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Chicago Vacation Rental Accommodations - Page 1 of 3

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SPECIAL OFFER! Stay 4 nights and the 5th night is FREE! November 12 - November 11

Chicago Wrigleyville/Southport Corridor Luxury Inn

  • 2 BR/1 BA Condo (sleeps 6)
    $179/nt
    per property, town, garden, pets considered, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago Truly Stunning Skyline/River Views! All Luxury Perfect Location w/Free Parking!

  • 2 BR/2 BA Condo (sleeps 6)
    $199 - $299/nt
    $1,294 - $1,699/wk
    per property, downtown, river, balcony, fitness room, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago $99 per Bedroom* 2BR-Spectacular Modern Corner Unit in an Amazing Location!

  • 2 BR/2 BA Apartment (sleeps 6)
    $239/nt
    per apartment, air-conditioning, balcony, downtown, clothes dryer, dish washer, DVD, family, refrigerator

Chicago $99 per Bedroom* 2BR -Awesome Loft! Walking Distance Downtown/Mag Mile

  • 2 BR/2 BA Condo (sleeps 6)
    $179/nt
    per condo, air-conditioning, downtown, clothes dryer, dish washer, DVD, family, refrigerator, historic

Chicago $99 per night!! 2BR HOME BY LINCOLN SQUARE PERFECT LOCATION WALK TO TRAIN

  • 2 BR/1 BA House (sleeps 6)
    $99 - $149/nt
    $693 - $899/wk
    per property, beach, downtown, pool, terrace, pets considered, air-conditioning, internet access, satellite or cable, TV

Chicago Great Value, Near Downtown & McCormick Place. Hot Tub, Amazing View, & Parking

  • 3 BR/1 BA, 1 half bath Apartment (sleeps 6)
    $125 - $195/nt
    $750 - $1,100/wk
    per property, town, sauna, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Chicago 4 BR - Gorgeous Contemporary Sleek Home

  • 4 BR/3 BA House (sleeps 12)
    $449/nt
    per house, air-conditioning, downtown, clothes dryer, coffee grinder, cycling, deck wood, dish washer, DVD

Chicago SpSuites - Millenium Park

  • 1 BR/1 BA Apartment (sleeps 3)
    $110 - $180/nt
    $800 - $1,300/wk
    $2,500 - $3,400/month
    per apartment, air-conditioning, balcony, clothes dryer, dish washer, family, refrigerator, ice maker, iron & board

Chicago Sp Suite MIllenum Park

  • 1 BR/1 BA Condo (sleeps 2)
    $130 - $180/nt
    $800 - $1,000/wk
    $2,300 - $3,000/month
    per property, downtown, lake, jacuzzi, balcony, fitness room, air-conditioning, internet access, satellite or cable, TV

Chicago $99 per Bedroom 4 BR - Near McCormick Place, Amenities Galore

  • 4 BR/3 BA, 1 half bath House (sleeps 10)
    $399/nt
    per house, air-conditioning, balcony, beach, blender, clothes dryer, cycling, deck wood, dish washer

Chicago $99 per night!! Gorgeous 2BR Home in Mayfair/Lincoln Square Free Parking!

  • 2 BR/1 BA House (sleeps 8)
    $99 - $149/nt
    $693 - $899/wk
    per property, downtown, lake, garden, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Chicago Luxury Resort in the Heart of Downtown Chicago

  • 2 BR/2 BA Condo (sleeps 5)
    $320 - $360/nt
    $1,850/wk
    $5,000/month
    per property, downtown, lake, tennis court, garden, terrace, balcony, pets considered, fitness room, air-conditioning

Chicago Beautiful Classic Brownstone Home

  • 5 BR/3 BA House (sleeps 13)
    $429 - $499/nt
    per property, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago 20%til sept 7Luxury Penthouse in A++LincolnPark,Depaul ,'Suites of Old Town #3'

  • 2 BR/2 BA Condo (sleeps 6)
    $275/nt
    per property, beach, downtown, garden, air-conditioning, internet access, satellite or cable, TV, DVD, barbecue

Chicago Luxury Penthouse Lakeview/Roscoe Village A

  • 2 BR/2 BA Condo (sleeps 6)
    $225/nt
    per property, downtown, village, pool, jacuzzi, balcony, pets considered, air-conditioning, internet access, satellite or cable

Chicago Great City Views, Off Michigan Ave/Mag Mile Contemporary. 1BR/1BA Gold Coast

  • 1 BR/1 BA Condo (sleeps 3)
    $175 - $250/nt
    per property, downtown, pool, garden, terrace, balcony, fitness room, air-conditioning, internet access

Chicago Teri's Chicago Guest House *Clark Suite * Wrigleyville

  • 3 BR/2 BA Apartment (sleeps 8)
    $359 - $449/nt
    per property, downtown, lake, garden, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Chicago Gold Coast High-rise: 1 Block to Mich Ave Shopping. Best Location

  • 2 BR/2 BA Condo (sleeps 6)
    $99 - $299/nt
    $800 - $1,500/wk
    $2,200 - $4,500/month
    per property, downtown, terrace, fitness room, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago Amazing Views of the Chicago Skyline from this Luxury Condo

  • 2 BR/2 BA Condo (sleeps 4)
    $115 - $125/nt
    $725 - $775/wk
    $2,250/month
    per property, downtown, lake, balcony, fitness room, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago Luxurious Chicago Condo Overlooking Lake Michigan, Soldier Field & Museum Campus

  • 3 BR/3 BA Condo (sleeps 6)
    $400 - $450/nt
    per property, downtown, lake, balcony, pets considered, fitness room, air-conditioning, internet access, satellite or cable, TV

Chicago Teri's Chicago Guest House * Wrigley Suite * Wrigleyville

  • 4 BR/2 BA Apartment (sleeps 8)
    $396 - $495/nt
    per property, downtown, lake, garden, air-conditioning, internet access, satellite or cable, TV, DVD, parking

Chicago Beautiful Brand-new Condo in trendy Andersonville

  • 3 BR/2 BA Condo (sleeps 8)
    $200/nt
    $1,100/wk
    $4,000/month
    per property, downtown, lake, jacuzzi, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago Magnificent Mile , Gold Coast Luxury Brownstone Downtown!

  • 2 BR/2 BA Apartment (sleeps 6)
    $275 - $400/nt
    per property, downtown, lake, air-conditioning, internet access, satellite or cable, TV, DVD, fireplace

Chicago ZEN Modern Luxury - steps from MagMile/Trump/Restaurants/Clubs

  • 1 BR/1 BA Condo (sleeps 6)
    $175 - $199/nt
    $1,300 - $1,399/wk
    per property, downtown, lake, tennis court, garden, terrace, air-conditioning, internet access, satellite or cable, TV

Chicago Teri's Chicago Guest House * Shoreline Suite * Wrigleyville

  • 3 BR/2 BA Apartment (sleeps 6)
    $299 - $379/nt
    per property, downtown, lake, garden, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago Teri's Chicago Guest House * Lakeview Suite * Wrigleyville

  • 3 BR/2 BA Condo (sleeps 6)
    $299 - $379/nt
    per property, downtown, lake, garden, terrace, air-conditioning, internet access, TV, DVD

Chicago 600 feet from Wrigley Home Plate.... but an elegant world away!

  • 2 BR/1 BA Condo (sleeps 8)
    $425/nt
    per property, downtown, town, garden, balcony, pets considered, air-conditioning, internet access, satellite or cable, TV

Chicago The Penthouse at Grand Plaza

  • 3 BR/2 BA Condo (sleeps 8)
    $525 - $625/nt
    per property, downtown, lake, sauna, balcony, fitness room, air-conditioning, internet access, satellite or cable, TV

Chicago Teri's Chicago Guest House * Belmont Suite* Wrigleyville

  • 2 BR/1 BA Apartment (sleeps 4)
    $199 - $249/nt
    per property, downtown, lake

Chicago 6 Star Hotel like 4-Story French Style House Next to the McCormick Place

  • 4 BR/2 BA, 1 half bath House (sleeps 12)
    $499 - $549/nt
    per property, downtown, river, garden, balcony, air-conditioning, internet access, DVD, parking

Chicago Classic 3 Bedroom Victorian Greystone in Chicago's Wrigleyville!

  • 3 BR/1 BA Apartment (sleeps 5)
    $2,205/wk
    per property, downtown, lake, balcony, air-conditioning, internet access, TV, DVD

Chicago Gold Coast Brownstone---Steps from Mag Mile/Michigan Ave Shops

  • 2 BR/1 BA Apartment (sleeps 6)
    $300/nt
    $1,800/wk
    $4,500/month
    per property, downtown, lake, balcony, pets considered, fitness room, air-conditioning, internet access, satellite or cable, TV

Chicago Great holiday hotel alternative while visiting family in the area!

  • 2 BR/1 BA House (sleeps 6)
    $115 - $130/nt
    $650/wk
    $1,800/month
    per property, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago Luxurious SF House in Heart of Wrigleyville, Fall Special

  • 4 BR/3 BA House (sleeps 10) downtown, lake, jacuzzi, garden, terrace, air-conditioning, internet access, satellite or cable, TV

Chicago Modern 3 Bedroom Condo in Chicago West Lakeview

  • 3 BR/2 BA Condo (sleeps 9) downtown, lake, jacuzzi, terrace, balcony, pets considered, air-conditioning, internet access, satellite or cable

Chicago March/April Special! Amazing 2 BR Towering Over Chicago

  • 2 BR/1 BA Condo (sleeps 4)
    $225/nt
    $1,400/wk
    $6,500/month
    per property, downtown, pool, air-conditioning, internet access, satellite or cable, DVD

Chicago Downtown Waterfront Property with City Views

  • 3 BR/3 BA Townhome (sleeps 10)
    $550 - $600/nt
    $3,600/wk
    $8,000/month
    per property, downtown, river, garden, balcony, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago Massive! 1800 Sq. Ft Corner unit Overlooking Lake Michigan, City and Navy Pier!

  • 3 BR/2 BA, 1 half bath Apartment (sleeps 8)
    $399 - $425/nt
    $2,495/wk
    $9,500/month
    per property, downtown, lake, sauna, fitness room, air-conditioning, internet access, satellite or cable, TV, DVD

Chicago $129 per Bedroom* 2BR- Gorgeous Condo w/ Incredible view Downtown/Michigan Ave

  • 2 BR/2 BA Condo (sleeps 6) adventure, air-conditioning, beach, beach chairs, downtown, clothes dryer, cycling, deck wood

Chicago $129 per Beroom 1BR - Loop Timber Loft near Downtown/Michigan Ave/Grant Park

  • 1 BR/1 BA Condo (sleeps 4) air-conditioning, downtown, clothes dryer, cycling, dish washer, family, refrigerator, iron & board

Chicago $129 per Bedroom* 2BR -Beautiful Dwntown Condo with a Splendid View Dwntwn/Michigan Ave/Grand Park

  • 2 BR/2 BA Condo (sleeps 6) air-conditioning, beach, downtown, clothes dryer, cycling, deck wood, dish washer, DVD

Chicago $129 per Bedroom* 4BR - CONTEMPRARY HOME w/ Luxurious Finishes & Great Location

  • 4 BR/4 BA House (sleeps 12) air-conditioning, beach, downtown, clothes dryer, cycling, deck wood, dish washer, family

Chicago $129 per Bedroom* 4 BR - Luxurious Multi-Level Downtown Home with Amazing Views!

  • 4 BR/4 BA, 1 half bath House (sleeps 10) adventure, air-conditioning, downtown, clothes dryer, cycling, deck wood, dish washer, DVD

Chicago $89 per Bedroom* 3 BR -Breathtaking Graystone just Minutes from Wrigley Field

  • 3 BR/3 BA Condo (sleeps 8) adventure, air-conditioning, balcony, blender, downtown, clothes dryer, cycling, dish washer

Chicago $89 per Bedroom* 9 BR -Breathtaking Graystone Just Minutes Wrigley Field

  • 9 BR/6 BA House (sleeps 21) adventure, air-conditioning, balcony, downtown, clothes dryer, cycling, dish washer, DVD

Chicago $129 per Bedroom* 4BR - Beautiful New Home near Wrigleyville!

  • 4 BR/6 BA House (sleeps 10) adventure, air-conditioning, balcony, blender, downtown, clothes dryer, cycling, deck wood

Chicago $89 per Bedroom* 15 BR - Brand New Condo Just Across Wrigley Field!

  • 11 BR/6 BA Condo (sleeps 21) adventure, air-conditioning, balcony, barbecue, downtown, clothes dryer, cycling, deck wood

Chicago $99 per Bedroom* 6BR-Magnificent Luxury Single Family Home Wrigleyville

  • 6 BR/5 BA Apartment (sleeps 12) adventure, air-conditioning, balcony, beach, beach chairs, blender, books, child's highchair

Chicago $129 per Bedroom* 4BR-Luxurious Home with Breathtaking Panoramic View of Skyline

  • 4 BR/3 BA House (sleeps 10) air-conditioning, balcony, beach, chauffeur, clothes dryer, cycling, deck wood, dish washer

Chicago $89 per Bedroom* 3BR-Brand New Duplex Just Across Wrigley Field!

  • 3 BR/2 BA Condo (sleeps 8) air-conditioning, balcony, clothes dryer, cycling, deck wood, dish washer, DVD, family
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