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Holidaymakers searching for holiday rentals in Chicago also enquired about apartments in Midtown Manhattan, apartments in Upper East Side and apartments in Central Park North

Make a holiday rental, home, or cottage in Chicago, USA your home away from home

Holidaymakers looking for a fantastic city break might like to try Chicago in the mid-west of the United States. Located in the state of Illinois this amazing city offers many exciting things for visitors to see and do. Here visitors will find numerous different places to stay including self catering accommodation, apartments and condos.

Things to do on holiday to Chicago, USA

This is a cycling friendly city with over 100 miles of bike lanes and 50 miles of bike paths. There are many scenic areas for visitors to explore either on two wheels or by foot and there are also horse riding opportunities available here. There are beaches located along Lake Michigan for holidaymakers to relax on in the sunshine. Swimming, canoeing and kayaking can also be enjoyed on the lake. The city offers many other sporting activities including tennis and softball and there are many golf courses located in and around the city. Chicago has numerous restaurants, bars and cafes offering an excellent selection of cuisine from around the world. Self catering holidaymakers will be able to buy food and drink from stores and markets as well as gifts and souvenirs. Chicago has some upscale shopping areas such as the Magnificent Mile and State Street.

Places to visit on holiday to Chicago, USA

Chicago has many wonderful places for holidaymakers to visit including historic buildings and attractions. Tourists can visit various museums and galleries in the city such as the Adler Planetarium and Astronomy Museum, the Field Museum of Natural History and the Shedd Aquarium. As well as the museums visitors can go to the Chicago Cultural Center, which houses the city’s visitor information center, galleries and exhibit halls. Some fantastic sculptures are well worth visiting including the Glass Fountain and the Cloud Gate. Chicago has lots of parks and gardens too with Lincoln Park the second most visited city park in the U.S. Other popular attractions here include Chicago Botanic Garden and Brookfield Zoo. Holidaymakers with a head for heights can get a great view of the city from Skydeck Chicago’s The Ledge, which is 1,350 feet from the ground.

Weather in Chicago, USA

The warmest time of the year in Chicago is July with average high temperatures of almost 29 degrees centigrade. The coldest month is January when average highs are -1 degrees centigrade and average lows are almost -11 degrees. January also see the highest amount of snowfall with an average of 10.7 inches, while august is the wettest month with an average of 4.2 inches of rainfall.

Travel to Chicago, USA

Chicago O’Hare International Airport has flights from many international airports including Amsterdam (AMS), Beijing-Capital (PEK), Brussels (BRU), Dublin (DUB), Frankfurt (FRA), London-Heathrow (LHW), Madrid (MAD), Manchester (MAN), Paris-Charles de Gaulle (CDG), Rome-Fiumicino (FCO), Tokyo-Narita (NRT), Toronto-Pearson (YYZ) and Zurich (ZRH) amongst others. There are taxi and limousine services available at the airport as well as several car rental firms.

Additional service fee may apply.
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Excellent! 4.6/5
(86 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 8
Apartment #179389vb
86
Viewed 89 times in the last 48 hours
Excellent! 4.5/5
(57 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #690239vb
57
Viewed 80 times in the last 48 hours
Wonderful! 4.9/5
(35 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #3790035
35
Viewed 72 times in the last 48 hours
Excellent! 4.7/5
(44 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #445608vb
44
Viewed 84 times in the last 48 hours
Excellent! 4.7/5
(93 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Condo #222038
93
Viewed 83 times in the last 48 hours
Wonderful! 4.9/5
(89 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 8
Apartment #578762vb
89
Viewed 115 times in the last 48 hours
Wonderful! 4.8/5
(46 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #290256vb
46
Viewed 164 times in the last 48 hours
Excellent! 4.6/5
(17 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #4146480
17
Viewed 38 times in the last 48 hours
Wonderful! 4.8/5
(59 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 12
Condo #679790vb
59
Viewed 119 times in the last 48 hours
Wonderful! 4.9/5
(51 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #296798
51
Viewed 50 times in the last 48 hours
Wonderful! 4.9/5
(18 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 2
Apartment #864022vb
18
Viewed 79 times in the last 48 hours
Wonderful! 4.9/5
(14 reviews)
avg/night
  • Studio
  • 1 BA
  • Sleeps 2
Apartment #742485vb
14
Viewed 86 times in the last 48 hours
Wonderful! 4.8/5
(42 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
Apartment #3768288
42
Viewed 105 times in the last 48 hours
Very Good! 4.2/5
(17 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #836462vb
17
Viewed 106 times in the last 48 hours
Excellent! 4.7/5
(16 reviews)
avg/night
  • Studio
  • 1 BA
  • Sleeps 2
Multiple rentals Apartment #4261388
16
Viewed 173 times in the last 48 hours
Wonderful! 4.9/5
(40 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #939473
40
Viewed 25 times in the last 48 hours
Wonderful! 4.8/5
(23 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #3795191
23
Viewed 110 times in the last 48 hours
Wonderful! 4.9/5
(21 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #735859vb
21
Viewed 56 times in the last 48 hours
Excellent! 4.6/5
(41 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Apartment #3833362
41
Viewed 68 times in the last 48 hours
Exceptional! 5/5
(59 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
Apartment #627209vb
59
Viewed 47 times in the last 48 hours
Excellent! 4.7/5
(67 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Condo #177026vb
67
Viewed 49 times in the last 48 hours
Wonderful! 4.9/5
(54 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #3720918
54
Viewed 67 times in the last 48 hours
Wonderful! 4.9/5
(74 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #358020
74
Viewed 87 times in the last 48 hours
Excellent! 4.7/5
(51 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #415005vb
51
Viewed 24 times in the last 48 hours
Wonderful! 4.8/5
(44 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #265424vb
44
Viewed 112 times in the last 48 hours
Wonderful! 4.9/5
(18 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 5
Apartment #784869vb
18
Viewed 62 times in the last 48 hours
Wonderful! 4.9/5
(37 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #408313vb
37
Viewed 42 times in the last 48 hours
Exceptional! 5/5
(22 reviews)
avg/night
  • 5 BR
  • 1 BA
  • Separate Toilet
  • Sleeps 10
Condo #776608vb
22
Viewed 188 times in the last 48 hours
Excellent! 4.5/5
(8 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #836457vb
8
Viewed 76 times in the last 48 hours
Exceptional! 5/5
(60 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 11
House #595328vb
60
Viewed 104 times in the last 48 hours
Excellent! 4.7/5
(39 reviews)
avg/night
  • 3 BR
  • 1 BA
  • Sleeps 5
Apartment #600158vb
39
Viewed 68 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #4172462
6
Viewed 85 times in the last 48 hours
Excellent! 4.5/5
(76 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 10
Condo #400905vb
76
Viewed 74 times in the last 48 hours
Excellent! 4.6/5
(36 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #3751630
36
Viewed 53 times in the last 48 hours
Excellent! 4.5/5
(24 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #622632vb
24
Viewed 89 times in the last 48 hours
Exceptional! 5/5
(14 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Apartment #723132vb
14
Viewed 62 times in the last 48 hours
Wonderful! 4.9/5
(13 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #780506vb
13
Viewed 13 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Apartment #871091vb
6
Viewed 87 times in the last 48 hours
Exceptional! 5/5
(26 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Townhome #3917584
26
Viewed 36 times in the last 48 hours
Wonderful! 4.9/5
(16 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #870614vb
16
Viewed 128 times in the last 48 hours
Wonderful! 4.9/5
(14 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Condo #4037980
14
Viewed 453 times in the last 48 hours
Exceptional! 5/5
(127 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Apartment #422128vb
127
Viewed 30 times in the last 48 hours
Excellent! 4.7/5
(22 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #588228vb
22
Viewed 82 times in the last 48 hours
Excellent! 4.6/5
(8 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #4172463
8
Viewed 57 times in the last 48 hours
Wonderful! 4.9/5
(21 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #653828vb
21
Viewed 21 times in the last 48 hours
Wonderful! 4.8/5
(62 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Apartment #301852vb
62
Viewed 51 times in the last 48 hours
Excellent! 4.7/5
(42 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Separate Toilet
  • Sleeps 8
Apartment #3645846
42
Viewed 53 times in the last 48 hours
Wonderful! 4.9/5
(20 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 10
House #840552vb
20
Viewed 54 times in the last 48 hours
Wonderful! 4.8/5
(49 reviews)
avg/night
  • 6 BR
  • 3 BA
  • Sleeps 18
Condo #682966vb
49
Viewed 49 times in the last 48 hours
Exceptional! 5/5
(29 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Apartment #470476vb
29
Viewed 34 times in the last 48 hours
  • 1 - 50 of 300+

Chicago Holiday Apartments & Rentals (300+)