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Search results showing properties in Chicago, IL, United States of America (CHI-All Airports). May 25, 2024 through May 29, 2024

Google map showing 258 properties

Chicago is popular!

Only 7% of properties are available on our site for your dates.

Photo gallery for Country Guesthouse at Wind Ridge Herb Farm

Front view of the guesthouse from the garden.
Premier Host
House

Country Guesthouse at Wind Ridge Herb Farm

Sleeps 6 · 3 bedrooms · 1 bathroom
9.8 out of 10 Exceptional (58 reviews)
The price is $134
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Photo gallery for Beautiful Spa Like Suite on the North side!

Image of Beautiful Spa Like Suite on the North side!
Condo · Within North Center

Beautiful Spa Like Suite on the North side!

Sleeps 2 · 1 bedroom · 1 bathroom
9.0 out of 10 Wonderful (8 reviews)
The price is $232
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Photo gallery for Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!

Unit with 1 King size bed. Exact unit will be assigned upon arrival. Views, colors and decor may vary.
House · 12 min walk to Oak Street Beach

Explore Chicago! Free Breakfast, Fully-equipped Kitchen, Pet-friendly Property!

Sleeps 3 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (2 reviews)
The price is $224
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Apartment · Within West Ridge

Modern basement apt, free parking, conveniently located between city & suburbs!

Sleeps 4 · 2 bedrooms · 1 bathroom
8.8 out of 10 Excellent (5 reviews)
The price is $143
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Apartment · Within North Center

Cozy Garden Unit Located in North Center

Sleeps 2 · 1 bedroom · 1 bathroom
The price is $273
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Condo · 7 min drive to the beach

Executive Versace Suite Downtown Chicago

Sleeps 5 · 1 bedroom · 1+ bathroom
10 out of 10 Exceptional (6 reviews)
The price is $428
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Apartment · 8 min drive to the beach

Sonder The Plymouth | Two-Bedroom Apartment

Sleeps 4 · 2 bedrooms · 1 bathroom
8.8 out of 10 Excellent (45 reviews)
The price is $413
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House · 7 min drive to the beach

Offering Spectacular Stay! Full Kitchen, Pet-friendly, Near Cantigny Golf Club!

Sleeps 2 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (1 review)
The price is $150
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House · 16 min walk to Ohio Street Beach

Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly

Sleeps 4 · 1 bedroom · 1 bathroom
9.4 out of 10 Exceptional (3 reviews)
The price is $246
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House · 13 min walk to Ohio Street Beach

Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection

Sleeps 2 · 1 bedroom · 1 bathroom
The price is $183
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House · 2.2 mi (3.5 km) to Davis Junction center

Junction Guest house

Sleeps 4 · 3 bedrooms · 1+ bathroom
10 out of 10 Exceptional (3 reviews)
The price is $135
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Apartment · 11 min drive to the beach

Sonder The Burnham | Full Studio Apartment

Sleeps 2 · 1 bathroom
The price is $226
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House · Within Downtown Chicago

Discover the Best of Chicago's Loop Near Ford Center Theatre! Pets are Welcome!

Sleeps 2 · 1 bedroom · 1 bathroom
The price is $225
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Apartment · 9 min drive to the beach

Wrigley Field is across the street with a Patio and Free Parking!

Sleeps 4 · 2 bedrooms · 2 bathrooms
10 out of 10 Exceptional (3 reviews)
The price is $437
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House · Within O'Hare

Spacious Good-Value Accommodation! Pet-Friendly Property with Onsite Parking!

Sleeps 4 · 1 bedroom · 1 bathroom
The price is $161
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House · 16 min walk to Ohio Street Beach

Unwind and Indulge In Our Oasis! Pet-friendly Property w/ Rooftop Pool

Sleeps 2 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (1 review)
The price is $229
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House · Within Belmont Cragin

Lux Chicago Home- 6 bd 4 ba- 2 car garage. 25 mins to downtown.

Sleeps 2 · 6 bedrooms · 4 bathrooms
10 out of 10 Exceptional (1 review)
The price is $432
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