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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Chicago
Chicago Weather Information
Check out the weather in Chicago to help plan your upcoming vacation rental adventure.
| Chicago | High | Low | Rainfall |
|---|---|---|---|
| Jan | 30 | 14 | 1.75" |
| Feb | 45 | 19 | 1.63" |
| Mar | 46 | 29 | 2.65" |
| April | 58 | 38 | 3.68" |
| May | 70 | 48 | 3.38" |
| June | 79 | 57 | 3.63" |
| July | 84 | 63 | 3.51" |
| Aug | 81 | 62 | 4.62" |
| Sep | 74 | 54 | 3.27" |
| Oct | 62 | 42 | 2.71" |
| Nov | 47 | 32 | 3.01" |
| Dec | 34 | 20 | 2.43" |
| Annual | 58 | 40 | 36.27" |
| Weather data courtesy of NOAA |
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Chicago Southport Suites
Wrigleyville/Southport Corridor Luxury Inn — Property 203741
- Condo
- 2 bedrooms , sleeps 6
- 1 bathroom
- town
- garden
Stay 4 nights and the 5th night is FREE!S P E C I A L O F F E R- Rates (shown in USD)
- $1253 per property per week
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Teri's Chicago Guest House * Wrigley Suite * Wrigleyville — Property 319203
- Apartment
- 4 bedrooms , sleeps 8
- 2 bathrooms
- downtown, lake
- garden
- Rates (shown in USD)
- $2793 - $3493 per property per week
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Teri's Chicago Guest House * Lakeview Suite * Wrigleyville — Property 153025
- Condo
- 3 bedrooms , sleeps 6
- 2 bathrooms
- downtown, lake
- garden
- Rates (shown in USD)
- $2093 - $2653 per property per week
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Gold Coast High Rise
Gold Coast High-rise: 1 Block to Mich Ave Shopping. $199 Dec Special! — Property 204526
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- downtown
- terrace
- Rates (shown in USD)
- $800 - $1500 per property per week
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Teri's Chicago Guest House *Clark Suite * Wrigleyville — Property 146193
- Apartment
- 3 bedrooms , sleeps 8
- 2 bathrooms
- downtown, lake
- garden
- Rates (shown in USD)
- $2513 - $3143 per property per week
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$99 per Bedroom* DUPLEX 3 BEDROOM NEAR GREAT RESTAURANTS AND BARS — Property 93957
- Condo
- 3 bedrooms , sleeps 8
- 2 bathrooms
- air-conditioning
- chauffeur
- Rates (shown in USD)
- $150 per condo per week
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Magnolia
Beautiful, Spacious Top Floor Flat — Property 212128
- Apartment
- 3 bedrooms , sleeps 8
- 1 bathroom
- 1 half bathroom
- downtown, town
- internet access
- Rates (shown in USD)
- $1743 per property per week
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$129 per Bedroom* 2BR-Gorgeous Condo with Spectacular View Dwntwn/Michigan Ave — Property 93947
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- air-conditioning
- beach
- Rates (shown in USD)
-
Chicago Escape #1
$99 per night!! 2BR HOME BY LINCOLN SQUARE PERFECT LOCATION WALK TO TRAIN — Property 184803
- House
- 2 bedrooms , sleeps 6
- 1 bathroom
- beach, downtown
- pool
- Rates (shown in USD)
- $693 - $899 per property per week
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Chicago Escape #2
$99 per night!! Gorgeous 2BR Home in Mayfair/Lincoln Square Free Parking! — Property 224715
- House
- 2 bedrooms , sleeps 8
- 1 bathroom
- downtown, lake
- garden
- Rates (shown in USD)
- $693 - $899 per property per week
Refine Your Search
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Bedrooms
- 1 bedroom (3)
- 2 bedrooms (25)
- 3 bedrooms (20)
- 4+ bedrooms (2)
Baths
- 1 bathroom (16)
- 2 bathrooms (28)
- 3 bathrooms (5)
- 4+ bathrooms (1)
Lodging Type
- apartment rentals (13)
- condo rentals (32)
- house rentals (5)
Amenities
- air conditioning (48)
- satellite or cable tv (46)
- pool (14)
- internet access (35)
- dishwasher (46)
- washing machine (44)
Leisure Activities
Suitability
- wheelchair accessible (14)
- suitable for elderly or infirm (27)
- pet friendly (16)
- non smoking only (41)
