Chicagoland Vacation Rentals

39 Chicagoland Rentals

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Parker Arizona Vacation Rentals - Condo
Bridget

3BR / 1BA - Sleeps 8 - Chicago - Condo

Victorian 1500 sq ft. beautiful unit is in the heart of Lincoln Park. Live like a Chicago local in our...

$185 - $275 / nt

$1,413 - $1,891 / wk

$5,580 - $7,980 / mth

0 Reviews
Parker Arizona Vacation Rentals - Apartment
Natalie

1BR / 1BA - Sleeps 3 - Chicago - Apartment

1 bedroom fully furnished apartment in the heart of Gold Coast/River North, walking distance to transportation,...

$140 / nt

$980 / wk

$3,800 / mth

0 Reviews
Parker Arizona Vacation Rentals - Apartment
Reservations

3BR / 2.5BA - Sleeps 8 - Chicago - Apartment

Walk to Everything Downtown! Enjoy Stunning Views of the City Skyline and Grant Park! ONE OF FEW...

$250 - $315 / nt

32 Reviews
B

1BR / 1BA - Sleeps 3 - Chicago - Apartment

Located in the heart of Chicago, these Corporate Furnished Apartments offer breathtaking views, rooftop...

$100 - $180 / nt

$700 - $1,200 / wk

$2,500 - $3,300 / mth

7 Reviews
Parker Arizona Vacation Rentals - Condo
Joe

4BR / 2BA - Sleeps 8 - Chicago - Condo

Brand new 4 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you’re...

0 Reviews
Chicago Illinois Vacation Rentals - Apartment
B

1BR / 1BA - Sleeps 3 - Chicago - Apartment

These Vacation Rentals are located in the Chicago LOOP, a mixed- use neighborhood west of Michigan Avenue...

$145 - $220 / nt

$1,000 - $1,200 / wk

$2,500 - $3,000 / mth

5 Reviews
Chicago Illinois Vacation Rentals - Apartment
B

2BR / 2BA - Sleeps 5 - Chicago - Apartment

This is a 2 bedroom, 2 bathrooms, vintage building that has been rehabbed. This Chicago vacation rental...

$120 - $180 / nt

$800 - $1,300 / wk

$2,500 - $3,000 / mth

2 Reviews
Chicago Illinois Vacation Rentals - Condo
Christopher

3BR / 2BA - Sleeps 8 - Chicago - Condo

Accommodation Duplex, 3 Bedroom 2 Baths Sleeps (8- 10) Welcome to Roscoe Village Duplex Located in...

$200 - $250 / nt

$1,000 / wk

$4,000 / mth

0 Reviews
Chicago Illinois Vacation Rentals - Apartment
Bob

3BR / 1.5BA - Sleeps 6 - Chicago - Apartment

Close to Downtown & McCormick Place. 15 min by car or cab or 2- 3 train stops from everything that Chicago...

$140 - $245 / nt

$875 - $1,650 / wk

24 Reviews
Parker Arizona Vacation Rentals - Apartment
Irina

Studio / 1BA - Sleeps 3 - Chicago - Apartment

The apartment is located in heart of the Chicago which are just steps to Magnificent Mile ( the Michigan...

$150 / nt

$945 / wk

$1,800 - $2,500 / mth

1 Review
Chicago Illinois Vacation Rentals - Condo
Rem

3BR / 1BA - Sleeps 7 - Chicago - Condo

Features 2 "independent" self catering units in the same building with fully functional kitchens. Coffee,...

$210 - $250 / nt

$1,470 / wk

$5,000 / mth

7 Reviews
Chicago Illinois Vacation Rentals - Condo

Are you planning a trip to Chicago? You can rent furnished luxury condos with PENTHOUSE views of downtown...

$149 - $250 / nt

$1,170 - $1,350 / wk

$2,670 - $3,200 / mth

5 Reviews
Chicago Illinois Vacation Rentals - Condo
Tracy

1BR / 1BA - Sleeps 4 - Chicago - Condo

If you're looking for a quiet and quaint stay in Chicago that is minutes away from all of the downtown...

$145 - $200 / nt

$950 - $1,400 / wk

10 Reviews
Chicago vacation rentals are a great bet for those of you looking to plan something extra special this holiday season. Stunning view of the beaches, easy access to the waterfront, and perfect positioning to reach any shopping destination or restaurant with ease, are some of the benefits you enjoy while staying Chicago.

Most of the condos of Chicago offer great city views, in addition to having facilities like fully equipped kitchens, the latest electronic equipment, high-speed internet, and well-designed interiors.

The windy city, as it is popularly known, is best enjoyed on a cruise boat ride. Chicago boasts of some of the best skyscrapers in the world. Moving along the Chicago River, you come across two of the biggest architectural marvels – the Willis tower and the Tribune Tower.

Most of the Chicago vacation rentals have accessibility to Lake Michigan, which is another feather in Chicago’s cap. Taking a speedboat ride in Lake Michigan and experiencing a view of the Chicago skyline is sure to leave you and your family spellbound. Other spots to be enjoyed while in Chicago include the Chicago harbor, Grant Park, Buckingham fountain, and Museum campus.

The Buckingham fountain is best enjoyed after dusk, ideally around 8 ‘o’ clock in the evening. Commissioned by Kate Buckingham in 1927, this massive fountain has about 134 jets which ensure that the water rises to heights comfortably exceeding 24 feet., and with music and animation it really adds to the appeal.

A trip to Chicago would be incomplete without a visit to Hancock tower. From one of Chicago’s tallest landmarks, one can easily spot 4 states – Michigan, Illinois, Indiana, and Wisconsin. When experiencing the open-air sky deck, at least 1000 feet above the Magnificent Mile, with the wind on your face, you understand what makes people call Chicago as the ‘Windy City’.

Navy pier, parks, world famous restaurants, and museums – the list seems to be endless. Book your Chicago vacation rentals and it will just be a matter of time before your family members say ‘Go-Chicago’.
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