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Vacation Home Rentals in Oak Park, Illinois

Vacation Home Rentals in Oak Park, Illinois

Best Chicago Vacation Condo In Oak Park Feb-Mar Special
Best Chicago Vacation Condo in Oak Park Feb-Mar Special
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 8
0.3 miles to Oak Park
Oak Park, 60302
A Chicago vacation cannot be called complete without a visit to Oak Park, so, why not make Oak Park your headquarters to explore everything in and...
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Oak Park Cottage - Walk To Frank Lloyd Wright Home And Studio
Oak Park Cottage - Walk to Frank Lloyd Wright Home and Studio
Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 5
1 miles to Oak Park
Oak Park, 60304
Come visit Oak Park and stay at this lovely, newly renovated, family-friendly cottage. The 2 bedroom home has a comfortable king sized bed for...
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Vacation Home Rentals in the Oak Park, Illinois Area

Chicago Vacation Rentals - House Of Two Urns Bed & Breakfast
Chicago Vacation Rentals - House of Two Urns Bed & Breakfast
Bed and breakfast with 7 bedroom(s)
6.2 miles to Oak Park
Chicago, Illinois, 60622
Charming Wicker Park b&b near boutique shopping, Mag Mile, Museums, excellent restaurants and public transit. This 1912 brownstone offers a range...
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Chicago Vacation Rentals - China Doll Country
Bed and breakfast with 3 bedroom(s)
7.5 miles to Oak Park
Chicago, Illinois, 60614
China Doll Country offers three complete two bedroom one bathroom apartments. Unlike a traditional bed & breakfast you have a totally private...
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Chicago Vacation Rentals - China Doll Guest House
House with 2 bedroom(s), 1 bathrooms(s), sleeps 8
7.5 miles to Oak Park
Chicago, Illinois, 60614
In Chicago's Lincoln Park neighborhood, China Doll offers three complete self-contained apartment suites with private entrances. There is a...

from 245 USD

daily


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Chicago Vacation Rentals - City Scene Bed & Breakfast
Bed and breakfast
7.5 miles to Oak Park
chicago, Illinois, 60614
City Scene Bed & Breakfast offers guests a comfortable, private suite with one or two bedrooms, sitting room, kitchen and bath. The furnishings...
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Chicago Vacation Rentals - The Aster House Apts
Bed and breakfast with 6 bedroom(s)
7.5 miles to Oak Park
Chicago, Illinois, 60614
The Aster House, a Victorian home built in 1891, offers an ideal starting point for exploring the city. For necessities, we are one block from a...
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Chicago Vacation Rentals - Windy City Urban Bed And Breakfast Inn
Bed and breakfast
7.5 miles to Oak Park
Chicago, Illinois, 60614
Quintessentially Chicago, the Windy City Urban Inn of Chicago, Illinois is a slice of life in the 'city of big shoulders', a rambling Victorian...
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Chicago Vacation Rentals - Superior Place
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 4
8 miles to Oak Park
Chicago, Illinois, 60610
Just a few blocks from five-star hotels and Chicago's most upscale shopping and dining, this cutting edge high-rise stands as proof that the...

from 150 USD

daily


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Pawpaw Vacation Rentals - Maple Leaf Cabin
Cabin with 1 bedroom(s), 1 bathrooms(s), sleeps 4
8.4 miles to Oak Park
Pawpaw, Illinois, 60601
Maple Leaf Cabin is a cozy cabin located on a peninsula at the south end of Maple Lake, which is a mile long, 172 acre all sports lake fed by the...

from 86 USD

daily


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Chicago Vacation Rentals - Magnificent Miles And The Navy Pier
Vacation rental with 0 bedroom(s), 1 bathrooms(s)
8.6 miles to Oak Park
Chicago, Illinois, 60611
The apartment is located in heart of the Chicago which are just steps to Magnificent Mile ( the Michigan Ave ), beaches, Navy Pier and Chicagos...

from 134 USD


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Chicago Vacation Rentals - Penthouse Views! - Edgewater Condo Rentals
Vacation rental with 1 bedroom(s), 2 bathrooms(s)
8.8 miles to Oak Park
Chicago, Illinois, 60640
Do you want to visit Chicago? You can rent furnished luxury condos with PENTHOUSE views of downtown Chicago and the lake from the 48th floors and...

from 200 USD


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Chicago Vacation Rentals - City Style Fully Furnished Condo
Vacation rental with 1 bedroom(s), 1 bathrooms(s)
7.2 miles to Oak Park
Chicago, Illinois, 60607
This fully furnished River City condo in South Loop neighborhood is one of the most distinctive residential buildings in Chicago. This 1 bedroom 1...

from 169 USD


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Chicago Vacation Rentals - The Hansen House Mansion -- An Urban Inn
Bed and breakfast
7.5 miles to Oak Park
Chicago, Illinois, 60614
The Mansion is in downtown Lincoln Park with fine shops, cafes, restaurants, theatres, museums, Second City, comedy, bi-weekly organic farmers'...
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Chicago Vacation Rentals - The Maud House Of Lincoln Park
Vacation rental with 2 bedroom(s), 3 bathrooms(s)
7.5 miles to Oak Park
Chicago, Illinois, 60614
Located in the heart of Lincoln Park, the Maud House is in an ideal location for visits to Depaul University, the Magnificent Mile, Wrigley Field...

from 375 USD


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Chicago Vacation Rentals - Wrigleyville Retreat- Southport Hot Spot!
Vacation rental with 3 bedroom(s), 2 bathrooms(s)
8.2 miles to Oak Park
Chicago, Illinois, 60613
This well kept property sleeps 12 comfortably with space for two more on a couch pull out. Enjoy the nice open one level floor plan and sunny...

from 712 USD


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Chicago Vacation Rentals - 2Br/2Ba Furnished Downtown Condo
Vacation rental with 2 bedroom(s), 2 bathrooms(s)
8.4 miles to Oak Park
Chicago, Illinois, 60601
, overlooking city, Lake Michigan and the Chicago River. Fully furnished 2 bedroom/2 bath. Building amenities include work-out room, swimming...
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20 Min From Chicago’S Loop
Townhome with 3 bedroom(s), 4 bathrooms(s), sleeps 8
2.5 miles to Oak Park
Chicago, 60707
Oak Park is a popular tourist destination in the Chicago area, as many come to view the many Frank Lloyd Wright buildings found throughout the...
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$99/Night !!! Historic Chicago Blvd. Close To Lincoln Park. Free Street Parking!
Apartment with 2 bedroom(s), 2 bathrooms(s), sleeps 4
4.8 miles to Oak Park
Chicago, 60647
Logan Square Apartment: • Walking distance to blue line • Washer/Dryer in unit • Stainless steel appliences • Granite counter tops • ...

from 800 USD

Weekly


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6 Star Hotel Like 4-Story French Style House Next To The Mccormick Place
House with 4 bedroom(s), 2.5 bathrooms(s), sleeps 12
4.8 miles to Oak Park
Chiacgo, 60616
I designed this house 5 years ago as a showcase of different design ideas, from luxury to country style, from european to oriental. It just turn...

from 499 USD

Daily


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Luxury House With All Amenities And A Beautiful Neighborhood
House with 2 bedroom(s), 1.5 bathrooms(s), sleeps 8
5.2 miles to Oak Park
Chicago, 60647
All fully furnitured with Wi-Fi and cable with all sort of busnissess near by, and transportation linkin the whole city by train and bus.

from 900 USD

Weekly


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Modern 2 Bd Condo With Pkg, Cozy And Beautifully Furnished 20 Min To The Loop
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 5
5.2 miles to Oak Park
Chicago, 60641
Modern 2 BD city apt. beautifully furnished, granite bath with Jacuzzi, fully equipped kitchen. Bright and sunny apt in 4 unit condo building....

from 700 USD

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Modern 2 Bd Condo With Pkg, Cozy And Beautifully Furnished 20 Min To The Loop
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 5
5.2 miles to Oak Park
Chicago, 60641
Modern 2 BD city apt. beautifully furnished, marble bath with Jacuzzi, fully equipped kitchen with granite counter tops and stainless steel...

from 700 USD

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Chicago Vacation Rentals - 2 Bedrooms, 2 Baths In Logan Sq - Near Blue Line
Vacation rental with 2 bedroom(s), 2 bathrooms(s)
5.3 miles to Oak Park
Chicago, Illinois, 60647
This is a 2 bedroom, 2 bathrooms, vintage building that has been rehabbed. This Chicago vacation rental apartment is located on Kedzie Blvd in...

from 120 USD


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Sleek, Modern, Luxury High-End Condo - Perfect For An Urban Getaway!
Condo with 1 bedroom(s), 2 bathrooms(s), sleeps 6
5.4 miles to Oak Park
Chicago, 60640
-Fully furnished Ultra-Luxury rental--all linens, bedding, cooking apparatus, firewood, 60'' Plasma home theater, 32'' LCD, leather sofa's, rugs,...

from 1,199 USD

Weekly


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Casa Bella 4Br Luxurious Brick Home
House with 4 bedroom(s), 3.5 bathrooms(s), sleeps 14
5.7 miles to Oak Park
Chicago, 60647
See Chicago like a star! Over sized 4 bedroom home. Total of 6 beds in this home. This home has it all... hardwood floors, premium stainless...

from 3,800 USD

Weekly


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Cheapest Rates!! Casa Bella - Huge 4 Br Luxurious 3 Level Brick Home #36
House with 4 bedroom(s), 3.5 bathrooms(s), sleeps 14
5.7 miles to Oak Park
Chicago, 60647
See Chicago like a star! Oversized 4 bedroom home. Total of 6 new beds in this home. This home has it all... hardwood floors, premium stainless...

from 2,300 USD

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Best Value!! 2Br Home By Lincoln Square Perfect Location Walk To Train
House with 2 bedroom(s), 1 bathrooms(s), sleeps 6
5.8 miles to Oak Park
Chicago, 60630
Give your family some breathing room while on business or vacation and enjoy this beautiful home in Chicago's quaint and friendly Mayfair...

from 995 USD

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Lowest Rates!! 6Br-Spacious Luxurious Home In Beautiful Lincoln Park! #245
House with 6 bedroom(s), 4.5 bathrooms(s), sleeps 14
6 miles to Oak Park
Chicago, 60614
This 6 bedroom luxurious mansion will meet all of your standards. The light house, hot tub, or the unbelievable view are just some of the many...

from 4,400 USD

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Incredible Value!! Gorgeous 2Br Home Mayfair/Lincoln Square Free Parking
House with 2 bedroom(s), 1 bathrooms(s), sleeps 8
6.1 miles to Oak Park
Chicago, 60630
Give your family some breathing room while on business or vacation and enjoy this beautiful duplex home in Chicago's quaint and friendly Mayfair...

from 1,095 USD

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Amazing Views Of The Chicago Skyline From This Luxury Condo
Condo with 2 bedroom(s), 2 bathrooms(s), sleeps 4
6.2 miles to Oak Park
Chicago, 60612
See the amazing views of the entire Chicago Skyline from the top floor of this luxury executive condo located in the West Loop of Chicago. This...

from 780 USD

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August Special: Make Offer!! 2Br Penthouse Downtown With Amazing Views #219
Condo with 2 bedroom(s), 2 bathrooms(s), sleeps 6
6.2 miles to Oak Park
Chicago, 60601
Featuring a modern contemporary feel, the Chicago apartments offers dramatic finishes including tiled entries, granite islands and cherry...

from 1,500 USD

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Luxury Chicago Home~Walk To United Center~Sports & Concerts
Townhome with 2 bedroom(s), 4 bathrooms(s), sleeps 5
6.2 miles to Oak Park
Chicago, 60622
Self-contained Corporate Housing / Vacation Rental Home. Downtown, spacious, and elegant, this luxury vacation home occupies 3,000 square feet on...

from 2,000 USD

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Condo In Hot Bucktown / Wicker Park Neighborhood
Condo with 2 bedroom(s), 2 bathrooms(s), sleeps 6
6.4 miles to Oak Park
Chicago, 60622
Chicago Premier Suites brings its impeccable service and luxurious amenities to this condo suite located in the heart of the urban hotspot...

from 1,325 USD

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Furnished 3 Bedroom Apartment In The Heart Of Wicker Park
Apartment with 3 bedroom(s), 1 bathrooms(s), sleeps 6
6.4 miles to Oak Park
Chicago, 60622
Directly across from the B&B, our Bucktown Apartment has 3 separate bedrooms (queen, full, & 2 twin beds), full kitchen, dining room, and one...

from 249 USD

Daily


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Modern 3 Bedroom Condo In Chicago West Lakeview
Condo with 3 bedroom(s), 2 bathrooms(s), sleeps 9
6.5 miles to Oak Park
chicago, 60614
Modern City condo home in quaint residential area of Chicago, West Lakeview. It's balcony has partial views of Chicago skyline, including Sear's...

from 2,600 USD

Weekly


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Perfect Place To Hang Your Hat While Your In-Between Activities.
Apartment with 3 bedroom(s), 2 bathrooms(s), sleeps 6
6.6 miles to Oak Park
Chicago, 60614
Located in the Lincoln Park neighborhood where shopping, restaurants, and nightlife are plentiful. Easy access to Interstate 90/94 and other...
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3 Br Apartment, 2 Bathrooms & Half Bathroom, Unbelievable Views From The Terrace
Apartment with 3 bedroom(s), 2.5 bathrooms(s), sleeps 8
6.7 miles to Oak Park
Chicago, 60642
2 story duplex in turn of the century brick 2 flat house.  Situated on quiet side street across from 19c. church, steps from populars bars,...

from 140 USD

Daily


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Zen Luxury Downtown Timber Loft - Walk2 Oprah, Searstower, United Center, Lake
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 6
6.7 miles to Oak Park
chicago, 60607
This is a classic Brick/Timber Loft building in the WestLoop/Greektown and steps from the BULLS United Center. The bedroom has a Zen-inspired...

from 2,000 USD

Monthly


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4 Bedroom 2 Bathroom On Quiet Street In Wonderful Roscoe Village
Apartment with 4 bedroom(s), 2 bathrooms(s), sleeps 8
6.8 miles to Oak Park
Chciago, 60618
Brand new 4 bedroom 2 bath fully furnished apartment in Roscoe Village close to Hamlin Park. Whether you’re planning a weekend excursion, business...

from 275 USD

Daily


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Winter Special $145 A Night Great Location!!!
Condo with 3 bedroom(s), 2 bathrooms(s), sleeps 8
6.8 miles to Oak Park
Chicago, 60618
Newly remodeled 3 bedroom 2 bath fully furnished apartment in the heart of Roscoe Village. Whether you’re planning a weekend excursion, business...

from 225 USD

Daily


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Winter Special!! Starting $145 A Night Luxury Penthouse Lakeview/Roscoe Village,
Condo with 2 bedroom(s), 2 bathrooms(s), sleeps 6
6.8 miles to Oak Park
Chicago, 60618
2 bedroom/2 bath fully furnished 3rd floor apartment in the heart of Roscoe Village. So, Whether you’re planning a weekend excursion, business...

from 250 USD

Daily


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August Special: Make Offer!! 2Br- Amazing Penthouse Amazing Views Of Dwntwn/Michigan Ave #219
Condo with 2 bedroom(s), 2 bathrooms(s), sleeps 6
6.9 miles to Oak Park
Chicago, 60601
Featuring a modern contemporary feel, the Chicago apartments offers dramatic finishes including tiled entries, granite islands and cherry...

from 1,500 USD

Weekly


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Lovely 2-Flat In Lincoln Park, Near Downtown Chicago, Museums, Shopping, Lake Mi
Apartment with 3 bedroom(s), 1 bathrooms(s), sleeps 6
7.1 miles to Oak Park
Chicago, 60614
Our classic Chicago apartment is located in a traditional brick and stone 2 unit walk up. It has been lovingly restored and updated to provide...

from 1,250 USD

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Only $160 Trendy Lincoln Park/Depaul University Area! Luxury 1 Bedroom Sleeps 4
Apartment with 1 bedroom(s), 1 bathrooms(s), sleeps 4
7.1 miles to Oak Park
CHICAGO, 60614
Why stay at a hotel when you can experience a charming one-bedroom apartment nestled in a quiet and trendy neighborhood just steps from De Paul...

from 1,000 USD

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Cheap And Borders Downtown!! 4Br-Luxurious Home With Breathtaking Panoramic View Of Skyline #142
House with 4 bedroom(s), 3 bathrooms(s), sleeps 10
7.2 miles to Oak Park
Chicago, 60610
Fantastic contemporary home with a 2+ attached garage & fenced yard in a fantastic location. Smart wiring throughout. Gourmet kitchen with Bosch...

from 2,500 USD

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Cheap Rates! Urban Loft 2Br + Den(T Bed) #349
Condo with 3 bedroom(s), 2 bathrooms(s), sleeps 8
7.2 miles to Oak Park
Chicago, 60611
Contemporary 2 Bedroom + Den Condo Sleeps up to 8 guests. It is close to Navy Pier, Magnificent Mile, Water Tower, and Beach. Large Kitchen...

from 1,500

Weekly


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Chicago Vacation Rentals - Downtown Rooftop Penthouse With Decks
Vacation rental with 2 bedroom(s), 2 bathrooms(s)
7.2 miles to Oak Park
Chicago, Illinois, 60607
THE PENTHOUSE FEATURES: - 2 bedrooms & 2.5 bath (sleeps 2~7 guests), 1400 sf living space - two spacious decks w/ views to city, lake and garden....

from 125 USD


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Roscoe Village- Steps Away To Cute Shops & Dining Sleeps 4-6
Apartment with 2 bedroom(s), 1 bathrooms(s), sleeps 6
7.2 miles to Oak Park
Chicago, 60618
Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Village is a very family...

from 1,253 USD

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Vintage Loop Loft
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 4
7.2 miles to Oak Park
Chicago, 60661
This vintage Chicago loop loft offers modern amenities, space, and a central location with immediate access to Michigan Avenue, The Lyric Opera,...

from 299 USD

Daily


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