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Chicago Vacation Rental Accommodations - Page 1 of 2

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SPECIAL OFFER! Save 15% in April April 5 - April 30

Chicago Beautiful and Luxurious Andersonville 2 BR /2 BA

  • 2 BR/2 BA Condo (sleeps 6)
    $220 - $300/nt
    $1,980/wk
    $5,200 - $7,800/month
    per property, accept credit card, wheelchair accessible, Beach, Downtown, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable
SPECIAL OFFER! $99/night Apr Last Minute April 12 - May 15

Chicago $129/night in August. Downtown DISCOUNTED RATES!!!!!

  • 1 BR/1 BA Apartment (sleeps 2)
    $149/nt
    $945/wk
    $3,200/month
    per property, accept credit card, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television
SPECIAL OFFER! Save 15% in April April 5 - April 30

Chicago Beautiful and Luxurious 3 Bedroom / 2 Bathroom Chicago Vacation Rental

  • 3 BR/2 BA Condo (sleeps 8)
    $250 - $360/nt
    $1,830 - $2,340/wk
    $7,500 - $8,700/month
    per property, wheelchair accessible, Downtown, Lake, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Chicago Enjoy 'Little Europe', Park, Music, Other Great Venues at Low Introductory Rate!

  • 1 BR/1 BA Apartment (sleeps 4)
    $75 - $105/nt
    $470 - $660/wk
    $1,700 - $2,200/month
    per property, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Modern Luxury In Wicker Park, 14 Day Minimum Stay

  • 3 BR/5 BA House (sleeps 6)
    $486/nt
    $12,700/month
    per property, pets considered, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Chicago Luxury Studio, Steps To Everything

  • 1 BR1 BA Studio (sleeps 3)
    $150 - $185/nt
    per property, Hot Tub, wheelchair accessible, Downtown, Communal Pool, Sauna, Fitness Room / Equipment, Air Conditioning, Internet

Chicago Beautiful Old Town Chicago Penthouse

  • 3 BR/2 BA Apartment (sleeps 8)
    $799/nt
    per property, Downtown, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking, Fireplace

Chicago Charming&Spacious in Wonderful Lincoln Square! Sleeps Up to 4!

  • 1 BR/1 BA Apartment (sleeps 4)
    $185/nt
    per property, accept credit card, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Chicago Luxury Resort in the Heart of Downtown Chicago

  • 2 BR/2 BA Apartment (sleeps 6)
    $429/nt
    per property, accept credit card, Hot Tub, Downtown, Resort, Communal Pool, Jacuzzi, Sauna, Tennis Court, Lawn / Garden

Chicago Modern 2BD 1Bth Brick-Style Ranch!

  • 2 BR/1 BA House (sleeps 5)
    $69 - $89/nt
    per property, pets considered, Village, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago New Luxury High Rise on 44th floor with 2 bed/2 bath and great views

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile luxury High Rise on 24th floor with great views

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Beach, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile luxury High Rise on 46th floor with great views

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Beach, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile luxury High Rise on 17th floor with great views

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Beach, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Luxury 2 bedroom on 47th Floor with great views in Magnificent Mile

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile luxury High Rise on 28th floor with great views

  • 2 BR/2 BA Condo (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Beach, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Condo in Hot Bucktown / Wicker Park Neighborhood

  • 2 BR/2 BA Condo (sleeps 4)
    $175 - $334/nt
    $1,325 - $2,422/wk
    $5,170 - $8,570/month
    per property, pets considered, Downtown, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player, Fireplace

Chicago 48th Floor high rise 2 bed / 2 bath with great views in the Magnificent Mile

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Magnificent Mile Luxury Corner Unit on 45th Floor with great views

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago New Listing! Unique 1BR Chicago Apartment w/Vintage Features - Walking Distance to Wrigley Field!

  • 1 BR/1 BA Apartment (sleeps 4)
    $150/nt
    $900/wk
    $3,500/month
    per property, Air Conditioning, Internet

Chicago Large Single Family Home in Chicago-walk to everything! Sleeps 9.

  • 4 BR/2 BA, 1 half bath House (sleeps 9)
    $850 - $1,200/nt
    $7,500/wk
    per property, accept credit card, Downtown, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Chicago Gorgeous 1 Bedroom Unit In Chicago

  • 1 BR/1 BA Condo (sleeps 4)
    $245 - $340/nt
    per property, Fitness Room / Equipment, Internet, Television, DVD Player

Chicago Lake Front Mansion Perfect For Your Family Reunion Or Corporate Retreat

  • 7 BR/6 BA, 1 half bath House (sleeps 24)
    $1,350/nt
    $7,500/wk
    $25,000/month
    per property, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking, Fireplace

Chicago Value and Luxury. Close to City and McCormick Place. Skyline View and Hot Tub

  • 3 BR/1 BA, 1 half bath Apartment (sleeps 6)
    $110 - $255/nt
    $875 - $1,650/wk
    per property, accept credit card, Hot Tub, Town, Sauna, Air Conditioning, Internet, Satellite / Cable, Television

Chicago Luxury and Value Close to Everything and McCormick Place Skyline View, Hot Tub

  • 2 BR/1 BA, 1 half bath Apartment (sleeps 6)
    $110 - $255/nt
    $875 - $1,650/wk
    per property, accept credit card, Hot Tub, Downtown, Town, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Magnificent Mile luxury High Rise on 43rd floor with great views

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, pets considered, Hot Tub, Downtown, Lake, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable

Chicago Great views-Luxury 2 bedroom on 32nd Floor Magnificent Mile

  • 2 BR/2 BA Apartment (sleeps 6)
    $225 - $464/nt
    $1,675 - $3,358/wk
    $6,490 - $11,850/month
    per property, Hot Tub, Beach, Downtown, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Walk to everywhere! Millennium Park location

  • 1 BR/1 BA Apartment (sleeps 2)
    $139/nt
    $903/wk
    $2,970/month
    per property, accept credit card, wheelchair accessible, Fitness Room / Equipment, Air Conditioning, Satellite / Cable, Television

Chicago 3bds unit close to GRANT PARK

  • 3 BR/2 BA Apartment (sleeps 6)
    $319/nt
    $2,000/wk
    $5,700/month
    per property, accept credit card, wheelchair accessible, Air Conditioning, Internet, Satellite / Cable, Television

Chicago Wicker Park Russian Bathhouse 2bd LOFT

  • 1 BR/1 BA Apartment (sleeps 4)
    $179/nt
    $1,113/wk
    $3,900/month
    per property, accept credit card, Hot Tub, wheelchair accessible, Downtown, River, Sauna, Air Conditioning, Internet, Television

Chicago Millennium Park 2bd/2ba, WALK EVERYWHERE!!!

  • 2 BR/2 BA Apartment (sleeps 4)
    $279/nt
    $1,400/wk
    $4,900/month
    per property, accept credit card, Fitness Room / Equipment, Air Conditioning, Internet, Television

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

  • 4 BR/2 BA Apartment (sleeps 8)
    $499/nt
    $2,795/wk
    per property, accept credit card, Downtown, Lake, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Your Sweet Chicago Home

  • 6 BR/3 BA Apartment (sleeps 14)
    $900/nt
    per property, pets considered, Hot Tub, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Amazing Views of the Chicago Skyline from this Luxury Condo

  • 2 BR/2 BA Condo (sleeps 4)
    $130 - $150/nt
    $860 - $900/wk
    per property, accept credit card, wheelchair accessible, Downtown, Lake, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Chicago Urban Luxury Home In Downtown Chicago!

  • 3 BR/3 BA House (sleeps 11)
    $295/nt
    per property, Hot Tub, Downtown, Sauna, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Chicago Magnificent Mile, Gold Coast Luxury Brownstone Downtown Chicago Vacation Rental

  • 2 BR/2 BA Apartment (sleeps 8)
    $305 - $460/nt
    per property, accept credit card, Downtown, Lake, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Fireplace

Chicago Downtown Urban Oasis! Near Transit, Sites, Nightlife -- Huge Deck + Parking!

  • 3 BR/2 BA House (sleeps 8)
    $275 - $295/nt
    per property, Hot Tub, Downtown, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Chicago Magnificent Northside Brownstone Home

  • 5 BR/3 BA House (sleeps 13)
    $499/nt
    $3,333/wk
    $11,976/month
    per property, accept credit card, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, barbecue

Chicago Recently Renovated 2BR Condo in Old Town - Walk to Lake Michigan!

  • 2 BR/2 BA Condo (sleeps 5)
    $400/nt
    $2,200/wk
    $9,429/month
    per property, Balcony, Air Conditioning, Internet, Television

Chicago Heart Of Chicago-the Loop- For A Fraction Of The Price With Lots Of Amenities

  • 1 BR/1 BA Condo (sleeps 3)
    $100 - $165/nt
    $800 - $1,300/wk
    $2,000 - $3,700/month
    per property, wheelchair accessible, Downtown, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Chicago Featured On Travel Chanel With Views Of Wrigley Field, Beautiful New 4 Bedroom

  • 4 BR/2 BA Condo (sleeps 9)
    $429 - $459/nt
    per property, Village, Air Conditioning, Internet, Satellite / Cable, Television, Parking, Fireplace

Chicago Fabulous Lincoln Park Apartment near DePaul Univ; Only Owner Managed

  • 3 BR/2 BA Condo (sleeps 8)
    $265 - $300/nt
    $1,879 - $2,005/wk
    $6,100 - $8,190/month
    per property, accept credit card, Downtown, Lake, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Beautiful 2 Bedroom, 2 Bath Chicago Vacation Rental Condo

  • 2 BR/2 BA Condo (sleeps 6)
    $180 - $280/nt
    $1,340 - $1,840/wk
    $5,400 - $7,200/month
    per property, accept credit card, wheelchair accessible, Downtown, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Spacious&Charming in Wonderful Lincoln Square! Sleeps Up to 4!

  • 2 BR/1 BA Apartment (sleeps 4)
    $195/nt
    per property, accept credit card, Downtown, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chicago Spacious 2 bed, 2 bath luxury apartment close to Mag Mile.

  • 2 BR/2 BA Condo (sleeps 4)
    $1,400/wk
    $4,050/month
    per property, accept credit card, pets considered, Beach, Downtown, Lake, Jacuzzi, Balcony, Air Conditioning, Internet, Satellite / Cable

Chicago Magnificent Mile 2 Bedroom / 2 Bathroom Suite With Great City Views

  • 2 BR/2 BA Condo (sleeps 6)
    $250 - $325/nt
    $1,750 - $2,275/wk
    per property, pets considered, Hot Tub, wheelchair accessible, Downtown, Communal Pool, Sauna, Balcony, Fitness Room / Equipment

Chicago Lovely 2-flat in Lincoln Park, near downtown Chicago, museums, shopping, Lake MI

  • 3 BR/1 BA Apartment (sleeps 6)
    $225/nt
    $1,500/wk
    per property, accept credit card, Downtown, Lake, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chicago Penthouse Duplex #8 - WOW, This place is MAGNIFICENT!

  • 3 BR/2 BA Condo (sleeps 8)
    $625 - $1,199/nt
    per property, Hot Tub, wheelchair accessible, Downtown, Communal Pool, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning

Chicago Just 2 blocks to the Brown Line 'L' Train...

  • 2 BR/1 BA, 1 half bath Apartment (sleeps 4)
    $225 - $275/nt
    per property, Air Conditioning, Internet, Satellite / Cable, DVD Player

Chicago Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!

  • 4 BR/2 BA Condo (sleeps 9)
    $429 - $459/nt
    per property, Village, Air Conditioning, Internet, Satellite / Cable, Television, Parking, Fireplace
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