Michigan Avenue Holiday Rentals

Compare Villas, Resorts, & Rentals in Michigan Avenue, Chicago, Illinois, USA

New Bohome Chicago
House
Bohome Chicago
From ZA R24,495 per night
New
4 Bedrooms 8 Guests
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Lux Apts with Lake Views and Top Amenities
Apartment
Lux Apts with Lake Views and Top Amenities
From ZA R26,546 per night
|
10.0 (4 Reviews)
13 Bedrooms 32 Guests
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The Sono Chicago
Bed & Breakfast
The Sono Chicago
From ZA R2,576 per night
|
10.0 (483 Reviews)
1 Bedroom 2 Guests
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Stylish 2BR stunner in unbeatable location
Apartment
Stylish 2BR stunner in unbeatable location
From ZA R3,246 per night
|
10.0 (3 Reviews)
2 Bedrooms 6 Guests
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The Publishing House B&B
Bed & Breakfast
The Publishing House B&B
From ZA R3,646 per night
|
9.8 (188 Reviews)
1 Bedroom 2 Guests
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Villa D' Citta
Bed & Breakfast
Villa D' Citta
From ZA R4,054 per night
|
9.4 (111 Reviews)
1 Bedroom 2 Guests
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New 4 BR Theater Room Gym Walk to Lincoln Park!
House
4 BR Theater Room Gym Walk to Lincoln Park!
From ZA R7,979 per night
New
5 Bedrooms 12 Guests
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The Village Inn by Dakota Gal Digs
House
The Village Inn by Dakota Gal Digs
From ZA R11,911 per night
|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
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New 1 Free Parking, Gym, Balcony, Sleeps 10!
Apartment
1 Free Parking, Gym, Balcony, Sleeps 10!
From ZA R7,615 per night
New
3 Bedrooms 10 Guests
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Freshly Minted 2BR - Elegance & Comfort in Central Chicago
Apartment
Freshly Minted 2BR - Elegance & Comfort in Central Chicago
From ZA R5,855 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
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New Luxury Designer Apartment 1202|Gold Coast/Old Town
Apartment
Luxury Designer Apartment 1202|Gold Coast/Old Town
From ZA R6,950 per night
New
2 Bedrooms 8 Guests
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New Private Apartment in Fulton Market
Apartment
Private Apartment in Fulton Market
From ZA R5,838 per night
New
1 Bedroom 8 Guests
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Luxury 2BD-2BA View-Gym-Rooftop
Apartment
Luxury 2BD-2BA View-Gym-Rooftop
From ZA R9,898 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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New Downtown Chicago Stay with Free In & Out Parking 2
Apartment
Downtown Chicago Stay with Free In & Out Parking 2
From ZA R5,796 per night
New
4 Bedrooms 10 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 R9,732 per night
|
10.0 (1 Review)
5 Bedrooms 14 Guests
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New Downtown Chicago Stay with Free In & Out Parking 6
Apartment
Downtown Chicago Stay with Free In & Out Parking 6
From ZA R5,757 per night
New
2 Bedrooms 6 Guests
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New Luxury Designer Apartment 802| Gold Coast/Old Town
Apartment
Luxury Designer Apartment 802| Gold Coast/Old Town
From ZA R5,702 per night
New
2 Bedrooms 8 Guests
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New Downtown Chicago Stay with Free In & Out Parking 1
Apartment
Downtown Chicago Stay with Free In & Out Parking 1
From ZA R5,655 per night
New
4 Bedrooms 10 Guests
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New Bold 3BR West Town Sleeps 8 | Patio + Free Parking
Apartment
Bold 3BR West Town Sleeps 8 | Patio + Free Parking
From ZA R5,158 per night
New
3 Bedrooms 8 Guests
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New Downtown Chicago Stay with Free In & Out Parking 5
Apartment
Downtown Chicago Stay with Free In & Out Parking 5
From ZA R5,057 per night
New
3 Bedrooms 8 Guests
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New Downtown Chicago Stay with Free In & Out Parking 4
Apartment
Downtown Chicago Stay with Free In & Out Parking 4
From ZA R4,940 per night
New
3 Bedrooms 8 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 R1,510 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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New Downtown Chicago Stay with Free In & Out Parking 3
Apartment
Downtown Chicago Stay with Free In & Out Parking 3
From ZA R4,796 per night
New
3 Bedrooms 8 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 R1,292 per night
|
10.0 (1 Review)
2 Bedrooms 3 Guests
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New Fully Furnished Mid-Century Modern 3BR/3BA in Old Town
Apartment
Fully Furnished Mid-Century Modern 3BR/3BA in Old Town
From ZA R4,185 per night
New
3 Bedrooms 6 Guests
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New Luxury 3 Bdr Apt in Chicago C9
Apartment
New Luxury 3 Bdr Apt in Chicago C9
From ZA R25,433 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
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New Blueground | Near North, pool, nr Chicago River
Apartment
Blueground | Near North, pool, nr Chicago River
From ZA R4,088 per night
New
2 Bedrooms 4 Guests
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New Blueground | Near North, pool, nr Riverwalk
Apartment
Blueground | Near North, pool, nr Riverwalk
From ZA R3,509 per night
New
1 Bedroom 2 Guests
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New Flexhome Wicker Park 2BR DV3
Apartment
Flexhome Wicker Park 2BR DV3
From ZA R3,163 per night
New
2 Bedrooms 5 Guests
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New Blueground | West Loop, pool, nr Grant Park
Apartment
Blueground | West Loop, pool, nr Grant Park
From ZA R2,976 per night
New
2 Bedrooms 4 Guests
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New Blueground | Lincoln Park, fitness center, nr Oz Park
Apartment
Blueground | Lincoln Park, fitness center, nr Oz Park
From ZA R2,252 per night
New
1 Bedroom 2 Guests
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53 Floor MagMile Penthouse Views, Balcony, Pool
Apartment
53 Floor MagMile Penthouse Views, Balcony, Pool
From ZA R5,250 per night
10.0 (241 Reviews)
2 Bedrooms 6 Guests
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Designer Apt Billiards Private Patio 1 Parking
Apartment
Designer Apt Billiards Private Patio 1 Parking
From ZA R8,657 per night
10.0 (1 Review)
3 Bedrooms 10 Guests
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Wicker Park Inn
Bed & Breakfast
Wicker Park Inn
From ZA R4,113 per night
|
9.0 (256 Reviews)
1 Bedroom 2 Guests
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51st Floor MagMile Penthouse Views Balcony Pool
Apartment
51st Floor MagMile Penthouse Views Balcony Pool
From ZA R5,028 per night
10.0 (226 Reviews)
1 Bedroom 4 Guests
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Spacious & Stylish Home at the heart of Wicker Park
Apartment
Spacious & Stylish Home at the heart of Wicker Park
From ZA R7,292 per night
10.0 (1 Review)
4 Bedrooms 14 Guests
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53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
Apartment
53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
From ZA R10,483 per night
10.0 (209 Reviews)
2 Bedrooms 8 Guests
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ENVITAE Hotel 4 Bedroom Luxury Apartments
Hotel
ENVITAE Hotel 4 Bedroom Luxury Apartments
From ZA R20,689 per night
10.0 (8 Reviews)
4 Bedrooms 10 Guests
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Lincoln Park Light Filled Loft
Apartment
Lincoln Park Light Filled Loft
From ZA R4,976 per night
10.0 (71 Reviews)
1 Bedroom 4 Guests
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2 Bedroom Home near West Loop with Parking
Apartment
2 Bedroom Home near West Loop with Parking
From ZA R5,900 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Private Historic Coach House Wicker Park
House
Private Historic Coach House Wicker Park
From ZA R5,333 per night
10.0 (66 Reviews)
2 Bedrooms 5 Guests
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South Loop Rooftop With In and Out Parking 2
Apartment
South Loop Rooftop With In and Out Parking 2
From ZA R5,150 per night
10.0 (1 Review)
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 R3,703 per night
10.0 (61 Reviews)
1 Bedroom 4 Guests
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Spacious and Modern 3BD 2BA Home- Garage Parking!
Apartment
Spacious and Modern 3BD 2BA Home- Garage Parking!
From ZA R5,016 per night
10.0 (1 Review)
3 Bedrooms 8 Guests
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Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
Apartment
Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
From ZA R5,089 per night
10.0 (43 Reviews)
2 Bedrooms 6 Guests
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River North Rooftop With In and Out Parking 6
Apartment
River North Rooftop With In and Out Parking 6
From ZA R4,367 per night
10.0 (1 Review)
2 Bedrooms 7 Guests
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50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
Apartment
50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
From ZA R4,103 per night
10.0 (32 Reviews)
1 Bedroom 2 Guests
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River North Rooftop With In and Out Parking 1
Apartment
River North Rooftop With In and Out Parking 1
From ZA R4,071 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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Spacious & private! Free parking! Great location!
Apartment
Spacious & private! Free parking! Great location!
From ZA R2,459 per night
10.0 (31 Reviews)
1 Bedroom 2 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 R2,886 per night
|
9.9 (74 Reviews)
3 Bedrooms 6 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 R5,217 per night
10.0 (26 Reviews)
2 Bedrooms 6 Guests
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Avenir West Loop Penthouses with Iconic City Views
Apartment
Avenir West Loop Penthouses with Iconic City Views
From ZA R19,998 per night
|
9.8 (6 Reviews)
10 Bedrooms 24 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 R4,580 per night
10.0 (25 Reviews)
2 Bedrooms 5 Guests
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Sage Modern Apartments Near Union Park in West Loop
Apartment
Sage Modern Apartments Near Union Park in West Loop
From ZA R5,637 per night
|
9.7 (14 Reviews)
6 Bedrooms 15 Guests
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Cozy 1 BR 1 Parking Sleeps 4
Apartment
Cozy 1 BR 1 Parking Sleeps 4
From ZA R4,446 per night
|
9.7 (11 Reviews)
1 Bedroom 4 Guests
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About Casai's Private Villas and Holiday Rentals in Michigan Avenue

Discover more than 3866 vacation rentals available in Michigan Avenue. 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 Michigan Avenue.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Michigan Avenue, 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 Michigan Avenue. On average, places to stay near Michigan Avenue offer 745.08 ft², with nightly prices averaging ZA R6,424.

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

Other Places to Stay in Michigan Avenue, IL


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Frequently Asked Questions About Michigan Avenue?

What are the top holiday rentals in Michigan Avenue?

How many Casai.co.za holiday rentals are available in Michigan Avenue?

As of 2025, Casai boasts over 3866 properties listed in the Michigan Avenue area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Michigan Avenue.

Nearby Neighborhood (12)

Neighborhood Property Count
Downtown Chicago Vacation Rentals in Chicago, Illinois 1520
The Loop Vacation Rentals in Chicago, Illinois 708
Near North Side Vacation Rentals in Chicago, Illinois 595
South Loop Vacation Rentals in Chicago, Illinois 366
River North Vacation Rentals in Chicago, Illinois 312
Lakeview Vacation Rentals in Chicago, Illinois 275
West Loop Vacation Rentals in Chicago, Illinois 217
Lincoln Park Vacation Rentals in Chicago, Illinois 157
Hyde Park Vacation Rentals in Chicago, Illinois 106
O'Hare Vacation Rentals in Chicago, Illinois 52
Gold Coast Vacation Rentals in Chicago, Illinois 37
Magnificent Mile Vacation Rentals in Chicago, Illinois 3906

There are 3866 Michigan Avenue, IL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Michigan Avenue