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Holiday homes in Chicago (Page 2)

Enjoy your stay and find the best Holiday homes in Chicago at affordable prices

Searching for a holiday home in Chicago (Illinois)? Explore a great selection of vacation homes in Chicago to find the one that best fits to your needs, starting from $144.57 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Chicago and region (40 miles)

Near Chicago & O’Hare/ King Bed / High-S...

Holiday home in Schaumburg near Chicago, Illinois , 1514 Chatham Court
Near Chicago & O’Hare/ King Bed / High-Speed Wi-Fi, a property with a garden and a shared lounge, is situated in Schaumburg, 47 km from Loyola Unive...
  • Parking
  • Family rooms

no reviews

from $283.00 Show details »

Unique Gary Home Near Lake Michigan Beac...

Holiday home in Gary near Chicago, Illinois
Unique Gary Home Near Lake Michigan Beaches! is set in Gary, 1.9 km from Marquette Park Beach, 2.1 km from West Beach, as well as 48 km from Museum of...
  • Parking

no reviews

from $325.00 Show details »

Lakefront Family Retreat with Grill Step...

Holiday home in Gary near Chicago, Illinois
Lakefront Family Retreat with Grill Steps to Beach! is an accommodation situated in Gary, 60 metres from West Beach and 49 km from Museum of Science a...
  • Parking
  • Internet facilities
  • TV
  • Hairdryer
  • Iron

Superb 3 Reviews 9.3

from $315.00 Show details »

Inviting Home with Deck, 22 Mi to Indian...

Holiday home in Dyer near Chicago, Illinois
Set in Dyer, 37 km from Museum of Science and Industry - Chicago and 44 km from Guaranteed Rate Field, Inviting Home with Deck, 22 Mi to Indiana Dunes...
  • Parking

no reviews

from $201.00 Show details »

Astonishing 4 bdrm home 30 min to Dwntwn...

Villa in Sauk Village near Chicago, Illinois , 2824 225th Street
Astonishing 4 bdrm home 30 min to Dwntwn! is located in Sauk Village, 44 km from Guaranteed Rate Field, 47 km from Field Museum of Natural History, as...
  • Parking

no reviews

from $468.91 Show details »

Number of Holiday homes in Chicago 30
Number of guest ratings 216492
Average price per night $588.15
Lowest price per night $144.57
Highest price per night $1.190.67

Most popular Holiday-homes in Chicago

The most popular Holiday-homes in Chicago based on average guest rating (Top 10).

Cheapest Holiday-homes in Chicago

The cheapest Holiday-homes in Chicago based on room rate per night (Top 10).

Most booked Holiday-homes in Chicago

The most booked Holiday-homes in Chicago based on popularity with guests (Top 10).

Holiday homes in Chicago (Illinois), comfortable and familiar

Staying in a holiday or vacation home in Chicago can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Chicago for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Chicago should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.


Accommodation data and pictures provided by Booking.com