Holiday rentals in Chicago, IL

Find deals on 2,159 holiday rentals in Chicago, IL

Chicago, IL, United States
13 Aug — 14 Aug2
Sun 14/8
Thu 18/8

Top rentals in Chicago

Find the perfect holiday rental for your stay in Chicago
Price
£26
£754
Review score
0+
6+
7+
8+
9+

Best neighbourhoods to book a holiday rental in Chicago

Below are the average prices for holiday rentals in the most popular neighbourhoods in Chicago

Price

£135 - £176

CHEAPEST NEIGHBOURHOOD IN CHICAGOGrand Boulevard14% cheaperHoliday rentals in Grand Boulevard are the cheapest in Chicago at just £135 per night on average
MOST EXPENSIVE NEIGHBOURHOOD IN CHICAGONear West Side11% more expensiveNear West Side has the highest priced holiday rentals in Chicago with properties averaging £176 per night
MOST POPULAR NEIGHBOURHOOD IN CHICAGONear North Side82% more users visitedMore momondo users search for holiday rentals in Near North Side than any other neighbourhood in Chicago

Vacation rentals in popular neighbourhoods in Chicago

Below are the most popular neighbourhoods in Chicago to stay in, as well as some of the best vacation rentals in each area

When to book a holiday rental in Chicago

Check out the information below to find the best deal on a holiday rental in Chicago
Highest day of weekSundayis the most expensive day of the week to book
Cheapest day of weekMondayis the cheapest day of the week to book
£186
£10

Hostels and cheap hotels in Chicago

These hotels and hostels usually make for a cheap way to stay in Chicago

Get the best value holiday rental in Chicago

These Chicago holiday rentals have the best prices for their ratings

Useful insights on Chicago holiday rentals

Get a quick overview on price and accommodation trends for your visit in Chicago

Lowest Vacation Rental Price

£26

Average Length of Stay

2 days
The cheapest price for a room in Chicago found in the last 7 days is £26/night. This rate is available with Dobson Den.
On average, people stay for 2 days when lodging at vacation rentals in Chicago. The average accommodation price for 2 days in Chicago in the past week is £165.

Information about staying in Chicago

Read these important travel tips before booking a vacation rental in Chicago

On average, people book holiday rentals in Chicago for stays of around 2 nights.

Renting a holiday apartment in Chicago will see a range in pricing typically determined by the season, location of the apartment and the number of rooms required. Recently, a typical search for apartment rentals in Chicago suggests an average of £201 per night.

Holiday apartments in Chicago are often cheapest in April - rental prices can be around 90% lower than the average during this period.

Lincoln Park, West Town, and Near South Side are typically the most popular places to rent holiday apartments in Chicago.


momondo's favourite holiday rentals in Chicago

Learn more about these user-preferred holiday rentals in Chicago

Relax and Retreat 1BR Apt in Historic Ravenswood

Chicago, IL, United States

7.4
£184

1br Luxury Apartment With Private Office, Terrace, Gym & Pool

Chicago, IL, United States

8.3
£339

Lively Rejuvenating 1BR in Outstanding Location

Chicago, IL, United States

8.9
£215
Stay Alfred at Park Michigan

Stay Alfred at Park Michigan

Chicago, IL, United States

£112

Simplified Living Space

Chicago, IL, United States

6.3
£61

Sonder - Six Points - Stunning 2br

Chicago, IL, United States

£107

River North Waterside Condos

West Hubbard Street And North Wells Street, Chicago, IL, United States

£62

Historic Hp 1br With Fast Transit To Uchicago & Dt By Zencity

Chicago, IL, United States

10.0
£129

Welcoming and Trendy 1BR Apt in Vibrant North Center

Chicago, IL, United States

9.2
£174

Classic DePaul 2BR with Full Kitchen by Zencity

Chicago, IL, United States

8.9
£157

Fully Furnished Decorated 1br Convenient Location

Chicago, IL, United States

9.4
£208

5430 Happy Home

Chicago, IL, United States

9.0
£32

2br Exquisite Loft Rooftop Pool, Gym And Balcony By Envitae

Chicago, IL, United States

8.6
£396
Apartment in River North with Balcony

Apartment in River North with Balcony

Chicago, IL, United States

£29

Your Own Spacious 3 Bdrm! 7 Miles From Dwntwn

Chicago, IL, United States

9.2
£160
Stay Alfred At The Seneca

Stay Alfred At The Seneca

Chicago, IL, United States

£57

2br/2ba Brand New Executive Luxury Suite W/ Rooftop Pool, Gym And Balcony By Envitae

Chicago, IL, United States

9.0
£492

Stylish Comfortable 2-Bedroom 1 Bath West Town

Chicago, IL, United States

10.0
£240

Bright South Loop Suites by Sonder

Chicago, IL, United States

£118

Cozy West Town 2BR with Full Kitchen by Zencity

Chicago, IL, United States

10.0
£114

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