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Vacation Homes in Chicago, IL

Search among 16 available vacation homes in Chicago from 50+ providers

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02Jul2022Saturday
03Jul2022Sunday
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10 adults
3 bedrooms
3 beds
View on map2.1 mi from City Center1800 yd from Lincoln Park Zoo
Positioned right next to The Richard H. Driehaus Museum, the venue with a fully equipped kitchen and a patio and a garden, available on site, waits for you.
From   US$ 399 /nightSelect
Not available
8 adults
3 bedrooms
5 beds
View on map4.9 mi from City Center500 yd from Viaduct Center
The Richard H. Driehaus Museum is 4.4 miles from this villa that offers 3 bedrooms along with a kitchen.
From   US$ 146 /nightSelect
Not available
21 adults
4 bedrooms
8 beds
2.1 mi from City Center1800 yd from Lincoln Park Zoo
Placed in Old Town district, this self-catering villa has 4 bedrooms and can accommodate up to 21 guests.
From   US$ 699 /nightSelect
Not available
10 adults
5 bedrooms
5 beds
1.9 mi from City Center800 yd from Michigan Avenue
Located about 1.3 miles from Millennium Park, the vacation home offers accommodation for 10 guests.
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3.8 mi from City Center700 yd from
Composed of 3 bedrooms and 1 bathrooms, this villa is set only 0.4 miles from New Morning Star MB Church.
From   US$ 299 /nightSelect
Not available
4.2 mi from City Center200 yd from
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1.9 mi from City Center1200 yd from Michigan Avenue
This villa in Near North Side district is composed of 5 bedrooms, a kitchen and 1 bathrooms.
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1.9 mi from City Center1.2 mi from Michigan Avenue
Buckingham Fountain is 2.1 miles from this villa that offers 6 bedrooms along with a kitchen.
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1.9 mi from City Center1200 yd from Michigan Avenue
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3.4 mi from City Center400 yd from Treasure Island Market Square Shopping Center
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13.1 mi from City Center400 yd from Historic Pullman Foundation
Located 1.6 miles from A. Philip Randolph Pullman Porter Museum, this villa offers tennis courts and a play area together with 1 bathrooms.
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6.1 mi from City Center800 yd from Kindred Hospital-Chicago North
Set within walking distance of Queen of Angels Parish, this villa includes 5 bedrooms and a kitchen for guests' convenience.
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3.8 mi from City Center1.2 mi from Lincoln Park Zoo
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1.9 mi from City Center1200 yd from Michigan Avenue
Composed of 4 bedrooms and 4 bathrooms, this villa is set only 0.9 miles from Chicago Riverwalk.
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16 adults
6 bedrooms
6 beds
5.2 mi from City Center900 yd from
This vacation home is equipped with 6 bedrooms along with 6 rooms and is located near Bric-a-Brac Records & Collectibles.
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24 adults
5 bedrooms
11 beds
2.2 mi from City Center1600 yd from Lincoln Park Zoo
Featuring a play area and board games which are perfect for kids, this villa is situated 4 km away from the centre of Chicago.
From   US$ 838 /nightSelect
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16 hotels found

FAQs about vacation houses in Chicago

To know more about vacation homes in Chicago, read these 9 answers to FAQs.

What are the top pet-friendly vacation houses in Chicago?

If you want to stay with pets, you'll find 15 deals on Booked.net. Check Old Town-Gold Coast Amazing 3 Bedroom Home/ Free Parking/ Breakfast/ Backyard/ Walk Everywhere/ Pets Ok, offering board games, ironing and live performances on site. Another great option is The Avondale Guesthouse at the cost of 146US$ per one night. Other suitable properties are ✪ Cozy 1 Bedroom Close To Downtown ✪, Lowest Rates! Spacious Duplex With Free Parking! Howard Johnson Inn -.

What are the best budget villas in Chicago?

If you'd like to spend your trip to Chicago in an economical way, select among 17 villas on Booked.net. Among villas, we recommend Swank Victorian Near United Center W/ Backdeck with a free parking lot, ironing and a free private parking lot on site. It's set 5 minutes' walk from Pleasant Grove Missionary Baptist Church and costs about 283US$ per night.

What are the best vacation houses in Chicago providing hot tubes?

According to Booked.net travel data, there are 8 deals with hot tubes. You may like The Boom Boom Room offering shopping service, a Jacuzzi and a free parking lot at the price of 439US$ per one night.

What are the top Chicago vacation houses next to a lake?

One of the top accommodations is Old Town-Gold Coast Amazing 3 Bedroom Home/ Free Parking/ Breakfast/ Backyard/ Walk Everywhere/ Pets Ok at the cost of 399US$ per night, it offers board games, ironing and live performances.

What are the best vacation houses in Chicago for couples?

According to Booked.net travel data, there are 22 deals for couples. You may book Grand Plaza Suites rated 8.0/10 for 152US$ per night. This villa is set a 5-minute walk from Marina City and provides video games and ironing on site. Another great villa is Old Town-Gold Coast Amazing 3 Bedroom Home/ Free Parking/ Breakfast/ Backyard/ Walk Everywhere/ Pets Ok at the price of 399US$ per night. Other suitable options for couples are Modern Stylish 1Br Apt In Lincoln Sq - Steps Away Brown Line Ea3, Stunning Penthouse and Charming Apartments Near Downtown.

What are the best vacation houses in Chicago with kitchenettes?

To enjoy your own meal during an comfortable stay, Booked.net offers 3 options to select from. Customers who enjoy cooking may check Oakwood 200 Squared (rating: 8.0/10), located 10 minutes' walk from Goodman Theatre for 205US$ per night.

What are the most popular budget Chicago vacation houses offering free parking?

If you want to stay at the place with free parking, Booked.net 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 1.9 miles from Skydeck Chicago. It features board games, ironing and live performances. Alternatively, you may book The Avondale Guesthousefor about 146US$ per night. This villa provides cribs, a free parking lot and a laundry room on site.

What are the most popular vacation houses in Chicago next to Millennium Park?

According to Booked.net travel data, there are 5 deals to select from. Check Modern 2Br/2Bath Apt In Streeterville (rating: 8.0/10) with fitness and ironing. It costs 371US$ per night and is set 0.9 miles from the attraction. Also you may book Stay Alfred At Park Michigan (rating: 8.0/10) for 713US$ per night. It's set 20 minutes' walk away.

What are the top luxury vacation houses in Chicago?

According to Booked.net travel data, one of the top villas is Envitae 3Br Huge Luxury Loft In Chicago'S Best Building, situated 1450 feet from House Of Blues. It costs 299US$ per night.

Guest reviews of hotels in Chicago