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

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The best villas in Chicago

Check out our selection 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 vacation home, Historic Home with Outdoor Hot Tub Near Downtown in Public Transportation Hub offers accommodations in Chicago.

A
Ashley
From
United States
This is truly a home away from home. We felt at ease the entire stay and even though we had a jam-packed trip, coming back to the house felt like coming home. The neighborhood is great for walking, and feels extremely safe. There are fantastic coffee shops and restaurants all throughout the neighborhood, and the street parking is plentiful, which makes staying in the city so much easier. I had exactly 30 minutes to myself during the trip, and while everyone else rested, I got in the hot tub and really recharged for the rest of our evening. It was cool outside and perfect in the tub. I cannot more highly recommend this home, and I can't thank Andrea enough. The house is historic and beautiful, and very clean. The beds are so comfortable, and having more than one bathroom is such a bonus. We ended up needing to use the dryer, and it's so nice to have laundry facilities when you accidentally end up with a wet shoe and socks! There's a fireplace and seating for hanging out inside when it's chilly, and it's super cozy. There's a Keurig for coffee and Andrea even offered to get us milk for coffee, but we opted to walk down to the local spots and soak in the neighborhood. I've said a lot but I still feel like I'm not capturing how great the property really is. If you've found this one, stop scrolling!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 8 reviews
Price from
$450
1 night, 2 adults
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Designer Themed 4 Bedroom in Best Location with Patio and Fireplace

Near North Side, Chicago

Offering a garden, Designer Themed 4 Bedroom in Best Location with Patio and Fireplace offers accommodations in Chicago.

S
Strand
From
United States
This was our first attempt at a non-hotel location. I was surprised how much we appreciated the home's amenities away from home. Amenities like; multiple bathrooms, full kitchen, private off-street parking and a pleasant neighborhood.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 29 reviews
Price from
$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

A 19-minute walk from Oak Street Beach in Chicago, 4 Bedroom Home in Best Location Parking Fireplace Back Yard Pets Welcome provides accommodations with access to spa facilities and fitness room.

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

Chicago

Providing a garden, Lakefront Rooftop Parking features accommodations in Chicago. This beachfront property offers access to a balcony, free private parking, and free Wifi.

D
Demetris
From
United States
Very nice, the owner was very helpful and on time with my needs, felt like home❤️
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 6 reviews
Price from
$319.50
1 night, 2 adults
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A Home Away from Home!

Chicago

A Home Away from Home! is located in Chicago, just 4.7 miles from Museum of Science and Industry - Chicago and 9.4 miles from Guaranteed Rate Field.

U
Usman
From
United States
5 stars Wonderful Stay! I had an amazing experience staying at this Airbnb! The home was exactly as described clean, cozy, and thoughtfully decorated. The host was incredibly responsive and made the check-in process super smooth. The neighborhood was quiet and safe, with great local restaurants and shops nearby. I especially appreciated the little touches, like fresh towels, snacks, and local recommendations
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 7 reviews
Price from
$106.70
1 night, 2 adults
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Home Away From Home

Skokie (Near Chicago)

Home Away From Home is located in Skokie, just 5.4 miles from Loyola University Chicago and 7.9 miles from Wrigley Field. This property offers access to a patio, free private parking, and free Wifi.

A
Alexandra
From
United States
The house was cozy clean and comfortable the host was absolutely phenomenal and made the stay a great experience
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 5 reviews
Price from
$174.30
1 night, 2 adults
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The Avondale Guesthouse

Chicago

The Avondale Guesthouse is located in Chicago, just 2.8 miles from Wrigley Field and 3.6 miles from Lincoln Park Zoo.

K
Kam
From
United States
Easy access to a nice property in a good location. The hosts were amazing and easy to communicate with. Noemi was so nice and decorated the house for the holiday- it was so cool! We had a blast!
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 133 reviews
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Chicago Treasure 4 Bed Getaway

West Town, Chicago

Chicago Treasure 4 Bed Getaway offers accommodations in Chicago, 2.1 miles from 360 Chicago and 2.1 miles from Chicago Museum of Contemporary Art.

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 6 reviews
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The Logandale: HUGE Mid-Century Home, sleeps 15

Chicago

The Logandale: HUGE Mid-Century Home, sleeps 15 offers accommodations in Chicago, 4.8 miles from Lincoln Park Zoo and 6 miles from United Center.

L
Lisa
From
United States
Excellent location! The house was comfy and very clean, loved the coffee bar. Danny the host was awesome!
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 5 reviews
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Beautifully Renovated House 10 mins from Downtown

Bronzeville, Chicago

Beautifully Renovated House 10 mins from Downtown offers accommodations in Chicago, 1.5 miles from Oakwood Beach and 1.7 miles from Guaranteed Rate Field.

N
Nermin
From
United States
Excellent location, beautiful, clean and spacious house with all amenities needed. Fantastic communication and friendly service, would love to stay here again.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 7 reviews
Check availability
All villas in Chicago

Looking for a villa?

Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.

Most booked villas in Chicago and surrounding area in the past month

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

  • Spacious 3-Bed West Loop Townhouse, 1 Car Garage is located in Chicago, just a 17-minute walk from Willis Tower and 1.4 miles from CIBC Theatre.

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

    Offering a private beach area, Spectacular Gilded Age 6 Bedroom Gold Coast Mansion with Deck offers accommodations in the center of Chicago.

    From $1,726.37 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Just a 13-minute walk from Water Tower Chicago and 0.6 miles from 360 Chicago, Gold coast villa with free parking garage sleeps 10 features accommodations in Chicago with a garden.

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

    Just a 13-minute walk from Water Tower Chicago and 0.6 miles from 360 Chicago, Luxurious Gold Coast 4BR 4-Story Villa with Parking Sleeps 12 Guests features accommodations in Chicago with a garden.

  • Located in Chicago, this holiday home is 0.7 mi from Lincoln Park Zoo and Downtown Chicago. Offering free private parking, the holiday home is 0.9 mi from 360 Chicago.

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

    5 Bedroom Huge House in Best Location Parking Fireplace Back Yard offers accommodations in Chicago, a 18-minute walk from North Avenue Beach and 1.4 miles from Water Tower Chicago.

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

    Old Town 3bd 3ba Coach House, Garage Parking Incl is located in Chicago, just 1.6 miles from Water Tower Chicago and 1.6 miles from 360 Chicago.

  • Just a 13-minute walk from North Avenue Beach and 0.7 miles from Lincoln Park Zoo, Top 1 Rated 4BR Lincoln Park House - King Bed features accommodations in Chicago, with a fitness center and a garden.

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

  • Wicker Park 6bd 4ba, Steps from CTA, Parking Incl home offers accommodations in Chicago, 2.3 miles from United Center and 2.6 miles from Water Tower Chicago.

  • Wicker Park 4bd 3ba, Steps from CTA, Parking Incl home offers accommodations in Chicago, 2.6 miles from Water Tower Chicago and 2.7 miles from Union Station.

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

    The Village Inn by Dakota Gal Digs is located in Chicago, just 1.8 miles from North Avenue Beach and 1.7 miles from Lincoln Park Zoo.

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

    Featuring a bar, Amazing Penthouse Skyline Views! offers accommodations in Chicago. This property offers access to a balcony, free private parking, and free Wifi.

    From $819 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 3 reviews

    Perfect Location Across from Park & Train Station is located in Chicago, just 2.9 miles from United Center and 4.6 miles from Union Station.

  • Wrigley 4BR Home, Sleeps 10 in Chicago features accommodations with free Wifi, a 13-minute walk from Wrigley Field, 3.4 miles from Lincoln Park Zoo, and 4.2 miles from Loyola University Chicago.

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Hotels near Chicago O'Hare International Airport

Perfect for a late arrival or early departure.

Hotels near Midway International Airport

Perfect for a late arrival or early departure.

Hotels near Naval Training Center, Great Lakes

Hotels close to a popular local landmark.

Hotels near Allstate Arena

Hotels close to a popular local landmark.

Villas in Evanston

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