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      
  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
(1 - 10 of 29)

  1. Modern 4 Level Home. Minutes from Downtown — Property 183649

    Vacation House rental in Chicago area
    • House
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • downtown, lake
    • accept credit card
    Rates (shown in USD)
    $2500 - $2700 per property per week

  2. Magnificent Mile , Gold Coast Luxury Brownstone Downtown! — Property 188897

    Vacation Apartment rental in Chicago area
    • Apartment
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • downtown, lake
    • accept credit card
    Rates (shown in USD)
    $1925 - $2800 per property per week

  3. Chicago Guest House-Nowhere Will You Feel More At Home! — Property 116901

    Vacation House rental in Chicago area
    • House
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • downtown, lake
    • accept credit card
    Rates (shown in USD)
    $2975 per property per week

  4. Luxury Condo with Stunning Chicago Skyline and River Views, Perfect Location — Property 184807

    Vacation Condo rental in Chicago area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • downtown, river
    • accept credit card
    Rates (shown in USD)
    $1895 per property per week

  5. Lincoln Park Oasis — Property 160572

    Vacation Condo rental in Chicago area
    • Condo
    • 3 bedrooms , sleeps 9
    • 1 bathroom
    • downtown
    • accept credit card
    Rates (shown in USD)
    $1505 per property per week

  6. Chicago Guest House-Wrigley Suite 'Wrigleyville' — Property 319203

    Vacation Apartment rental in Chicago area
    • Apartment
    • 4 bedrooms , sleeps 8
    • 2 bathrooms
    • downtown, lake
    • accept credit card
    Rates (shown in USD)
    $3465 per property per week

  7. Chicago Guest House on Lakewood 'Wrigleyville' — Property 319468

    Vacation Apartment rental in Chicago area
    • Apartment
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • downtown, lake
    • accept credit card
    Rates (shown in USD)
    $2660 per property per week

  8. Classic Victorian Greystone in Chicago's Wrigleyville! — Property 170782

    Vacation Apartment rental in Chicago area
    • Apartment
    • 3 bedrooms , sleeps 5
    • 1 bathroom
    • downtown, lake
    • accept credit card
    Rates (shown in USD)
    $1820 per property per week

  9. Discontinued — Property 89344

    Vacation rental in Chicago area
    • 1 bedroom , sleeps 1
    • 1 bathroom
    Rates (shown in USD)
    $10000 per property per week

  10. DISCOUNT Days 7/13-27!!! Goldcoast High-Rise 4-6 people — Property 168042

    Vacation Condo rental in Chicago area
    • Condo
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • beach, downtown
    • accept credit card
    Rates (shown in USD)
    $1400 - $1750 per property per week

Refine Your Search

You refined by:
Chicago remove
(remove all)
Find by availability dates:

Bedrooms

Sleeps

Baths

Lodging Type

Amenities

Leisure Activities

Suitability

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
(1 - 10 of 29)