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Chicago Rentals, Sleeps 5-8

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SPECIAL OFFER! Book Now and Save! 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! Book now and Save! 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 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 Teri's Chicago Guest House * Shoreline Suite * Wrigleyville

  • 3 BR/2 BA Apartment (sleeps 6)
    $389/nt
    $2,179/wk
    per property, accept credit card, Downtown, Lake, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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 Wonderful Lincoln Park/DePaul Apartment In A Great Location,Only Owner Managed

  • 3 BR/2 BA Condo (sleeps 8)
    $265 - $300/nt
    $1,844 - $2,040/wk
    $6,800 - $7,740/month
    per property, accept credit card, Downtown, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

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 Lakeshore, Millennium Park High Rise

  • 2 BR/2 BA Condo (sleeps 6)
    $100/nt
    per property, accept credit card, wheelchair accessible, Downtown, Waterfront, terrace, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

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 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 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 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 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 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 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 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 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 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 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 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 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 Modern 2 BR 2 Bath Condo with Garage

  • 2 BR/2 BA Condo (sleeps 5)
    $135 - $220/nt
    $810 - $1,290/wk
    per property, pets considered, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

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

  • 3 BR/2 BA Apartment (sleeps 8)
    $459/nt
    $2,571/wk
    per property, accept credit card, Downtown, Lake, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Enjoy 'Little Europe', Music, Microbrewery, and Much More!

  • 2 BR/1 BA, 1 half bath Apartment (sleeps 7)
    $110 - $150/nt
    $700 - $950/wk
    $2,500 - $3,300/month
    per property, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chicago Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment

  • 2 BR/1 BA Apartment (sleeps 6)
    $195 - $250/nt
    $950 - $1,450/wk
    $2,450 - $4,500/month
    per property, accept credit card, pets considered, Downtown, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Chicago Lakeview/Wrigleyville Modern 2 Bedroom + Close to Train + Rooftop Deck

  • 2 BR/1 BA Apartment (sleeps 6)
    $200 - $500/nt
    per property, limited accessibility

Chicago Beautiful New 3 Bedroom Featured On Travel Channel, Across From Wrigley Field!

  • 3 BR/2 BA Condo (sleeps 8)
    $329 - $359/nt
    per property, Village, Air Conditioning, Internet, Satellite / Cable, Television, Parking, Fireplace

Chicago Walk or Easy Access to Transit... 3 Bedroom...Sleeps 5

  • 3 BR/1 BA Apartment (sleeps 5)
    $225 - $285/nt
    per property, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Chicago Fantastic Downtown Chicago Condo

  • 2 BR/2 BA Condo (sleeps 5)
    $180 - $200/nt
    $1,260 - $1,400/wk
    $5,010 - $5,040/month
    per property, pets considered, wheelchair accessible, Beach, Downtown, Lake, River, Waterfront, Jacuzzi, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning

Chicago Stop Searching! Chicago's Most Exclusive & Luxurious Residence

  • 2 BR/2 BA Apartment (sleeps 6) Hot Tub, wheelchair accessible, Downtown, Jacuzzi, Sauna, terrace, Balcony, Fitness Room / Equipment

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

  • 3 BR/1 BA Apartment (sleeps 6) accept credit card, Downtown, Lake, Balcony, Air Conditioning, Internet, Television, DVD Player

Chicago penthouse with stunning view of Chicago

  • 2 BR/2 BA Apartment (sleeps 6) accept credit card, Hot Tub, Downtown, Jacuzzi, Sauna, Balcony, Fitness Room / Equipment, Air Conditioning

Chicago Cozy home away from home located 25 minutes from downtown Chicago

  • 2 BR/1 BA House (sleeps 6)
    $125 - $145/nt
    $775/wk
    $1,750/month
    per property, accept credit card, Air Conditioning, Internet, Television, DVD Player

Chicago Modern 2 BD condo with pkg beautifully furnished 20 min to downtown

  • 2 BR/1 BA Condo (sleeps 5)
    $125/nt
    $700/wk
    $2,550/month
    per property, Downtown, Lake, Jacuzzi, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player, Parking

Chicago Convenience Is Key... Just 2 Blocks To The Brown Line 'L'!

  • 3 BR/1 BA Apartment (sleeps 5)
    $265/nt
    per property, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chicago A Classical Home In The Heart Of Chicago With Few Minute Walk To Lincoln Park

  • 4 BR/3 BA House (sleeps 8)
    $465/nt
    $2,800/wk
    per property, Downtown, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chicago Beautiful Home In Wicker Park

  • 5 BR/4 BA House (sleeps 8)
    $825 - $1,750/nt
    per property, Hot Tub, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Chicago Perfect Chicago Location for Cubs Games & Lake Michigan Fun.

  • 2 BR/2 BA Condo (sleeps 5)
    $220/nt
    $1,320/wk
    per property, accept credit card, Lake, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
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