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Filters applied: City breaks (75)

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75 Results   |  
10 Photos

from £226 / night

£1577 - £2630 / week

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Holiday apartment in Illinois

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £226 / night

£1577 - £2630 / 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

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

Excellent 5/5 

23 Photos

from £231 / night

£1613 - £3591 / week

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Holiday apartment in Illinois

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

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from £231 / night

£1613 - £3591 / 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

14 Photos

Illinois / Chicago

House / 2 Bedrooms / sleeps 10

1 night min stay

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from £88 / night

£612 / 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

20 Photos

Illinois / Murrayville

Apartment / 1 Bedroom / sleeps 4

1 night min stay

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from £33 / night

£226 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
 …see more

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

13 Photos

Illinois / Quincy

House / 1 Bedroom / sleeps 1

2 Nights min stay

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from £47 / night

£323 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
 …see more

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

16 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £129 / night

£899 - £1486 / week

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Key info:

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

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

24 Photos

Illinois / Chicago

Apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £93 / night

£645 / week

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Key info:

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

11 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 5

30 Nights min stay

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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

Excellent 5/5 

10 Photos

from £56 / night

£387 - £1080 / week

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Holiday apartment in Alton

Illinois / Alton

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

1 night min stay

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from £56 / night

£387 - £1080 / week

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Key info:

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

21 Photos

from £72 / night

£504 - £542 / week

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Home rental in Illinois

Illinois / Quincy

House / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £72 / night

£504 - £542 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
America The Midwest. Miss Mississippi's B&B. Booking for Rose Suite. Luxury B&B on the Bluff overlooking the Mississippi and Quincy Bay. Surrounded by Beautiful Nature Waterfall and Natural Spring on Property,Magnolia's and Oak Trees. Home has 3 living areas, Roaring Fi  …see more

26 Photos

Illinois / Winchester

House / 5 Bedrooms / sleeps 9

2 Nights min stay

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from £74 / night

£513 / 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

Excellent 5/5 

10 Photos

from £143 / night

£1000 - £1335 / week

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Apartment rental in Illinois

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

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

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

Excellent 5/5 

27 Photos

from £176 / night

£1226 - £7581 / week

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Holiday apartment in Illinois

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £176 / night

£1226 - £7581 / week

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Key info:

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

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

11 Photos

from £60 / night

£420 - £510 / week

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Marion holiday b&b rental

Illinois / Marion

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £60 / night

£420 - £510 / week

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Key info:

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

19 Photos

Illinois / Taylorville

B&B / 1 Bedroom / sleeps 2

2 Nights min stay

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from £78 / night

£545 / week

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Key info:

  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

8 Photos

Illinois / Galena

Hotel apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £74 / night

£513 / week

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Key info:

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

Good 3.5/5 

6 Photos

from £69 / night

£481 - £1347 / week

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Illinois holiday b&b rental

Illinois / Chicago

B&B / 1 Bedroom / sleeps 2

Good 3.5/5 

2 Nights min stay

Add to shortlist

from £69 / night

£481 - £1347 / week

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Key info:

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

17 Photos

from £74 / night

£517 - £1234 / week

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Illinois holiday home rental

Illinois / Cobden

House / 5 Bedrooms / sleeps 10

1 night min stay

Add to shortlist

from £74 / night

£517 - £1234 / week

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Key info:

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

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

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

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

31 Photos

from £44 / night

£304 - £484 / week

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Holiday b&b letting

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

49 Photos

from £524 / night

£3668 - £4584 / week

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Holiday home in Illinois

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

26 Photos

from £152 / night

£1060 - £1325 / week

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Apartment rental in Illinois

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

37 Photos

from £344 / night

£2407 - £3009 / week

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Holiday home in Illinois

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

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

28 Photos

from £160 / night

£1117 - £1397 / week

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Holiday apartment accommodation

Illinois / Chicago

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £160 / night

£1117 - £1397 / week

View

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

Very Good 4.5/5 

7 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 8

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £138 / night

£962 - £1770 / week

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Key info:

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

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

13 Photos

from £120 / night

£839 - £1110 / week

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Holiday apartment in Illinois

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £120 / night

£839 - £1110 / week

View

Key info:

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

24 Photos

Illinois / Savanna

B&B / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £56 / night

£387 - £451 / week

View

Key info:

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

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

30 Photos

from £161 / night

£1124 - £1406 / week

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Holiday apartment in Illinois

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

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

24 Photos

from £104 / night

£723 - £904 / week

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Holiday apartment in Chicago

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £104 / night

£723 - £904 / week

View

Key info:

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

18 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

30 Nights min stay

Add to shortlist

from £70 / night

£484 / week

View

Key info:

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

9 Photos

from £111 / night

£775 - £1562 / week

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Holiday apartment in Illinois

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £111 / night

£775 - £1562 / week

View

Key info:

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

24 Photos

from £104 / night

£723 - £791 / week

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Holiday home rental

Illinois / Quincy

House / 3 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £104 / night

£723 - £791 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
America The Midwest. Miss Mississippi's B&B. Booking for Jacaranda Suites. Luxury B&B on the Bluff overlooking the Mississippi and Quincy Bay. Surrounded by Beautiful Nature Waterfall and Natural Spring on Property,Magnolia's and Oak Trees. Home has 3 living areas, Roar  …see more

15 Photos

Illinois / Chicago

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £83 / night

£581 - £736 / week

View

Key info:

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

7 Photos

Illinois / Grayville

House / 2 Bedrooms / sleeps 5

4 Nights min stay

Add to shortlist

from £65 / night

£452 / week

View

Key info:

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

17 Photos

Illinois / Barrington

House / 4 Bedrooms / sleeps 8

2 Nights min stay

Add to shortlist

from £116 / night

£807 - £968 / week

View

Key info:

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

Excellent 5/5 

14 Photos

Illinois / Chicago

Apartment / sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £42 / night

£294 / week

View

Key info:

  • Nearest beach 8 km
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

16 Photos

Illinois / Galena

House / 4 Bedrooms / sleeps 8

2 Nights min stay

Add to shortlist

from £120 / night

£839 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
 …see more

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