Hear the crash of the waves in this spacious lakefront rental! Sunny, bright, and very spacious...
$200 - $225 / nt
$1,000 / wk
$2,700 / mth
0 Reviews
Chicago Vacation Rentals
39 Chicago Rentals
- Nearby rentals:
- Beverly Shores (37 miles),
- Michigan City (40 miles),
- New Buffalo (47 miles),
- Union Pier (49 miles)
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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
Walk to Everything Downtown! Enjoy Stunning Views of the City Skyline and Grant Park! ONE OF FEW...
$250 - $315 / nt
32 Reviews
Please call/e- mail for more information....
$220 - $300 / nt
$1,400 - $2,050 / wk
$3,800 - $4,500 / mth
2 Reviews
Location Location Location! Can't Beat It! Views Views Views! Breathtaking Lake And City Views!...
$200 - $250 / nt
20 Reviews
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
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
Brand new 4 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you’re...
0 Reviews
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 Vacation Rental License #2120297, #2120298 There are two fully furnished apartments available...
$225 / nt
3 Reviews
Welcome to Chicago! Come visit our 1bd/1ba condo. This is a very large unit - - the largest floor...
$105 / nt
5 Reviews
Professionally decorated, this air- conditioned, 3 bedroom condo can easily lodge up to 10 guests....
$315 / nt
1 Review
Professionally decorated, this air- conditioned, 3 bedroom condo can easily lodge up to 10 guests....
$315 / nt
0 Reviews
Chicago Private Yacht Charters on Lake Michigan is a dream come true- exhilarating cruise experience...
$1,200 - $2,000 / nt
2 Reviews
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
The building has a 24 hour doorman, a fitness room and a rooftop pool, sauna workout room Pool is available...
$185 - $215 / nt
1 Review
Chicago Vacation Rental License #2078780 This stylish 3rd floor, four bedroom apartment has one king...
$325 / nt
2 Reviews
Located in the heart of Lincoln Park, the Maud House is in an ideal location for visits to Depaul University,...
$325 / nt
2 Reviews
Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago,...
$199 - $249 / nt
0 Reviews
This 1200 square foot, two bedroom, two bathroom unit is located within a Victorian four flat in the...
$300 / nt
0 Reviews
Temporarily live in the best neighborhood in Chicago in an amazing Furnished Custom Single Family Home....
$500 - $750 / nt
$16,200 / mth
0 Reviews
Please note you must send an email enquiry for availability sometimes the calendar takes 24hours for...
$156 / nt
$975 / wk
$2,400 / mth
7 Reviews
Located near the corner of Orchard St and Deming Place is this gorgeous historic two bedroom, 1. 5 bathroom...
$275 / nt
0 Reviews
These units have recently been renovated and includes hard wood floors, Granite countertops, Stainless...
47 Reviews
Close to Downtown & McCormick Place. 15 min by car or cab or 2- 3 train stops from everything that Chicago...
$180 - $245 / nt
$1,250 - $1,650 / wk
3 Reviews
This well kept property sleeps 12 comfortably with space for two to four more on pull out couches. Enjoy...
$600 - $1,200 / nt
$4,000 / wk
$8,000 / mth
2 Reviews
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
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
The Hansen House Mansion was designed in 1886 by a prominent architect, Harald M. Hansen for his own...
$150 / nt
10 Reviews
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
First floor furnished unit of an owner- occupied two- flat has three bedrooms - two large and one small....
$200 / nt
$500 / wk
$1,500 / mth
0 Reviews
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
Elegant private large one bedroom apartment, large comfortable living room, close to the lakefront,...
$2,750 / mth
1 Review
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
Enjoy this newly completed high- end renovation of a classic Brownstone home with 5 spacious bedrooms,...
$459 - $499 / nt
8 Reviews
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
, overlooking city, Lake Michigan and the Chicago River. Fully furnished 2 bedroom/2 bath. Building...
8 Reviews
City of Chicago Vacation Rental License # 2083733 Wrigley Loft is a two bedroom, one bath in a classic...
8 Reviews
Beautifully furnished Two Bedroom, Two Bath. in quiet tree lined street in Chicago north side, a few...
0 Reviews
The Chicago Cultural Center is not only the city’s intellectual beacon, but a thriving hub for arts as well. Its appearance is as spectacular as the treasures it houses. Finished in 1897, this striking building was intended to impress even then, and was enhanced using imported marble, mother of pearl, Favrile glass, and the finest hardwoods. All year long, the free entertainment menu features hundreds of musical performances, films, art exhibitions, and dance and theater events from regional and International artists and performers. Many Chicago vacation rentals bring you both to the center’s heart and the nearby Millennium Park.
Millennium Park continues Chicago’s top notch architectural and cultural theme in a public world-class outdoor setting on 24.5 acres of classic landscaping. Here, you can enjoy free family-friendly concerts, exhibitions, and festivals throughout the year.
Without a doubt, the Magnificent Mile is one of the premier shopping districts in the Midwest. All along Michigan Avenue to Oak Street you can shop to your heart’s content. Stores like Saks Fifth Avenue, Neiman Marcus, and Bloomingdale’s are positioned among hundreds of boutiques and specialty stores.
If you need to add Prada, Kate Spade, and other high-class designer items to your wardrobe, you will find their respective boutiques along Oak Street. In the desirable Lincoln Park neighborhood, you can stay in spacious, historic Chicago house rentals with easy access to local designer boutiques along Lincoln Avenue and Clark Street.
For Chicago vacation home rentals you’ll find pleasant coach houses near Lincoln Park, stylish suites near the lake, and lofts in the heart of downtown. Regardless of the location you won’t have to sacrifice features like gourmet kitchens, open floor plans, and hardwood floors. If you are looking for the ultimate urban vibe with spectacular views to boot, Chicago condo rentals located in modern high-rise buildings along the “Gold Coast,” just north of downtown, will deliver.
No trip to Chicago would be complete without a visit to the Lincoln Park Zoo, which is much more than just a wildlife exhibit. Here, you can also connect with nature during guided explorations among the vast gardens and discover your green thumb by consulting the horticulture experts. Or, center yourself by participating in parent and toddler yoga or adult yoga.
At the end of a pleasantly exhausting day touring this urban gem in the Midwest, kick up your feet at your metropolitan Chicago vacation rentals and relax in comfort.
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