This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Illinois Vacation Rentals Show this location only Back to top
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Penthouse Duplex #1
3BR+/2.5BA
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Sleeps 6-8
– #7757
$600 - $760 per night 3 night min stay
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Penthouse #5
1BR+/1BA
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Sleeps 2-4
– #65673
$250 - $300 per night 3 night min stay
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Grand Plaza Penthouse #6
2BR+/2BA
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Sleeps 4-6
– #72685
$400 - $500 per night 3 night min stay
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Penthouse Duplex #2
3BR+/3BA
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Sleeps 6-8
– #109064
$600 - $800 per night 3-4 night min stay
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Spacious 4 Bedroom in the Heart of Lincoln Park, Clark St - Sleeps 8
4BR/1BA
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Sleeps 8
– #21849
$325 per night 3 night min stay
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Penthouse Duplex #3
2BR+/3BA
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Sleeps 6-8
– #275170
$510 - $650 per night 3-4 night min stay
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Downtown Chicago Luxury Home - Elegance, Comfort, Convenience
4BR/4BA
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Sleeps 11
– #71811
$600 - $850 per night 3-5 night min stay
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Magnificent Mile Luxury Corner Unit on 45th Floor with Great Views
2BR/2BA
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Sleeps 6
– #334664
$395 per night 3 night min stay
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Chicago Luxurious Vintage Condo on the North Shore
3BR+/2BA
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Sleeps 8
– #290256
$189.$259/nt - $995- $1395/wk
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The Bucktown House - 4 Bedroom Coach House - Beautiful!
4BR+/2BA
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Sleeps 8-10
– #251084
$240 per night 3 night min stay
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Penthouse #4
2BR+/2BA
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Sleeps 4-7
– #429106
$510 - $610 per night 3 night min stay
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6 Bed/6 Bath Huge Contemporary House in the Suburbs of Chicago
6BR/4.5+BA
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Sleeps 20-30
– Chicago #3021174ha
$650 - $950 per night 2-3 night min stay
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Location is Fabulous~Cozy 2bd/2BA in Brownstone on Gold Coast
2BR+/2BA
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Sleeps 4-8
– #348041
$335 - $460 per night 2 night min stay
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Luxury Resort in the Heart of Downtown Chicago
2BR+/2BA
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Sleeps 4-6
– #369159
$395 - $420
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Luxury 47th Floor 2 Bedroom in Magnificent Mile with Great Views
2BR/2BA
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Sleeps 4-6
– #370405
$3,600 - $7,921/mo adjusted by season
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Chicago Luxurious Vintage Vacation Condo
2BR/2BA
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Sleeps 2-6
– #265424
$149-$189/nt - $795- $1095/wk
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Luxurious Condo in Perfect Location ..Sleeps 8..Winter Savings
3BR+/2BA
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Sleeps 6-8
– #319901
$225 - $300 per night 2-3 night min stay
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The Northside Suites #2 - 2 Bed 2 Bath - Blocks to Mag Mile!
2BR+/2BA
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Sleeps 4-6
– #191106
$275 per night 3 night min stay
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Victorian Greystone 3 BR Flat in Chicago's Wrigleyville!
3BR/1BA
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Sleeps 6
– #147671
From $350/nt or $2100/wk
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Chicago/Evanston 4BR/4BA Home, Golf /Downtown Train 2 Blocks
4BR+/3.25BA
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Sleeps 8-10
– #153843
$395/nt
- Condo in Hot Bucktown / Wicker Park Neighborhood 2BR/2BA – Sleeps 6 – #345066
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Roscoe Village Guesthouse, Modern,Close to Dwntwn/Wrigley, a+
3BR+/2BA
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Sleeps 6-14
– #164188
$250.00/nt
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Magnificent Mile Corner Unit on 28th Floor with Great Views
2BR/2BA
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Sleeps 4-6
– #370406
$3,600 - $7,921/mo adjusted by season
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Historical Home Minutes from Downtown
5BR+/3BA
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Sleeps 10-12
– #327039
$250 - $350 per night 2 night min stay
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The Maud House of Lincoln Park
2BR+/3BA
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Sleeps 4-7
– #406848
$325 per night 3 night min stay
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The Biddle House of Old Town - Walk to Lake and Magnificent Mile!
4BR/2BA
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Sleeps 8-10
– #396305
$225 per night 3 night min stay
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Walk to Everything!** Stunning Views of the City and Lake!3x
3BR/2.5BA
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Sleeps 3-30
– #282940
$200- $315/nt
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W**O**W*2 BR/2 BA Condo in Heart of City!! Steps to Everything
2BR+/2BA
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Sleeps 4
– #159001
$250/nt
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3BR/2.5BA-Stunning Views of the Lake & City/Walk to Navy Pier
3BR/2BA
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Sleeps 6
– #297571
$200- $315/nt
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Walk to Everything!* Breathtaking Views of the City and Lake
3BR/2BA
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Sleeps 6-30
– #297572
$200- $315/nt
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May Specials! Email Now for Incredible Values!
2BR+/2BA
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Sleeps 4-6
– #376149
Please email for rates $0
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Penthouse Suite,Roscoe Village, Lakeview, Skylights,Cubs, a+
3BR+/2BA
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Sleeps 6-8
– #395677
$275/Nt
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Available Memorial Day Weekend-Amazing Skyline, Lake, River Views, Walk to All
2BR+/2BA
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Sleeps 4-6
– #408313
please email for rates
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Lincolnpark,Childrens Memorial,Depaul,Downtown-Close to El
4BR+/2BA
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Sleeps 8-10
– #311953
From $300/nt
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Near Chicago's Historic Water Tower
4BR/4BA
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Sleeps 8-14
– #449948
$700 - $800 per night 3-5 night min stay
- 129/Night After Oct 15th. Downtown Discounted Rates!!!!! 1BR/1BA – Sleeps 3 – #391029ha
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Millennium Park 2 Bedrooms, 2 Baths
2BR/2BA
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Sleeps 4
– #391030ha
$289 per night 3 night min stay
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2bd Unit on Michigan Ave
2BR/2BA
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Sleeps 4
– #391036ha
$329 per night 3 night min stay
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5 Minutes Ride to Downtown Bathhouse 2bd
1BR/1BA
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Sleeps 4
– #391031ha
$169 per night 3 night min stay
- Chicago Loop Business District. Close to Sears Tower and Public Transportation 1BR/1BA – Sleeps 3 – #391034ha
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3 BR/2.5 BA Downtown Condo - Walking Distance to Everything
3BR/2BA
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Sleeps 6
– #318483
$315/nt
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2000 Sq Ft Historic 2.5 Bedroom in the Heart of Lincoln Park!
3BR/1.5BA
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Sleeps 7-8
– #461898
$300 per night 3 night min stay
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Licensed Vr 1bd Sleep 4 in Logan Square, Historic Apartment!!!
1BR/1BA
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Sleeps 4
– #391038ha
$129 per night 2 night min stay
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Loop-4101 Furnished Apartment
1BR+/1BA
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Sleeps 3-4
– #374031
$155 - $249/nt
- 129/Night After Oct 15th !!! Close to Lincoln Prk. Free St Parking! 2BR/2BA – Sleeps 4 – #391032ha
- Cheap Studio Downtown in Great Location 1BR/1BA – Sleeps 3 – #391037ha
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Teri's Chicago Guest Houses * Wrigley Suite * Wrigleyville
10BR/6BA
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Sleeps 20
– #59723
$399 - $499 per night 3 night min stay
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Teri's Chicago Guest House * Shoreline Suite * Wrigleyville
3BR/2BA
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Sleeps 6
– #59725
$311 - $389 per night 3 night min stay
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Teri's Chicago Guest Houses * Clark Suite * Wrigleyville
3BR+/2BA
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Sleeps 8
– #115984
$459 per night 3 night min stay
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Mag Mile!- Gold Coast Brownstone- Incredible Location.Licensed
1BR+/1BA
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Sleeps 2-4
– #179390
$205 - $285 per night 2 night min stay
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Mag Mile!-Beautiful Brownstone- 2 Other Apts. in Bldg. Too!
2BR+/2BA
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Sleeps 4-8
– #179389
$305 - $460 per night 2 night min stay
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Mag Mile!- Beautiful Brownstone- the Best Location Downtown.
1BR+/1BA
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Sleeps 2-4
– #177026
$205 - $285 per night 2 night min stay
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Teri's Chicago Guest Houses * Southport Suite * Lakeview
3BR/2.5BA
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Sleeps 6
– #52837
$272- $425/nt
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Luxury 2 Bedroom on 48th Floor with Great Views in Magnificent Mile
2BR/2BA
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Sleeps 6
– #334879
$215 - $508 per night
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Great Views-Luxury 2 Bedroom on 32nd Floor Magnificent Mile
2BR/2BA
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Sleeps 6
– #334875
$215 - $508 per night
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Magnificent Mile Luxury High Rise on 43rd Floor with Great Views
2BR/2BA
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Sleeps 6
– #334877
$215 - $508 per night
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Mag Mile Location! 52nd Floor- a Guest Favorite!
2BR+/2BA
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Sleeps 4-6
– #115555
From $5000/Month
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Ch Southport Suites - a Luxury Inn / Walk to Cubs/Wrigley Field!
2BR+/1BA
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Sleeps 7
– #193510
From $199/nt (low season)
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Lincoln Park 4 Bedroom Suite - Heart of Lincoln Park!
4BR/2BA
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Sleeps 8-10
– #236439
$4980 per month 30 night min stay
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Beautiful and Luxurious Andersonville 3 BR/2 BA
3BR+/2BA
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Sleeps 8
– #244358
$170-360/nt, $75 cleaning fee, 16.4% tax
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Beautiful and Luxurious 3 Bedroom / 2 Bathroom Condo
3BR/2BA
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Sleeps 8
– #247326ha
$250 - $360 per night
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The Rush St Suites - Magnificent Mile, Michigan Ave
Studio/1BA
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Sleeps 2
– #215290
$2490 per month 30 night min stay
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Best Wrigleyville Luxury Condos for Chicago & Cubs Sleep 6-10-40
11BR+/8BA
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Sleeps 22-40
– #287826
$2,999 to $5,999
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Eurasian Chic Gold Coast... Dine/Shop/Swim... Walk to Everything
1BR/1BA
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Sleeps 2-6
– #470106
$275 - $285 per night 2 night min stay
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Roscoe Village Guesthouse Close to Wrigley Great Neighborhood!
2BR+/2BA
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Sleeps 2-14
– #169460
$225/nt
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Luxury Rental, Modern, a+Location
3BR+/2BA
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Sleeps 6-8
– #180856
$250/nt base rate
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Luxury Penthouse Lincoln Park!! Close to Downtown and El
2BR+/2BA
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Sleeps 2-6
– #202626
$275/nt base rate
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W*O**W*** 3bd/2.5BA*** Walk to Everything*** Great Location
3BR/2.5BA
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Sleeps 6-30
– #199279
$250- $315/nt
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Mag Mile Hi-Rise Penthouse.
2BR+/2BA
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Sleeps 6
– #71247
$3,500- $6,500/month
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1 BR/1 BA in Chicago Upscale Luxury Boutique Hotel--Winter Special!!!
1BR/1BA
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Sleeps 2-4
– #359091
$175 per night 2 night min stay
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Chicago Gold Coast Luxury Steps from Mag Mile
1BR+/1BA
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Sleeps 2-3
– #110442
Starting at $2000/mo
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Heart of Lincoln Park! Sleeps 4-14.
4BR+/2BA
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Sleeps 4-14
– #373250
$2000- $5000/stay
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Beautiful and Luxurious Andersonville 2 BR /2 BA
2BR/2BA
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Sleeps 6
– #974965ha
$173 - $280 per night
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Beautiful 3 Bedroom/2bath Condo Overlooking Park and Lake.
3BR/2BA
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Sleeps 5-6
– #383775
1500/wk, 4000/mo
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Lincoln Park New Rehabbed and New Furniture, Awesome Location, Depaul
2BR+/1BA
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Sleeps 4-6
– #431316
$250 us
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Location, Location; Sleeps 3 -Fantastic Location 4 Chicago
1BR+/1BA
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Sleeps 2-3
– #349940
From $2300/month US Dollars
- Penthouse with Stunning Views of the Lake and City! 2BR/2BA – Sleeps 6 – #3465475ha
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Just Renovated 1870's Cottage in the Heart of Wicker Park
2BR+/2BA
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Sleeps 4-7
– #359117
$7500/month
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Roscoe Village/Wriglyville Home Rental,Brand New Building
3BR/2BA
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Sleeps 6-8
– #422128
From 275.00 per night off season
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Great Location!! Roscoe Village, Lakeview, Close to Wrigley
3BR+/2BA
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Sleeps 4-8
– #190489
$225.00/nt Base Rate
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Roscoe Village- Steps Away to Cute Shops & Dining Sleeps 4-6
2BR+/1BA
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Sleeps 4-6
– #375331
$155 - $249 per night 2-3 night min stay
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Deluxe 2 BR Roscoe Village Guest Suite - Amazing Deal!
2BR+/1BA
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Sleeps 6
– #301852
From $175/nt
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"Luxury Townhome"--Unbeatable Location--Great Reviews!!!
2BR+/1.5BA
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Sleeps 6
– #179431
$250-275/nt-$1500- 1700/wk-$2600-4500/mo
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Luxury Modern Condo, Five-Star Amenties!! Hot Summer Specials!
1BR+/1BA
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Sleeps 2-5
– #145163
$185-$250/nt - $3950/mo
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2BR/1BA Condo Off Michigan Ave
2BR+/1BA
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Sleeps 4
– #71820
$4000/mo
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Bucktown, Urban Luxury and Convenience. Easy Access to All Chicago
3BR/2BA
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Sleeps 6-8
– #454266
$2850 - $3750 per month 30 night min stay
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Prime Lincoln Park Location!! Gorgeous Townhome!
3BR+/2.5BA
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Sleeps 7-9
– #354919
$400 per night 4 night min stay
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Million Dollar Penthouse Condominium
4BR/3.5BA
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Sleeps 10
– #299701
From $799/nt - $5000/wk - $12,500/mo
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Beautiful and Luxurious Andersonville 2 BR /2 BA
2BR+/2BA
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Sleeps 6
– #405325
$150-280/nt, $75 cleaning fee, 16.4% tax
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Fantastic Downtown Chicago Condo
1BR/1BA
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Sleeps 3
– #3472100ha
$130 - $150 per night 4 night min stay
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B&B Style Apartment in Chicago's Gold Coast
1BR+/1BA
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Sleeps 2-3
– #309916
$200- $279/nt
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Wrigleyville Coach House***Last Minute Available***2 Story***Private
3BR+/1BA
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Sleeps 6-12
– #376549
From $195/nt
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Lakeview / Lincoln Park Vintage Charm Updated Amenities.
2BR+/1BA
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Sleeps 4-6
– #197187
$195-$250/nt - $2200-$3600/mo
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Serene Furnished Rental Near Lake, Train & 15 Minutes to Downtown
3BR/1BA
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Sleeps 5
– #233792
$875 - $1225 per week 7 night min stay
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Enjoy Chicago's Fall and Winter Wonderland at Amazing Prices
1BR+/1BA
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Sleeps 2-5
– #125325
From $100/nt - $750/wk - $1750/mo
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Roscoe Village- Only Steps to Cute Shops & Dining! Sleeps 4-6
2BR+/1BA
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Sleeps 6
– #429436
$145 - $229 per night 2-3 night min stay
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Close to Downtown & McCormick Place. Hot Tub, Amazing View & Parking
3BR/1.5BA
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Sleeps 6
– #152435
$180 - $245 per night
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Great Summer Vacation & Corporate Rental
3BR+/1BA
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Sleeps 9-20
– #68305
$220 per night 4 night min stay
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Luxury and Value. Near Downtown and McCormick Place in Chicago
2BR+/1.5BA
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Sleeps 6
– #376319
$180 - $245 per night
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3BR/2BA Lux Condo, 1/2 Block Frm Lsd, Short Drive to Mag Mile
3BR+/2BA
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Sleeps 6-8
– #147152
From $200/nt
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Penthouse Duplex #1
3BR+/2.5BA
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Sleeps 6-8
– #7757