Oak Park vacation rentals

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Top-rated vacation rentals in Oak Park

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Entire guesthouse · Oak Park
O'Malley Oasis!
Your home away from home at this centrally-located coachhouse apartment.Queen sized bed, fully equipped eat-in kitchen, relaxing living area with recliner, leather couch and big screen tv. Walk to downtown or explore Chicago via public transportation just a few blocks away. Adorable porch and your own entry. Parking spot included!
$131 per night
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Entire rental unit · Oak Park
Sunny Jumbo Studio in the Heart of Oak Park
Bright and sunny Oak Park jumbo studio, steps from cute downtown, train to Chicago, and amazing local tourist destinations- like the Hemingway Home and the Wright Studio. This welcoming studio was completely rehabbed and updated. We put a lot of care into designing a relaxing apartment with all the amenities. The main room features a double bed, office nook, and fully stocked entertainment area, with games, books, and a TV. The spacious kitchen and luxurious bathroom are brand new!
$105 per night
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Private room · Oak Park
warm comfortable home with lots to offer
single family home with bedroom (second floor) available with shared bath. Room is for single occupancy only, no exceptions. See our other listing for private room with single bed.
$40 per night
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Stay near Oak Park's top sights

Photo of Frank Lloyd Wright Home and Studio
Frank Lloyd Wright Home and Studio82 locals recommend
Photo of Oak Park Conservatory
Oak Park Conservatory12 locals recommend
Photo of Classic Cinemas Lake Theatre
Classic Cinemas Lake Theatre40 locals recommend
Photo of Poor Phil's Bar and Grill
Poor Phil's Bar and Grill10 locals recommend
Photo of Oak Park Public Library - Main Library
Oak Park Public Library - Main Library12 locals recommend
Photo of Mills Park
Mills Park3 locals recommend

Other great vacation rentals in Oak Park

Entire guest suite · Oak Park
Large apartment in quiet safe Oak Park
$114 per night
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Entire guesthouse · Oak Park
Coachhouse in central OP 4 blk to L
$120 per night
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Entire rental unit · Oak Park
1 bed 1 bath apartment 42-1
$86 per night
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Private room · Oak Park
Victorian Gem in Heart of FLW District
$92 per night
Private room · Forest Park
4J1 Garden flr bedroom near Chicago & Loyola
$56 per night
Entire guesthouse · Oak Park
1 Bdrm Coach House - Frank Lloyd Wright District
$95 per night
Private room · Oak Park
1A3pl Mstr Bdrm+Own Washrm Cls to Chicago & Loyola
$45 per night
Entire rental unit · Oak Park
Cosmopolitan nest in Oak Parks North Side
$68 per night
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Private room · Oak Park
Cozy Queen Perfect Home Base for Chicago Trips!
$51 per night
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Private room · Forest Park
Forest Park bedroom in first floor unit of home.
$75 per night
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Entire guesthouse · Oak Park
Sunny Coach House in Historic Oak Park
$158 per night
Private room · Oak Park
Antique Filled Home
$65 per night
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