Condo rentals in Chicago - HomeToGo base64Hash Condo rentals in Chicago - HomeToGo

Condo rentals in Chicago

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Popular amenities for Condo rentals in Chicago

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Top-rated condos in Chicago

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Condo West Loop
Jun 25 - Jul 2
-47%
$520
$275 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in West Loop

4.9
Outstanding (15 ratings)
West Loop, Chicago, Illinois, United States
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Condo Rogers Park
Apr 12 - Apr 19
$171 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Rogers Park with Rear Garden

4.9
Outstanding (222 ratings)
Rogers Park, Chicago, Illinois, United States
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Condo River West
Apr 30 - May 7
$850 per night
Condo ∙ 20 guests ∙ 5 bedrooms

Condo in River West with Grill & Patio + Beautiful View

5.0
Outstanding (91 ratings)
River West, Chicago, Illinois, United States
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Best Deals and Discounts on Condos

Save up to 52%

Condo Roscoe Village
May 23 - May 30
-41%
$422
$247 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Condo in Roscoe Village

3.7
Good (32 ratings)
Roscoe Village, Chicago, Illinois, United States
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Condo Lake View
Apr 11 - Apr 18
-31%
$418
$288 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Lake View with Patio & Grill

Lake View, Chicago, Illinois, United States
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Condo Lake View East
Apr 11 - Apr 18
-52%
$550
$262 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Wonderful Condo in Lake View East

Lake View East, Chicago, Illinois, United States
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Condos in Chicago: Top Accommodations

Condo Armour Square
Jul 20 - Jul 27
$333 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo in Armour Square

Armour Square, Chicago, Illinois, United States
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Condo River North
Aug 16 - Aug 23
-44%
$1,109
$623 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in River North, Near John Hancock Center

5.0
Outstanding (57 ratings)
River North, Chicago, Illinois, United States
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Condo Lincoln Park
Jul 6 - Jul 13
$367 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Spacious Condo in Lincoln Park with Free Parking

5.0
Outstanding (25 ratings)
Lincoln Park, Chicago, Illinois, United States
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Condo Washington Park
Aug 16 - Aug 23
$398 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo in Washington Park with Patio

Washington Park, Chicago, Illinois, United States
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Condo Dearborn Park
Jun 25 - Jul 2
$1,223 per night
Condo ∙ 12 guests ∙ 4 bedrooms

Condo in Dearborn Park with Grill, Patio & Pool + Expansive Views

4.8
Outstanding (7 ratings)
Dearborn Park, Chicago, Illinois, United States
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Condo South Austin
Apr 22 - Apr 29
$122 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in South Austin

4.8
Outstanding (7 ratings)
South Austin, Chicago, Illinois, United States
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Condo South Shore
Apr 11 - Apr 18
$152 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Beautiful Condo in South Shore with Grill

South Shore, Chicago, Illinois, United States
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Condo Wicker Park
Jul 6 - Jul 13
$1,051 per night
Condo ∙ 14 guests ∙ 7 bedrooms

Condo in Wicker Park

4.8
Outstanding (8 ratings)
Wicker Park, Chicago, Illinois, United States
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Condo Rogers Park
Apr 12 - Apr 19
$142 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Spacious Condo in Rogers Park with Private Garden

4.9
Outstanding (190 ratings)
Rogers Park, Chicago, Illinois, United States
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Budget-friendly condos in Chicago

Our top value vacation rentals for condos

Condo West Lakeview
Jun 25 - Jul 2
-33%
$501
$337 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Condo in West Lakeview

4.9
Outstanding (76 ratings)
West Lakeview, Chicago, Illinois, United States
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Condo Pilsen
Jul 20 - Jul 27
$565 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Modern Condo in Pilsen with Patio

5.0
Outstanding (10 ratings)
Pilsen, Chicago, Illinois, United States
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Condo Near West Side
Aug 16 - Aug 23
$270 per night
Condo ∙ 11 guests ∙ 3 bedrooms

Condo in Near West Side with Private Parking

4.8
Outstanding (39 ratings)
Near West Side, Chicago, Illinois, United States
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Stay connected: Condos with internet

Condo  West Town
Apr 11 - Apr 18
$297 per night
Condo ∙ 9 guests ∙ 2 bedrooms

Condo in West Town with Private Terrace + Skyline View

5.0
Outstanding (206 ratings)
West Town, Chicago, Illinois, United States
Internet
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Condo  Wrigleyville
Jun 23 - Jun 30
$495 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Wrigleyville with Patio & Grill

4.9
Outstanding (189 ratings)
Wrigleyville, Chicago, Illinois, United States
Internet
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Condo  East Village
Apr 11 - Apr 18
-50%
$281
$140 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in East Village

4.8
Outstanding (31 ratings)
East Village, Chicago, Illinois, United States
Internet
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Condos with kitchens

Condo  West Town
Apr 11 - Apr 18
-44%
$769
$431 per night
Condo ∙ 12 guests ∙ 4 bedrooms

Beautiful Condo in West Town with Private Parking

5.0
Outstanding (1 rating)
West Town, Chicago, Illinois, United States
Kitchen
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Condo  Lincoln Park
May 23 - May 30
-20%
$451
$360 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Charming Condo in Lincoln Park with Open Garage

4.9
Outstanding (15 ratings)
Lincoln Park, Chicago, Illinois, United States
Kitchen
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Condo  Humboldt Park
Jun 29 - Jul 6
$135 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Humboldt Park with Patio & Grill

Humboldt Park, Chicago, Illinois, United States
Kitchen
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Stay Cool: Condos with Air Conditioning

Condo  South Austin
Apr 12 - Apr 19
$159 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in South Austin with Patio & Yard

South Austin, Chicago, Illinois, United States
Air conditioning
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Condo  Lake View East
Apr 12 - Apr 19
$391 per night
Condo ∙ 20 guests ∙ 8 bedrooms

Condo in Lake View East

Lake View East, Chicago, Illinois, United States
Air conditioning
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Condo  Wicker Park
Apr 11 - Apr 18
-54%
$441
$203 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Wicker Park

Wicker Park, Chicago, Illinois, United States
Air conditioning
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Condos with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Condo Near West Side
Apr 30 - May 7
$230 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Near West Side with Free Parking

5.0
Outstanding (5 ratings)
Near West Side, Chicago, Illinois, United States
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Condos in Chicago for Any Type of Traveler

Looking for cabins to accommodate a large group in Chicago?

HomeToGo offers numerous Condos in Chicago with 7+ bedrooms and seven or more bathrooms. Find amazing Condos for big groups in Chicago, complete with private pool, large kitchen, and plenty of space to relax. January is the most affortable time to stay in Chicago with a large group, when nightly prices for Condos will range from $231 to $685 per night. Begin browsing the top cabins for 8+ people and plan the perfect trip!

Searching for a remote vacation in Chicago with your loved one?

Book amazing Condos in Chicago for a romantic trip, complete with jacuzzi, sauna, and a wonderful view of Chicago's stunning scenery. There are many relaxing things to try with your partner on your private trip, including swimming, hiking, biking, and many other outdoor activities. The most affordable time to book is January with prices starting at $81 per day. Search HomeToGo's best Condos for couples in Chicago now!
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Information about Condo rentals in Chicago

🏡 Condos available 235 rentals
💳 Possible discounts up to 58%
🌙 Nightly prices starting at $81
⭐ Popular amenities Non-smoking, Internet and Air conditioning
🐾 Pet friendly homes 75 homes

Frequently Asked Questions

Condo rentals in Chicago: How much does a stay cost?

The average price for a vacation rental in Chicago is usually between $231 and $685 per night.

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