Popular Vacation houses in Chicago

Vacation house for 9 people, kid friendly in Chicago
Vacation house for 9 people, kid friendly
4 bedrooms
4.4
(22 reviews)
from $485 / nightFREE cancellation
Vacation house for 14 people, with hot tub and balcony as well as sauna in Chicago
Vacation house for 14 people, with hot tub and balcony as well as sauna
3 bedrooms
5.0
(20 reviews)
from $287 / night
Vacation house for 12 people, with balcony in Chicago
Vacation house for 12 people, with balcony
4 bedrooms
5.0
(17 reviews)
from $631 / night
Vacation house for 8 people, with hot tub in Chicago
Vacation house for 8 people, with hot tub
3 bedrooms
5.0
(2 reviews)
from $396 / night
Vacation house for 5 people, with yard in Chicago
Vacation house for 5 people, with yard
2 bedrooms
5.0
(4 reviews)
from $299 / night
Vacation house for 4 people, with yard in Chicago
Vacation house for 4 people, with yard
1 bedroom
4.0
(2 reviews)
from $134 / night
Vacation house for 5 people, with balcony in Chicago
Vacation house for 5 people, with balcony
2 bedrooms
5.0
(7 reviews)
from $242 / night
Vacation house for 6 people, with sauna and hot tub as well as yard, with pets in Chicago
Vacation house for 6 people, with sauna and hot tub as well as yard, with pets
3 bedrooms
5.0
(2 reviews)
from $433 / night
Vacation house for 16 people, with yard in Chicago
Vacation house for 16 people, with yard
6 bedrooms
4.9
(20 reviews)
from $688 / night
Vacation house for 4 people, with yard in Chicago
Vacation house for 4 people, with yard
2 bedrooms
5.0
(20 reviews)
from $133 / night
Vacation house for 6 people in Chicago
Vacation house for 6 people
3 bedrooms
4.8
(20 reviews)
from $246 / night
Vacation house for 8 people, with balcony in Chicago
Vacation house for 8 people, with balcony
3 bedrooms
4.8
(20 reviews)
from $660 / night
Vacation house for 14 people in Chicago
Vacation house for 14 people
6 bedrooms
4.5
(6 reviews)
from $492 / night
Vacation house for 6 people in Chicago
Vacation house for 6 people
2 bedrooms
4.6
(32 reviews)
from $298 / night
Vacation house for 10 people, with yard, with pets in Chicago
Vacation house for 10 people, with yard, with pets
3 bedrooms
4.7
(16 reviews)
from $231 / night
Vacation house for 12 people, with yard in Chicago
Vacation house for 12 people, with yard
3 bedrooms
5.0
(4 reviews)
from $197 / night
Vacation house for 6 people, with balcony in Chicago
Vacation house for 6 people, with balcony
1 bedroom
1.7
(3 reviews)
from $202 / night
Vacation house for 10 people in Chicago
Vacation house for 10 people
2 bedrooms
2.3
(4 reviews)
from $365 / night
Vacation house for 6 people, with yard, with pets in Chicago
Vacation house for 6 people, with yard, with pets
3 bedrooms
from $234 / night
Bungalow for 14 people in Chicago
Bungalow for 14 people
3 bedrooms
4.9
(16 reviews)
from $213 / night
Vacation house for 8 people, with yard in Chicago
Vacation house for 8 people, with yard
4 bedrooms
5.0
from $624 / night
Vacation house for 5 people, with yard in Chicago
Vacation house for 5 people, with yard
4 bedrooms
5.0
(3 reviews)
from $493 / night
Vacation house for 10 people, with pets in Chicago
Vacation house for 10 people, with pets
2 bedrooms
4.8
(20 reviews)
from $160 / night
Vacation house for 20 people, with yard in Chicago
Vacation house for 20 people, with yard
5 bedrooms
from $1,194 / night
Vacation house for 25 people, with balcony in Chicago
Vacation house for 25 people, with balcony
5 bedrooms
4.0
(3 reviews)
from $1,928 / night
Vacation house for 16 people, with yard in Chicago
Vacation house for 16 people, with yard
4 bedrooms
3.9
(6 reviews)
from $1,039 / night
Vacation house for 12 people, with yard, with pets in Chicago
Vacation house for 12 people, with yard, with pets
5 bedrooms
5.0
(20 reviews)
from $678 / night
Vacation house for 8 people, with yard in Chicago
Vacation house for 8 people, with yard
3 bedrooms
5.0
(20 reviews)
from $400 / night

Find Lake Houses in Chicago

Best Lake Houses in Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.
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Chicago, Cook County
Vacation House • 2594 ft² • 3 Bedrooms
5.0
(20 reviews)
Enjoy a stay at a world travelers' Windy City home!**PLEASE READ DESCRIPTION BELOW AND CONTACT US BEFORE REQUESTING TO BOOK! WE SOMETIMES HAVE GROUPS PENDING WHICH DON'T APPEAR IN OUR CALENDAR UNTIL CONFIRMED.****SPECIAL NOTES -- PLEASE READ FIRST**-- We typically require 3-night weekends for advance stays, unless other bookings overlap. We do make exceptions closer to arrival dates for remaining inventory, so please feel free to inquire.-- Some special event dates may require longer stays, such as: Lollapalooza, Chicago Marathon, holidays, etc. Please inquire first, thanks!-- We normally d...
from $287 / night
more...
Chicago, Cook County
Vacation House • 3122 ft² • 4 Bedrooms
4.4
(22 reviews)
An historic four-bedroom, three-bathroom Townhouse in one of Chicago’s most desirable neighborhoods close to all major attractions.This vast four-storey graystone with city views is located in the heart of Chica-go's Gold Coast and is a perfect blend of period charm and modern chic.It is situated on the illustrious East Bellevue Place, close to The Magnificent Mile and Lake Michigan and comes with the added benefit of garage parking for one car.It is an ideal base for up to eight adults and one child.Highlights include floor-to-ceiling windows, decorative mouldings, wooden floors, antique f...
from $485 / night
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Chicago, Cook County
Vacation House • 1991 ft² • 3 Bedrooms
5.0
(20 reviews)
House located in Lakeview / Lincoln Park - close to other popular Chicago neighborhoods. New furniture throughout house. Short cab ride to downtown. Walk, Uber, take public trans or a rickshaw to Wrigley Field or the beach. 24-hour grocery store and pharmacy across the street - tons of neighborhood restaurants and bars within walking distance. You’ll love the location, the conveniences, coziness, and the privacy. Great for couples, solo adventurers, business travelers, families (with kids), and bigger groups.
from $400 / night

FAQs: Lake Houses in Chicago

Which types of facilities can you find at the homes in Chicago?

In regards to the amenities available on Holidu, it appears that the homes in Chicago have everything that vacationers dream of! Here, the homes generally offer a variety of amenities, the most popular being: air-conditioning (87%), internet (84%), and barbecue (47%)...Are you convinced yet?

How are the reviews for the homes in Chicago?

According to last year, only 18% of the homes in Chicago scored a rating of 4.5 stars. If this criteria is important for you, it will be necessary to pay a little more attention to the scores.

Are the homes in Chicago suitable for family vacations?

Judging by the Holidu database, 55% of homes in Chicago are child-friendly, it should therefore be very easy for you to find the ideal home for you and your children.

Are the homes in Chicago suitable for travelers and their furry friends?

Yes! In Chicago, 34% of the homes accept pets, 37% even have a garden!

Do the homes in Chicago often have an internet connection?

Yes! Based on the last year, 84% of homes in Chicago have Wi-Fi. This means that you will be able to stay connected during your stay!

How much does it cost on average for homes in Chicago?

Based on the last year, there are few homes in Chicago that cost less than $100 a night. Homes can be very expensive, 21% even cost on average more than $500 per night.

Do the homes in Chicago usually come equipped with a fireplace or a pool?

Of course! Based on last year, a lot of homes in Chicago have a fireplace. Perfect for a cozy winter vacation!

Are the homes in Chicago suitable for stays with several people or better for a vacation as a couple?

Here, according to Holidu, 68% of homes welcome up to eight travelers, 47% of these homes are made up of at least four bedrooms. But 95% of homes also accept up to four travelers, 89% of the homes include at least two separate bedrooms. Chicago is therefore the ideal destination for groups of friends of all sizes!

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

34% of homes have a balcony or terrace, and 29% have a view, but since this does not represent the majority so availability can be selective. If this is important to you, you should anticipate a bit more time for research, and use the filters that suit you the best to be sure to find the home of your dreams. However, 37% of homes in Chicago have gardens, where you can bask in the sun. If you like to have lunch or dinner outside, and especially if you like barbecues, 47% of the homes have them.

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

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