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Chicago Vacation Rentals
Featured Vacation Rentals
Chicago, Illinois

Located on 17 beautiful acres in the country on Fox River

Beds 5, Bath 2,
Sleeps 2 - 14 People
$87-$117 P/D
2
Ellicottville, Chautauqua-Allegheny

Log Cabin next to ski area

Beds 3, Bath 3,
Sleeps 8 - 10 People
$1,000-$2,000 P/W
3
Marco-Island, SouthWest

Perfect beachfront condow/Million $$$ views 2BR 2BA

Beds 2, Bath 2,
Sleeps 4 - 6 People
$800-$1,700 P/W
4
South-Walton-Beach-Area, Panhandle

Near architectural communities of Seaside Rosemary Beach

Beds 4, Bath 5,
Sleeps 8 - 12 People
$1,280-$3,200 P/W
5
Port-Lavaca, Texas

Newly renovated for that "home away from home" experience.

Beds 2, Bath 1,
Sleeps 1 - 8 People
$135-$150 P/D
6
Green-Valley, Tucson-and-Southern-Arizona

Beautiful bright open & airy Greatroom has 11 ft ceilings

Beds 2, Bath 2,
Sleeps 5 - 5 People
$1,500-$2,500 P/M
7

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Chicago Vacation Rentals
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$ 600 Week
Beds: 2
Baths: 1
Sleeps: 4-5
Barrington Luxury
Our spacious corporate townhomes are in Barrington, IL, 35 miles NW of Chicago (one hour train ride).
$ 225 Day
Beds: 4
Baths: 3
Sleeps: 1-8
Gorgeous Chicago Townhome
20 min. from Chicago’s Loop, 4 blocks from historic Oak Park in Chicago’s trendy and cultural western suburbs.
$ 340 Day
Beds: 3
Baths: 2
Sleeps: 6-8
Chicago Guest House
Beautifully furnished and fully equipped short term rental apartment. Nowhere will you feel more at home.
$ 275 Day
Beds: 3
Baths: 2
Sleeps: 14-14
Roscoe Village GuestHouse North Suite 2
A new, contemporary urban inn, tastefully decorated and located in the heart of Roscoe Village.
$ 225 Day
Beds: 2
Baths: 2
Sleeps: 6-6
Roscoe Village GuestHouse Suite 3
2 bedroom/2 bath fully furnished 3rd floor apartment in the heart of Roscoe Village
$ 175 Day
Beds: 1
Baths: 1
Sleeps: 2-3
Lincoln Park Guest House
Stylish accommodations in the heart of an exciting Chicago neighborhood at the nerve center of urban life.
$ 140 Day
Beds: 3
Baths: 1
Sleeps: 6-20
Lincoln Park Oasis:
Features 3 "independent" self catering units in Lincoln Park in same building with fully functional kitchens.
$ 275 Day
Beds: 2
Baths: 2
Sleeps: 2-6
Northside Suite 3 - Penthouse
2 bedroom 2 bath fully furnished apartment in the heart of Old Town.
$ 225 Day
Beds: 3
Baths: 2
Sleeps: 2-8
Roscoe Village South Suite 1
Condo style apartment, in Heart of Roscoe Village
$ 150 Day
Beds: 2
Baths: 1
Sleeps: 2-4
Woodland Retreat
Artist's Historic 1926 Craftsman's Style Home on 1+acre private setting. Magical getaway with charm
$ 225 Day
Beds: 2
Baths: 1
Sleeps: 1-8
China Doll Guest House
China Doll offers three private apartments that include superb features of personal comfort.
$ 1,225 Week
Beds: 2
Baths: 1
Sleeps: 4-6
Luxurious Next Door to Millennium Park
Posh and Luxurious Interiors, Close to Millennium Park, Upscale Shopping and Dining on Michigan Ave, Fitness
$ 300 Day
Beds: 4
Baths: 2
Sleeps: 4-10
Lincoln Park Suite 2 Condo Rentals
4 bedroom 2 bath fully furnished apartment in the heart of Lincoln Park
$ 87 Day
Beds: 5
Baths: 2
Sleeps: 2-14
Circa 1901 Victorian Bed and Breakfast
Located on 17 beautiful acres in the country on the Fox River.
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