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Chicago rentals, vacation homes direct from the owners

Chicago
Chicago - Millennium Park
Willis Tower (Sears Tower) - Chicago
You will find many studios, apartments, houses and villas for your vacations in Chicago. Contact the owners directly on the IHA site and enjoy the best rental rates, promotions and last minute deals that meet your budget. Visit the photo gallery on private rentals for a break with family or friends. All vacation listings on IHA are verified, plan your trip to Chicago with absolute confidence!
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4 requests already received
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Advert 22821
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Fully furnished luxurious 3-bedroom 1-bath flat in downtown Chicago's Lincoln Park! Since 1891, under present owners since 1982 so being that well-established and with that loyalty you may be assured of a pleasant visit!

Luxury Apartment - Flat 150m² in a Victorian house. unobscured, not overlooked, garden/park, courtyard view

Built in 1891, this totally updated Victorian-style house has a back yard, a covered porch with rockers and a spacious sun deck with umbrella table, chaises, chairs and charcoal grill to enjoy until 9 pm weeknights and 10 pm weekends. 1st level, 10' ceilings, ~1500 square feet, sleeps up to 6 guests. Entry: coat closet and storage cabinet > Living room: ample seating, large sunny window, cable flat... Gîte - Self Catering Rental in Chicago, Apartment-Flat #22821 >

TennisParking
  • Sleeping den
  • 1 Bathroom
  • Living room
  • Separate kitchen
  • Dining room
  • Dining area
  • City vacation
  • Kids welcome
  • Setting : Calm
  • Village center at <50m
3 bedrooms Gîte - Self Catering for rent, Chicago from 1 to 6 people
Luxury Apartment - Flat in Chicago - Advert 22821
Living room, Luxury Apartment - Flat in Chicago - Advert 22821

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6 requests already received
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Advert 58346
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Lincoln Park's largest furnished downtown apartments for short-term rentals!

Duplex Apartment in a luxury residence. unobscured, not overlooked, garden/park, city view

The House has been renting since 1891 (not a typo!), and under the present owners since 1982. We've had guests stay as long as 9 years and return as long as for 18 years, so being that well-established and with that loyalty you may be assured of a pleasant stay. In fact, most of our tenants are referrals or repeats. Built in 1891, this totally updated Victorian-style house, with 3 separate private... Apartment-Flat Rental in Chicago #58346 >

TennisParking
  • 2 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
  • City vacation
  • Kids welcome
  • Setting : Pleasant, Luxurious
  • Bus pick up point beach at <50m
  • Golf, Festival, Culture, Ski, Fishing
4 bedrooms Apartment-Flat for rent, Chicago from 1 to 8 people
Duplex Apartment in Chicago - Advert 58346
Duplex Apartment in Chicago - Advert 58346


C$247* Night
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from C$247/Night*
See the rates
92 requests already received
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Advert 26099
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Apartment-Flat 150m² in a restored apartment house/building.
  • 1 Bathroom
  • Living room
  • American style kitchen
  • Dining area
  • 1 Queen-size bed(s)
  • 1 King-size bed(s)
Apartment-Flat Rental in Chicago #26099 >
  • City vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Lively
  • Bus stop / bus station at 500m
  • Golf
3 bedrooms Apartment-Flat for rent, Chicago for 8 people
City, Apartment-Flat in Chicago - Advert 26099
Living room, Apartment-Flat in Chicago - Advert 26099

C$325* Weekend
Contact
direct by owners
NightC$325*
from C$162/Night*
See the rates
17 requests already received
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Advert 9922
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Roscoe Penthouse Duplex Apartment in a residence. village, street/avenue view
ParkingHigh chairPlaypen
  • 2 Bathroom
  • 1 Shower room
  • Living room
  • Kitchen Area
  • 2 Queen-size bed(s)
  • 1 Sleeper sofa(s) 2 pers
Apartment-Flat Rental in Chicago #9922 >
  • City vacation
  • Ideal for family groups and couples
  • Kids welcome
  • Setting : City
  • Festival, Culture
2 bedrooms Apartment-Flat for rent, Chicago for 6 people
Living room, Duplex Apartment in Chicago - Advert 9922
Duplex Apartment in Chicago - Advert 9922

C$4544* Month
Contact
direct by owners
NightC$260*
weekC$1655*
from C$152/Night*
See the rates
107 requests already received
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Advert 16796
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Charming Apartment 55m² in a modern apartment house/building. panoramic, unobscured, lake, city view
Swimming poolParking
  • 1 Bathroom
  • 1 Toilets
  • Living room 25m²
  • American style kitchen
  • 2 Queen-size bed(s)
  • 2 Two twin beds
Apartment-Flat Rental in Chicago #16796 >
  • City vacation
  • Kids welcome
  • Setting : City
  • Sandy beach at 200m
1 bedroom Apartment-Flat for rent, Chicago for 4 people
Charming Apartment in Chicago - Advert 16796
Charming Apartment in Chicago - Advert 16796
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