The 10 best villas in Chicago, USA | Booking.com
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Villas in Chicago

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The best villas in Chicago

Check out our pick of great villas in Chicago

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Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub

Chicago

A recently renovated holiday home situated in Chicago, Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub features a garden.

K
Kylie
From
United States
Loved the location/neighborhood with proximity to the downtown area but privacy while spending time at the house. The size is great, outside property very nice. Plenty of street parking for folks who drive, but easy public transportation access for folks who use that to get in/around.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 8 reviews
Price from
US$450
1 night, 2 adults
Check availability

Designer Themed 4 Bedroom in Best Location with Patio and Fireplace

Near North Side, Chicago

In the Old Town district of Chicago, close to 360 Chicago, Designer Themed 4 Bedroom in Best Location with Patio and Fireplace features a garden and a washing machine.

G
Giovanni
From
Italy
Breakfast was amazing, the 0lace is super and location is great, with free and efficient parking. Great service also
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 29 reviews
Price from
US$419
1 night, 2 adults
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4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome

Near North Side, Chicago

Boasting a patio with city views, a garden and barbecue facilities, 4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome can be found in Chicago, close to Oak Street Beach and 2.2...

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$499
1 night, 2 adults
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Lakefront Rooftop Parking

Chicago

Boasting air-conditioned accommodation with a patio, Lakefront Rooftop Parking is situated in Chicago. This beachfront property offers access to a balcony, free private parking and free WiFi.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 6 reviews
Price from
US$319.50
1 night, 2 adults
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A Home Away from Home!

Chicago

Set 7.5 km from Museum of Science and Industry - Chicago, A Home Away from Home! offers accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 7 reviews
Price from
US$110.58
1 night, 2 adults
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Home Away From Home

Skokie (Near Chicago)

Situated in Skokie in the Illinois region, Home Away From Home features a patio.

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 5 reviews
Price from
US$174.30
1 night, 2 adults
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The Avondale Guesthouse

Chicago

Located in Chicago, 4.5 km from Wrigley Field and 5.8 km from Lincoln Park Zoo, The Avondale Guesthouse provides air-conditioned accommodation with a patio and free WiFi.

L
LEO_DOUTLER
From
Canada
Everything was clean , working, and each detail to make your stay more cozy was provided
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 131 reviews
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BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12

Chicago

Situated in Chicago, 6.4 km from Museum of Science and Industry - Chicago and 8.1 km from Guaranteed Rate Field, BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12 features air-conditioned accommodation...

A
Arie
From
United Kingdom
Great stay at Destine's property in South Chicago. The house is spacious and nicely furnished. Plenty of free parking outside the house. Destine was very communicative and helped us quickly solve a few issues.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
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Chicago Treasure 4 Bed Getaway

West Town, Chicago

Located in Chicago, 3 km from Water Tower Chicago and 3.3 km from 360 Chicago, Chicago Treasure 4 Bed Getaway offers air conditioning.

R
Rosa Marie
From
South Africa
Clean and modern, equipped with everything we could possibly need.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 6 reviews
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The Logandale: HUGE Mid-Century Home, sleeps 15

Chicago

Situated in Chicago, 6.8 km from Wrigley Field and 7.7 km from Lincoln Park Zoo, The Logandale: HUGE Mid-Century Home, sleeps 15 offers air conditioning.

Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 5 reviews
Check availability
All villas in Chicago

Looking for a villa?

Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Chicago and surroundings in the past month

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Great access to the city centre. Check these villas in Chicago and nearby

  • Spacious 3-Bed West Loop Townhouse, 1 Car Garage is located in the West Loop district of Chicago, 2.2 km from CIBC Theatre, 2.4 km from United Center and 2.4 km from Depaul University.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Conveniently located in the centre of Chicago, Spectacular Gilded Age 6 Bedroom Gold Coast Mansion with Deck offers a balcony, air conditioning, free WiFi and flat-screen TV.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    In the centre of Chicago, located within a short distance of Oak Street Beach and Water Tower Chicago, Gold coast villa with free parking garage sleeps 10 offers free WiFi, air conditioning and...

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 5 reviews

    Right in the heart of Chicago, Luxurious Gold Coast 4BR 4-Story Villa with Parking Sleeps 12 Guests has garden views from the balcony.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 29 reviews

    In the Old Town district of Chicago, close to 360 Chicago, Designer Themed 4 Bedroom in Best Location with Patio and Fireplace features a garden and a washing machine.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 5 reviews

    Boasting a patio with city views, a garden and barbecue facilities, 4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome can be found in Chicago, close to Oak Street Beach and 2.2...

  • Located in Chicago, this holiday home is 1.1 km from Lincoln Park Zoo and Downtown Chicago. Offering free private parking, the holiday home is 1.5 km from 360 Chicago.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 3 reviews

    Featuring a patio with city views, a garden and barbecue facilities, 5 Bedroom Huge House in Best Location Parking Fireplace Back Yard can be found in Chicago, close to North Avenue Beach and 2.3 km...

Travelling by car? These villas in Chicago and nearby offer free parking

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Old Town 3bd 3ba Coach House, Garage Parking Incl is situated in the Old Town district of Chicago, 2.6 km from 360 Chicago, 2.7 km from Chicago Museum of Contemporary Art and 3.3 km from Lincoln Park...

  • Wicker Park 6bd 4ba, Steps from CTA, Parking Incl home is set in the Wicker Park district of Chicago, 4.3 km from Union Station, 4.5 km from 360 Chicago and 4.5 km from Chicago Museum of Contemporary...

  • Wicker Park 4bd 3ba, Steps from CTA, Parking Incl home is located in the Wicker Park district of Chicago, 4.3 km from Union Station, 4.5 km from 360 Chicago and 4.5 km from Chicago Museum of...

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Featuring air-conditioned accommodation with a patio, The Village Inn by Dakota Gal Digs is set in Chicago. Both free WiFi and parking on-site are available at the holiday home free of charge.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Boasting quiet street views, Amazing Penthouse Skyline Views! offers accommodation with a bar and a patio, around 3.9 km from United Center.

    From US$1,029.68 per night

  • Featuring air-conditioned accommodation with a patio, 2 BR with Soaking Tub and Onsite Parking is located in Chicago.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Offering a garden and garden view, Perfect Location Across from Park & Train Station is located in Chicago, 8.3 km from CIBC Theatre and 8.8 km from Shops at Northbridge.

  • Situated in Chicago, 1.1 km from Wrigley Field and 5.5 km from Lincoln Park Zoo, Wrigley 4BR Home, Sleeps 10 provides accommodation with amenities such as free WiFi and a flat-screen TV.

Enjoy breakfast in Chicago and nearby

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Hotels in Downtown Chicago

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