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Search results showing properties in Chicago, IL, United States of America (CHI-All Airports). May 25, 2024 through May 31, 2024

Google map showing 476 properties

Chicago is popular!

Only 13% of properties are available on our site for your dates.

Photo gallery for Wrigley/Southport Corridor Garden Oasis +parking!

Living area
Premier Host
Apartment · 9 min drive to the beach

Wrigley/Southport Corridor Garden Oasis +parking!

Sleeps 4 · 1 bedroom · 1 bathroom
9.8 out of 10 Exceptional (36 reviews)
The price is $136
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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 Sonder Market Hall | Studio Apartment w/ City View

Room
Premier Host
Apartment · Within Downtown Chicago

Sonder Market Hall | Studio Apartment w/ City View

Sleeps 2 · 1 bathroom
Free cancellation until May 22
8.4 out of 10 Very Good (15 reviews)
The price is $217
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Condo · Within North Center

Beautiful Spa Like Suite on the North side!

Sleeps 2 · 1 bedroom · 1 bathroom
9.0 out of 10 Wonderful (7 reviews)
The price is $227
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House

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

Sleeps 4 · 2 bedrooms · 1 bathroom
Free cancellation until May 11
10 out of 10 Exceptional (10 reviews)
The price is $130
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Apartment · Within Downtown Chicago

Sonder Greektown | One-Bedroom Apartment

Sleeps 4 · 1 bedroom · 1 bathroom
Free cancellation until May 22
9.8 out of 10 Exceptional (9 reviews)
The price is $271
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House · 12 min walk to Oak Street Beach

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

Sleeps 3 · 1 bedroom · 1 bathroom
Free cancellation until May 11
10 out of 10 Exceptional (2 reviews)
The price is $250
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Apartment · 8 min drive to the beach

The Logan Square Guest House - Classic Vintage Comfort With Free Parking!

Sleeps 5 · 2 bedrooms · 1 bathroom
Free cancellation until May 11
10 out of 10 Exceptional (7 reviews)
The price is $292
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Aparthotel · 9 min drive to the beach

52th Floor Penthouse - Fireplace, VIEWS, grocery store in building.

Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10 Exceptional (132 reviews)
The price is $303
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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 $172
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Apartment · 10 min drive to the beach

Found Chicago powered by Sonder | Queen Room

Sleeps 2 · 1 bathroom
Free cancellation until May 22
9.0 out of 10 Wonderful (7 reviews)
The price is $206
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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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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
Free cancellation until May 11
10 out of 10 Exceptional (13 reviews)
The price is $175
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Apartment · 14 min walk to Belmont Harbor Dog Beach

All Complete 2BR Apt in Lakeview

Sleeps 4 · 2 bedrooms · 1 bathroom
8.0 out of 10 Very Good (14 reviews)
The price is $228
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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
Free cancellation until May 11
10 out of 10 Exceptional (4 reviews)
The price is $107
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Apartment · 8 min drive to the beach

Sonder South Wabash | Queen Studio Apartment w/ Courtyard View

Sleeps 2 · 1 bathroom
Free cancellation until May 22
8.8 out of 10 Excellent (12 reviews)
The price is $302
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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 $83
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