Popular Vacation apartments in Chicago

Vacation apartment for 4 people, with yard in Chicago
Vacation apartment for 4 people, with yard
1 bedroom
from $78 / nightFREE cancellation
Apartment for 7 people, with balcony in Chicago
Apartment for 7 people, with balcony
3 bedrooms
from $236 / nightFREE cancellation
Apartment for 2 people, with pool, with pets in Chicago
Apartment for 2 people, with pool, with pets
1 bedroom
from $124 / nightFREE cancellation
Apartment for 2 people in Chicago
Apartment for 2 people
5.0
(17 reviews)
from $187 / nightFREE cancellation
Apartment for 2 people, with pool, with pets in Chicago
Apartment for 2 people, with pool, with pets
1 bedroom
from $162 / nightFREE cancellation
Apartment for 2 people, with sauna and pool, with pets in Chicago
Apartment for 2 people, with sauna and pool, with pets
1 bedroom
from $136 / nightFREE cancellation
Apartment for 2 people, with pool in Chicago
Apartment for 2 people, with pool
1 bedroom
from $163 / nightFREE cancellation
Apartment for 2 people in Chicago
Apartment for 2 people
4.5
(2 reviews)
from $147 / nightFREE cancellation
Apartment for 2 people, with pool in Chicago
Apartment for 2 people, with pool
1 bedroom
from $129 / nightFREE cancellation
Apartment for 2 people in Chicago
Apartment for 2 people
1 bedroom
from $98 / nightFREE cancellation
Apartment for 2 people in Chicago
Apartment for 2 people
1 bedroom
from $165 / nightFREE cancellation
Apartment for 2 people, with balcony, with pets in Chicago
Apartment for 2 people, with balcony, with pets
4.8
(23 reviews)
from $225 / nightFREE cancellation
Apartment for 2 people, with sauna and pool, with pets in Chicago
Apartment for 2 people, with sauna and pool, with pets
1 bedroom
from $158 / nightFREE cancellation
Apartment for 2 people, with pets in Chicago
Apartment for 2 people, with pets
1 bedroom
from $153 / nightFREE cancellation
Apartment for 2 people, with pool in Chicago
Apartment for 2 people, with pool
1 bedroom
from $132 / nightFREE cancellation
Apartment for 2 people, with balcony, with pets in Chicago
Apartment for 2 people, with balcony, with pets
3.9
(14 reviews)
from $166 / nightFREE cancellation
Apartment for 2 people, with balcony in Chicago
Apartment for 2 people, with balcony
4.8
(20 reviews)
from $258 / nightFREE cancellation
Apartment for 2 people, with pets in Chicago
Apartment for 2 people, with pets
1 bedroom
from $158 / nightFREE cancellation
Apartment for 2 people, with pool in Chicago
Apartment for 2 people, with pool
1 bedroom
from $204 / nightFREE cancellation
Apartment for 2 people in Chicago
Apartment for 2 people
1 bedroom
from $127 / nightFREE cancellation
Apartment for 2 people in Chicago
Apartment for 2 people
from $105 / nightFREE cancellation
Apartment for 2 people, with balcony, with pets in Chicago
Apartment for 2 people, with balcony, with pets
5.0
(5 reviews)
from $184 / nightFREE cancellation
Apartment for 2 people, with pool in Chicago
Apartment for 2 people, with pool
1 bedroom
from $221 / nightFREE cancellation
Apartment for 2 people, with pool, with pets in Chicago
Apartment for 2 people, with pool, with pets
1 bedroom
from $179 / nightFREE cancellation
Apartment for 2 people, with pool in Chicago
Apartment for 2 people, with pool
1 bedroom
from $154 / nightFREE cancellation
Apartment for 2 people, with balcony, with pets in Chicago
Apartment for 2 people, with balcony, with pets
4.4
(10 reviews)
from $192 / nightFREE cancellation
Apartment for 2 people, with balcony, with pets in Chicago
Apartment for 2 people, with balcony, with pets
4.5
(8 reviews)
from $252 / nightFREE cancellation
Apartment for 2 people, with pool, with pets in Chicago
Apartment for 2 people, with pool, with pets
1 bedroom
from $132 / nightFREE cancellation

Find Condos and Apartments in Chicago

Best Condos and Apartments in Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Apartment for 4 Guests in Chicago, Cook County
Vacation Apartment for 4 Guests in Chicago, Cook County, Picture 1
Vacation Apartment for 4 Guests in Chicago, Cook County, Picture 2
Vacation Apartment for 4 Guests in Chicago, Cook County, Picture 3
Vacation Apartment for 4 Guests in Chicago, Cook County, Picture 4
more...
Chicago, Cook County
Vacation Apartment • 4 Guests • 1 Bedroom
A friendly welcome to all Business travelers & Tourists!Great 1 bed-apartment /kitchen/dining area/living room (queen bed & extra double bed)in serene Jefferson Park location....... 15 min from O'hare via blue line to Jefferson Park station. Easy access to downtown Chicago via blue line. Ample Free Street parking!Central to everything. Restaurants and bar steps away and close by. Private laundry, wifi, smart tv, netflix, direct tv.This apartment is the perfect place to relax and unwind. Explore the sights and local attractions of Chicago - there is so much to see and do here!As a se...
from $78 / night
Apartment for 2 Guests in Chicago, Cook County
Apartment for 2 Guests in Chicago, Cook County, Picture 1
Apartment for 2 Guests in Chicago, Cook County, Picture 2
Apartment for 2 Guests in Chicago, Cook County, Picture 3
Apartment for 2 Guests in Chicago, Cook County, Picture 4
more...
Chicago, Cook County
Apartment • 549 ft² • 2 Bedrooms
3.9
(14 reviews)
Studio living doesn’t have to be the cramped yet sparse nightmare of your younger years: this hip, modern unit manages to pack every amenity and home comfort you want while remaining airy and spacious. That means a washer, dryer, full kitchen—it even comes with a balcony! Throw in a coffee shop in the building, and convenient access to bus and train routes, and you’ll soon grow accustomed to life on easy street. You’ll feel right at home while expanding your horizons in this varied, esoteric neighborhood. Everywhere you turn in Lakeview offers something new: the beloved restaurants and bars...
from $166 / night
Apartment for 7 Guests in Chicago, Cook County
Apartment for 7 Guests in Chicago, Cook County, Picture 1
Apartment for 7 Guests in Chicago, Cook County, Picture 2
Apartment for 7 Guests in Chicago, Cook County, Picture 3
Apartment for 7 Guests in Chicago, Cook County, Picture 4
more...
Chicago, Cook County
Apartment • 32 ft² • 3 Bedrooms
Designed with the traveler in mind, this three bedroom Suite (Sleeps 7) caters all your needs in a modern, spacious layout with that gives this suite a sophisticated edge. The State Suite is thriving with downtown vibes. These suite offer guest a with custom comforts that are a cut above the usual experience. Each room is uniquely designed to its own stylish accents and convenient amenities to give you the perfect mixture of home and away.At a Glance:- State street location- Custom furnishing- Fast dedicated internet- In walking distance to the best bars and restaurants- In-unit washer and ...
from $236 / night

FAQs: Condos and Apartments in Chicago

Which types of facilities are offered by the apartments in Chicago?

In regards to the facilities available on Holidu, it seems that the apartments in Chicago offer everything that travelers want! Here, the apartments generally offer a variety of facilities, the most popular being: internet (90%), air-conditioning (82%), and view (24%)...Sounds tempting?

How do travelers usually rate apartments in Chicago?

According to the data collected last year, most apartments in Chicago receive a score of fewer than 4.5 stars. It can therefore be assumed that it is not the best destination for the highest-rated apartments in the USA.

Are the apartments in Chicago child-friendly?

Judging by the Holidu database, 25% of apartments in Chicago are suitable for vacations with children, it will therefore be easy to find the ideal apartment for you and your children.

Are the apartments in Chicago suitable for travelers and their pets?

Yes! In Chicago, 29% of the apartments welcome them with open arms, 6% also have a garden!

Do the apartments in Chicago often come with Wi-Fi?

Of course! According to Holidu's data, 90% of apartments in Chicago include internet connection. It is therefore no problem, you will be able to stay connected at any time!

What are the prices like for apartments in Chicago?

Based on the last year, there are few apartments in Chicago costing less than $100 per night.

Do the apartments in Chicago often have a fireplace or a pool?

For sure! According to Holidu, a large portion of apartments in Chicago have a pool. Perfect for spending your summer vacation by the pool!

Are the apartments in Chicago suitable for vacations with a big group or better for an escape as a couple?

According to Holidu, 63% of apartments are perfect for groups of up to four people. Approximately 59% of the apartments here include at least two separate bedrooms. Chicago is the perfect destination for small groups of friends!

At the apartments in Chicago are you able to have a beautiful view and spend time outside?

15% of apartments have a balcony or terrace, and 24% have a view, but since this does not represent the majority so availability can be selective. If this is a priority for you, you should start your research early, and use the filters that suit you the best to be sure to find the apartment of your dreams.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

Booking.com Condos and Apartments in ChicagoBooking.com Condos and Apartments in Chicago
Airbnb Condos and Apartments in ChicagoAirbnb Condos and Apartments in Chicago
Vrbo Condos and Apartments in ChicagoVrbo Condos and Apartments in Chicago
Bookiply Condos and Apartments in ChicagoBookiply Condos and Apartments in Chicago
FeWo-direkt Condos and Apartments in ChicagoFeWo-direkt Condos and Apartments in Chicago
Abritel Condos and Apartments in ChicagoAbritel Condos and Apartments in Chicago
HRS Condos and Apartments in ChicagoHRS Condos and Apartments in Chicago
500+ more
  1. Vacation Rentals
  2. USA
  3. Illinois
  4. Lake Michigan
  5. Chicago
  6. Condos and Apartments Chicago