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One-third of the accommodations provide a pool, which makes Chicago a wonderful destination for vacationers looking to relax pool-side. In addition, more Bed and breakfast rental have pools than any other type of property. They are an excellent choice if you go in a group of 8, as that is the number of people they can welcome on average. If you would ideally like to be close to the water, two-thirds of the vacation rentals with a pool are located within 2 miles of the waterfront.
We analyzed price data and input them into this graph, which displays vacation rental prices for the next twelve months in Chicago. In October, prices go up to $494 per night (10/10 – 10/17), which is the most expensive time of the year to book a vacation home. Vacation rental prices go down to $365 per night in January (1/17 – 1/24).
Check out the graph above to learn about the percentage accommodations are available in Chicago throughout the year. It is harder to find an accommodation during a week of December (12/19 – 12/26), as 99% of the rentals are booked. It is easier to find a rental in a week of March (3/21 – 3/28), as only 28% of the accommodations are booked.
Chicago has plenty to keep kids occupied. Right along the lake on Museum Campus lie three institutions within walking distance of each other. The Adler Planetarium has the coolest astronomy shows and exhibits, while the Shedd Aquarium features majestic sharks, dolphins, whales, and other superb marine life. The kids will love the giant Tyrannosaurus Rex skeleton in the Field Museum of Natural History. How about a picnic on the clean shores of Lake Michigan to finish up? The waters are safe and excellent for swimming.
Chicago's international neighborhoods are so true-to-life, you'd be forgiven for thinking you were genuinely in another country. There's Chinatown, the Korean community in Lawrence Avenue, the Swedish settlement at Andersonville, Little Italy, Greektown, and several other international pockets. The Polish Cathedrals of St. Mary of the Angels in Bucktown and St. Hyacinth Basilica in Avondale are exquisite. Experience the different facets of the city with guided architecture walks or a river boat tour.
The world comes to Chicago for gastronomical expertise, so indulge those taste buds! Devon Avenue is the place for Indian delights, and a mix of everything is served in Uptown, including American, Ghanaian, Nigerian, Japanese, and even Swedish delicacies.
Chicago is a drinking city that is home to a record number of dive bars, lounges, and breweries, the best of them found in the Logan Square and Bucktown areas.
The city’s location makes it convenient to explore neighboring destinations on short day trips. Just a 90-minute drive will take you to Milwaukee, a city known for its breweries. The Milwaukee Public Museum, Discovery World, and Harley-Davidson Museum are popular attractions in this Wisconsin city.
Get more out of your stay at a Chicago vacation house with a trip to Starved Rock State Park. A delight for outdoor enthusiasts, this park is known for the many sandstone canyons that were created by glacial meltwater. Explore the different hiking trails through lush green areas and spend time by the waterfalls.
Another worthwhile trip is to Michigan City, just an hour away from Chicago. Spend the day visiting popular attractions like Washington Park, the Old Lighthouse Museum, and the gorgeous Barker Mansion. Family vacationers can visit the zoo and later hit the beach area for some boating, surfing, and swimming.
1. 360 Chicago Observation Deck
What better to way to see the city than from above? Travel up to the 94th floor of the John Hancock Center for stunning views of the city and over Lake Michigan.
2. Lincoln Park Zoo
The city's most popular attraction, this iconic zoo houses African apes and other interesting species. Be sure to allow for plenty of time to explore its plentiful and varied exhibits!
3. Museum of Science and Industry
At this world-class interactive museum, you'll find a life-size replica coal mine and recreated historic Chicago streets, with functional shops and other interesting querks.
4. Cloud Gate
One of the most iconic pieces of art in the United States, Cloud Gate was created by Anish Kapoor. This beautiful reflective sculpture is nicknamed 'The Bean' due to its shape, and attracts photographers from across the world.
5. Millennium Park
This majestic urban park in the center of Chicago is a great place to wile away an afternoon amidst a tranquil backdrop. Concerts, local fairs, and fun events are held regularly at the park.
6. Art Institute of Chicago
As one of the oldest and largest galleries in the country, this impressive museum showcases over 300,000 artworks. Modern art, photography, and ancient sculptures are all on display for visitors to enjoy.
| 🏡 Vacation rentals available | 5,341 rentals |
|---|---|
| 🌙 Nightly prices starting at | $78 |
| ⭐ Popular amenities | Internet, Pool and Parking |
| 🐾 Pet friendly homes | 2,311 homes |
| 🏊 Vacation rentals with pools | 1,704 homes |
Prices for vacation rentals in Chicago start from $78 per night. Average prices for bed and breakfast rentals are $505 per night. Apartment rentals in Chicago cost $280 per night on average.
There are 5,341 vacation homes in Chicago to browse and book for your trip.
The most popular amenities for vacation rentals in Chicago include accommodations with: Pool, Internet, and Parking.
Chicago offers 1,704 Hotel room and Aparthotel available for booking.
In case if you are traveling with a pet in Chicago - 43% of vacation rentals allow pets.