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Holiday Homes in Chicago, IL

Search among 16 available holiday homes in Chicago from 50+ providers.

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26Jun2022Sunday
27Jun2022Monday
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10 adults
5 bedrooms
5 beds
View on map3.0 km from City Centre700 m from Michigan Avenue
Located 2.4 km from The Art Institute of Chicago, this villa offers a cable flat-screen and a flat screen TV together with 3 bathrooms.
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8 adults
3 bedrooms
5 beds
View on map7.9 km from City Centre500 m from Viaduct Center
This is a 3-bedroom villa, set in proximity to Remy Bumppo Theatre Company.
From   £ 116 /nightSelect
Not available
21 adults
4 bedrooms
8 beds
3.4 km from City Centre1.6 km from Lincoln Park Zoo
The self-catering villa is a 20-minute walk to Lincoln Park Zoo and consists of 4 bedrooms and a kitchenette with a microwave oven, a dishwasher and kitchenware.
From   £ 556 /nightSelect
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10 adults
3 bedrooms
3 beds
3.4 km from City Centre1.6 km from Lincoln Park Zoo
Offering a mini-kitchen complete with a microwave, a dishwasher and a washing machine, this villa is located close to Willis Tower.
From   £ 317 /nightSelect
Not available
6.1 km from City Centre700 m from
From   £ 169 /nightSelect
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6.8 km from City Centre200 m from
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3.0 km from City Centre1.0 km from Michigan Avenue
This villa with a terrace, is situated in Near North Side district.
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3.0 km from City Centre1.9 km from Michigan Avenue
Set within walking distance of Intuit: The Center for Intuitive and Outsider Art, this villa includes 6 bedrooms and a kitchen for guests' convenience.
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3.0 km from City Centre1.0 km from Michigan Avenue
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5.5 km from City Centre400 m from Treasure Island Market Square Shopping Center
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21.0 km from City Centre400 m from Historic Pullman Foundation
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9.8 km from City Centre800 m from Kindred Hospital-Chicago North
Set within walking distance of Queen of Angels Parish, this villa includes 5 bedrooms and a fully furnished kitchen for guests' convenience.
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6.1 km from City Centre1.9 km from Lincoln Park Zoo
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3.0 km from City Centre1.0 km from Michigan Avenue
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16 adults
6 bedrooms
6 beds
8.3 km from City Centre800 m from
Located about 4.2 km from Wrigley Field, the holiday home offers accommodation for 16 guests.
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24 adults
5 bedrooms
11 beds
3.6 km from City Centre1.4 km from Lincoln Park Zoo
Situated next to Lincoln Park Area, this 5-bedroom property features a play area and board games for families with kids.
From   £ 666 /nightSelect
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16 hotels found

FAQs about holiday houses in Chicago

Discover these 8 answers and find your perfect holiday home to stay in Chicago.

What are the most favoured pet-friendly holiday houses in Chicago?

According to HotelMix.co.uk travel data, there are 15 accommodations that welcome pets. Find out Old Town-Gold Coast Amazing 3 Bedroom Home/ Free Parking/ Breakfast/ Backyard/ Walk Everywhere/ Pets Ok at the cost of 291£ per night, featuring board games, a free carpark and live performances on site. Another great option is The Avondale Guesthouse at the cost of 107£ per one night. Other suitable properties are ✪ Cozy 1 Bedroom Close To Downtown ✪, Wrigleyville Friends Unit - 5Bdrm and Howard Johnson Inn Downtown.

What are the best holiday houses in Chicago with hot tubs?

According to HotelMix.co.uk travel data, there are 8 deals with hot tubs. You may like The Boom Boom Room offering shopping service, a Jacuzzi and complimentary parking at the price of 320£ per one night.

What are the top lakefront holiday houses in Chicago?

One of the top accommodations is Grand Plaza Suites at the cost of 111£ with video games and ironing.

What are the most popular holiday houses among couples in Chicago?

According to HotelMix.co.uk travel data, there are 3 deals for couples. You may find out Pampered Rest Stop - 3 Br, located 2.1 km from Hawthorne Works Museum for 154£ per night.

What are the best holiday houses in Chicago featuring a kitchen?

To enjoy your own meal during a fantastic stay, HotelMix.co.uk offers 3 options to choose from. If you enjoy cooking, book Oakwood 200 Squared with a rating 8.0/10 for 150£ per night, providing an outdoor swimming pool, an indoor swimming pool and a business centre.

What are the cheapest holiday houses in Chicago featuring free parking?

If you want to stay at the place with free parking, HotelMix.co.uk has 10 deals to offer. For instance, Old Town-Gold Coast Amazing 3 Bedroom Home/ Free Parking/ Breakfast/ Backyard/ Walk Everywhere/ Pets Ok, a good choice located 6 km from Wrigley Field. It features board games, a free car park and live performances. Also you may book The Avondale Guesthouse, a top villa with cots, laundry facilities and housekeeping. It costs 107£ per night.

What are the most favoured holiday houses in Chicago not far from Millennium Park?

If you want to stay not far from this tourist destination, HotelMix.co.uk offers you 4 properties to choose from. For instance, book Dch 215 West Washington, a top apartment, which is set a 15-minute walk from Millennium Park. Also you may book Oakwood 200 Squared (rating: 8.0/10) for 150£ per night. It's set 15 minutes' walk away.

What are the top luxury holiday houses in Chicago?

According to HotelMix.co.uk travel data, one of the top holiday houses is Ginosi Basics Loop Apartel set 650 metres from The Loop. It costs 322£ per night.

Guest reviews of hotels in Chicago