Popular Vacation houses in Chicago

Vacation house for 9 people, with hot tub in Chicago
Vacation house for 9 people, with hot tub
4 bedrooms
4.7
(49 reviews)
from $530 / night
Vacation house for 2 people, with pets in Chicago
Vacation house for 2 people, with pets
1 bedroom
5.0
(3 reviews)
from $198 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
2 bedrooms
3.4
(6 reviews)
from $248 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
1 bedroom
4.0
(19 reviews)
from $294 / nightFREE cancellation
Vacation house for 2 people, with pets in Chicago
Vacation house for 2 people, with pets
1 bedroom
3.7
(3 reviews)
from $223 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
5.0
(3 reviews)
from $199 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
1 bedroom
5.0
from $340 / nightFREE cancellation
Vacation house for 2 people, with yard in Chicago
Vacation house for 2 people, with yard
1 bedroom
5.0
(3 reviews)
from $178 / nightFREE cancellation
Vacation house for 2 people, with balcony in Chicago
Vacation house for 2 people, with balcony
6 bedrooms
from $433 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
2 bedrooms
from $88 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
1 bedroom
5.0
from $279 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
1 bedroom
from $203 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
1 bedroom
2.5
(2 reviews)
from $310 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
1 bedroom
5.0
from $282 / nightFREE cancellation
Vacation house for 2 people, with yard, with pets in Chicago
Vacation house for 2 people, with yard, with pets
1 bedroom
from $228 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
4.7
(7 reviews)
from $195 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
1 bedroom
from $248 / nightFREE cancellation
Vacation house for 2 people in Chicago
Vacation house for 2 people
1 bedroom
4.2
(45 reviews)
from $214 / nightFREE cancellation
Vacation house for 4 people, with yard in Chicago
Vacation house for 4 people, with yard
2 bedrooms
5.0
(27 reviews)
from $171 / nightFREE cancellation
Vacation house for 3 people in Chicago
Vacation house for 3 people
3.5
(9 reviews)
from $214 / nightFREE cancellation
Vacation house for 3 people in Chicago
Vacation house for 3 people
1 bedroom
5.0
from $160 / nightFREE cancellation
Vacation house for 3 people, with yard and pool in Chicago
Vacation house for 3 people, with yard and pool
3 bedrooms
from $191 / nightFREE cancellation
Vacation house for 3 people in Chicago
Vacation house for 3 people
1 bedroom
5.0
(3 reviews)
from $114 / nightFREE cancellation
Vacation house for 5 people, with yard in Chicago
Vacation house for 5 people, with yard
3 bedrooms
4.7
(5 reviews)
from $233 / nightFREE cancellation
Vacation house for 5 people, with yard in Chicago
Vacation house for 5 people, with yard
2 bedrooms
5.0
from $155 / nightFREE cancellation
Vacation house for 5 people, with yard in Chicago
Vacation house for 5 people, with yard
4 bedrooms
5.0
(4 reviews)
from $377 / nightFREE cancellation
Vacation house for 4 people in Chicago
Vacation house for 4 people
1 bedroom
2.5
(2 reviews)
from $164 / nightFREE cancellation
Vacation house for 4 people, with pets in Chicago
Vacation house for 4 people, with pets
2 bedrooms
3.0
(2 reviews)
from $244 / night

Find Lake Houses in Chicago

Best Lake Houses in Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation House for 4 Guests in Chicago, Cook County
Vacation House for 4 Guests in Chicago, Cook County, Picture 1
Vacation House for 4 Guests in Chicago, Cook County, Picture 2
Vacation House for 4 Guests in Chicago, Cook County, Picture 3
Vacation House for 4 Guests in Chicago, Cook County, Picture 4
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Chicago, Cook County
Vacation House • 4 Guests • 3 Bedrooms
5.0
(15 reviews)
City of Chicago Registration Number: R22000084310Luxurious, newly renovated home in the heart of Historic Old town triangle.Fantastic location! Steps to restaurants, shops, Lincoln park Zoo, Lake Michigan, Brown lineNewly remodeled with pristine craftsmanship throughout and no expenses spared. Sleeps 4 people.Essential baby gear. Key-less self-check-in.Two bicycles with locks for the guests to explore the city. Complimentary guest parking permits.Private chef for daily meal prep and special occasions upon requestThis home is perfect for business and pleasure. Rates are as posted. Firm.We do...
from $723 / night
Vacation House for 2 Guests in Chicago, Cook County
Vacation House for 2 Guests in Chicago, Cook County, Picture 1
Vacation House for 2 Guests in Chicago, Cook County, Picture 2
Vacation House for 2 Guests in Chicago, Cook County, Picture 3
Vacation House for 2 Guests in Chicago, Cook County, Picture 4
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Chicago, Cook County
Vacation House • 2 Guests • 1 Bedroom
5.0
Situated in downtown Chicago’s urban Printer's Row district, Hotel Blake offers a relaxing retreat and easy access to everything the city has to offer. Experience the height of modern comfort and understated sophistication as you relax in a spacious standard double queen or king suite complete with soaring ceilings, exquisite bathrooms and stunning city views. Need to get some work done while on vacation? Take advantage of the 24-hour Business Center. Stay energized in the state-of-the-art Fitness Center and indulge in a soothing massage from the In-Room Spa Service. With many of Chicago's ...
from $340 / night
Vacation House for 9 Guests in Chicago, Cook County
Vacation House for 9 Guests in Chicago, Cook County, Picture 1
Vacation House for 9 Guests in Chicago, Cook County, Picture 2
Vacation House for 9 Guests in Chicago, Cook County, Picture 3
Vacation House for 9 Guests in Chicago, Cook County, Picture 4
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Chicago, Cook County
Vacation House • 3122 ft² • 4 Bedrooms
4.7
(49 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 $530 / 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.

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