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Vacation Rental Properties

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The Wrigley Flats | Vacation Rental...

$ 299 per night
Are you looking for a vacation rental home that is near Wrigley Field? Then you have found [more]
Are you looking for a vacation rental home that is near Wrigley Field? Then you have found [more]

Chicago Guest House | Vacation Rent...

$ 150 per night
SIMPLY ADORABLE! This Lakeview vacation rental home is distinctive, warm & inviting; c [more]
SIMPLY ADORABLE! This Lakeview vacation rental home is distinctive, warm & inviting; c [more]

Chicago Guest House | Vacation Rent...

$ 218 per night
EXPERIENCE SOMETHING UNIQUE! This Wrigleyville vacation rental home is distinctive, warm & [more]
EXPERIENCE SOMETHING UNIQUE! This Wrigleyville vacation rental home is distinctive, warm & [more]

Chicago Guest House | Vacation Rent...

$ 218 per night
FULL of CHARM & CHARACTER! This Wrigleyville vacation rental home is distinctive, warm [more]
FULL of CHARM & CHARACTER! This Wrigleyville vacation rental home is distinctive, warm [more]

Chicago Guest House | Vacation Rent...

$ 319 per night
VINTAGE CHARM WITH MODERN AMENITIES! This Wrigleyville vacation rental home is distinctive [more]
VINTAGE CHARM WITH MODERN AMENITIES! This Wrigleyville vacation rental home is distinctive [more]

Chicago Guest House on Newport Ave ...

$ 207 per night
COZY & COMFORTABLE! This Wrigleyville vacation rental home is distinctive, warm & [more]
COZY & COMFORTABLE! This Wrigleyville vacation rental home is distinctive, warm & [more]

Chicago Guest House | Wrigleyville ...

$ 375 per night
BEAUTIFUL & SPACIOUS This Wrigleyville vacation rental home is distinctive, warm & [more]
BEAUTIFUL & SPACIOUS This Wrigleyville vacation rental home is distinctive, warm & [more]
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Houseboat Sweet Caroline (1)

Houseboat Sweet Caroline: Amazing W...

From $ 225 per night
Features: Master bedroom with double bed and ensuite bathroom. Stateroom with full bed and [more]
Features: Master bedroom with double bed and ensuite bathroom. Stateroom with full bed and [more]
50
MV Patriot (1)

M/V Patriot: Absolutely Amazing Flo...

From $ 249 per night
This is it! The one you’ve been waiting for. A vacation rental so unique, so unbelie [more]
This is it! The one you’ve been waiting for. A vacation rental so unique, so unbelie [more]

Houseboat Pisces: Most Unique Vacat...

From $ 89 per night
The houseboat’s eleven foot ceilings with exposed beams, ceiling fans and air condit [more]
The houseboat’s eleven foot ceilings with exposed beams, ceiling fans and air condit [more]
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Houseboat Capricornus (1)

Houseboat Capricornus: Amazing On W...

From $ 178 per night
Come stay aboard our FABULOUS houseboat, berthed in one of the most convenient marinas for [more]
Come stay aboard our FABULOUS houseboat, berthed in one of the most convenient marinas for [more]
41
Houseboat Taurus (1)

Houseboat Taurus: Your Home on the ...

From $ 162 per night
Vacations should be about fun, and what could be more fun than a vacation on a houseboat! [more]
Vacations should be about fun, and what could be more fun than a vacation on a houseboat! [more]