Chicago City Hall Holiday Rentals

Compare Villas, Resorts, & Rentals in Chicago City Hall, Chicago, Illinois, USA

New Boulevard Stays 5 mins to Riverwalk & Mag Mile 03
Apartment
Boulevard Stays 5 mins to Riverwalk & Mag Mile 03
From ZA R6,012 per night
New
2 Bedrooms 4 Guests
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Lux Apts with Lake Views and Top Amenities
Apartment
Lux Apts with Lake Views and Top Amenities
From ZA R27,441 per night
|
10.0 (3 Reviews)
13 Bedrooms 32 Guests
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Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
Apartment
Modern 3 BR Apt - 5 Mins to Downtown Sleeps 10
From ZA R5,359 per night
New
3 Bedrooms 10 Guests
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New Blueground | West Town, pets allowed, nr Park
Apartment
Blueground | West Town, pets allowed, nr Park
From ZA R2,706 per night
New
1 Bedroom 2 Guests
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Stylish 2BR stunner in unbeatable location
Apartment
Stylish 2BR stunner in unbeatable location
From ZA R3,356 per night
|
10.0 (3 Reviews)
2 Bedrooms 6 Guests
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The Sono Chicago
Bed & Breakfast
The Sono Chicago
From ZA R4,617 per night
|
10.0 (465 Reviews)
1 Bedroom 2 Guests
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New Blueground | West Town, washer, nr Chicago River
Apartment
Blueground | West Town, washer, nr Chicago River
From ZA R2,505 per night
New
1 Bedroom 2 Guests
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The Publishing House B&B
Bed & Breakfast
The Publishing House B&B
From ZA R4,141 per night
|
9.8 (181 Reviews)
1 Bedroom 2 Guests
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New Blueground | West Town, washer, nr Chicago River
Apartment
Blueground | West Town, washer, nr Chicago River
From ZA R1,842 per night
New
1 Bedroom 2 Guests
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New Spacious Pilsen 4 Bed 4 Bath Family Retreat
Apartment
Spacious Pilsen 4 Bed 4 Bath Family Retreat
From ZA R8,310 per night
New
4 Bedrooms 8 Guests
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The Village Inn by Dakota Gal Digs
House
The Village Inn by Dakota Gal Digs
From ZA R12,313 per night
|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
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New City Studio Escape Bright, Sleek & Modern
House
City Studio Escape Bright, Sleek & Modern
From ZA R4,690 per night
New
1 Bedroom 4 Guests
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New Chicago Citrus Charm 2BR WestTown
Apartment
Chicago Citrus Charm 2BR WestTown
From ZA R4,321 per night
New
2 Bedrooms 6 Guests
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Freshly Minted 2BR - Elegance & Comfort in Central Chicago
Apartment
Freshly Minted 2BR - Elegance & Comfort in Central Chicago
From ZA R6,052 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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New Cozy Garden Apartment in Chicago
Apartment
Cozy Garden Apartment in Chicago
From ZA R3,070 per night
New
2 Bedrooms 4 Guests
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Gold coast villa with free parking garage sleeps 10
Villa
Gold coast villa with free parking garage sleeps 10
From ZA R29,066 per night
|
10.0 (1 Review)
4 Bedrooms 10 Guests
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52nd Floor MagMile Penthouse VIEWS Fireplace Pool
Apartment
52nd Floor MagMile Penthouse VIEWS Fireplace Pool
From ZA R6,136 per night
10.0 (398 Reviews)
1 Bedroom 4 Guests
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53 Floor MagMile Penthouse Views, Balcony, Pool
Apartment
53 Floor MagMile Penthouse Views, Balcony, Pool
From ZA R7,290 per night
10.0 (236 Reviews)
2 Bedrooms 6 Guests
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51st Floor MagMile Penthouse Views Balcony Pool
Apartment
51st Floor MagMile Penthouse Views Balcony Pool
From ZA R6,505 per night
10.0 (224 Reviews)
1 Bedroom 4 Guests
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Luxury 2BD-2BA View-Gym-Rooftop
Apartment
Luxury 2BD-2BA View-Gym-Rooftop
From ZA R10,232 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
Apartment
53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
From ZA R15,618 per night
10.0 (203 Reviews)
2 Bedrooms 8 Guests
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NEW! Spacious Art Deco Modern 5 BD/3BA Condo
Apartment
NEW! Spacious Art Deco Modern 5 BD/3BA Condo
From ZA R10,061 per night
|
10.0 (1 Review)
5 Bedrooms 14 Guests
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51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
Apartment
51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
From ZA R14,524 per night
10.0 (187 Reviews)
2 Bedrooms 7 Guests
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NEW LUXURY CONDO WITH PATIO DECK
Condo
NEW LUXURY CONDO WITH PATIO DECK
From ZA R5,263 per night
10.0 (180 Reviews)
1 Bedroom 5 Guests
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Private Historic Coach House Wicker Park
House
Private Historic Coach House Wicker Park
From ZA R7,132 per night
10.0 (65 Reviews)
2 Bedrooms 5 Guests
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52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
Apartment
52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
From ZA R6,497 per night
10.0 (61 Reviews)
1 Bedroom 4 Guests
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Cozy Vintage Chicago Apartment near Downtown
Apartment
Cozy Vintage Chicago Apartment near Downtown
From ZA R3,502 per night
10.0 (25 Reviews)
1 Bedroom 4 Guests
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Spacious & private! Free parking! Great location!
Apartment
Spacious & private! Free parking! Great location!
From ZA R2,931 per night
10.0 (25 Reviews)
2 Bedrooms 2 Guests
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50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
Apartment
50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
From ZA R5,126 per night
10.0 (24 Reviews)
1 Bedroom 2 Guests
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MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Condo
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
From ZA R6,139 per night
10.0 (23 Reviews)
2 Bedrooms 6 Guests
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Trendy West Town Flat - 2 bed/1.5 bath with parking
Condo
Trendy West Town Flat - 2 bed/1.5 bath with parking
From ZA R5,484 per night
10.0 (23 Reviews)
2 Bedrooms 5 Guests
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River North | Private Balcony With In&Out Parking
Apartment
River North | Private Balcony With In&Out Parking
From ZA R5,542 per night
10.0 (3 Reviews)
2 Bedrooms 5 Guests
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Villa D' Citta
Bed & Breakfast
Villa D' Citta
From ZA R5,830 per night
|
9.4 (103 Reviews)
1 Bedroom 2 Guests
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Flexhome Ukrainian Village 2BR D2
Apartment
Flexhome Ukrainian Village 2BR D2
From ZA R3,251 per night
10.0 (3 Reviews)
2 Bedrooms 5 Guests
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Wicker Park Inn
Bed & Breakfast
Wicker Park Inn
From ZA R5,331 per night
|
9.0 (249 Reviews)
1 Bedroom 2 Guests
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MTM Fully Furnished Rental in Old Town - 2 beds
Apartment
MTM Fully Furnished Rental in Old Town - 2 beds
From ZA R1,561 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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4BR Corporate Suite Central and Modern
Hotel
4BR Corporate Suite Central and Modern
From ZA R8,425 per night
10.0 (3 Reviews)
4 Bedrooms 10 Guests
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Designer 2BR in Walkable Fulton Market
Apartment
Designer 2BR in Walkable Fulton Market
From ZA R10,230 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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Modern River West 2BR with W&D by Zencity
Apartment
Modern River West 2BR with W&D by Zencity
From ZA R1,335 per night
|
10.0 (1 Review)
2 Bedrooms 3 Guests
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Lincoln Park Haven: Balcony, Walk to Whole Foods
Apartment
Lincoln Park Haven: Balcony, Walk to Whole Foods
From ZA R10,109 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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New Luxury 3 Bdr Apt in Chicago C9
Apartment
New Luxury 3 Bdr Apt in Chicago C9
From ZA R26,291 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
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Lincoln Park Oasis: Safe Stay, Balcony Views
Apartment
Lincoln Park Oasis: Safe Stay, Balcony Views
From ZA R9,012 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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Amazing Penthouse Skyline Views!
House
Amazing Penthouse Skyline Views!
From ZA R21,458 per night
10.0 (1 Review)
3 Bedrooms 14 Guests
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Urban Retreat: 2BR, City Views, Near Shops
Apartment
Urban Retreat: 2BR, City Views, Near Shops
From ZA R8,995 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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Downtown 2bd #4 - Near Grant Park, Museums, Lake
Condo
Downtown 2bd #4 - Near Grant Park, Museums, Lake
From ZA R6,329 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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2 Bedroom Home near West Loop with Parking
Apartment
2 Bedroom Home near West Loop with Parking
From ZA R6,099 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Downtown 2bd #6 +Gym near Park, Lake, Museums
Condo
Downtown 2bd #6 +Gym near Park, Lake, Museums
From ZA R6,322 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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Spacious and Modern 3BD 2BA Home- Garage Parking!
Apartment
Spacious and Modern 3BD 2BA Home- Garage Parking!
From ZA R5,185 per night
10.0 (1 Review)
3 Bedrooms 8 Guests
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Luxéry Stay "Game of Thrones" Downtown/McCormick/WinTrust Area
Apartment
Luxéry Stay "Game of Thrones" Downtown/McCormick/WinTrust Area
From ZA R13,487 per night
10.0 (2 Reviews)
1 Bedroom 4 Guests
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1F Cozy Home in Little Italy near Downtown West Loop United Center
Apartment
1F Cozy Home in Little Italy near Downtown West Loop United Center
From ZA R2,983 per night
|
9.9 (74 Reviews)
3 Bedrooms 6 Guests
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Historic luxury Townhouse in Downtown Chicago
House
Historic luxury Townhouse in Downtown Chicago
From ZA R34,008 per night
|
9.8 (7 Reviews)
5 Bedrooms 10 Guests
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Exclusive Gold Coast 2BR: Balcony, Walkable
Apartment
Exclusive Gold Coast 2BR: Balcony, Walkable
From ZA R10,321 per night
10.0 (2 Reviews)
2 Bedrooms 5 Guests
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Avenir West Loop Penthouses with Iconic City Views
Apartment
Avenir West Loop Penthouses with Iconic City Views
From ZA R20,672 per night
|
9.8 (6 Reviews)
10 Bedrooms 24 Guests
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About Casai's Private Villas and Holiday Rentals in Chicago City Hall

Discover more than 3760 vacation rentals available in Chicago City Hall. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chicago City Hall.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chicago City Hall, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chicago City Hall. On average, places to stay near Chicago City Hall offer 764.61 ft², with nightly prices averaging ZA R7,577.

With Casai, finding and comparing holiday rentals in Chicago City Hall is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Chicago City Hall?

What are the top holiday rentals in Chicago City Hall?

How many Casai.co.za holiday rentals are available in Chicago City Hall?

As of 2025, Casai boasts over 3760 properties listed in the Chicago City Hall area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chicago City Hall.

Nearby Neighborhood (12)

Neighborhood Property Count
Downtown Chicago Vacation Rentals in Illinois 1585
The Loop Vacation Rentals in Illinois 738
Near North Side Vacation Rentals in Illinois 649
South Loop Vacation Rentals in Illinois 363
River North Vacation Rentals in Illinois 327
Lakeview Vacation Rentals in Illinois 241
West Loop Vacation Rentals in Illinois 198
Lincoln Park Vacation Rentals in Illinois 145
Hyde Park Vacation Rentals in Illinois 82
O'Hare Vacation Rentals in Illinois 66
Gold Coast Vacation Rentals in Illinois 39
Magnificent Mile Vacation Rentals in Illinois 4128

There are 3760 Chicago City Hall, IL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Chicago City Hall