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

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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.
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Top 15 Recommended holiday lettings in Chicago

Find your perfect holiday home, apartment or cottage in Chicago from just £107 per night!

House Berwyn
178 m² house ∙ 12 guests ∙ 6 bedrooms
Berwyn, Cook County, Illinois, United States
A stunning house rental in Berwyn accommodating up to 12 guests, featuring a spacious kitchen, beautiful garden, relaxing balcony, and convenient parking—perfect for your...
from £320
per night
from £320
per night
Check prices
Condo Berwyn
92 m² condo ∙ 6 guests ∙ 3 bedrooms
Berwyn, Cook County, Illinois, United States
This inviting condo in Berwyn accommodates up to six guests and features a well-equipped kitchen, a lovely garden, a balcony for relaxation, and convenient parking. Perfe...
from £274
per night
from £274
per night
Check prices
Condo Berwyn
86 m² condo ∙ 6 guests ∙ 3 bedrooms
Berwyn, Cook County, Illinois, United States
This delightful condo in Berwyn comfortably accommodates six guests and features a well-equipped kitchen, inviting garden, spacious balcony, and convenient parking. Perfe...
from £334
per night
from £334
per night
Check prices
Condo Berwyn
92 m² condo ∙ 6 guests ∙ 3 bedrooms
Berwyn, Cook County, Illinois, United States
This delightful condo in Berwyn accommodates up to six guests and features a well-equipped kitchen, a lovely garden, a balcony for relaxation, and convenient parking. Boo...
from £181
per night
from £181
per night
Check prices

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.

734 reviews
We collected 734 reviews from travellers who stayed in Chicago. Holiday homes in this destination received an average rating of 4.6/5.

Frequently asked questions

What are the most popular accommodations in Chicago?

The most booked accommodations in Chicago are bed and breakfast rental and house rentals. We search from more than 60 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 £107. On average, properties in Chicago will have a size of 163 m² (House rentals) and 61 m² (Bed and breakfast rental).

Do you offer pet-friendly bed and breakfast rental in Chicago?

When travelling with your dog in Chicago, hotel room are recommended. These are the most common type of pet-friendly accommodations and cost an average of £249 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 bed and breakfast rental has space for 3 guests.

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