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Vacation Rentals
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Illinois
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Chicago
1
BR /
1
BA /
Sleeps
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Featured
2
BR /
2
BA /
Sleeps
6
From $225/nt
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From $305/nt
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BA /
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From $220/nt
Featured
Chicago Condo Rentals with Outdoor Grill
(63)
sort by
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Accepts Online Payments
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Bedrooms: Most to Least
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Price: Low to High
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Special Offers First
Penthouse #5
1 Bedrooms,
1
Bathroom
, Sleeps 4
$250 - $300
per night
Penthouse #5
Book it Now!
3 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Illinois
>
Chicago Condo
#65673vb
(196)
Compare
Grand Plaza Penthouse #6
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$400 - $500
per night
Grand Plaza Penthouse #6
Book it Now!
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#72685vb
(102)
Compare
Penthouse Duplex #2
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$600 - $800
per night
Penthouse Duplex #2
Book it Now!
3 - 4 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Illinois
>
Chicago Condo
#109064vb
(25)
Compare
Luxury Resort in the Heart of Downtown Chicago
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$420
per night
Luxury Resort in the Heart of Downtown Chicago
3 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#242128
(46)
Compare
Luxurious Condo in Perfect Location ..Sleeps 8..Winter Savings
3 Bedrooms, Sleeps 8
$225 - $300
per night
Luxurious Condo in Perfect Location ..Sleeps 8..Winter Savings
2 - 3 night Minimum Stay
3
BR,
Sleeps
8
Illinois
>
Chicago Condo
#277850
(13)
Compare
Chicago Luxurious Vintage Vacation Condo
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Chicago Luxurious Vintage Vacation Condo
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#285318
(17)
Compare
Michigan Ave - 3 Bedroom
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 7
$425
per night
Michigan Ave - 3 Bedroom
3 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
7
Illinois
>
Chicago Condo
#3013292
Compare
LUX 3 Bedroom on Michigan Ave
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 7
LUX 3 Bedroom on Michigan Ave
3
BR,
2
BA,
1
HF BA,
Sleeps
7
Illinois
>
Chicago Condo
#3010289
(5)
Compare
May Specials! Email Now for Incredible Values!
2 Bedrooms,
2
Bathrooms
, Sleeps 6
May Specials! Email Now for Incredible Values!
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#923719
(9)
Compare
**Walk to Everything!** Stunning Views of the City and Lake!3x
3 Bedrooms, Sleeps 30
**Walk to Everything!** Stunning Views of the City and Lake!3x
3
BR,
Sleeps
30
Illinois
>
Chicago Condo
#282940vb
Compare
Beautiful and Luxurious 3 Bedroom / 2 Bathroom Condo
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$250 - $360
per night
Beautiful and Luxurious 3 Bedroom / 2 Bathroom Condo
3 - 4 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Illinois
>
Chicago Condo
#247326
(42)
Compare
Spacious 2 bed, 2 bath luxury apartment close to Mag Mile.
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$1,400
per week
Spacious 2 bed, 2 bath luxury apartment close to Mag Mile.
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Illinois
>
Chicago Condo
#950736
1 Review
Compare
Beautiful and Luxurious Andersonville 2 BR /2 BA
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$220 - $280
per night
Beautiful and Luxurious Andersonville 2 BR /2 BA
3 - 4 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#974965
Compare
Penthouse on Michigan Ave | Skyline and Lake Views | Downtown Loop
3 Bedrooms,
2
Bathrooms
, Sleeps 7
Penthouse on Michigan Ave | Skyline and Lake Views | Downtown Loop
3
BR,
2
BA,
Sleeps
7
Illinois
>
Chicago Condo
#3025053
(5)
Compare
Fantastic Downtown Chicago Condo
1 Bedrooms,
1
Bathroom
, Sleeps 3
$130 - $150
per night
Fantastic Downtown Chicago Condo
4 night Minimum Stay
1
BR,
1
BA,
Sleeps
3
Illinois
>
Chicago Condo
#3472100
Compare
Fantastic Downtown Chicago Condo
2 Bedrooms,
2
Bathrooms
, Sleeps 5
$180 - $200
per night
Fantastic Downtown Chicago Condo
4 night Minimum Stay
2
BR,
2
BA,
Sleeps
5
Illinois
>
Chicago Condo
#3486085
Compare
Fabulous Lincoln Park Apartment near DePaul University, Luxury Unit
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$210 - $285
per night
Fabulous Lincoln Park Apartment near DePaul University, Luxury Unit
2 - 3 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Illinois
>
Chicago Condo
#296798
(17)
Compare
Terrific Lincoln Park apartment near DePaul University,Beautiful Condo
3 Bedrooms,
1
Bathroom
, Sleeps 8
$185 - $275
per night
Terrific Lincoln Park apartment near DePaul University,Beautiful Condo
2 - 3 night Minimum Stay
3
BR,
1
BA,
Sleeps
8
Illinois
>
Chicago Condo
#939473
2 Reviews
Compare
The Penthouse #1
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$590 - $760
per night
The Penthouse #1
3
BR,
2
BA,
Sleeps
8
Illinois
>
Chicago Condo
#237915
(88)
Compare
Wrigleyville/Southport Corridor Luxury Inn Walk to Wrigley Field/Cubs
2 Bedrooms,
1
Bathroom
, Sleeps 7
Wrigleyville/Southport Corridor Luxury Inn Walk to Wrigley Field/Cubs
2
BR,
1
BA,
Sleeps
7
Illinois
>
Chicago Condo
#203741
(119)
Compare
Wrigleyville Hot Spot
4 Bedrooms,
3
Bathrooms
, Sleeps 16
$600 - $1,250
per night
Wrigleyville Hot Spot
3 night Minimum Stay
4
BR,
3
BA,
Sleeps
16
Illinois
>
Chicago Condo
#465522vb
1 Review
Compare
Lakeshore East - Luxury Resort Condo on High Rise Floor
1 Bedrooms,
1
Bathroom
, Sleeps 4
$399
per night
Lakeshore East - Luxury Resort Condo on High Rise Floor
2 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Illinois
>
Chicago Condo
#3009674
(5)
Compare
Lakeshore, Millennium Park High Rise
2 Bedrooms,
2
Bathrooms
, Sleeps 6
Lakeshore, Millennium Park High Rise
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#204526
(59)
Compare
Best Wrigleyville Luxury Condos for Chicago & CUBS Sleep 6-10-40
11 Bedrooms,
8
Bathrooms
, Sleeps 40
Best Wrigleyville Luxury Condos for Chicago & CUBS Sleep 6-10-40
11
BR,
8
BA,
Sleeps
40
Illinois
>
Chicago Condo
#931743
(18)
Compare
Beautiful 2 Bedroom, 2 Bath Condo in Andersonville with a patio
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$200 - $260
per night
Beautiful 2 Bedroom, 2 Bath Condo in Andersonville with a patio
3 - 4 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#990184
Compare
Spectacular Condo in the heart of Chicago
1 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 2
Spectacular Condo in the heart of Chicago
1
BR,
1
BA,
1
HF BA,
Sleeps
2
Illinois
>
Chicago Condo
#3011872
(9)
Compare
Luxurious, Urban, Modern 1BR High-Rise Condominium in Downtown Chicago for you!!
1 Bedrooms,
1
Bathroom
, Sleeps 2
$200 - $250
per night
Luxurious, Urban, Modern 1BR High-Rise Condominium in Downtown Chicago for you!!
2 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Illinois
>
Chicago Condo
#299812
(8)
Compare
Luxury Penthouse Lakeview/Roscoe Village,
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$225 - $250
per night
Luxury Penthouse Lakeview/Roscoe Village,
2 - 4 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Illinois
>
Chicago Condo
#228769
2 Reviews
Compare
Downtown Luxury Condo
1 Bedrooms,
1
Bathroom
, Sleeps 3
$3,400
per month
Downtown Luxury Condo
28 night Minimum Stay
1
BR,
1
BA,
Sleeps
3
Illinois
>
Chicago Condo
#200371
1 Review
Compare
Luxury Highrise Suite with Panoramic Views of Chicago's Skyline
1 Bedrooms,
1
Bathroom
, Sleeps 2
$185 - $225
per night
Luxury Highrise Suite with Panoramic Views of Chicago's Skyline
3 night Minimum Stay
1
BR,
1
BA,
Sleeps
2
Illinois
>
Chicago Condo
#378791
2 Reviews
Compare
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