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Vacation Rentals
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World
>
USA
>
Illinois
>
Chicago
5
BR /
4
BA /
Sleeps
14
From $650/nt
Featured
2
BR /
2
BA /
Sleeps
6
From $225/nt
Featured
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From $600/nt
Featured
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BA /
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From $375/nt
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1
BA /
Sleeps
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Featured
Chicago Condo Rentals
(98)
sort by
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Availability Last Updated
Accepts Online Payments
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Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
Chicago's Magnificent Mile -- Free Breakfast--South Michigan
1 Bedrooms,
1
Bathroom
, Sleeps 2
$1,190
per week
Chicago's Magnificent Mile -- Free Breakfast--South Michigan
7 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Illinois
>
Chicago Condo
#100840vb
(13)
Compare
2bd/1bt from $140 20min to City or O'Hare Airport.
2 Bedrooms,
1
Bathroom
, Sleeps 4
2bd/1bt from $140 20min to City or O'Hare Airport.
2
BR,
1
BA,
Sleeps
4
Illinois
>
Chicago Condo
#430584vb
(3)
Compare
The Northside Suites #2 - 2 Bed 2 Bath - Blocks to Mag Mile!
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$275
per night
The Northside Suites #2 - 2 Bed 2 Bath - Blocks to Mag Mile!
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#191106vb
2 Reviews
Compare
Mag Mile Location! 52nd Floor- a Guest Favorite!
2 Bedrooms, Sleeps 6
Mag Mile Location! 52nd Floor- a Guest Favorite!
2
BR,
Sleeps
6
Illinois
>
Chicago Condo
#115555vb
(75)
Compare
Walk to Chicago's Montrose Beach!
1 Bedrooms,
1
Bathroom
, Sleeps 4
$125 - $175
per night
Walk to Chicago's Montrose Beach!
2 - 3 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Illinois
>
Chicago Condo
#457940vb
Compare
Downtown Hi-Rise Open June 17-20 or Sept-Dec
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$300
per night
Downtown Hi-Rise Open June 17-20 or Sept-Dec
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Illinois
>
Chicago Condo
#370871vb
(5)
Compare
Featured - 1,900 Sq Ft - 2 Floors- Jacuzzi - Little Italy
1 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 4
$185 - $225
per night
Featured - 1,900 Sq Ft - 2 Floors- Jacuzzi - Little Italy
3 night Minimum Stay
1
BR,
1
BA,
1
HF BA,
Sleeps
4
Illinois
>
Chicago Condo
#344019vb
(9)
Compare
Reserve Your Cubs Weekends Now
3 Bedrooms, Sleeps 8
Reserve Your Cubs Weekends Now
3
BR,
Sleeps
8
Illinois
>
Chicago Condo
#267172vb
(10)
Compare
Excellent Wicker Park Location0 3 bd/2 ba
3 Bedrooms, Sleeps 8
Excellent Wicker Park Location0 3 bd/2 ba
3
BR,
Sleeps
8
Illinois
>
Chicago Condo
#457800vb
Compare
Lux Suite - Michigan Ave - Skyline Views
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$450
per night
Lux Suite - Michigan Ave - Skyline Views
3 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
8
Illinois
>
Chicago Condo
#445603vb
Compare
3BR/2BA Lux Condo, 1/2 Block Frm Lsd, Short Drive to Mag Mile
3 Bedrooms, Sleeps 8
3BR/2BA Lux Condo, 1/2 Block Frm Lsd, Short Drive to Mag Mile
3
BR,
Sleeps
8
Illinois
>
Chicago Condo
#147152vb
(50)
Compare
Luxury Chicago Lakefront Condo, Available for Holidays
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$300
per night
Luxury Chicago Lakefront Condo, Available for Holidays
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Illinois
>
Chicago Condo
#439776vb
Compare
2BR/2BA Gold Coast High Rise. Steps to Rush Street
2 Bedrooms, Sleeps 6
2BR/2BA Gold Coast High Rise. Steps to Rush Street
2
BR,
Sleeps
6
Illinois
>
Chicago Condo
#236022vb
(24)
Compare
Beautiful Lake View, Fully Furnished, Minutes to Downtown!
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$2,200 - $3,200
per month
Beautiful Lake View, Fully Furnished, Minutes to Downtown!
30 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Illinois
>
Chicago Condo
#328418vb
(5)
Compare
Beautiful 3 Bedroom/2bath Condo Overlooking Park and Lake.
3 Bedrooms,
2
Bathrooms
, Sleeps 6
Beautiful 3 Bedroom/2bath Condo Overlooking Park and Lake.
3
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#383775vb
Compare
Serene Furnished Rental near lake, train & 15 minutes to downtown
3 Bedrooms,
1
Bathroom
, Sleeps 5
$875 - $1,225
per week
Serene Furnished Rental near lake, train & 15 minutes to downtown
7 night Minimum Stay
3
BR,
1
BA,
Sleeps
5
Illinois
>
Chicago Condo
#233792vb
(19)
Compare
Luxury Modern Condo, Five-Star Amenties!! Hot Summer Specials!
1 Bedrooms, Sleeps 5
Luxury Modern Condo, Five-Star Amenties!! Hot Summer Specials!
1
BR,
Sleeps
5
Illinois
>
Chicago Condo
#145163vb
(14)
Compare
***W*O**W*** 3bd/2.5BA*** Walk to Everything*** Great Location
3 Bedrooms, Sleeps 30
***W*O**W*** 3bd/2.5BA*** Walk to Everything*** Great Location
3
BR,
Sleeps
30
Illinois
>
Chicago Condo
#199279vb
(11)
Compare
Museums, Parks, Lakefront, Mccormick Place and More (Deals)
Studio,
1
Bathroom
, Sleeps 4
Museums, Parks, Lakefront, Mccormick Place and More (Deals)
Studio,
1
BA,
Sleeps
4
Illinois
>
Chicago Condo
#89068vb
(17)
Compare
Million Dollar Penthouse Condominium
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 10
Million Dollar Penthouse Condominium
4
BR,
3
BA,
1
HF BA,
Sleeps
10
Illinois
>
Chicago Condo
#299701vb
(15)
Compare
Spacious 3 BR / 2 BA Minutes from O'Hare and Metro to Downtown
3 Bedrooms, Sleeps 6
Spacious 3 BR / 2 BA Minutes from O'Hare and Metro to Downtown
3
BR,
Sleeps
6
Illinois
>
Chicago Condo
#400317vb
Compare
Roscoe Village Guesthouse, Modern,Close to Dwntwn/Wrigley, a+
3 Bedrooms,
2
Bathrooms
, Sleeps 14
Roscoe Village Guesthouse, Modern,Close to Dwntwn/Wrigley, a+
3
BR,
2
BA,
Sleeps
14
Illinois
>
Chicago Condo
#164188vb
(4)
Compare
2 Bed 2 Bath Luxury Condo Chicago North Side
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$200
per night
2 Bed 2 Bath Luxury Condo Chicago North Side
2 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Illinois
>
Chicago Condo
#442907vb
Compare
Great Location!! Roscoe Village, Lakeview, Close to Wrigley
3 Bedrooms, Sleeps 8
Great Location!! Roscoe Village, Lakeview, Close to Wrigley
3
BR,
Sleeps
8
Illinois
>
Chicago Condo
#190489vb
(4)
Compare
Chicago Gold Coast Luxury Steps from Mag Mile
1 Bedrooms, Sleeps 3
Chicago Gold Coast Luxury Steps from Mag Mile
1
BR,
Sleeps
3
Illinois
>
Chicago Condo
#110442vb
(5)
Compare
Discover Chicago's Magnificent Mile- Centrally Located Condo
1 Bedrooms,
1
Bathroom
, Sleeps 3
Discover Chicago's Magnificent Mile- Centrally Located Condo
1
BR,
1
BA,
Sleeps
3
Illinois
>
Chicago Condo
#97881vb
2 Reviews
Compare
Mag Mile Hi-Rise Penthouse.
2 Bedrooms, Sleeps 6
Mag Mile Hi-Rise Penthouse.
2
BR,
Sleeps
6
Illinois
>
Chicago Condo
#71247vb
2 Reviews
Compare
2BR/1BA Condo Off Michigan Ave
2 Bedrooms, Sleeps 4
2BR/1BA Condo Off Michigan Ave
2
BR,
Sleeps
4
Illinois
>
Chicago Condo
#71820vb
(4)
Compare
Roscoe Village Guesthouse Lakeview/Roscoe Village, Cubs
2 Bedrooms, Sleeps 6
Roscoe Village Guesthouse Lakeview/Roscoe Village, Cubs
2
BR,
Sleeps
6
Illinois
>
Chicago Condo
#262861vb
1 Review
Compare
Lincolnpark,Childrens Memorial,Depaul,Downtown-Close to El
4 Bedrooms, Sleeps 10
Lincolnpark,Childrens Memorial,Depaul,Downtown-Close to El
4
BR,
Sleeps
10
Illinois
>
Chicago Condo
#311953vb
(3)
Compare
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