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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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.

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, 128 reviews

Price from

$238.21

1 night, 2 adults

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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.

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

$300

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.

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 9.5

Exceptional - What previous guests thought, 30 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.

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 8.7

Excellent - What previous guests thought, 9 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.

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 7.4

Good - What previous guests thought, 7 reviews

Price from

$93.12

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.

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 8.3

Very Good - What previous guests thought, 6 reviews

Price from

$211.65

1 night, 2 adults

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Perfect Location Across from Park & Train Station

Chicago

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.

Catherine

From

United States

Loved having the parking in back. We were able to park 3 vehicles with no problem and probably could have fit a 4th with some smart positioning. Loved being able to safely leave our vehicles and take the CTA. The neighborhood was fun. Loved having 3.5 really nice bathrooms and multiple rooms to choose from. The whole home was very nice and clean. Kitchen and living room are big. Kitchen has an huge and really great table for everyone to comfortably fit a big group. We brought our own coffee but lots of coffee was on site. Laundry on site if you need it. Fenced yard if you were to bring pets. One of the door locks stopped working and very kind/sweet host came over to change the batteries quickly. Host also let us work out different check in and check out times. Would definitely stay again! ❤️

Scored out of 10, guest rating 9.6

Exceptional - What previous guests thought, 5 reviews

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Woodlawn Oasis

Chicago

Woodlawn Oasis offers accommodations in Chicago, 1.6 miles from 63rd Street Beach and 1.8 miles from Museum of Science and Industry - Chicago.

Lozano

From

United States

Traveling with family I Loved It!!!!

Scored out of 10, guest rating 9.0

Wonderful - What previous guests thought, 6 reviews

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BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12

Chicago

BOUTIQUE GARDEN HOUSE CHICAGO 3-STORY sleeps 12 offers accommodations in Chicago, 4 miles from Museum of Science and Industry - Chicago and 5.1 miles from Guaranteed Rate Field.

Micheala

From

United States

Loved our stay at the Garden. The house was bery clean, and the beds were perfect! Our host was very responsive. Thank you

Scored out of 10, guest rating 9.6

Exceptional - What previous guests thought, 5 reviews

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