 nightly
The price is $243
Nov 30 - Dec 1
Total with taxes and fees
Level Chicago – Old Town
Fridge, microwave, oven, stovetop
River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1

Downtown Chicago
9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
$291 nightly
The price is $316
Dec 7 - Dec 8
Total with taxes and fees
River North Rooftop With In and Out Parking 1
Interior
Your Chicago get Away

Your Chicago get Away

Downtown Chicago
8.4 out of 10, Very Good, (8)
"Clean, fun space and responsive host! Loved the views from our room!"
United States
Tyler C.
$415 nightly
The price is $458
Dec 1 - Dec 2
Total with taxes and fees
Your Chicago get Away
Business center
Kasa River North Chicago

Kasa River North Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (179)
"Awesome stay "
United States
Sally
$347 nightly
The price is $407
Dec 2 - Dec 3
Total with taxes and fees
Kasa River North Chicago
Terrace/patio
River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking

Downtown Chicago
10.0 out of 10, Exceptional, (3)
"The property was exactly as advertised; clean, good neighborhood, and the views of the city were great. The private outdoor patio access was fantastic."
United States
Rich G.
$446 nightly
The price is $498
Dec 3 - Dec 4
Total with taxes and fees
River North Private Deck With In and Out Parking
Lobby
South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2

Downtown Chicago
$286 nightly
The price is $310
Dec 7 - Dec 8
Total with taxes and fees
South Loop Rooftop With In and Out Parking 2
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space

Downtown Chicago
9.6 out of 10, Exceptional, (14)
"Had a very nice time in Chicago!"
United States
Valerie S.
$167 nightly
The price is $182
Nov 30 - Dec 1
Total with taxes and fees
Twice as Nice: Chic 2BR Stay with Style & Space
TV, offices
Complete 1BR Home Sum

Complete 1BR Home Sum

Downtown Chicago
$145 nightly
The price is $159
Nov 30 - Dec 1
Total with taxes and fees
Complete 1BR Home Sum
Desk, iron/ironing board, travel crib, WiFi
Vintage Studio in Chicago’s Gold Coast

Vintage Studio in Chicago’s Gold Coast

Downtown Chicago
$149 nightly
The price is $166
Nov 27 - Nov 28
Total with taxes and fees
Vintage Studio in Chicago’s Gold Coast
TV, offices
Stylish Gold Coast 1BR with Vintage Flair

Stylish Gold Coast 1BR with Vintage Flair

Downtown Chicago
$145 nightly
The price is $159
Dec 7 - Dec 8
Total with taxes and fees
Stylish Gold Coast 1BR with Vintage Flair
Terrace/patio
River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking

Downtown Chicago
10.0 out of 10, Exceptional, (3)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
$336 nightly
The price is $369
Dec 4 - Dec 5
Total with taxes and fees
River North Private Balcony With In and Out Parking
Fridge, microwave, oven, stovetop
River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6

Downtown Chicago
8.0 out of 10, Very Good, (1)
"Location was extremely ideal. Staff very responsive. All the apartments were very clean. The pictures were very accurate to what you can expect"
Canada
john Z.
River North Rooftop With In and Out Parking 6
Desk, iron/ironing board, travel crib, WiFi
Chic Studio near Downtown Chicago | Gold Coast

Chic Studio near Downtown Chicago | Gold Coast

Downtown Chicago
6.0 out of 10, (1)
"Key pad issues with entry, but overall good "
United States
Andrew U.
$149 nightly
The price is $166
Nov 26 - Nov 27
Total with taxes and fees
Chic Studio near Downtown Chicago | Gold Coast
Fridge, microwave, oven, stovetop
Smart Simple and Spacious 4BR Apt

Smart Simple and Spacious 4BR Apt

Near South Side
9.2 out of 10, Wonderful, (5)
"Clean, simple check-in."
United States
Shahid
$292 nightly
The price is $310
Nov 30 - Dec 1
Total with taxes and fees
Smart Simple and Spacious 4BR Apt
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.
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Top Central Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Everything was fantastic. Staff is great! Location is great. "
Kimberly 1-night trip
Posted 6 hours ago
The Royal Sonesta Chicago Downtown

Find out more about Central Chicago

Everything you need to know about Central Chicago vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Central Chicago vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Central Chicago vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Central Chicago vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Central Chicago. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Central Chicago in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $148 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Central Chicago rentals

At Expedia, we put the best Central Chicago vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Central Chicago rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Central Chicago vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Central Chicago. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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