The 10 best cottages in Chicago, US | Booking.com
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Cottages in Chicago

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The best cottages in Chicago

Check out our selection of great cottages 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.

K
Krystyna
From
Canada
Located reasonably close to downtown.Kept clean and had a homey feeling.located in the very nice old neighbourhood..Our car was parked right in front of our porch.The porch was the best.The breakfasts on the porch in the shade of the old tree. Thank you Andrea. We will come back.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 8 reviews
Price from
$414
1 night, 2 adults
Check availability

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
$385.48
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
$293.94
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
$109.61
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, 134 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
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Spacious Row Home next Transit near Downtown w Parking

Chicago

Spacious Row Home next Transit near Downtown w Parking offers accommodations in Chicago, 2.1 miles from United Center and 3.9 miles from Union Station.

D
Denisse
From
United States
Love this property, easy access, house was perfect for a Family of 10, was clean and have everything you need.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 15 reviews
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All cottages in Chicago

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

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

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

These cottages in Chicago and nearby have options with free cancellation

  • 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.

  • 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.

  • Scored out of 10, guest rating 1.0
    Bad - What previous guests thought, 1 review

    Large Condo with Outdoor Deck in Historic Chicago District home is located in Chicago, just 1.9 miles from Water Tower Chicago and 2 miles from 360 Chicago.

  • Charming & Bright Multilevel Townhome with Parking offers accommodations in Chicago, 1.1 miles from Lincoln Park Zoo and 2 miles from Water Tower Chicago.

  • Cute and Cozy Chicago Modern Condo

    Chicago
    Free cancellation options available

    Cute and Cozy Chicago Modern Condo is located in Chicago, just 2.4 miles from Water Tower Chicago and 2.5 miles from Union Station. The air-conditioned accommodation is 1.5 miles from United Center.

  • 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.

  • Amazing Penthouse Skyline Views!

    Wicker Park, Chicago
    Free cancellation options available
    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.

Enjoy breakfast in Chicago and nearby

FAQ about cottages in Chicago

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Car rental in 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.

Things to do in Chicago

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Hotels near McCormick Place

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Cottages in the United States

Pack a bigger bag and see more of the country.

Hotels in Chicago

More great accommodation options for your trip.
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