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Airbnbs in Chicago

Chicago
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Chicago
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Pets allowed
Hot tub
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Popular Amenities for Airbnbs in Chicago

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Airbnbs with Pools

Airbnbs with Pools

Airbnbs with Internet

Airbnbs with Internet

Airbnbs with Kitchens

Airbnbs with Kitchens

Airbnbs with Air Conditioning

Airbnbs with Air Conditioning

Top-rated airbnbs in Chicago

Discover our highly-rated airbnbs

Apartment Tri-Taylor
27 Apr - 4 May
£221 per night
Airbnb ∙ 3 guests ∙ 2 bedrooms

Holiday Apartment in Tri-Taylor + City Views

5.0
Outstanding (8 ratings)
Tri-Taylor, Chicago, Illinois, United States
Free cancellation
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Apartment South Austin
4 Nov - 11 Nov
-44%
£309
£173 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Flat in South Austin with Garden

5.0
Outstanding (1 rating)
South Austin, Chicago, Illinois, United States
Free cancellation
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Apartment South Austin
4 Nov - 11 Nov
-40%
£287
£174 per night
Airbnb ∙ 5 guests ∙ 2 bedrooms

Flat in South Austin

5.0
Outstanding (1 rating)
South Austin, Chicago, Illinois, United States
Free cancellation
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Airbnbs: Deals, Discounts and Brilliant Bargains

Save up to 49%

House Fifth City
11 Jan - 18 Jan
-49%
£460
£235 per night
Airbnb ∙ 5 guests ∙ 3 bedrooms

House in Fifth City with Barbecue & Garden

5.0
Outstanding (7 ratings)
Fifth City, Chicago, Illinois, United States
Free cancellation
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House Marshall Square
11 Jan - 18 Jan
-48%
£249
£128 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

House in Marshall Square with Barbecue & Garden

Marshall Square, Chicago, Illinois, United States
Free cancellation
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Apartment McKinley Park
11 Jan - 18 Jan
-29%
£210
£148 per night
Airbnb ∙ 2 guests ∙ 1 bedroom

Holiday Apartment in Mckinley Park with Garden

McKinley Park, Chicago, Illinois, United States
Free cancellation
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Airbnbs in Chicago: Top Holiday Lettings

House Grand Boulevard
£166 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

House in Grand Boulevard

5.0
Outstanding (7 ratings)
Grand Boulevard, Chicago, Illinois, United States
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House West Loop
£126 per night
Airbnb ∙ 9 guests ∙ 3 bedrooms

Holiday Home in West Loop with Private Balcony

4.6
Excellent (59 ratings)
West Loop, Chicago, Illinois, United States
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Apartment Rogers Park
£147 per night
Airbnb ∙ 5 guests ∙ 2 bedrooms

Flat in Rogers Park with Large Patio + Lake Views

5.0
Outstanding (32 ratings)
Rogers Park, Chicago, Illinois, United States
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Apartment Brighton Park
£118 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Flat in Brighton Park with Hassle-Free Parking

4.6
Excellent (18 ratings)
Brighton Park, Chicago, Illinois, United States
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Apartment Logan Square
£93 per night
Airbnb ∙ 4 guests ∙ 3 bedrooms

Beautiful Holiday Apartment in Logan Square

5.0
Outstanding (2 ratings)
Logan Square, Chicago, Illinois, United States
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House Humboldt Park
£338 per night
Airbnb ∙ 10 guests ∙ 3 bedrooms

Holiday Home in Humboldt Park with Terrace, Pool & Barbecue + Degree Views

5.0
Outstanding (6 ratings)
Humboldt Park, Chicago, Illinois, United States
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Condo Lake View
£232 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Flat in Lake View with Terrace & Barbecue

Lake View, Chicago, Illinois, United States
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House Humboldt Park
£55 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

House in Humboldt Park with Terrace

4.2
Very good (17 ratings)
Humboldt Park, Chicago, Illinois, United States
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Apartment Humboldt Park
£96 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Holiday Apartment in Humboldt Park with Garden & Terrace

4.5
Excellent (64 ratings)
Humboldt Park, Chicago, Illinois, United States
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Budget-friendly airbnbs in Chicago

Great value airbnbs

Apartment Rogers Park
£147 per night
Airbnb ∙ 5 guests ∙ 2 bedrooms

Flat in Rogers Park with Large Patio + Lake Views

5.0
Outstanding (32 ratings)
Rogers Park, Chicago, Illinois, United States
Details
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Apartment East Albany Park
£125 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Flat in East Albany Park with Garden

5.0
Outstanding (3 ratings)
East Albany Park, Chicago, Illinois, United States
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Condo West Loop
£240 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Flat in West Loop

4.9
Outstanding (16 ratings)
West Loop, Chicago, Illinois, United States
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Keep Connected: Airbnbs with WiFi

House  Oak Park
£54 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Charming Holiday Home in Oak Park with Pool, Garden & Barbecue

Oak Park, Oak Park Township, Illinois, United States
Internet
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Condo  Austin
£120 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Flat in Austin

4.6
Excellent (40 ratings)
Austin, Chicago, Illinois, United States
Internet
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Condo  South Austin
£183 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Flat in South Austin with Garden

5.0
Outstanding (1 rating)
South Austin, Chicago, Illinois, United States
Internet
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Keep Cool: Airbnbs with Air Conditioning

Apartment  South Austin
£94 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Holiday Apartment in South Austin

South Austin, Chicago, Illinois, United States
Air conditioning
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Apartment  Heart of Chicago
£134 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Holiday Apartment in Heart Of Chicago

4.9
Outstanding (99 ratings)
Heart of Chicago, Chicago, Illinois, United States
Air conditioning
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Condo  South Austin
£107 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Flat in South Austin

4.8
Outstanding (11 ratings)
South Austin, Chicago, Illinois, United States
Air conditioning
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Catch Some Rays: Airbnbs with Patios

House  Berwyn
£196 per night
Airbnb ∙ 8 guests ∙ 4 bedrooms

Holiday Home in Berwyn with Garden & Terrace

5.0
Outstanding (7 ratings)
Berwyn, Cook County, Illinois, United States
Balcony/Patio
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House  Heart of Chicago
£555 per night
Airbnb ∙ 16 guests ∙ 5 bedrooms

House in Heart Of Chicago with Garden & Barbecue

Heart of Chicago, Chicago, Illinois, United States
Balcony/Patio
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Apartment  Tri-Taylor
£150 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Flat in Tri-Taylor with Garden

5.0
Outstanding (2 ratings)
Tri-Taylor, Chicago, Illinois, United States
Balcony/Patio
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Airbnbs with Hot Tubs

Holiday Homes featuring Whirlpools and Jacuzzis

Apartment Uptown
18 May - 25 May
£63 per night
Airbnb ∙ 5 guests ∙ 1 bedroom

Charming Flat in Uptown with Hot Tub

Uptown, Chicago, Illinois, United States
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House Ravenswood
1 Feb - 8 Feb
-27%
£636
£466 per night
Airbnb ∙ 8 guests ∙ 4 bedrooms

Wonderful House in Ravenswood with Hot Tub

Ravenswood, Chicago, Illinois, United States
Free cancellation
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Bed and breakfast Englewood
25 May - 1 Jun
-23%
£70
£54 per night
Airbnb ∙ 3 guests ∙ 1 bedroom

Bed & Breakfast in Englewood with Hot Tub & Barbecue

Englewood, Chicago, Illinois, United States
Free cancellation
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Information about Airbnbs in Chicago

📏 Average size of a holiday home 82 m²
😎 Quietest month June
🛏️ Popular accommodation types Apartment rental and House rentals
🌡️ Warmest weather 29 °C in July and August
🥶 Coldest weather -8 °C in January and February
🌧️ Rainiest months 9 rainy days in March and April

Frequently Asked Questions

In which season should I rent an airbnb in Chicago?

In Chicago, July and August are usually the warmest months, with temperatures around 29°C. On the other hand, January and February bring the coldest temperatures, with values as low as -8°C.

What types of holiday homes are available for Airbnbs in Chicago?

Check out our selection of Apartment rental and House rentals to find the perfect holiday home for Airbnbs in Chicago.

Airbnbs in Chicago: what's the average price for the holiday rental?

Holiday homes cost around £54 in Chicago per night.

Where I can find holiday accommodation for Airbnbs in Chicago that's suitable for a family or large group?

Apartment rental in Chicago can accommodate 4 people on average, with options for larger and smaller groups.

Are there any pet-friendly airbnbs in Chicago?

At HomeToGo, we understand the importance of travelling with your pet. That's why we've made more than 2,310 airbnbs available to you that will warmly welcome your four-legged friend.

Are there airbnbs with swimming pools in Chicago?

Check out our selection of airbnbs in Chicago, where 24% of listings feature pools.

Are there airbnbs with hot tubs in Chicago?

Sure! Get ready to relax to the max during your stay in Chicago. Opt for an airbnb with a hot tub, and find the accommodation that will align perfectly with your preferences. Enjoy a moment of total chill after a day spent out and about, and simply take some time to relax.

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