Top rentals in Chicago
Find the perfect holiday rental for your stay 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
Lincoln Park
Search rentals in Lincoln ParkEntire Building-Walk To Lincoln Park Or The Beach
Chicago, IL, United States
Suite 1 on Southport 4 Queen Beds
Chicago, IL, United States
Hyde Park
Search rentals in Hyde ParkStudio with private bath room
Chicago, IL, United States
Charming 3BR Chicago Apt in Prime Location
Chicago, IL, United States
Logan Square
Search rentals in Logan SquareDesigned with You in Mind - This Property Offers Everything You Need to Work and Play in Chi-Town by RedAwning
Chicago, IL, United States
Trendy 2BR Apartment in Logan Square!
Chicago, IL, United States
Modern and Comfy 1BR Apartment in Logan Square!
Chicago, IL, United States
Rogers Park
Search rentals in Rogers ParkUrban Chicago Escape about 1 Mi to Local Beaches!
Chicago, IL, United States
Walking distance to Lake Michigan, shops and restaurants.
Chicago, IL, United States
Near North Side
Search rentals in Near North SideModern Gold Coast Studio w/ Doorman & Gym, 2 blocks to L, by Blueground
Chicago, IL, United States
Duplex Chic River North Retreat
Chicago, IL, United States
Stunning Duplex Condo #1 - Downtown River North
Chicago, IL, United States
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
Fully furnished bedroom near medical district and UIC
Chicago, IL, United States
Entire Building-Walk To Lincoln Park Or The Beach
Chicago, IL, United States
Econo Lodge
Rockford, IL, United States
Cozy 1 bedroom, 1 min from Irving Park Blue line, free parking
Chicago, IL, United States
The Avondale Attic
Chicago, IL, United States
Studio flat in the heart of Downtown Chicago
Chicago, IL, United States
momondo's favourite holiday rentals in Chicago
Learn more about these user-preferred holiday rentals in Chicago
Useful insights on Chicago holiday rentals
Get a quick overview on price and accommodation trends for your visit in Chicago
Lowest Holiday Rental Price | €41 |
|---|
When to book a holiday rental in Chicago
Check out the information below to find the best deal on a holiday rental in Chicago
| Low season | March | cheapest month to stay |
| High season | April | most expensive time to stay |
| 66% | expected price decrease | |
| 63% | expected price increase |
Price | €71 - €557 |
|---|
| Cheapest day of week | Tuesday | is the cheapest day of the week to book |
| Highest day of week | Friday | is the most expensive day of the week to book |
| €184 | ||
| €435 |
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 | €219 - €309 |
|---|
| CHEAPEST NEIGHBOURHOOD IN CHICAGO | Lake View | 14% cheaper | Holiday rentals in Lake View are the cheapest in Chicago at just €219 per night on average |
| MOST EXPENSIVE NEIGHBOURHOOD IN CHICAGO | Near North Side | 18% more expensive | Near North Side has the highest priced holiday rentals in Chicago with properties averaging €309 per night |
| MOST POPULAR NEIGHBOURHOOD IN CHICAGO | Downtown | 43% more users visited | More momondo users search for holiday rentals in Downtown than any other neighbourhood in Chicago |
Information about staying in Chicago
Read these important travel tips before booking a vacation rental in Chicago
How long do people typically book holiday apartments for in Chicago?
Those choosing holiday rental apartments in Chicago typically book for at least 4 nights.
When is the best time to book a holiday rental in Chicago?
March is typically when Chicago holiday apartment and rental property prices are at their lowest, with prices around 66% lower than the Chicago peak season.
What’s the best area of Chicago to book a holiday rental in?
The most popular areas to book Chicago holiday rentals in are Grand Boulevard, West Town, and Logan Square.
How many operators does momondo search for hotels in Chicago?
There are 3,045 operators available for hotels in Chicago as of November 2024.
When did momondo last update prices for hotels in Chicago?
Prices for hotels in Chicago were last updated today.