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Oak Park Vacation Rentals

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50 rentals in Oak Park.
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Well-located Town Home for 6 People with Car Port And Private Entrance., vacation rental in Oak Park

Well-located Town Home for 6 People with Car Port And Private Entrance.

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Oak Park Beauty Sleeps 1 to 8 Guests, vacation rental in Oak Park

Oak Park Beauty Sleeps 1 to 8 Guests

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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LUXE* TOWN HOUSE DUPLEX MIN FROM DOWNTOWN CHICAGO, vacation rental in Oak Park

LUXE* TOWN HOUSE DUPLEX MIN FROM DOWNTOWN CHICAGO

Garfield Park, West Garfield Park, West Side
4 bedrooms
2 bathrooms
Sleeps 20
Match: Sleeps
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Contemporart Celebrity themed private parking runs to downtown, vacation rental in Oak Park

Contemporart Celebrity themed private parking runs to downtown

South Austin, West Side, Austin
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Condo, vacation rental in Oak Park

Condo

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Retro Apartment in Andersonville, vacation rental in Oak Park

Retro Apartment in Andersonville

Andersonville, Edgewater, West Edgewater, Far North Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Chicago Mansion ~ 20 Minutes Downtown/O'Hare On Blue Line, vacation rental in Oak Park

Beautiful Chicago Mansion ~ 20 Minutes Downtown/O'Hare On Blue Line

Irving Park, Northwest Side
7 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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STYLISH, MODERN 3/1 APT .3 MILES FROM LINCOLN SQ! -GOATHOTE, vacation rental in Oak Park

STYLISH, MODERN 3/1 APT .3 MILES FROM LINCOLN SQ! -GOATHOTE

Lincoln Square, Ravenswood, Far North Side
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!, vacation rental in Oak Park

Charming apartment, fantastic location! Spacious 4 bedroom, a rare find!

4 bedrooms
1 bathroom
Sleeps 5
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Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts), vacation rental in Oak Park

Stunning New 6 Bedroom Home w/ Parking in Chicago (Superhosts)

Albany Park, Mayfair, Far North Side
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Elegant, Urban Retreat, Child/Family Friendly!, vacation rental in Oak Park

Elegant, Urban Retreat, Child/Family Friendly!

Edgewater Beach, Edgewater, Far North Side
3 bedrooms
1 bathroom
Sleeps 8
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$99 +Chicago / Airport / Lake -in just  20 minutes!!, vacation rental in Oak Park

$99 +Chicago / Airport / Lake -in just 20 minutes!!

Jefferson Park, Far North Side
2 bedrooms
1 bathroom
Sleeps 6
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Make It Your Own - 15 Minutes to Chicago, vacation rental in Oak Park

Make It Your Own - 15 Minutes to Chicago

1 bedroom
1 bathroom
Sleeps 4
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Comfy Quarters, vacation rental in Oak Park

Comfy Quarters

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Modern 3 bedroom in Heart of Wrigleyville, vacation rental in Oak Park

Modern 3 bedroom in Heart of Wrigleyville

Buena Park, Uptown, Far North Side
3 bedrooms
3 bathrooms
Sleeps 8
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Oak Park's Historic Getaway w/FHS, vacation rental in Oak Park

Oak Park's Historic Getaway w/FHS

3 bedrooms
2 bathrooms
Sleeps 8
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Spacious homely feeling apartment in Jefferson Park, vacation rental in Oak Park

Spacious homely feeling apartment in Jefferson Park

Albany Park, Far North Side
3 bedrooms
1 bathroom
Sleeps 5
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The Elmhurst Experience, vacation rental in Oak Park

The Elmhurst Experience

3 bedrooms
2 bathrooms
Sleeps 9
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ITALIAN garden apartment ! GREAT location ! Kids friendly!!, vacation rental in Oak Park

ITALIAN garden apartment ! GREAT location ! Kids friendly!!

Old Irving Park, Northwest Side
1 bedroom
1 bathroom
Sleeps 5
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Luxurious Condo in Top Rated Neighborhood near O'hare with Complete Privacy, vacation rental in Oak Park

Luxurious Condo in Top Rated Neighborhood near O'hare with Complete Privacy

Far North Side
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Modish 1-BR Apt in the Heart of Lincoln Square

Lincoln Square, Ravenswood, Far North Side
0 bedrooms
0 bathrooms
Sleeps 0
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Nice apartment two bedrooms

Theater District, Downtown / The Loop, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Möblierte 1-Zimmer-Apartment in N State St & W Illinois St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Furnished 1-Bedroom Apartment at N State St & W Illinois St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Eingerichtete Studio-Apartment in W Grand Ave & N State St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Möblierte 1-Zimmer-Apartment in N State St & W Illinois St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Möblierte 1-Zimmer-Apartment in N State St & W Illinois St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Eingerichtete Studio-Apartment in W Grand Ave & N State St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Fornito Monolocale a W Grand Ave & N State St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Möblierte 1-Zimmer-Apartment in N State St & W Illinois St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Eingerichtete Studio-Apartment in W Grand Ave & N State St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Möblierte 3-Zimmer Stadthaus in N Wells St & W Scott St Chicago

Near North Side, Old Town, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Επιπλωμένο Διαμέρισμα με 1 υπνοδωμάτιο στο Ν State St & W Illinois St Σικάγο

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Eingerichtete Studio-Apartment in W Grand Ave & N State St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Furnished 1-Bedroom Apartment at N State St & W Illinois St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Möblierte 2-Zimmer-Apartment in W Grand Ave & N State St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Möblierte 1-Zimmer-Apartment in N State St & W Illinois St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Furnished Studio Apartment at W Grand Ave & N State St Chicago

Near North Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
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Luxuriöse Downtown Riverwalk Condo (3 Betten)

Downtown / The Loop, Central
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Ferienwohnung Chicago

Downtown / The Loop, Central
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Penthouse mit Blick auf den See

Edgewater Beach, Edgewater, Far North Side
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Wyndham Grand Chicago Riverfront 1 Bedroom

Theater District, Downtown / The Loop, Central
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Luxury Apartment Downton Chicago

South Loop, Prairie Avenue Historic District (Prairie District), Near South Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Near Downtown and McCormick Place

Chinatown, South Side, Armour Square
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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1BR Condo near Lake, Aragon

Uptown, Far North Side
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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West Loop 2 bed 2 Bath Blackhawks Bulls!

West Side, Near West Side, West Loop
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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Luxury Penthouse South Loop

South Loop, Near South Side, Central
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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cozy one bedroom apt / mccormick place/bronzevill

Chinatown, South Side, Armour Square
0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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1 Bedroom Unit near O'Hare, vacation rental in Oak Park

1 Bedroom Unit near O'Hare

Dunning, Irving Woods, Northwest Side
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Griffin Manor w/ Yard ~ 5 Mi to Dtwn Chicago!, vacation rental in Oak Park

NEW! Griffin Manor w/ Yard ~ 5 Mi to Dtwn Chicago!

Garfield Park, West Side
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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