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91 Results   |  

from £227 / night

£1587 - £2647 / week

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10 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £227 / night

£1587 - £2647 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £112 / night

£780 / week

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21 Photos

Illinois / Chicago

House / 3 Bedrooms / sleeps 8

2 Nights min stay

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from £112 / night

£780 / week

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Key info:

  • Nearest beach 8 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £232 / night

£1624 - £3614 / week

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Excellent 5/5 

23 Photos

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

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from £232 / night

£1624 - £3614 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Huge sunny loft, dream kitchen, two full bathrooms & brand new Sealy beds - all just steps to everything and everywhere: in Lincolnn Park near Whole Foods, steps to the red line to downtown, North Ave bus to Wicker Park/Bucktown, Halsted bus to Greektown or Boystown Per  …see more

from £88 / night

£616 / week

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14 Photos

Illinois / Chicago

House / 2 Bedrooms / sleeps 10

1 night min stay

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from £88 / night

£616 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Modern 3BD 2Bth Brick-Style Ranch! Sleeps 10!! ASK ABOUT OUR PRICE MATCHING OPTION!! Very affordable home in west suburb that offers easy access to the city. Sleeps up to 10 people. -3 Bedrooms -2 Bathroom -Hardwood Floors -Tiled Bathroom  …see more

from £106 / night

£742 - £1613 / week

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7 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

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from £106 / night

£742 - £1613 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £148 / night

£1033 - £1802 / week

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11 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £148 / night

£1033 - £1802 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £167 / night

£1169 / week

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27 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

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from £167 / night

£1169 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Air conditioning
  • No pets allowed
 …see more

from £116 / night

£807 - £988 / week

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11 Photos

Illinois / Chicago

Condo / 1 Bedroom / sleeps 4

1 night min stay

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from £116 / night

£807 - £988 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £1286 / night

£9000 / week

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4 Photos

Illinois / Chicago

Barn / 5 Bedrooms / sleeps 8

1 night min stay

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from £1286 / night

£9000 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed
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from £79 / night

£552 / week

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19 Photos

Illinois / Chicago

Condo / 2 Bedrooms / sleeps 2

2 Nights min stay

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from £79 / night

£552 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
You're in the busy downtown but yet remote enough to enjoy the peace and quiet when you get back to rest from the hustle and bustle of the city. 1 private guest bedroom with full bath for rent with live-in owner during the stay with full access to house  …see more

from £137 / night

£958 - £1231 / week

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12 Photos

Illinois / Chicago

Condo / 3 Bedrooms / sleeps 8

2 Nights min stay

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from £137 / night

£958 - £1231 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £130 / night

£905 - £1496 / week

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16 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £130 / night

£905 - £1496 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £26 / night

£178 - £630 / week

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Very Good 4.5/5 

20 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £26 / night

£178 - £630 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £93 / night

£645 / week

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24 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £93 / night

£645 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £178 / night

£1242 / week

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11 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 5

30 Nights min stay

Add to shortlist

from £178 / night

£1242 / week

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Key info:

  • Nearest beach 2 km
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £229 / night

£1603 / week

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19 Photos

Illinois / Chicago

Apartment / sleeps 10

4 Nights min stay

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from £229 / night

£1603 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
 …see more

from £143 / night

£1000 - £1335 / week

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Excellent 5/5 

10 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £143 / night

£1000 - £1335 / week

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Key info:

  • Ask owner if suitable for children
  • Car not necessary
  • No pets allowed
 …see more

from £176 / night

£1226 / week

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14 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

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from £176 / night

£1226 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £116 / night

£807 - £1468 / week

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Very Good 4.5/5 

11 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £116 / night

£807 - £1468 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £82 / night

£568 / week

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15 Photos

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £82 / night

£568 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £65 / night

£452 - £775 / week

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Very Good 4/5 

28 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 7

Very Good 4/5 

2 Nights min stay

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from £65 / night

£452 - £775 / week

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Key info:

  • Nearest beach 2 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

from £49 / night

£342 / week

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Excellent 5/5 

7 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 2

Excellent 5/5 

6 Nights min stay

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from £49 / night

£342 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
 …see more

from £807 / night

£5646 - £7904 / week

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13 Photos

Illinois / Chicago

House / 3 Bedrooms / sleeps 8

4 Nights min stay

Add to shortlist

from £807 / night

£5646 - £7904 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £76 / night

£529 / week

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Very Good 4/5 

9 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 2

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £76 / night

£529 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • Pets welcome
 …see more

from £65 / night

£449 / week

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9 Photos

Illinois / Chicago

Apartment / sleeps 3

3 Nights min stay

Add to shortlist

from £65 / night

£449 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
 …see more

from £248 / night

£1731 / week

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6 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

Add to shortlist

from £248 / night

£1731 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

from £115 / night

£802 - £1250 / week

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18 Photos

Illinois / Chicago

Condo / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £115 / night

£802 - £1250 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
 …see more

from £46 / night

£321 / week

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6 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 2

14 Nights min stay

Add to shortlist

from £46 / night

£321 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £44 / night

£304 - £484 / week

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31 Photos

Illinois / Chicago

B&B / 2 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £44 / night

£304 - £484 / week

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Key info:

  • Nearest beach 5 km
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £71 / night

£494 - £584 / week

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7 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £71 / night

£494 - £584 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £524 / night

£3668 - £4584 / week

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49 Photos

Illinois / Chicago

House / 11 Bedrooms / sleeps 21

3 Nights min stay

Add to shortlist

from £524 / night

£3668 - £4584 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £152 / night

£1060 - £1325 / week

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26 Photos

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £152 / night

£1060 - £1325 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £344 / night

£2407 - £3009 / week

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37 Photos

Illinois / Chicago

House / 6 Bedrooms / sleeps 14

3 Nights min stay

Add to shortlist

from £344 / night

£2407 - £3009 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £256 / night

£1792 / week

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31 Photos

Illinois / Chicago

Apartment / 5 Bedrooms / sleeps 9

3 Nights min stay

Add to shortlist

from £256 / night

£1792 / week

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Key info:

  • Nearest beach 3 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £160 / night

£1117 - £1397 / week

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28 Photos

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £160 / night

£1117 - £1397 / week

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Key info:

  • Nearest beach 3 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £83 / night

£581 / week

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Excellent 5/5 

22 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 1

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £83 / night

£581 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £146 / night

£1017 - £1694 / week

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11 Photos

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 10

2 Nights min stay

Add to shortlist

from £146 / night

£1017 - £1694 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £71 / night

£497 - £633 / week

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11 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

Add to shortlist

from £71 / night

£497 - £633 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £44 / night

£307 - £355 / week

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Excellent 5/5 

10 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 2

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £44 / night

£307 - £355 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
 …see more

from £110 / night

£769 - £833 / week

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13 Photos

Illinois / Chicago

Condo / 1 Bedroom / sleeps 4

1 night min stay

Add to shortlist

from £110 / night

£769 - £833 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £120 / night

£839 - £1110 / week

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13 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £120 / night

£839 - £1110 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £58 / night

£404 / week

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Excellent 5/5 

15 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £58 / night

£404 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

from £161 / night

£1124 - £1406 / week

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30 Photos

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £161 / night

£1124 - £1406 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £42 / night

£294 / week

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13 Photos

Illinois / Chicago

Apartment / sleeps 2

1 night min stay

Add to shortlist

from £42 / night

£294 / week

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Key info:

  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £139 / night

£968 - £1936 / week

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Excellent 5/5 

13 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £139 / night

£968 - £1936 / week

View

Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
 …see more

from £190 / night

£1326 - £1695 / week

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Excellent 5/5 

35 Photos

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £190 / night

£1326 - £1695 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner
 …see more

from £104 / night

£723 - £904 / week

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24 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £104 / night

£723 - £904 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £70 / night

£484 / week

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18 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

30 Nights min stay

Add to shortlist

from £70 / night

£484 / week

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Key info:

  • Nearest beach 8 km
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £111 / night

£775 - £1562 / week

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9 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £111 / night

£775 - £1562 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £83 / night

£581 - £691 / week

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16 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 3

3 Nights min stay

Add to shortlist

from £83 / night

£581 - £691 / week

View

Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
 …see more

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