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Holiday rentals in Chicago, IL

Search among 349 available holiday rentals in Chicago from 50+ providers

If you have time, why not visit great things to see and do in Chicago? Check out one of the 334 holiday rentals to stay here. Holiday home rentals in Magnificent Mile district or not far from Millennium Park are good options if you want to stay close to the major tourist places. Book accommodation through HotelMix.co.uk and get access to the sights, attractions, arts, culture and nightlife of Chicago.Hide
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View on map8.4 km from City Centre800 m from
The budget hotel is a good starting point to Chicago' sights including Lincoln Square and Hamsa Ayurveda & Yoga.
9.0
Perfect17 reviews
From   £ 382 /nightSelect
Not available
View on map1.1 km from City Centre300 m from Union Station
A specialty restaurant and 100 rooms are available during the stay in budget hotel, boasting location next to Millennium Park.
9.0
Perfect6 reviews
From   £ 108 /nightSelect
Not available
The largest option:
4 adults
1.9 km from City Centre800 m from Michigan Avenue
This superior hotel is conveniently located in a shopping area, within 400 meters of Chicago-Red subway station.
6.8
Nice44 reviews
From   £ 89 /nightSelect
Not available
The largest option:
4 adults
1000 m from City Centre500 m from House of Blues Chicago
This 2-bedroom property next to Cadillac Palace Theatre offers accommodation fitted with a patio as well as an indoor swimming pool.
8.0
Great17 reviews
From   £ 149 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
1.5 km from City Centre500 m from House of Blues Chicago
The venue is located 20 km from Midway airport and offers 9 rooms with panoramic views of Lake Michigan.
8.0
Great7 reviews
From   £ 111 /nightSelect
Not available
The largest option:
5 adults
2.2 km from City Centre1.3 km from House of Blues Chicago
Situated 3 km from the centre of Chicago, the apartment with a view over the city offers a terrace.
7.0
Very good3 reviews
From   £ 265 /nightSelect
Not available
The largest option:
8 adults
3 bedrooms
1 bed
200 m from City Centre700 m from Grant Park
Nestled in Chicago Loop district of the city, the venue is about 15 km from Midway airport.
8.2
Great5 reviews
From   £ 321 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
1.6 km from City Centre500 m from House of Blues Chicago
Placed within 20 minutes' walk from LaSalle "L" (Blue Line) metro station, this 123 m² apartment with 2 bedrooms provides a sun terrace.
8.4
Great2 reviews
From   £ 217 /nightSelect
Not available
The largest option:
2 adults
1 bedroom
1 bed
6.6 km from City Centre300 m from
Offering a kitchenette complete with a microwave, a dishwasher and a washing machine, this villa is located close to Claire-Christian United Methodist Church.
7.8
Very good5 reviews
From   £ 36 /nightSelect
Not available
5 adults
2 bedrooms
3 beds
2.0 km from City Centre1000 m from Field Museum of Natural History
This 7-room apartment enjoys a convenient location in South Loop district of Chicago.
7.6
Very good4 reviews
From   £ 158 /nightSelect
Not available
The largest option:
4 adults
2 bedrooms
3 beds
3.2 km from City Centre100 m from Scales and Tales
Situated in Chicago, a 10-minute drive to McCormick Place, this villa features balcony and a sunny patio.
8.4
Great10 reviews
From   £ 89 /nightSelect
Not available
4 adults
2 bedrooms
2 beds
4.2 km from City Centre300 m from
The contemporary apartment, set in West Town district, offers a dishwasher, coffee/tea making equipment and glassware for guests' convenience.
From   £ 112 /nightSelect
Not available
Homestay
The largest option:
8 adults
1 bedroom
1 bed
10.4 km from City Centre500 m from
The budget hotel is a good starting point to Chicago's sights including Soldier Field and El-Bethel Baptist Church.
8.0
Great1 review
From   £ 14 /nightSelect
Not available
Homestay
The largest option:
12 adults
1 bedroom
1 bed
7.0 km from City Centre600 m from
Located 2.5 km from Pete's Fresh Market, this villa offers 9 rooms.
8.0
Great4 reviews
From   £ 112 /nightSelect
Not available
Apartment
The largest option:
3 adults
1 bedroom
2 beds
1000 m from City Centre600 m from House of Blues Chicago
Located within 1 km from Crown Fountain, the apartment provides a kitchen, an indoor pool and a terrace.
7.0
Very good3 reviews
From   £ 44 /nightSelect
Not available
6 adults
2 bedrooms
3 beds
5.7 km from City Centre900 m from
Offering direct access to Skydeck Chicago, the property consists of a fully furnished kitchen, 2 bedrooms and a marble bathroom.
From   £ 121 /nightSelect
Not available
8 adults
3 bedrooms
5 beds
4.8 km from City Centre400 m from Ukrainian Catholic University
Situated 5 km from the centre of Chicago, the apartment with a view over the city offers a patio.
From   £ 236 /nightSelect
Not available
4 adults
1 bedroom
2 beds
6.2 km from City Centre600 m from Institute Museum
Featuring a kitchen, the venue is only 2.6 km from Wrigley Field.
From   £ 192 /nightSelect
Not available
4 adults
2 bedrooms
4 beds
1.5 km from City Centre700 m from Field Museum of Natural History
Boasting a patio, this 2-bedroom apartment is located a short distance from Gold Star Families Park & Memorial and Willis Tower.
From   £ 191 /nightSelect
Not available
8 adults
2 bedrooms
2 beds
7.4 km from City Centre
Nestled in Bronzeville district within 30 minutes' walk of Guaranteed Rate Field, the apartment offers 130 m² of space for up to 4 guests.
From   £ 80 /nightSelect
Not available

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349 hotels found

FAQs about holiday lettings in Chicago

Our FAQ covers 10 frequently asked questions about holiday homes for rent in Chicago.

What are the most popular holiday rentals in O'Hare area?
Our guests usually stay in top-rated holiday houses in such districts as — Hyde Park, Lincoln Park and South Loop.
What are the most popular luxury holiday rentals in Chicago?
These luxury accommodations will make your journey memorable: Explore Museum Campus From A Luxury Apartment In South Loop and Reserve Rentals South Loop. Go here to see more holiday rentals.
What are the top pet-friendly holiday rentals in Chicago?
2142 West Walton Apartment is an excellent choice among 16 pet-friendly holiday rentals in Chicago.
What are the best budget holiday rentals to stay in Chicago?
You might choose Near South Side Apartment at the cost of 126£ per night. Click here to see more cheap accommodation options.
How much does a 3-bedroom holiday house cost for a week?
For a 3-bedroom holiday rental in Chicago you might spend about 1491£. Check this popular option — Swank Victorian Near United Center W/ Backdeck.
What are the top-ranked holiday apartments next to a beach?
If you are searching for a beach villa, Family Retreat Chicago is a great option to consider.
What are the top-ranked holiday rentals with swimming pools in Chicago?
According to 0 reviews, Uchicago, Shops, Lake With Gym, W&D By Zencity and Envitae 2Br Vibrant High-Rise Penthouse are the best holiday places in Chicago, which feature a swimming pool on site.
What are the most popular holiday rentals providing free Wi-Fi?
According to guest ranking above 3.5/5, the best property providing free wi-fi is Mccormick Place Guest House.
What are the best holiday rentals near Lincoln Park Zoo?
Sonder North Lincoln is the most popular holiday accommodation not far from Lincoln Park Zoo, one of the top Chicago attractions.
What are the top Chicago holiday rentals featuring free parking?
The best places providing free parking are Chicago Guest House On Henderson Street and Roscoe Village Guesthouse, which offer a patio and complimentary parking.

Holiday rentals in Chicago

Handpicked holiday rentals in Chicago

When on journey, all you need is a nice apartment to relax and enjoy your time off work. There's a selection of apartments and other accommodations near Millennium Park and Navy Pier. Surf available options and reserve the finest accommodation right away!

Exclusive luxury places to stay in Chicago

If luxury is your passion, head to Chicago, where a huge range of luxury vacations houses are waiting for you. If you are looking for a low-key getaways take a look at 8 cheap apartments in Chicago Loop district. With just a few clicks you'll get the most exclusive place to stay in Chicago.

High graded cheap holiday homes in Chicago

How about getting same value for less money? Save time and money booking cheap Chicago accommodation. If you're looking for budget accommodation, check out a list of cheap holiday rentals in Chicago that we thoroughly hand-picked for you from our providers. Go and see yourself!

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Guest reviews of hotels in Chicago