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

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The best cottages in Chicago

Check out our pick of great cottages in Chicago

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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.

d
de la Fuente
From
United States
Everything was perfect. Very reccomendable
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 135 reviews
Price from
US$474.60
1 night, 2 adults
Check availability

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$652.94
1 night, 2 adults
Check availability

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$839.14
1 night, 2 adults
Check availability

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$354.35
1 night, 2 adults
Check availability

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
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Beautifully Renovated House 10 mins from Downtown

Bronzeville, Chicago

Featuring air-conditioned accommodation with a patio, Beautifully Renovated House 10 mins from Downtown is located in Chicago.

A
ALBERTO
From
Italy
It’s a huge house with four floors, six rooms, five bathrooms, two laundries and many other things. Two steps away from a metro station (green line) and 20 minutes from the main attractions of the city. Huge TV and sofas help to relax after a long day of visiting.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews
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Spacious Row Home next Transit near Downtown w Parking

Chicago

Located in Chicago in the Illinois region, Spacious Row Home next Transit near Downtown w Parking features a patio.

L
Lori Marlenee
From
United States
Very clean had everything we needed.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 15 reviews
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Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find

Chicago

Set in Chicago, 5.5 km from Loyola University Chicago and 5.8 km from Wrigley Field, Northside FAMLYNEST Lincoln Sq 4BR 2BA 2P Rare find offers a garden and air conditioning.

D
Dirk
From
Germany
Ivan and his family have been the kindest and most supportive hosts I have ever met. We could contact them every time and he helped us with every question and tourist things. We traveled with kids at the age of 3 & 6. Although the main city was about 40 minutes away with the public transportation, we could travel well with both kids. A bus stop was near. And also a way to the brown line station was a nice 20 minute walk, which does not feel this long. It was really a calm and nice neighbourhood! The house has everything inside. Ivan brought us additional Games for the kids. And also a supermarket was near. Thanks for the awesome stay!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 42 reviews
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Spacious 5-BR House near Transit w Parking

Chicago

Located in Chicago in the Illinois region, Spacious 5-BR House near Transit w Parking features a balcony. This property offers access to a terrace, free private parking and free WiFi.

G
Gary
From
United States
Great place to stay if you have a big group! Plenty of room and places to sleep. It is close to metro too. The place was well stocked with everything we needed.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 14 reviews
Check availability
All cottages in Chicago

Looking for a cottage?

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

Most booked cottages in Chicago and surroundings in the past month

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Enjoy breakfast in Chicago and nearby

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 7 reviews

    Right in the centre of Chicago, situated within a short distance of Oak Street Beach and 360 Chicago, Historic luxury Townhouse in Downtown Chicago offers free WiFi, air conditioning and household...

  • 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.

  • 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 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...

  • Set in Chicago, 1.1 km from North Avenue Beach and 1.1 km from Lincoln Park Zoo, Top 1 Rated 4BR Lincoln Park House - King Bed offers a garden and air conditioning.

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

    Set in Chicago, 1.4 km from Lincoln Park Zoo and 3.1 km from Water Tower Chicago, Large Condo with Outdoor Deck in Historic Chicago District home offers air conditioning.

  • Located in Chicago, 1.7 km from Lincoln Park Zoo and 3.2 km from Water Tower Chicago, Charming & Bright Multilevel Townhome with Parking offers air conditioning.

These cottages in Chicago and nearby have options with free cancellation

  • Cute and Cozy Chicago Modern Condo

    Chicago
    Free cancellation options available

    Situated in Chicago, 2.5 km from United Center and 3.9 km from Water Tower Chicago, Cute and Cozy Chicago Modern Condo offers air conditioning.

  • 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, 2 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.

  • Spacious 5-BR House near Transit w Parking

    Chicago
    Free cancellation options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 14 reviews

    Located in Chicago in the Illinois region, Spacious 5-BR House near Transit w Parking features a balcony. This property offers access to a terrace, free private parking and free WiFi.

  • 2 Mi to Red Line Chicago Home Near Sherman Park is situated in Chicago, 5.8 km from Guaranteed Rate Field, 7 km from Museum of Science and Industry - Chicago, and 11 km from Union Station.

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