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Results: 140 Rentals

  • Top floor of Historic Oak Park Home \/ 2 Car Grge
    From $293 per night (USD)

    VRBO

    Top floor of Historic Oak Park Home \/ 2 Car Grge

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Secluded but never isolated; 3 blocks from the L-line, next door to Hemingway's birthplace, surrounded by dozens of Fran ...

    From $293 per night (USD)

    VRBO

    Details
  • Stylish Luxe King bed w\/Free Parkng near DT Oak Pk
    From $143 per night (USD)

    Expedia

    Stylish Luxe King bed w\/Free Parkng near DT Oak Pk

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This gorgeous 2bed/2bath packs a powerful punch, and more amenities than you'll know what to do with. -1 Private Parkin ...

    From $143 per night (USD)

    Expedia

    Details
  • Cozy modern unit w\/ easy access to downtown Chi
    From $124 per night (USD)

    VRBO

    Cozy modern unit w\/ easy access to downtown Chi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy a newly remodeled two bedroom lower unit in the historic Oak Park suburb of Chicago. This unit is within walking d ...

    From $124 per night (USD)

    VRBO

    Details
  • Elegantly decorated spacious 4 bedroom, 5 bathroom home in historic Oak Park
    From $830 per night (USD)

    VRBO

    Elegantly decorated spacious 4 bedroom, 5 bathroom home in historic Oak Park

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    9

    This home is meticulously decorated with amazing opulent lighting, stain glass pocket doors, and a great floor plan. Th ...

    From $830 per night (USD)

    VRBO

    Details
  • Bright and Spacious 2BR 2BA Apt., FREE PARKING, Walk to Train
    From $181 per night (USD)

    VRBO

    Bright and Spacious 2BR 2BA Apt., FREE PARKING, Walk to Train

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This Queen Anne home built in 1876 is located in the heart of Oak Park, just a few minutes walk to Frank Lloyd Wright ho ...

    From $181 per night (USD)

    VRBO

    Details
  • Relaxing Oak Park Home
    From $184 per night (USD)

    VRBO

    Relaxing Oak Park Home

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This charming Oak Park Bungalow offers a quiet relaxing environment to unwind after a busy day of site seeing in Chicag ...

    From $184 per night (USD)

    VRBO

    Details
  • Classic Oak Park Home, 11 Mi to Downtown Chicago!
    From $315 per night (USD)

    VRBO

    Classic Oak Park Home, 11 Mi to Downtown Chicago!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    8

    - Walk to Shopping & Dining - In-Unit Laundry Experience the best of Chicago from this 4-bedroom, 1.5-bathroom home in ...

    From $315 per night (USD)

    VRBO

    Details
  • Cozy1 BDRM apartment Located In The Heart Of Downtown Oak Park by Glow & Explore
    From $202 per night (USD)

    Expedia

    Cozy1 BDRM apartment Located In The Heart Of Downtown Oak Park by Glow & Explore

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to our cozy one-bedroom apartment located in the heart of downtown Oak Park, just minutes away from downtown Chi ...

    From $202 per night (USD)

    Expedia

    Details
  • Spacious Haven \/ 8-Min to Chicago \/ Sleeps 10
    From $332 per night (USD)

    VRBO

    Spacious Haven \/ 8-Min to Chicago \/ Sleeps 10

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Introducing Spacious Haven; your home away from home in the heart of Forest Park. With luxurious finishes and modern ame ...

    From $332 per night (USD)

    VRBO

    Details
  • Lovely vintage Oak Park 3bd 1ba perfectly located Chicago loop & public transit
    From $219 per night (USD)

    Expedia

    Lovely vintage Oak Park 3bd 1ba perfectly located Chicago loop & public transit

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Gorgeous 3BR 1BA apt near downtown Oak Park & 15 mins from the Medical District, Pilsen & Downtown Chicago! Get the best ...

    From $219 per night (USD)

    Expedia

    Details
  • Opulence in Oak Park
    From $558 per night (USD)

    VRBO

    Opulence in Oak Park

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our newly remodeled, luxurious 4-bedroom, 2-bathroom retreat in Oak Park, IL. This opulent haven boasts elega ...

    From $558 per night (USD)

    VRBO

    Details
  • Modern Deluxe Studio Suite in Oak Park!
    From $130 per night (USD)

    Expedia

    Modern Deluxe Studio Suite in Oak Park!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Enjoy a stylish experience at this centrally-located studio. In charming Oak Park, with a tourist friendly and trendy d ...

    From $130 per night (USD)

    Expedia

    Details
  • Vintage Urban Retreat
    From $454 per night (USD)

    VRBO

    Vintage Urban Retreat

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our charming Victorian home located in the historic Frank Lloyd Wright district, offering a central and walka ...

    From $454 per night (USD)

    VRBO

    Details
  • Carriage House in Oak Park, Il\n
    From $288 per night (USD)

    Expedia

    Carriage House in Oak Park, Il\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Attractive Carriage House Apartment for rent in Oak Park. Less than 5 mins away from Downtown Oak Park Restaurants and S ...

    From $288 per night (USD)

    Expedia

    Details
  • Sleeps 12 Comfortably with 8 Bedrooms, 3 Full Bathrooms, 2 Kitchens and Parking
    From $495 per night (USD)

    VRBO

    Sleeps 12 Comfortably with 8 Bedrooms, 3 Full Bathrooms, 2 Kitchens and Parking

    Bedrooms:
    3
    Bathrooms:
    8
    Sleeps:
    12

    This House was built in 1902 and was modified into 2 apartments in the 1940's. The house has 3 levels and many stairs. I ...

    From $495 per night (USD)

    VRBO

    Details
  • 4-bedroom townhome in Frank Lloyd Wright District-FREE PARKING, Patio, Yard
    From $273 per night (USD)

    Expedia

    4-bedroom townhome in Frank Lloyd Wright District-FREE PARKING, Patio, Yard

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    After a long day of enjoying all that Chicago (our place is just a short walk to the green line which gets you in the he ...

    From $273 per night (USD)

    Expedia

    Details
  • Adorable\/Comfy\/Free Parking\/15min 2 DT Chicago\/Apt
    From $187 per night (USD)

    VRBO

    Adorable\/Comfy\/Free Parking\/15min 2 DT Chicago\/Apt

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This apartment is great for couples, friend adventurers, family fun time, and business travelers. Experience the comfort ...

    From $187 per night (USD)

    VRBO

    Details
  • Lovely Oak Park Boho Vintage 3bd\/1ba. Located near public transit\/free parking
    Click For Pricing

    Expedia

    Lovely Oak Park Boho Vintage 3bd\/1ba. Located near public transit\/free parking

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Gorgeous 3BR 1BA apt near downtown Oak Park & 10 mins from the Medical District, Pilsen & West Loop Chicago! Get the bes ...

    Click For Pricing

    Expedia

    Details
  • Where Oak Park History  meets Modern Luxury
    From $401 per night (USD)

    VRBO

    Where Oak Park History meets Modern Luxury

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    A newly renovated space with an exquisite bathroom tailored for sophisticated guests. This Oak Park Loft combines the mo ...

    From $401 per night (USD)

    VRBO

    Details
  • Oak Park IL · Charming Retro 2BR Cottage\/Train\/Laundry\/FREE PKG
    From $275 per night (USD)

    Expedia

    Oak Park IL · Charming Retro 2BR Cottage\/Train\/Laundry\/FREE PKG

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Summary: This Arts District located beautiful Retro Cottage in the heart of Oak Park. Walk to all tourist attractions, ...

    From $275 per night (USD)

    Expedia

    Details
  • Space&style New rehab, first flr + bsmt of duplex, driveway prkng, walk to train
    From $281 per night (USD)

    VRBO

    Space&style New rehab, first flr + bsmt of duplex, driveway prkng, walk to train

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Chic + spacious w/A+ location! 2024 gut-rehab. One of two apartments a two-flat. This unit = Main floor + finished bsmnt ...

    From $281 per night (USD)

    VRBO

    Details
  • Award-winning, charming, 1-bedroom apartment with AC, WiFi in Pleasant Oak Park
    From $159 per night (USD)

    VRBO

    Award-winning, charming, 1-bedroom apartment with AC, WiFi in Pleasant Oak Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Relax in comfort in this 1-bedroom 2nd floor apartment located in Historic village of Oak Park. Impeccably restored, the ...

    From $159 per night (USD)

    VRBO

    Details
  • Cozy, Comfortable and Convenient apartment. Close to everything!
    From $274 per night (USD)

    VRBO

    Cozy, Comfortable and Convenient apartment. Close to everything!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully designed space. Very relaxing layout with all the amenities of home. Minutes from Oak Park Arts district. A ...

    From $274 per night (USD)

    VRBO

    Details
  • NEW in 2022! The CHICAGO GAME ROOM
    From $326 per night (USD)

    VRBO

    NEW in 2022! The CHICAGO GAME ROOM

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    There is no other rental like this in the Chicago area! This 4-bedroom, two-level private apartment is brand new and rea ...

    From $326 per night (USD)

    VRBO

    Details
  • Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
    From $210 per night (USD)

    VRBO

    Large, sunny 3 bedroom apartment two blocks from down town Oak Park.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Our beautifully decorated second floor apartment has it all. Sunny, spacious and clean. Three large bedrooms with newly ...

    From $210 per night (USD)

    VRBO

    Details
  • A quiet stay while you are away
    From $200 per night (USD)

    Expedia

    A quiet stay while you are away

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This is a gorgeous home in the Frank Loyd Wright historic district in Oak Park, Illinois. You will sleep on a super comf ...

    From $200 per night (USD)

    Expedia

    Details
  • Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!
    From $162 per night (USD)

    VRBO

    Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The first floor flat is a large bright 2 bedroom apartment with a new kitchen featuring Stainless Steel Fagor appliances ...

    From $162 per night (USD)

    VRBO

    Details
  • Sunny Jumbo Studio in the Heart of Oak Park
    From $131 per night (USD)

    VRBO

    Sunny Jumbo Studio in the Heart of Oak Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bright and sunny Oak Park jumbo studio, steps from cute downtown, train to Chicago, and amazing local tourist destinatio ...

    From $131 per night (USD)

    VRBO

    Details
  • Heart of Oak Park, train ride to downtown Chicago.  WIFI & Cable Included!
    From $136 per night (USD)

    VRBO

    Heart of Oak Park, train ride to downtown Chicago. WIFI & Cable Included!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Enjoy your stay in Oak Park at this prairie architecture themed apartment. It is located in the lower level of a new co ...

    From $136 per night (USD)

    VRBO

    Details
  • Quiet, family getaway. Puppers welcome!
    From $217 per night (USD)

    VRBO

    Quiet, family getaway. Puppers welcome!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This aparrtment is the top floor of a two flat. It's located in a very quiet, family friendly neighborhood. The skylight ...

    From $217 per night (USD)

    VRBO

    Details
  • Peaceful Beauty in Historic District  - Walkable - Winter Month Stay Special
    From $357 per night (USD)

    VRBO

    Peaceful Beauty in Historic District - Walkable - Winter Month Stay Special

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your most cozy place. First floor of our two flat nestled in a quint architecturally significant neighborhood ...

    From $357 per night (USD)

    VRBO

    Details
  • Rockin' 2BR Apartment in the Heart of Oak Park
    From $177 per night (USD)

    VRBO

    Rockin' 2BR Apartment in the Heart of Oak Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This musically-inspired 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to s ...

    From $177 per night (USD)

    VRBO

    Details
  • Modern Victorian With Old World Charm
    From $272 per night (USD)

    VRBO

    Modern Victorian With Old World Charm

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This historic Queen Anne home built in 1889 is in the heart of Oak Park, just a few minutes walk to Frank Lloyd Wright h ...

    From $272 per night (USD)

    VRBO

    Details
  • Top floor of Historic Oak Park Villa \/ 2 Car Grge
    From $393 per night (USD)

    Expedia

    Top floor of Historic Oak Park Villa \/ 2 Car Grge

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    We offer an 1,800 SQFT, three bedroom top floor home with spacious dining room, living room, modern kitchen, generous o ...

    From $393 per night (USD)

    Expedia

    Details
  • Downtown|King|Rooftop|Fitness|Top Flr City View
    From $379 per night (USD)

    VRBO

    Downtown|King|Rooftop|Fitness|Top Flr City View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience a newly renovated 2-bedroom top floor unit offering stunning city views. Enjoy large rooftop terrace, 24hr fi ...

    From $379 per night (USD)

    VRBO

    Details
  • Chic 3bed 2bath Home with free parking close to United Center
    From $427 per night (USD)

    Expedia

    Chic 3bed 2bath Home with free parking close to United Center

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Whether you are visiting Chicago or Oak Park for work or play, you won’t regret staying in this private urban chic home ...

    From $427 per night (USD)

    Expedia

    Details
  • Spacious, lovely 2bed 1bath with free parking
    From $345 per night (USD)

    VRBO

    Spacious, lovely 2bed 1bath with free parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Bring the whole family to enjoy this great place with lots of comforts and space. Beautifully decorated with reclaimed ...

    From $345 per night (USD)

    VRBO

    Details
  • Beautiful, cozy stay in Historic Frank Lloyd Wright District
    From $513 per night (USD)

    Expedia

    Beautiful, cozy stay in Historic Frank Lloyd Wright District

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Whether you're here to visit family or friends, to attend a conference in the city or a quick getaway, your family will ...

    From $513 per night (USD)

    Expedia

    Details
  • 2 bed apartment in The Berwyn\/Oak Park area - 1 king 1 queen, Fiber Optic WIFI
    From $97 per night (USD)

    VRBO

    2 bed apartment in The Berwyn\/Oak Park area - 1 king 1 queen, Fiber Optic WIFI

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Two-bedroom apartment/condo in The Berwyn/Oak Park area (One bed with a king and the other a queen) in the heart of the ...

    From $97 per night (USD)

    VRBO

    Details
  • South Loop 2-bedroom
    From $547 per night (USD)

    Expedia

    South Loop 2-bedroom

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Get ready to relax in this 2-bedroom apartment in Oak Park. This superb property features a king bed and a queen bed, pe ...

    From $547 per night (USD)

    Expedia

    Details
  • Charming 2-bedroom apartment in Oak Park with WiFi access
    From $153 per night (USD)

    VRBO

    Charming 2-bedroom apartment in Oak Park with WiFi access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This peaceful apartment in Oak Park offers a fantastic retreat for guests. With 2 cozy bedrooms featuring queen beds and ...

    From $153 per night (USD)

    VRBO

    Details
  • The Oak Park Loft, Including Garage
    From $185 per night (USD)

    Expedia

    The Oak Park Loft, Including Garage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A newly renovated space with an exquisite bathroom tailored for sophisticated guests. This Oak Park Loft combines the mo ...

    From $185 per night (USD)

    Expedia

    Details
  • 2\/1  APT with parking for two in the Frank Lloyd Wright Historic District
    From $213 per night (USD)

    VRBO

    2\/1 APT with parking for two in the Frank Lloyd Wright Historic District

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Wright at Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $213 per night (USD)

    VRBO

    Details
  • Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!
    From $865 per night (USD)

    Expedia

    Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Unlike any you'll find nearby in Charming Oak Park! Curated design elements to meet the heart of this 19th century Victo ...

    From $865 per night (USD)

    Expedia

    Details
  • Spacious 5-bedroom 2-bath house in phenomenal Oak Park with parking, laundry!
    From $320 per night (USD)

    VRBO

    Spacious 5-bedroom 2-bath house in phenomenal Oak Park with parking, laundry!

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    7

    Great gathering getaway with lots of room for relaxation in beautiful Oak Park! This home features 5 beds, 2 baths, a fu ...

    From $320 per night (USD)

    VRBO

    Details
  • Charming Chicago-Style, Vintage, Tv NFL PASS
    From $103 per night (USD)

    Expedia

    Charming Chicago-Style, Vintage, Tv NFL PASS

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    → Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience ...

    From $103 per night (USD)

    Expedia

    Details
  • Modern Victorian Vibes ❤️ | Character & Charm
    From $454 per night (USD)

    VRBO

    Modern Victorian Vibes ❤️ | Character & Charm

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Your family will be close to everything when you stay at this centrally-located Victorian home in the heart of the histo ...

    From $454 per night (USD)

    VRBO

    Details
  • First floor of Historic Oak Park Villa \/ 2Car Grge
    From $370 per night (USD)

    Expedia

    First floor of Historic Oak Park Villa \/ 2Car Grge

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    We offer an 1,800 SQFT, three bedroom 1st floor home with spacious dining room, living room, top of the line kitchen, g ...

    From $370 per night (USD)

    Expedia

    Details
  • Walking Distance to everything...
    From $327 per night (USD)

    VRBO

    Walking Distance to everything...

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    The Green Line CTA "L" train (Metro) is only 3 blocks away and departs every 10 minutes. Metra shares a station and dep ...

    From $327 per night (USD)

    VRBO

    Details
  • 5 bedroom with 5 beds and 2 bathrooms
    From $2600 per night (USD)

    Expedia

    5 bedroom with 5 beds and 2 bathrooms

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    6

    First floor One of the bedrooms on the first floor is tiny. The three other bedrooms are small, one has no closet. Ba ...

    From $2600 per night (USD)

    Expedia

    Details
  • Stylish and Comfortable home centrally located near Chicago
    From $304 per night (USD)

    VRBO

    Stylish and Comfortable home centrally located near Chicago

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is a property located in Oak Park, 7.2 miles from United Center and 9.1 miles from Union Station. This property has ...

    From $304 per night (USD)

    VRBO

    Details
  • Charming  3 beds 2 baths close  15 min Chicago walk to trains hold 6 pp parking
    From $237 per night (USD)

    VRBO

    Charming 3 beds 2 baths close 15 min Chicago walk to trains hold 6 pp parking

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    From the moment you arrive, to the time you leave, you will know you are some place special! 2 assign parking space ava ...

    From $237 per night (USD)

    VRBO

    Details
  • BEAUTIFUL COZY APARTMENT
    From $180 per night (USD)

    VRBO

    BEAUTIFUL COZY APARTMENT

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    ACROSS THE STREET FROM THE BEST WINERY EVER, WALKING DISTANCE TO SHOPPING, FOOD, MOVIES. BEAUTIFIL ROOF TOP WITH THE VEI ...

    From $180 per night (USD)

    VRBO

    Details
  • Chic Retreat, 2 Queen Beds, FREE PARKING, Walk to Train
    From $164 per night (USD)

    Expedia

    Chic Retreat, 2 Queen Beds, FREE PARKING, Walk to Train

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    You will be in the heart of downtown Oak Park, within walking distance to public transportation that takes you directly ...

    From $164 per night (USD)

    Expedia

    Details
  • Picture Perfect 3Bed Steps from Train and FLW
    Click For Pricing

    VRBO

    Picture Perfect 3Bed Steps from Train and FLW

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your beautiful 3 bedroom home-away-from-home! From the Instagram-worthy forest room to the cozy fireplace rea ...

    Click For Pricing

    VRBO

    Details
  • Historic Oak Park Apartment ~ 8 Mi to Downtown
    From $218 per night (USD)

    Expedia

    Historic Oak Park Apartment ~ 8 Mi to Downtown

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    4

    Experience the best of Chicago without the city noise and stay at this cozy 2-bedroom, 1-bath vacation rental in Oak Par ...

    From $218 per night (USD)

    Expedia

    Details
  • Oak Park Home w\/ Fire Pit - 5 Mi to Garfield Park!
    From $328 per night (USD)

    VRBO

    Oak Park Home w\/ Fire Pit - 5 Mi to Garfield Park!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    Experience Oak Park as the locals do when you stay at this 3-bedroom, 1-bathroom vacation rental home-away-from-home ide ...

    From $328 per night (USD)

    VRBO

    Details
  • Spacious Oak Park Home, 11 Mi to Downtown Chicago!
    From $372 per night (USD)

    Expedia

    Spacious Oak Park Home, 11 Mi to Downtown Chicago!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    6

    Plan your next escape to Illinois and stay at this inviting 3-bedroom, 2-bathroom duplex unit located just 1 block away ...

    From $372 per night (USD)

    Expedia

    Details
  • Restful Retreat Perfectly Located by Train+Shops
    Click For Pricing

    VRBO

    Restful Retreat Perfectly Located by Train+Shops

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    This bright and sunny apartment will be your perfect home base for exploring Oak Park or Chicago. Come home to a quiet a ...

    Click For Pricing

    VRBO

    Details
  • Chic Suite\/Mins to L Train \/Laundry\/Free Parking
    From $111 per night (USD)

    Expedia

    Chic Suite\/Mins to L Train \/Laundry\/Free Parking

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Located just 5 mins to the L train in downtown Oak Park, Frank Lloyd Wright Home/Studio, Ernest Hemingway Museum, as are ...

    From $111 per night (USD)

    Expedia

    Details
  • Cozy 3 Bdrm. Apt.  sleeps 5 guests in the historic neighborhood of Oak Park IL
    From $184 per night (USD)

    VRBO

    Cozy 3 Bdrm. Apt. sleeps 5 guests in the historic neighborhood of Oak Park IL

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    . Great for family/ friends get away, great for working groups, especially Healthcare professionals, as the unit 1 b ...

    From $184 per night (USD)

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    Details
  • Sunny Coach House in Historic Oak Park
    From $115 per night (USD)

    Expedia

    Sunny Coach House in Historic Oak Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    This bright, cozy coach house is your ideal base in Oak Park. It was originally the coachman's quarters behind a 1909 P ...

    From $115 per night (USD)

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    Details
  • 8 MILES FROM DOWNTOWN CHICAGO!!!
    From $241 per night (USD)

    VRBO

    8 MILES FROM DOWNTOWN CHICAGO!!!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Free Parking! Gorgeous sunporch with beautiful and spacious backyard. This modern unit is updated with SS appliances and ...

    From $241 per night (USD)

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    Details
  • Oak Park Queen
    From $236 per night (USD)

    Expedia

    Oak Park Queen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    What this place offers Bathroom Hair dryer Cleaning products Shampoo Body soap Hot water Shower gel Bedroom and laundry ...

    From $236 per night (USD)

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    Details
  • Historic Townhome in Oak Park w\/ Backyard!
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    VRBO

    Historic Townhome in Oak Park w\/ Backyard!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Discover the best of the Chicago area when you book this charming 2-bedroom, 1-bathroom vacation rental! This Victorian ...

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    Details
  • Downtown Oak Park\/Fast WIFI\/Free Parking\/ Victorian Home\/Sleeps 6
    From $187 per night (USD)

    Expedia

    Downtown Oak Park\/Fast WIFI\/Free Parking\/ Victorian Home\/Sleeps 6

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    2 bedrooms apartment in charming downtown Oak Park. Chicago's El and Metra train stops a short 2min walk. Both trains b ...

    From $187 per night (USD)

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    Details
  • Vibrant, Chi\/OakPark 3bd\/2bth+ Steps from train
    From $288 per night (USD)

    VRBO

    Vibrant, Chi\/OakPark 3bd\/2bth+ Steps from train

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    About this space Welcome to your clean, spacious, and modern home away from home! This 3-bedroom, 2-bath apartment is pe ...

    From $288 per night (USD)

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    Details
  • Cozy & comfy w\/free parking & W\/D
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    Expedia

    Cozy & comfy w\/free parking & W\/D

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    About this space Relax with the whole family at this peaceful, beautiful home on a family friendly block. The space Come ...

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    Details
  • Peaceful\/ Comfy\/ patio w Firepit15 mins to downtown Chicago w\/ Free Pkng
    From $227 per night (USD)

    VRBO

    Peaceful\/ Comfy\/ patio w Firepit15 mins to downtown Chicago w\/ Free Pkng

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Relax at this prestigious 2 bed 1 bath 1st floor apt with modern furnishing. Features a king bed in the master bedroom a ...

    From $227 per night (USD)

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    Details
  • Light Bright Spacious Central Oak Park Near Everything Location
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    Expedia

    Light Bright Spacious Central Oak Park Near Everything Location

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Charming, Vintage building with updated, pristinely maintained light bright interior space within blocks of downtown Oak ...

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    Details
  • First floor unit of a delightful retreat in the Frank Lloyd Wright district.
    Click For Pricing

    VRBO

    First floor unit of a delightful retreat in the Frank Lloyd Wright district.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy spacious rooms, high ceilings, or step onto the balcony deck while enjoying your morning coffee. A perfect blend o ...

    Click For Pricing

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  • 9 miles from Downtown Chicago
    From $115 per night (USD)

    VRBO

    9 miles from Downtown Chicago

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    $3000 monthly rent including utilities and fully furnished. Upon entering the condo, you'll be greeted by a warm and in ...

    From $115 per night (USD)

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    Details
  • Charming Oak Park 4BD\/3.5BA and 2 Private Parking by AllSet Turnover
    From $468 per night (USD)

    VRBO

    Charming Oak Park 4BD\/3.5BA and 2 Private Parking by AllSet Turnover

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Unwind in our classic 4 bedroom, single-family home in Oak Park. Its perfect for families or groups, offering you a full ...

    From $468 per night (USD)

    VRBO

    Details
  • Newly Built, Bright Garden Studio in Oak Park.
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    Expedia

    Newly Built, Bright Garden Studio in Oak Park.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our comfy, newly remodeled garden unit is 3 blocks to the train with free parking in upscale, safe, walkable Oak Park. E ...

    Click For Pricing

    Expedia

    Details
  • 2nd floor walk up 3 bedroom 1 bath with parking
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    VRBO

    2nd floor walk up 3 bedroom 1 bath with parking

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Book now at this at this peaceful and centrally-located place. Second floor walk up above main house. This house feature ...

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    VRBO

    Details
  • 8 Mi to Chicago: Oak Park Home w\/ Fenced Backyard!
    From $169 per night (USD)

    Expedia

    8 Mi to Chicago: Oak Park Home w\/ Fenced Backyard!

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    9

    Discover the vibrant city of Chicago when you stay at this delightful 3-bedroom, 1-bathroom Oak Park, IL, vacation renta ...

    From $169 per night (USD)

    Expedia

    Details
  • Mins to DT & Frank Lloyd Wright
    From $124 per night (USD)

    VRBO

    Mins to DT & Frank Lloyd Wright

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    The apartment is beautifully designed with a modern yet cozy feel, featuring hardwood floors throughout, a fully equippe ...

    From $124 per night (USD)

    VRBO

    Details
  • Spacious 5bd\/2bth house sleeps 11 in Oak Park, 3 parking spaces plus laundry
    From $363 per night (USD)

    Expedia

    Spacious 5bd\/2bth house sleeps 11 in Oak Park, 3 parking spaces plus laundry

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    11

    Discover this phenomenal 5-bedroom gem in Oak Park. This lovely house features 4 queen beds, 1 futon, and a cozy living ...

    From $363 per night (USD)

    Expedia

    Details
  • A Pleasant Stay
    From $149 per night (USD)

    VRBO

    A Pleasant Stay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our bright and peaceful townhouse in Oak Park, IL! Just steps from the vibrant Oak Park Arts District, you'll ...

    From $149 per night (USD)

    VRBO

    Details
  • The Artist's Loft - Oak Park
    From $194 per night (USD)

    VRBO

    The Artist's Loft - Oak Park

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    This cozy 2nd floor retreat is the perfect place to relax after a day exploring Chicago and historic Oak Park. Our deco ...

    From $194 per night (USD)

    VRBO

    Details
  • Bright Oak Park 1BR w\/ Lounge & Roof, nr Downtown, by Blueground
    Click For Pricing

    VRBO

    Bright Oak Park 1BR w\/ Lounge & Roof, nr Downtown, by Blueground

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Show up and start living from day one in Chicago with this charming one bedroom Blueground apartment. You’ll love coming ...

    Click For Pricing

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    Details
  • Comfy Bed\/Free Parking&Wifi \/NearHosp\/ORD\/MDW\/DT
    From $98 per night (USD)

    Expedia

    Comfy Bed\/Free Parking&Wifi \/NearHosp\/ORD\/MDW\/DT

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Spacious 1bed Apt close to everything Chicago has to offer Stay includes: *Free Street Parking *Free Wifi *Comfortable ...

    From $98 per night (USD)

    Expedia

    Details
  • Spacious 3-bedroom, 2-bath condo, free parking\/Oak Park
    From $200 per night (USD)

    VRBO

    Spacious 3-bedroom, 2-bath condo, free parking\/Oak Park

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This 3-bedroom, 2-bath condo is spacious, modern and centrally located, transportation right outside the door traveling ...

    From $200 per night (USD)

    VRBO

    Details
  • Deluxe Oak Park 1BR w\/ Lounge & Roof, nr Downtown, by Blueground
    Click For Pricing

    Expedia

    Deluxe Oak Park 1BR w\/ Lounge & Roof, nr Downtown, by Blueground

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover the best of Chicago, with this one bedroom apartment in Oak Park. with high floor views over the city. It’ll be ...

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    Details
  • Oak Park 3000 sq ft, sleep 16
    From $1202 per night (USD)

    VRBO

    Oak Park 3000 sq ft, sleep 16

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    16

    Harrison Landing welcomes you to our luxurious home in the charming neighborhood of Oak Park, Illinois! This exquisite c ...

    From $1202 per night (USD)

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    Details
  • Modern Vibes 1br\/1ba Oak Park
    From $190 per night (USD)

    VRBO

    Modern Vibes 1br\/1ba Oak Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This stylish place to stay is perfect for work trips, and mini getaways. This one bedroom unit has everything you need w ...

    From $190 per night (USD)

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    Details
  • Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago
    From $193 per night (USD)

    VRBO

    Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    This historic, prestigious apartment is a comfortable 2 bed apt with modern furnishing, This is not a shared space. It ...

    From $193 per night (USD)

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    Details
  • INSTA-WORTHY Loft+Condo, FREE Parking, Near Downtown Chicago
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    Expedia

    INSTA-WORTHY Loft+Condo, FREE Parking, Near Downtown Chicago

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    11

    Enjoy the convenience of free parking and easy access to public transportation. This modern and cozy space features a fu ...

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    Expedia

    Details
  • Updated Forest Park 3 BR Bungalow
    From $197 per night (USD)

    VRBO

    Updated Forest Park 3 BR Bungalow

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This charming and recently updated 3BR bungalow in a friendly neighborhood is perfect for families, business travelers, ...

    From $197 per night (USD)

    VRBO

    Details
  • 1BR Apartment - Walk to Shops - Downtown OAK PARK
    From $236 per night (USD)

    Expedia

    1BR Apartment - Walk to Shops - Downtown OAK PARK

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Your family will be close to everything when you stay at this centrally-located place. - 4 min drive to the train - 2 m ...

    From $236 per night (USD)

    Expedia

    Details
  • A5 Luxurious Garden Unit Near Chicago
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    VRBO

    A5 Luxurious Garden Unit Near Chicago

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Looking for a romantic getaway? Check out this intimate private unit crafted for two! Everything you see, touch & feel i ...

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    Details
  • Large, modern 2 bedroom in the heart of Forest Park
    From $165 per night (USD)

    Expedia

    Large, modern 2 bedroom in the heart of Forest Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Quiet and spacious lofted 2 bedroom unit steps from the heart of downtown Forest Park's Madison St. There you will find ...

    From $165 per night (USD)

    Expedia

    Details
  • Remodeled w Game Room Mins to Chicago - Unit 2
    From $351 per night (USD)

    VRBO

    Remodeled w Game Room Mins to Chicago - Unit 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Experience modern comfort and fun at our newly remodeled and beautifully decorated home in Berwyn, IL! Designed with you ...

    From $351 per night (USD)

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    Details
  • Berwyn 15 min > Downtown Game Room  Grill - Unit 1
    From $314 per night (USD)

    Expedia

    Berwyn 15 min > Downtown Game Room Grill - Unit 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to your perfect getaway in Berwyn, IL! This newly remodeled and beautifully decorated home offers a blend of mod ...

    From $314 per night (USD)

    Expedia

    Details
  • Chic 2-bedroom apartment with WiFi and AC in marvelous Chicago
    From $195 per night (USD)

    VRBO

    Chic 2-bedroom apartment with WiFi and AC in marvelous Chicago

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Kick back and relax in this calm, stylish top Unit space. You will love everything from the decor to the cozyness of thi ...

    From $195 per night (USD)

    VRBO

    Details
  • Chic 2-bedroom apartment in fabulous Chicago with AC, WiFi
    From $116 per night (USD)

    Expedia

    Chic 2-bedroom apartment in fabulous Chicago with AC, WiFi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Your Chicago adventure begins at this 2-bedroom apartment. The space features two bedrooms and a third bedroom used as a ...

    From $116 per night (USD)

    Expedia

    Details
  • CozylSpaciousl 2-BR Self-checkin Apartment in Chicago l Few Steps from Downtown
    From $147 per night (USD)

    VRBO

    CozylSpaciousl 2-BR Self-checkin Apartment in Chicago l Few Steps from Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Located in Chicago, enjoy what this 2-bedroom apartment has to offer. With 2 queen beds, a cozy bathtub, and essential a ...

    From $147 per night (USD)

    VRBO

    Details
  • Cozy spacious 1-bedroom condo in enjoyable Forest Park with fitness room, WiFi
    From $80 per night (USD)

    VRBO

    Cozy spacious 1-bedroom condo in enjoyable Forest Park with fitness room, WiFi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This awesome condo in Forest Park is the perfect home base for your trip. With 1 bedroom, a washing machine, fitness roo ...

    From $80 per night (USD)

    VRBO

    Details
  • Pearly Gates w\/ 2-Car Garage
    From $243 per night (USD)

    VRBO

    Pearly Gates w\/ 2-Car Garage

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    Summary: The Pearly Gates is located in the heart of Forest Park! Located just 10 miles from downtown Chicago, you can h ...

    From $243 per night (USD)

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    Details
  • Music Hot Spot N Berwyn\/Oak Park 2nd flr Wifi, Smart TVs, BBQ Patio & Greenhouse
    From $119 per night (USD)

    VRBO

    Music Hot Spot N Berwyn\/Oak Park 2nd flr Wifi, Smart TVs, BBQ Patio & Greenhouse

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Sweet, suite nestled within walking distance to 4 music venues, Friendly Tap Coffee Cafe/Music school and the Distro (wa ...

    From $119 per night (USD)

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    Details