Short term rentals in Chicago - HomeToGo base64Hash Short term rentals in Chicago - HomeToGo

Short term rentals in Chicago

Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to £100
    • £100 - £199
    • From £200

  • Accommodation types

    • Apartment
    • House
    • Bed and breakfast

  • Distance to centre

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Bedrooms

    • Any
    • 1 bedroom
    • 2+ bedrooms

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Kitchen
    • Air conditioning
    • Washing machine
    • TV
    • Parking
    • Balcony/patio
    • Microwave
    • Dishwasher
    • Fireplace
    • Cot
    • Garden
    • Hot tub
    • Sauna
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Smoking allowed
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Short term rentals in Chicago: Recommended holiday rentals

Short term rentals in Chicago: find your perfect rental from just £31 per night!

House Oak Park
-58%
29 Apr - 6 May
House ∙ 9 guests ∙ 3 bedrooms

Family-oriented holiday home with garden | Pets are welcome

Oak Park, Oak Park Township, Illinois, United States
£324£137
per night
HomeToGo
£324£137
per night
View deal
HomeToGo
House Des Plaines
-46%
26 Apr - 3 May
House ∙ 6 guests ∙ 3 bedrooms

House with barbeque

Des Plaines, Maine Township, Illinois, United States
£311£167
per night
Outstanding(1 rating)
HomeToGo
£311£167
per night
View deal
HomeToGo
Motel Worth
-25%
24 Apr - 1 May
Motel ∙ 4 guests ∙ 1 bedroom

Motel with hot tub

Worth, Palos Township, Illinois, United States
£63£48
per night
Very good
Agoda
£63£48
per night
View deal
Agoda
House Maywood
-47%
4 Sept - 11 Sept
Free cancellation
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly spacious house

Maywood, Proviso Township, Illinois, United States
£383£201
per night
Outstanding(3 ratings)
HomeToGo
£383£201
per night
View deal
HomeToGo
House Oak Park
14 Jun - 21 Jun
Free cancellation
House ∙ 9 guests ∙ 3 bedrooms

House with 3 rooms for 9 persons

Oak Park, Oak Park Township, Illinois, United States
£213
per night
Agoda
£213
per night
View deal
Agoda
House Forest Park
House ∙ 9 guests ∙ 4 bedrooms

Fully equipped house with garden | Suitable for remote work | Dogs allowed

Forest Park, Proviso Township, Illinois, United States
from £135
per night
Vrbo
from £135
per night
View deal
Vrbo
Apartment Oak Park
Apartment ∙ 6 guests ∙ 3 bedrooms

Flat | Suitable for remote work

Oak Park, Oak Park Township, Illinois, United States
from £150
per night
Outstanding(106 ratings)
Vrbo
from £150
per night
View deal
Vrbo
House Burbank
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with garden

Burbank, Stickney Township, Illinois, United States
from £223
per night
Very good(5 ratings)
Vrbo
from £223
per night
View deal
Vrbo
Apartment Oak Park
Apartment ∙ 3 guests ∙ 2 bedrooms

Family-friendly pleasant holiday apartment | Perfect for remote work | Pet-friendly

Oak Park, Oak Park Township, Illinois, United States
from £107
per night
Excellent(52 ratings)
Vrbo
from £107
per night
View deal
Vrbo
House Des Plaines
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly lovely house with private pool & garden

Des Plaines, Maine Township, Illinois, United States
from £265
per night
Outstanding(4 ratings)
Vrbo
from £265
per night
View deal
Vrbo
House Chicago Ridge
House ∙ 5 guests ∙ 3 bedrooms

Family-friendly nice holiday home with garden, jacuzzi & terrace | Good for workation | Pets are welcome

Chicago Ridge, Worth Township, Illinois, United States
from £101
per night
Outstanding(12 ratings)
Vrbo
from £101
per night
View deal
Vrbo
House Elmhurst
House ∙ 10 guests ∙ 3 bedrooms

House with jacuzzi

Elmhurst, Addison Township, Illinois, United States
from £194
per night
Excellent(25 ratings)
Vrbo
from £194
per night
View deal
Vrbo
House Melrose Park
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped charming house with garden, barbecue & jacuzzi | Dogs allowed

Melrose Park, Leyden Township, Illinois, United States
from £131
per night
Outstanding(8 ratings)
Vrbo
from £131
per night
View deal
Vrbo
House Evergreen Park
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with garden & terrace | Suitable for remote work

Evergreen Park, Worth Township, Illinois, United States
from £119
per night
Vrbo
from £119
per night
View deal
Vrbo
House Elmhurst
House ∙ 10 guests ∙ 4 bedrooms

Holiday home | Dogs allowed

Elmhurst, Addison Township, Illinois, United States
from £235
per night
Outstanding(8 ratings)
Vrbo
from £235
per night
View deal
Vrbo
Show all 15 properties

Popular Amenities for Short term rentals in Chicago

Find the perfect home for your stay

Short Term Rentals with Pools

Short Term Rentals with Pools

Short Term Rentals with Internet

Short Term Rentals with Internet

Short Term Rentals with Kitchens

Short Term Rentals with Kitchens

Short Term Rentals with Air Conditioning

Short Term Rentals with Air Conditioning

Top-rated short term rentals in Chicago

Discover our highly-rated short term rentals

Apartment Oak Park
from £742 per night
Apartment ∙ 6 guests ∙ 5 bedrooms

Child-friendly apartment with garden, BBQ & terrace | Perfect for remote work

5.0
Outstanding(22 ratings)
Oak Park, Oak Park Township, Illinois, United States
Vrbo
View deal
House Oak Park
from £194 per night
House ∙ 6 guests ∙ 3 bedrooms

House with garden | City view | Suitable for remote work

5.0
Outstanding(20 ratings)
Oak Park, Oak Park Township, Illinois, United States
Vrbo
View deal
House Franklin Park
from £226 per night
House ∙ 8 guests ∙ 3 bedrooms

House with terrace & garden | Nature view

4.6
Excellent(10 ratings)
Franklin Park, Leyden Township, Illinois, United States
Vrbo
View deal

Short Term Rentals: Deals, Discounts and Brilliant Bargains

Save up to 44%

Apartment Oak Park
21 Feb - 28 Feb
-44%
£503
£280 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Holiday apartment with barbecue, garden & terrace

4.9
Outstanding(28 ratings)
Oak Park, Oak Park Township, Illinois, United States
Free cancellation
HomeToGo
View deal

Budget-friendly short term rentals in Chicago

Great value short term rentals

Apartment Rosemont
from £109 per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Family-friendly apartment with garden, terrace & BBQ | Lake view | Perfect for remote work | Pets allowed

4.4
Very good(19 ratings)
Rosemont, Leyden Township, Illinois, United States
Vrbo
View deal
Condo Rosemont
from £110 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Flat with garden | Perfect for remote work

4.3
Very good(8 ratings)
Rosemont, Leyden Township, Illinois, United States
Vrbo
View deal
Apartment Riverside
from £51 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Family-oriented apartment | Pets are welcome

Riverside, Riverside Township, Illinois, United States
Vrbo
View deal

Keep Cool: Short Term Rentals with Air Conditioning

House Oak Park
from £301 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with 4 rooms for 8 persons

4.8
Outstanding(13 ratings)
Oak Park, Oak Park Township, Illinois, United States
Air conditioning
Vrbo
View deal
House Oak Park
from £130 per night
House ∙ 5 guests ∙ 2 bedrooms

Holiday home with 2 rooms for 5 persons

4.9
Outstanding(10 ratings)
Oak Park, Oak Park Township, Illinois, United States
Air conditioning
Vrbo
View deal
House Berwyn
from £203 per night
House ∙ 8 guests ∙ 3 bedrooms

Charming holiday home | Pets allowed

3.0
(2 ratings)
Berwyn, Cook County, Illinois, United States
Air conditioning
Vrbo
View deal
See all offers

Short Term Rentals with Gardens

Apartment Stickney
from £116 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with garden & barbeque | Dogs allowed

4.1
Very good(13 ratings)
Stickney, Stickney Township, Illinois, United States
Garden
Vrbo
View deal
House Cicero
from £171 per night
House ∙ 8 guests ∙ 5 bedrooms

Family-oriented big house with garden | Dogs allowed

Cicero, Cicero Township, Illinois, United States
Garden
Vrbo
View deal
House Oak Park
from £170 per night
House ∙ 9 guests ∙ 5 bedrooms

Holiday home with garden | Perfect for remote work

3.1
(4 ratings)
Oak Park, Oak Park Township, Illinois, United States
Garden
Vrbo
View deal
See all offers

Cosy Short Term Rentals with Fireplaces

House Oak Park
8 Oct - 15 Oct
£613 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with 4 rooms for 8 persons

Oak Park, Oak Park Township, Illinois, United States
Free cancellation
Fireplace
Agoda
View deal
House Maywood
6 Aug - 13 Aug
-44%
£390
£220 per night
House ∙ 6 guests ∙ 3 bedrooms

House with 3 rooms for 6 persons

Maywood, Proviso Township, Illinois, United States
Free cancellation
Fireplace
Agoda
View deal
Apartment O'Hare
6 Aug - 13 Aug
£204 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment with 1 room for 4 persons

O'Hare, Maine Township, Illinois, United States
Fireplace
Agoda
View deal
See all offers

Short Term Rentals with Hot Tubs

Holiday Homes featuring Whirlpools and Jacuzzis

Motel Oak Lawn
26 Apr - 3 May
£110 per night
Motel ∙ 2 guests ∙ 1 bedroom

Nice motel with hot tub

3.8
Good
Oak Lawn, Worth Township, Illinois, United States
Agoda
View deal
Motel Countryside
19 Jul - 26 Jul
£72 per night
Motel ∙ 4 guests ∙ 1 bedroom

Lovely motel with hot tub

3.2
Countryside, Lyons Township, Illinois, United States
Agoda
View deal
House Westchester
from £217 per night
House ∙ 10 guests ∙ 4 bedrooms

House with BBQ, garden & hot tub | Nature view | Perfect for remote work

4.9
Outstanding(23 ratings)
Westchester, Proviso Township, Illinois, United States
Vrbo
View deal

Information about Short term rentals in Chicago

💳 Highest rates in August
😎 Quietest month July
🛏️ Popular accommodation types Apartment rental and House rentals
🌡️ Warmest weather July and August
🥶 Coldest weather -8 °C in January and February
🌧️ Rainiest months 9 rainy days in March and April

Short term rentals in Chicago: frequently asked questions

Short term rentals in Chicago: what's the average price for the holiday rental?

With HomeToGo, you can find holiday holiday homes for Short term rentals in Chicago starting at £31 per night.

Can I find holiday rentals for Short term rentals in Chicago that can host a family or large group?

Every Apartment rental is 93 m² on average, with the capacity of 5 guests - perfect for medium-sized groups and families.

What types of holiday lettings are available for Short term rentals in Chicago?

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

Find the perfect place to stay with more top types of holiday accommodation

Check out other holiday accommodation options in Chicago

Check out more holiday options

Check out holiday rentals with popular amenities in Chicago

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