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Search results showing properties in Chicago, IL, United States of America (CHI-All Airports). May 19, 2024 through May 25, 2024

Google map showing 397 properties

Chicago is popular!

Only 11% 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 $132
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Photo gallery for Walk to AH downtown, close to shops and restaurants, fenced yard, baby ready!

Private kitchen
Premier Host
House · 0.5 mi (0.8 km) to Arlington Heights center

Walk to AH downtown, close to shops and restaurants, fenced yard, baby ready!

Sleeps 4 · 2 bedrooms · 1+ bathroom
10 out of 10 Exceptional (4 reviews)
The price is $220
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Photo gallery for Sanctuary Woodland Guest House, located next to the conservation area!

Aerial view
Premier Host
House

Sanctuary Woodland Guest House, located next to the conservation area!

Sleeps 4 · 2 bedrooms · 1 bathroom
10 out of 10 Exceptional (10 reviews)
The price is $130
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House · 4 min walk to Lee Street Beach

Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

Sleeps 3 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (13 reviews)
The price is $216
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House · Within Riverwoods

Master qtr close to nature & easy urban facilities

Sleeps 3 · 1 bedroom · 1 bathroom
9.8 out of 10 Exceptional (41 reviews)
The price is $162
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Apartment · Within Downtown Chicago

Sonder Market Hall | Studio Apartment w/ City View

Sleeps 2 · 1 bathroom
Free cancellation until May 16
8.4 out of 10 Very Good (15 reviews)
The price is $299
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Apartment · 6 min drive to the beach

Exquisite Rogers Park 1bd/1bath Apt. Near Evanston

Sleeps 3 · 1 bedroom · 1 bathroom
9.6 out of 10 Exceptional (15 reviews)
The price is $149
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Cottage · 0.9 mi (1.4 km) to Chemung center

Peaceful Harvard Vacation Rental: 3 Mi to Town!

Sleeps 3 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (4 reviews)
The price is $105
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Apartment · 0.6 mi (0.9 km) to Pecatonica center

Quite- relaxing country living with pool/hot tub and sauna!

Sleeps 2 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (13 reviews)
The price is $175
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Apartment · Within Lakeview

Cozy & Modish 1BR Apartment

Sleeps 2 · 1 bedroom · 1 bathroom
7.0 out of 10 Good (11 reviews)
The price is $119
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