Book holiday homes and apartments - Casamundo
List Your Property
Wish Lists
FAQ
Discover the ideal accommodation for your holiday in Chicago - Casamundo base64Hash Discover the ideal accommodation for your holiday in Chicago - Casamundo

Discover the ideal accommodation for your holiday in Chicago

Chicago
Anytime
Guests
If you are planning a trip to America and after an unforgettable trip to a large city, make sure you come to Chicago. In the Northern state of Illinois, you will not be disappointed about booking a Chicago vacation rental as there is so much to see and do here.
MORE INFORMATION »

Chicago: Our recommendations

Apartment South Loop
-62%
22 Jan - 29 Jan
Free cancellation
68 m² Apartment
3 1
South Loop, Chicago, Illinois, United States
3.8 / 5.0
"Good"
from £227 £595
per night
Apartment Near North
-63%
14 Jan - 21 Jan
Free cancellation
56 m² Apartment
2 1
Near North, Chicago, Illinois, United States
3.8 / 5.0
"Good"
from £167 £454
per night
Apartment Near North
-62%
16 Jan - 23 Jan
56 m² Apartment
2 1
Near North, Chicago, Illinois, United States
from £164 £427
per night
See all offers

Holiday rentals with wifi

House Internet Gold Coast
-22%
14 Nov - 21 Nov
Free cancellation
Internet
290 m² House
9 4
Gold Coast, Chicago, Illinois, United States
from £564 £719
per night
Apartment Internet Near North
-62%
14 Jan - 21 Jan
Internet
56 m² Apartment
2 1
Near North, Chicago, Illinois, United States
from £165 £433
per night
Apartment Internet Near North
-66%
14 Jan - 21 Jan
Internet
67 m² Apartment
2 1
Near North, Chicago, Illinois, United States
from £151 £441
per night
See all offers

Apartments and holiday lettings with a kitchen

Apartment Kitchen South Loop
-68%
21 Jan - 28 Jan
Free cancellation
Kitchen
47 m² Apartment
2 1
South Loop, Chicago, Illinois, United States
3.8 / 5.0
"Good"
from £170 £530
per night
Apartment Kitchen South Loop
-69%
12 Jan - 19 Jan
Free cancellation
Kitchen
Apartment
3 1
South Loop, Chicago, Illinois, United States
3.8 / 5.0
"Good"
from £176 £570
per night
Apartment Kitchen Near North
-67%
14 Jan - 21 Jan
Free cancellation
Kitchen
56 m² Apartment
2 1
Near North, Chicago, Illinois, United States
3.8 / 5.0
"Good"
from £156 £474
per night
See all offers

Holiday lettings and apartments with air conditioning

Apartment Aircondition Near North
-63%
14 Jan - 21 Jan
Free cancellation
Aircondition
56 m² Apartment
2 1
Near North, Chicago, Illinois, United States
3.8 / 5.0
"Good"
from £168 £452
per night
Apartment Aircondition South Loop
-61%
14 Jan - 21 Jan
Aircondition
47 m² Apartment
2 1
South Loop, Chicago, Illinois, United States
from £158 £402
per night
Apartment Aircondition Near North
-66%
4 Feb - 11 Feb
Aircondition
69 m² Apartment
3 1
Near North, Chicago, Illinois, United States
from £216 £628
per night
See all offers

Plan a City Break To Chicago

Although Springfield is the capital of the state, it is the 6th largest city in Illinois. Chicago is however the 3rd largest city in the whole of the country, after New York and L.A. and has one of the largest economies in the world. This can be seen demonstrated in the breathtaking skyline here, found in the Downtown District. Across the city, you can see fantastic skyscrapers from all sorts of shapes and heights! If you are wanting to get a great overview of the city, head to the Willis Tower which has a great observation deck. At a height of 1,353 feet, it is definitely not suitable for those with a fear of heights! The views over the city are breathtaking and you can see the port of Chicago in the distance.

Accommodation Chicago – The must see sights of the city

For the art fans, make sure you hit the Art Institute of Chicago whilst staying in a Chicago vacation rental. It is a famous art exhibit known for its impressionist pieces, Asian arts and modern and contemporary art. There are over 260,000 pieces in the exhibit from across 5,000 years of history split into many different wings. This exhibition is second largest in the US after the Metropolitan Museum of Art in New York. If you fancy going outdoors during the day, head to one of the many beaches along the coastline, such as the Ohio Street Beach or the Montrose Avenue Beach. With the backdrop of the skyscrapers, it is a truly unique experience while sitting on the beach, looking up at such fine architecture! Head to the famous Lake Michigan whilst staying in Chicago accommodation. It is one of the most famous lakes and is a beautiful area to walk around or to sit back and relax during the summer. This famous lake can also be visited during a stay in Michigan so if you fancy exploring whilst staying in Chicago, you have the opportunity to do so. If you want to a visit with many great outdoor activities, head to Santa Fe in New Mexico as the hot temperatures during the summer means it is ideal to sit out in many of the parks scattered throughout the city.

In the evenings, you will not be bored whilst staying in apartments in Chicago. There is plenty of entertainment for those seeking parties – but only suitable for those over 21. From various nightclubs to swanky bars and lounges to envy those in South Beach, Miami, in the state of Florida, you are bound to find something to keep you entertained till the early hours! There are also plenty of comedy nights throughout the city in Chicago so make sure you research beforehand to make sure you see and do everything! Enjoy your holiday.

What are the most popular accommodations in Chicago?

The most booked accommodations in Chicago are apartment rentals and bed & breakfast rentals. We search from more than 2,621 accommodations in Chicago to help you find the perfect place to stay during your trip.

What does it cost to rent a holiday home in Chicago?

With Casamundo, you will find holiday rentals in Chicago starting from as little as £70. On average, properties in Chicago will have a size of 45 m² (Bed & Breakfast rentals) and 112 m² (Apartment rentals).

Do you offer pet-friendly apartment rentals in Chicago?

When travelling with your dog in Chicago, hotel rooms are recommended. These are the most common type of pet-friendly accommodations and cost an average of £326 per night.

Do you also offer accommodations that are suitable for groups in Chicago ?

For your holiday in Chicago, we have a great selection of accommodations for groups. The typical apartment rentals has space for 4 guests.

image-tag