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Holiday Homes in Chicago, IL

Search among 24 available holiday homes in Chicago from 50+ providers.

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29Sept2021Wednesday
30Sept2021Thursday
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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   £ 106 /nightSelect
Not available
View on map3.0 km from City Centre1.0 km from Michigan Avenue
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Not available
4 adults
1000 m from City Centre500 m from Chicago Theater
Offering a kitchen complete with a dishwasher, a refrigerator and a microwave, this villa is located close to Chicago Cultural Center.
From   £ 232 /nightSelect
Not available
4 adults
6.0 km from City Centre1.4 km from Lincoln Park Zoo
Set in Lincoln Park district and 2.3 km from Wrigley Field, this villa provides a kitchen with dishwasher, fridges and a microwave.
From   £ 308 /nightSelect
Not available
2 adults
6.0 km from City Centre1.4 km from Lincoln Park Zoo
Located about 2.3 km from Wrigley Field, the holiday home offers accommodation for 2 guests.
From   £ 177 /nightSelect
Not available
19 adults
1 bedroom
3 beds
3.8 km from City Centre1.3 km from Lincoln Park Zoo
360 Chicago Observation Deck is 1.3 km from this villa that offers 1 bedrooms along with a kitchen.
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Not available
10 adults
4 bedrooms
4 beds
4.4 km from City Centre300 m from
This is a 4-bedroom villa, set in proximity to University-IL Eyes.
From   £ 501 /nightSelect
Not available
4 adults
6.0 km from City Centre1.4 km from Lincoln Park Zoo
Located about 4.1 km from Museum Of Contemporary Art Chicago, the holiday home offers accommodation for 4 guests.
From   £ 193 /nightSelect
Not available
4 adults
6.0 km from City Centre1.4 km from Lincoln Park Zoo
Located about 1.1 km from Briar Street Theatre, the holiday home offers accommodation for 4 guests.
From   £ 404 /nightSelect
Not available
6.1 km from City Centre700 m from
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Not available
2 adults
6.0 km from City Centre1.4 km from Lincoln Park Zoo
Set in Lincoln Park district and 2.3 km from Gallagher Way, this villa provides a kitchen with dishwasher, a fridge and an oven.
From   £ 194 /nightSelect
Not available
2 adults
6.0 km from City Centre1.4 km from Lincoln Park Zoo
Located about 2.3 km from Wrigley Field, the holiday home offers accommodation for 2 guests.
From   £ 307 /nightSelect
Not available
10 adults
5 bedrooms
5 beds
3.0 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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Not available
6 adults
6.0 km from City Centre1.4 km from Lincoln Park Zoo
Set in Lincoln Park district and 0.9 km from Lincoln Park Zoo, this villa provides a kitchen with a dishwasher, a refrigerator and a microwave oven.
From   £ 387 /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   £ 509 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
12.3 km from City Centre1000 m from
Situated 3.7 km from Museum of Science and Industry, this property features a cable flat-screen and a flat screen TV.
From   £ 277 /nightSelect
Not available
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   £ 291 /nightSelect
Not available
10 adults
3 bedrooms
4 beds
4.7 km from City Centre1.8 km from United Center
Featuring a sunny patio along with 3 bedrooms, this villa is set 4.9 km from Skydeck Chicago - Willis Tower.
From   £ 206 /nightSelect
Not available
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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Not available
6 adults
6.0 km from City Centre1.4 km from Lincoln Park Zoo
Located about 3.9 km from 360 Chicago Observation Deck, the holiday home offers accommodation for 6 guests.
From   £ 177 /nightSelect
Not available
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24 hotels found

FAQs about holiday houses and cottages in Chicago

Read these 8 answers to find a cottage 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