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Search results showing properties in Chicago, IL, United States of America (CHI-All Airports). May 31, 2024 through June 4, 2024

Google map showing 384 properties

Chicago is popular!

Only 10% 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 $139
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Photo gallery for Traveler's Sanctuary/One-acre. open & spacious home. Sunset views. Woods & Deck

Summer view of the deck from the kitchen on an early foggy morning
Premier Host
House · 0.9 mi (1.5 km) to Roscoe center

Traveler's Sanctuary/One-acre. open & spacious home. Sunset views. Woods & Deck

Sleeps 4 · 2 bedrooms · 2 bathrooms
Free cancellation until May 17
10 out of 10 Exceptional (27 reviews)
The price is $133
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Photo gallery for Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking

Pool
House · 1.5 mi (2.4 km) to Schaumburg center

Home Away from Home! Budget-friendly Accommodation! Pets Allowed, Pool, Parking

Sleeps 5 · 2 bedrooms · 2 bathrooms
Free cancellation until May 17
9.0 out of 10 Wonderful (8 reviews)
The price is $199
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Apartment · Within Downtown Chicago

Sonder Market Hall | Studio Apartment w/ City View

Sleeps 2 · 1 bathroom
Free cancellation until May 28
8.4 out of 10 Very Good (15 reviews)
The price is $589
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Apartment · 9 min drive to the beach

Lovely 2-Bdrm unit with pool. Home away from home.

Sleeps 6 · 2 bedrooms · 2 bathrooms
Free cancellation until May 17
9.0 out of 10 Wonderful (12 reviews)
The price is $185
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Cottage · 0.2 mi (0.3 km) to Geneva center

Historic Cottage in the heart of downtown Geneva IL

Sleeps 6 · 3 bedrooms · 1+ bathroom
Free cancellation until May 17
10 out of 10 Exceptional (26 reviews)
The price is $379
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House · 2.8 mi (4.6 km) to Oregon center

Getaway Cabin on the Rock River, enjoy kayaking, canoeing and fishing

Sleeps 8 · 3 bedrooms · 2 bathrooms
Free cancellation until May 17
10 out of 10 Exceptional (24 reviews)
The price is $231
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Apartment · Within Downtown Chicago

Sonder Greektown | One-Bedroom Apartment

Sleeps 4 · 1 bedroom · 1 bathroom
Free cancellation until May 28
9.8 out of 10 Exceptional (9 reviews)
The price is $797
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House · 2.4 mi (3.8 km) to Rockford center

Nicely Appointed Budget Stay in Rockford

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (1 review)
The price is $88
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House · 0.7 mi (1.1 km) to Rockton center

River House in historic Rockton, IL

Sleeps 7 · 3 bedrooms · 2+ bathrooms
Free cancellation until May 17
10 out of 10 Exceptional (12 reviews)
The price is $290
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