Accommodation in Chicago - HomeToGo base64Hash Accommodation in Chicago - HomeToGo

Accommodation in Chicago

Anytime
1 guest
Anytime
1 guest

  • Price per night

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

  • Accommodation types

    • Condo
    • Cabin
    • House

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Bedrooms

    • Any
    • 1 bedroom
    • 2+ bedrooms

  • Booking Options

    • Instant Booking

  • Services

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

  • Accommodation type

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

  • Activities

    • Grill
    • Fishing

Accommodation in Chicago: Recommended rentals

Accommodation in Chicago: find your perfect rental from just $68 per night!

House Park West
-20%
Sep 19 - Sep 26
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly wonderful vacation home with jacuzzi | Pet-friendly

Park West, Chicago, Illinois, United States
$571$499
per night
Outstanding(5 ratings)
$571$499
per night
View deal
Apartment Edgewater
Jul 29 - Aug 5
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment with terrace

Edgewater, Chicago, Illinois, United States
$114
per night
$114
per night
View deal
Condo West Loop
-28%
Jun 21 - Jun 28
Condo ∙ 6 guests ∙ 2 bedrooms

Condo | City view

West Loop, Chicago, Illinois, United States
$508$362
per night
Outstanding(25 ratings)
$508$362
per night
View deal
Apartment West Ridge
Aug 2 - Aug 9
Apartment ∙ 8 guests ∙ 3 bedrooms

Rental apartment | Good for workation

West Ridge, Chicago, Illinois, United States
$245
per night
Excellent(18 ratings)
$245
per night
View deal
Apartment South Austin
Sep 19 - Sep 26
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment | Suitable for remote work

South Austin, Chicago, Illinois, United States
$139
per night
Excellent(36 ratings)
$139
per night
View deal
Condo Rogers Park
Sep 19 - Sep 26
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with garden & patio | City view

Rogers Park, Chicago, Illinois, United States
$226
per night
Excellent(38 ratings)
$226
per night
View deal
Condo River North
-58%
Apr 13 - Apr 20
Condo ∙ 8 guests ∙ 4 bedrooms

Condo | Close to John Hancock Center

River North, Chicago, Illinois, United States
$1,233$458
per night
Outstanding(68 ratings)
$1,233$458
per night
View deal
Apartment Heart of Chicago
Apr 13 - Apr 20
Apartment ∙ 10 guests ∙ 3 bedrooms

Fully equipped pleasant apartment with terrace

Heart of Chicago, Chicago, Illinois, United States
$439
per night
$439
per night
View deal
Condo Lake View
Jul 12 - Jul 19
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with 2 rooms for 4 persons

Lake View, Chicago, Illinois, United States
$181
per night
Outstanding(10 ratings)
$181
per night
View deal
House East Garfield Park
-37%
Sep 19 - Sep 26
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with garden

East Garfield Park, Chicago, Illinois, United States
$906$612
per night
Outstanding(12 ratings)
$906$612
per night
View deal
Apartment Albany Park
Sep 19 - Sep 26
Apartment ∙ 5 guests ∙ 3 bedrooms

Apartment with yard | Good for workation

Albany Park, Chicago, Illinois, United States
$148
per night
Very good(11 ratings)
$148
per night
View deal
Apartment South Loop
Apr 13 - Apr 20
Apartment ∙ 8 guests ∙ 3 bedrooms

Family-friendly lovely holiday apartment with patio

South Loop, Chicago, Illinois, United States
$385
per night
Outstanding(2 ratings)
$385
per night
View deal
Condo Wrigleyville
Jul 29 - Aug 5
Condo ∙ 9 guests ∙ 4 bedrooms

Condo | Pet-friendly

Wrigleyville, Chicago, Illinois, United States
$592
per night
$592
per night
View deal
Apartment River West
Apr 13 - Apr 20
Apartment ∙ 7 guests ∙ 4 bedrooms

Apartment with barbeque | City view

River West, Chicago, Illinois, United States
$835
per night
$835
per night
View deal
Apartment North Center
Jul 29 - Aug 5
Apartment ∙ 12 guests ∙ 5 bedrooms

Holiday apartment with 5 rooms for 12 persons

North Center, Chicago, Illinois, United States
$1,111
per night
$1,111
per night
View deal
Show all 11,077 properties

Popular amenities for Accommodation in Chicago

Find the perfect home for your stay

Accommodation with internet

Accommodation with internet

Accommodation with pools

Accommodation with pools

Accommodation with parking

Accommodation with parking

Pet-Friendly Accommodation

Pet-Friendly Accommodation

Top-rated accommodation in Chicago

Browse our top rated accommodation offers

Apartment Lake View East
Jun 10 - Jun 17
$960
per night
Apartment ∙ 16 guests ∙ 4 bedrooms

Family-oriented charming rental apartment with grill, hot tub & terrace | City view | Good for workation

5.0
Outstanding(114 ratings)
Lake View East, Chicago, Illinois, United States
View deal
Apartment Near West Side
Dec 27 - Jan 3
$466
per night
Apartment ∙ 10 guests ∙ 4 bedrooms

Holiday apartment with terrace & barbeque | Good for workation

5.0
Outstanding(13 ratings)
Near West Side, Chicago, Illinois, United States
View deal
Condo Lake View East
Sep 16 - Sep 23
$588
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with 3 rooms for 7 persons

4.7
Excellent(26 ratings)
Lake View East, Chicago, Illinois, United States
View deal

Best Deals and Discounts on Accommodation

Save up to 59%

Motel East Village
Mar 20 - Mar 27
-50%
$251
$184
per night
Motel ∙ 8 guests ∙ 1 bedroom

Boarding House with Garden

3.7
Good
East Village, Chicago, Illinois, United States
View deal
Apartment Chicago Loop
Sep 2 - Sep 9
-40%
$882
$752
per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Family-Friendly Big Holiday Apartment with Terrace | Next to Cloud Gate | Pets Allowed

4.9
Outstanding(35 ratings)
Chicago Loop, Chicago, Illinois, United States
View deal
Hostel Park West
Feb 4 - Feb 11
-59%
$137
$72
per night
Hostel ∙ 127 guests ∙ 1 bedroom

Charming Hostel with Garden & Patio | Suitable for Remote Work

4.2
Very good
Park West, Chicago, Illinois, United States
View deal

Budget-friendly accommodation in Chicago

Our top value vacation rentals for accommodation

Apartment River North
Jan 9 - Jan 16
$176
per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment | Close to Wrigley Building

River North, Chicago, Illinois, United States
Free cancellation
View deal
House North Kenwood
May 28 - Jun 4
$293
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Barbecue & Yard | Lake View | Perfect for Remote Work

5.0
Outstanding(70 ratings)
North Kenwood, Chicago, Illinois, United States
View deal
Apartment Wrightwood Neighbors
Jul 12 - Jul 19
$225
per night
Apartment ∙ 8 guests ∙ 2 bedrooms

Rental Apartment | City View

5.0
Outstanding(16 ratings)
Wrightwood Neighbors, Chicago, Illinois, United States
View deal

Make a Splash: Accommodation with Pool

Aparthotel Near North
Apr 13 - Apr 20
-64%
$1,491
$1,043
per night
Aparthotel ∙ 7 guests ∙ 4 bedrooms

Aparthotel with jacuzzi, barbecue & patio | Near John Hancock Center | City view

5.0
Outstanding(213 ratings)
Near North, Chicago, Illinois, United States
Pool
View deal
Aparthotel Near North
Sep 19 - Sep 26
-38%
$1,009
$674
per night
Aparthotel ∙ 6 guests ∙ 3 bedrooms

Fully equipped beautiful aparthotel with terrace, barbeque & sauna | Next to John Hancock Center | City view

5.0
Outstanding(250 ratings)
Near North, Chicago, Illinois, United States
Pool
View deal
Apartment Chicago Loop
Apr 13 - Apr 20
$538
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental apartment with patio & pool | Next to Cloud Gate | City view

4.9
Outstanding(53 ratings)
Chicago Loop, Chicago, Illinois, United States
Pool
View deal
See all offers

Browse Pet-friendly Accommodation

Apartment Logan Square
Jul 26 - Aug 2
$128
per night
Apartment ∙ 4 guests ∙ 3 bedrooms

Beautiful apartment | Pets allowed

4.8
Outstanding(8 ratings)
Logan Square, Chicago, Illinois, United States
Pet-friendly
View deal
Apartment Streeterville
Sep 19 - Sep 26
$309
per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment with terrace | Near John Hancock Center | City view | Good for workation

4.7
Excellent(38 ratings)
Streeterville, Chicago, Illinois, United States
Pet-friendly
View deal
Apartment Streeterville
Sep 19 - Sep 26
$440
per night
Apartment ∙ 6 guests ∙ 4 bedrooms

Apartment with patio | Next to John Hancock Center | City view

4.7
Excellent(28 ratings)
Streeterville, Chicago, Illinois, United States
Pet-friendly
View deal
See all offers

Accommodation with Balconies

House Goose Island
Sep 19 - Sep 26
$751
per night
House ∙ 14 guests ∙ 4 bedrooms

Charming vacation home with grill & terrace | Good for workation

3.9
Good(23 ratings)
Goose Island, Chicago, Illinois, United States
Balcony
View deal
Apartment Ukrainian Village
Apr 13 - Apr 20
-39%
$340
$175
per night
Apartment ∙ 4 guests ∙ 3 bedrooms

Child-friendly rental apartment with terrace & yard

5.0
Outstanding(16 ratings)
Ukrainian Village, Chicago, Illinois, United States
Balcony
View deal
Apartment Near North
Sep 19 - Sep 26
$142
per night
Apartment ∙ 7 guests ∙ 2 bedrooms

Holiday apartment with terrace | Near John Hancock Center | City view

3.6
Good(22 ratings)
Near North, Chicago, Illinois, United States
Balcony
View deal
See all offers

Accommodation with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Condo Rogers Park
Feb 18 - Feb 25
$297
per night
Condo ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Condo with BBQ, Yard & Jacuzzi | Nature View | Dogs Allowed

4.9
Outstanding(243 ratings)
Rogers Park, Chicago, Illinois, United States
View deal
Bed and breakfast Sheffield & DePaul
Apr 12 - Apr 19
-49%
$583
$326
per night
Bed and breakfast ∙ 6 guests ∙ 2 bedrooms

Bed & Breakfast with Hot Tub, Patio & Yard

3.8
Good
Sheffield & DePaul, Chicago, Illinois, United States
View deal
Resort Bucktown
Feb 19 - Feb 26
-48%
$447
$296
per night
Resort ∙ 127 guests ∙ 1 bedroom

Resort with Sauna, Jacuzzi & Terrace | Good for Workation

4.5
Excellent
Bucktown, Chicago, Illinois, United States
Free cancellation
View deal

Accommodation in Chicago for Any Type of Traveler

Traveling with a group of eight or more people in Chicago?

HomeToGo features numerous Accommodation in Chicago with 8+ bedrooms and seven or more bathrooms. Book wonderful Accommodation for large groups in Chicago, complete with private pool, large kitchen, and plenty of space to enjoy. January is the most affortable time to stay in Chicago with a large group, when nightly prices for Accommodation will range from $138 to $732 per night. Begin searching the available cabins for 8+ people and plan the perfect vacation!

Looking to plan a large family vacation in Chicago?

Search HomeToGo's offers of large Accommodation in Chicago, perfect for a large family with 7+ rooms and several restrooms. Chicago has tons of exciting family-friendly activities to do, including biking, swimming, hiking, and many outdoor activities. You can find many Accommodation in Chicago come with family-friendly features, including hot tubs, private pool, TV, games, and many others. Most Accommodation in Chicago will cost around $583 per night for a family of 8 people but you can find lots of affordable options in Chicago to choose from. Start searching for family-friendly Accommodation now!

Searching for a remote vacation in Chicago with your spouse?

Book cozy Accommodation in Chicago for a private retreat, complete with jacuzzi, spa, and a beautiful view of Chicago's stunning scenery. There are many fun things to do with your partner during your couples vacation, including hiking, swimming, biking, and many other outdoor activities. The most affordable time to book is January with prices starting at $68 per day. Search HomeToGo's best offers for romantic retreats in Chicago today!

Information about Accommodation in Chicago

🏡 Accommodation available 11,077 rentals
💳 Possible discounts up to 59%
🌙 Nightly prices starting at $68
⭐ Popular amenities Kitchen, No pets allowed and Microwave
🐾 Pet friendly homes 4,641 homes
🏊 Accommodation with pools 2,548 homes

Accommodation in Chicago: frequently asked questions

Accommodation in Chicago: What is the cost of a stay?

You can get a great vacation home from $138 and find discounts up to 59%!

Accommodation in Chicago: does HomeToGo offer a wide variety of vacation rentals for groups?

Usually the average Apartment rental size is 92 m² and can fit 5 people on average which is great for medium-sized groups and families.

Accommodation in Chicago: what kinds of vacation rentals can I book?

We would advise browsing our incredible selection of Apartment rentals and House rentals in Chicago.

Discover other popular accommodation types

Check out other vacation accommodation options in Chicago

Check out more vacation options

Check out vacation rentals with popular amenities in Chicago

Searching for something else?

Find more interesting places to stay in Chicago

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