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
  4. 4
(1 - 10 of 32)

  1. Millennium Park — Property 144766

    Vacation Condo rental in Chicago area
    • Condo
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • downtown, lake
    • accept credit card
    Chicago 30% OFF for Nov, Dec, Jan & Feb
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $700 per property per week

  2. Luxurious Chicago Southport Suite — Property 203741

    Vacation Condo rental in Chicago area
    • Condo
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • town
    • accept credit card
    Rates (shown in USD)
    $1393 per property per week

  3. Beautiful Classic Brownstone Home — Property 211715

    Vacation House rental in Chicago area
    • House
    • 5 bedrooms , sleeps 13
    • 3 bathrooms
    • accept credit card
    • air-conditioning
    Rates (shown in USD)

  4. Teri's Chicago Guest House * Lakeview Suite * Wrigleyville — Property 153025

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

  5. Amazing Views of the Chicago Skyline from this Luxury Executive Condo — Property 222038

    Vacation Condo rental in Chicago area
    • Condo
    • 2 bedrooms , sleeps 4
    • 2 bathrooms
    • downtown, lake
    • air-conditioning
    Rates (shown in USD)
    $750 per property per week

  6. Teri's Chicago Guest House * Belmont Suite* Wrigleyville — Property 320912

    Vacation Apartment rental in Chicago area
    • Apartment
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • downtown, lake
    Rates (shown in USD)
    $1750 per property per week

  7. FROM $125/NT! THE BEST LOCATION! 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)
    $875 - $950 per property per week

  8. Luxury Condo w/Stunning Skyline/River Views, Perfect Location w/Parking! — Property 184807

    Vacation Condo rental in Chicago area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • downtown, river
    • accept credit card
    Rates (shown in USD)
    $1393 - $1794 per property per week

  9. Teri's Chicago Guest House *Clark Suite * Wrigleyville — Property 146193

    Vacation Apartment rental in Chicago area
    • Apartment
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • downtown, lake
    • accept credit card
    Rates (shown in USD)
    $3150 per property per week

  10. Beautiful 3 Bedroom South Loop TH w/ yard, easy parking, cable and Internet — Property 169185

    Vacation Townhome rental in Chicago area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • downtown, lake
    • accept credit card
    Rates (shown in USD)
    $2000 per property per week

Refine Your Search

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

Bedrooms

Sleeps

Baths

Lodging Type

Amenities

Leisure Activities

Suitability

Other

  • Next Page
Go to page
  1. 1
  2. 2
  3. 3
  4. 4
(1 - 10 of 32)