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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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, 132 reviews
Price from
$136.12
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
$419
1 night, 2 adults
Check availability

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
Check availability

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
Check availability

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
Check availability

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.

M
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
Check availability

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
Check availability

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
Check availability

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

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
Check availability
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

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

    Historic luxury Townhouse in Downtown Chicago is located in Chicago, just a 15-minute walk from Shops at Northbridge and 1.4 miles from Millennium Station.

  • 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 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.

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

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

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

    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.

  • 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.

Enjoy breakfast in Chicago and nearby

These cottages in Chicago and nearby have options with free cancellation

  • 2 BR with Soaking Tub and Onsite Parking

    Chicago
    Free cancellation options available

    2 BR with Soaking Tub and Onsite Parking is located in Chicago, just 2.5 miles from United Center and 3.8 miles from Water Tower Chicago.

  • 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

    Lakeview, Chicago
    Free cancellation options available

    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.

  • Spacious 5-BR House near Transit w Parking

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

    Offering a garden, Spacious 5-BR House near Transit w Parking offers accommodations in Chicago. This property offers access to a terrace, free private parking, and free Wifi.

  • 2 Mi to Red Line Chicago Home Near Sherman Park is located in Chicago, just 6.7 miles from Willis Tower and 6.8 miles from DePaul University.

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Hotels near Chicago O'Hare International Airport

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Hotels near McCormick Place

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