Search Your Destination Now!

Oak Park Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 131 Rentals

  • Private, spacious & sun-drenched Oak Park studio with private attached parking
    Click For Pricing

    VRBO

    Private, spacious & sun-drenched Oak Park studio with private attached parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Modern, furnished, sun-drenched spacious coach house apartment in the heart of Frank Lloyd Wright country. The studio is ...

    Click For Pricing

    VRBO

    Details
  • Top floor of Historic Oak Park Home /2 Car Garage
    From $304 per night (USD)

    Expedia

    Top floor of Historic Oak Park Home /2 Car Garage

    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 $304 per night (USD)

    Expedia

    Details
  • Stylish Luxe King bed w/Free Parkng near DT Oak Pk
    From $161 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    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 $161 per night (USD)

    VRBO

    Details
  • Quiet, family getaway. Puppers welcome!
    From $245 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 $245 per night (USD)

    VRBO

    Details
  • Spacious 5-Bedroom Retreat in Forest Park
    From $433 per night (USD)

    VRBO

    Spacious 5-Bedroom Retreat in Forest Park

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

    Summary: Welcome to your spacious retreat in downtown Forest Park! - Stylish interior with hardwood floors and chic ...

    From $433 per night (USD)

    VRBO

    Details
  • Modern Victorian With Old World Charm
    From $2624 per night (USD)

    Expedia

    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 $2624 per night (USD)

    Expedia

    Details
  • Updated Forest Park 3 BR Bungalow
    From $202 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 $202 per night (USD)

    VRBO

    Details
  • Spacious 3-bedroom, 2-bath condo, free parking/Oak Park
    From $237 per night (USD)

    Expedia

    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 $237 per night (USD)

    Expedia

    Details
  • Sunny Jumbo Studio in the Heart of Oak Park
    From $144 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 $144 per night (USD)

    VRBO

    Details
  • Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
    From $139 per night (USD)

    Expedia

    Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

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

    From $139 per night (USD)

    Expedia

    Details
  • Heart of Oak Park, train ride to downtown Chicago.  WIFI & Cable Included!
    From $210 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    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 $210 per night (USD)

    VRBO

    Details
  • Bright and Spacious 2BR 2BA Apt., FREE PARKING, Walk to Train
    Click For Pricing

    Expedia

    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 ...

    Click For Pricing

    Expedia

    Details
  • Cozy Forest Park 1 Bed
    Click For Pricing

    VRBO

    Cozy Forest Park 1 Bed

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This apartment has been tailored to accommodate your stay. It is spacious, fully equipped for your everyday needs. The a ...

    Click For Pricing

    VRBO

    Details
  • Comfy Bed/Free Parking&Wifi /NearHosp/ORD/MDW/DT
    From $147 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

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

    From $147 per night (USD)

    Expedia

    Details
  • Cozy modern unit w/ easy access to downtown Chi
    From $140 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 $140 per night (USD)

    VRBO

    Details
  • Elegantly decorated spacious 4 bedroom, 5 bathroom home in historic Oak Park
    From $950 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 $950 per night (USD)

    VRBO

    Details
  • Comfortable home in historic Oak Park- open For Thanksgiving and Christmas!!!
    From $184 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 bathroom. The kitchen features Stainless Steel Fag ...

    From $184 per night (USD)

    VRBO

    Details
  • Relaxing Oak Park Home
    From $249 per night (USD)

    Expedia

    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 $249 per night (USD)

    Expedia

    Details
  • A quiet stay while you are away
    From $148 per night (USD)

    VRBO

    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 $148 per night (USD)

    VRBO

    Details
  • Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
    From $315 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    3
    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 $315 per night (USD)

    VRBO

    Details
  • Spacious Oak Park Home, 11 Mi to Downtown Chicago!
    From $338 per night (USD)

    VRBO

    Spacious Oak Park Home, 11 Mi to Downtown Chicago!

    Bedrooms:
    2
    Bathrooms:
    3
    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 $338 per night (USD)

    VRBO

    Details
  • Cozy shared Oak Park home away from home
    From $45 per night (USD)

    VRBO

    Cozy shared Oak Park home away from home

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    2

    Oak Park home with transitional decor. Amenities include kitchen with oven, 2 fridges, microwave, hot pot, rice cooker, ...

    From $45 per night (USD)

    VRBO

    Details
  • 1BR Apartment - Walk to Shops - Downtown OAK PARK
    From $144 per night (USD)

    VRBO

    1BR Apartment - Walk to Shops - Downtown OAK PARK

    Bedrooms:
    1
    Bathrooms:
    1
    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 $144 per night (USD)

    VRBO

    Details
  • Large, sunny 3 bedroom apartment two blocks from down town Oak Park.
    From $242 per night (USD)

    Expedia

    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 $242 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:
    3
    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
  • A5 Luxurious Garden Unit Near Chicago
    Click For Pricing

    Expedia

    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 ...

    Click For Pricing

    Expedia

    Details
  • Large, modern 2 bedroom in the heart of Forest Park
    From $175 per night (USD)

    VRBO

    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 $175 per night (USD)

    VRBO

    Details
  • Chic Suite/Mins to L Train /Laundry/Free Parking
    From $108 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    1
    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 $108 per night (USD)

    Expedia

    Details
  • Cozy 3 Bdrm. Apt.  sleeps 5 guests in the historic neighborhood of Oak Park IL
    From $286 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

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

    From $286 per night (USD)

    VRBO

    Details
  • Cozy, Comfortable and Convenient apartment. Close to everything!
    From $189 per night (USD)

    Expedia

    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 $189 per night (USD)

    Expedia

    Details
  • Classic Oak Park Home, 11 Mi to Downtown Chicago!
    From $357 per night (USD)

    VRBO

    Classic Oak Park Home, 11 Mi to Downtown Chicago!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

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

    From $357 per night (USD)

    VRBO

    Details
  • Sunny Coach House in Historic Oak Park
    From $143 per night (USD)

    Expedia

    Sunny Coach House in Historic Oak Park

    Bedrooms:
    1
    Bathrooms:
    1
    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 $143 per night (USD)

    Expedia

    Details
  • Beautiful & Cozy 2bd/1b Near O’Hare & Metra (MD-W)
    From $259 per night (USD)

    VRBO

    Beautiful & Cozy 2bd/1b Near O’Hare & Metra (MD-W)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the peaceful Galewood/Elmwood Park area of Chicago. We are in the boarder line of Chicago/Suburbs. Our Home i ...

    From $259 per night (USD)

    VRBO

    Details
  • Beautiful, cozy stay in Historic Frank Lloyd Wright District
    From $372 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 $372 per night (USD)

    Expedia

    Details
  • Chic 3bed 2bath Home with free parking close to United Center
    From $355 per night (USD)

    VRBO

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

    Bedrooms:
    1
    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 $355 per night (USD)

    VRBO

    Details
  • Spacious, lovely 2bed 1bath with free parking
    From $366 per night (USD)

    Expedia

    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 $366 per night (USD)

    Expedia

    Details
  • Clean and Comfy Updated Apt in Convenient Location
    From $175 per night (USD)

    VRBO

    Clean and Comfy Updated Apt in Convenient Location

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Comfortable, clean and stylish living with spacious living room and dining area. Super cute eat-in kitchen and bathroom ...

    From $175 per night (USD)

    VRBO

    Details
  • Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
    From $156 per night (USD)

    Expedia

    Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Spacious Apt close to everything Chicago has to offer Stay includes: *Free Street Parking *Fast Wifi *2Comfortable Quee ...

    From $156 per night (USD)

    Expedia

    Details
  • Oak Park, IL, entire house, short walk to train.
    From $211 per night (USD)

    VRBO

    Oak Park, IL, entire house, short walk to train.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to this Oak Park home, conveniently minutes from the main expressway, train station, downtown Chicago, and the M ...

    From $211 per night (USD)

    VRBO

    Details
  • NEW Gather in spacious 3 bedroom home all your own
    From $460 per night (USD)

    VRBO

    NEW Gather in spacious 3 bedroom home all your own

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Introducing Mohr Cottage in the heart of Forest Park. This spacious & recently updated 3 bedroom 2 full bath 2 story hom ...

    From $460 per night (USD)

    VRBO

    Details
  • Modern apartment in great central location!
    From $176 per night (USD)

    VRBO

    Modern apartment in great central location!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Troost House. This property is newly remodeled with high end finishes including Quartz counters, hardwood ...

    From $176 per night (USD)

    VRBO

    Details
  •  Cozy Two Bedroom Apartment in Downtown Forest Park
    From $152 per night (USD)

    VRBO

    Cozy Two Bedroom Apartment in Downtown Forest Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The two-bedroom apartment is located in the heart of downtown Forest Park and located just ten miles west of downtown Ch ...

    From $152 per night (USD)

    VRBO

    Details
  • Modern Victorian Vibes ❤️ | Character & Charm
    From $441 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 $441 per night (USD)

    VRBO

    Details
  • First floor of Historic Oak Park Villa, Grge:2Cars
    From $375 per night (USD)

    Expedia

    First floor of Historic Oak Park Villa, Grge:2Cars

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

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

    From $375 per night (USD)

    Expedia

    Details
  • Walking Distance to everything...
    From $255 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 $255 per night (USD)

    VRBO

    Details
  • 5 bedroom with 5 beds and 2 bathrooms
    From $3114 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 $3114 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
  • Charming  3 beds 2  full baths close to Chicago downtown walking to trains
    From $321 per night (USD)

    VRBO

    Charming 3 beds 2 full baths close to Chicago downtown walking to trains

    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 $321 per night (USD)

    VRBO

    Details
  • Peaceful 2 Bed w FirePit Free Parking 15 mins to Downtown Chicago
    From $206 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Your Private Retreat in the Heart of the City Welcome to your peaceful, first floor level apartment—just 4 minutes from ...

    From $206 per night (USD)

    VRBO

    Details
  • INSTA-WORTHY Loft+Condo, FREE Parking, Near Downtown Chicago
    From $236 per night (USD)

    VRBO

    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 ...

    From $236 per night (USD)

    VRBO

    Details
  • Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6
    From $298 per night (USD)

    VRBO

    Spacious brand new condo - 15 min from downtown Chicago! Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The whole group will enjoy easy access to downtown Chicago from this centrally located place near downtown Oak Park, Mid ...

    From $298 per night (USD)

    VRBO

    Details
  • Chic & Cozy near ORD>MDW>DT>HOSP
    From $178 per night (USD)

    Expedia

    Chic & Cozy near ORD>MDW>DT>HOSP

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Relax with the whole family at this peaceful place to stay. Stay includes: *Free Street Parking *Free Wifi *Comfortable ...

    From $178 per night (USD)

    Expedia

    Details
  • 8 MILES FROM DOWNTOWN CHICAGO!!!
    From $226 per night (USD)

    VRBO

    8 MILES FROM DOWNTOWN CHICAGO!!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $226 per night (USD)

    VRBO

    Details
  • Top floor of Historic Oak Park Villa /Grge: 2Cars
    From $385 per night (USD)

    Expedia

    Top floor of Historic Oak Park Villa /Grge: 2Cars

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

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

    From $385 per night (USD)

    Expedia

    Details
  • Oak Park 3000 sq ft, sleep 16
    From $1364 per night (USD)

    VRBO

    Oak Park 3000 sq ft, sleep 16

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

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

    From $1364 per night (USD)

    VRBO

    Details
  • Chic Retreat, 2 Queen Beds, FREE PARKING, Walk to Train
    From $186 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 $186 per night (USD)

    Expedia

    Details
  • Berwyn Bungalow - Explore Chicago from a Modern, Hip Bungalow vacation home.
    From $325 per night (USD)

    VRBO

    Berwyn Bungalow - Explore Chicago from a Modern, Hip Bungalow vacation home.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to our renovated 1924 bungalow. We envisioned a place where visitors could cozy up, stay a while and experience ...

    From $325 per night (USD)

    VRBO

    Details
  • At Home Apartment w/Self Check-in + Free Parking
    Click For Pricing

    Expedia

    At Home Apartment w/Self Check-in + Free Parking

    Bedrooms:
    0
    Bathrooms:
    0
    Sleeps:
    0

    About this space My welcoming 2-bedroom apartment has everything you need for your trip. This is a place where you can b ...

    Click For Pricing

    Expedia

    Details
  • Spacious brand new condo - 15 mins from downtown Chicago! Sleeps 4
    From $256 per night (USD)

    VRBO

    Spacious brand new condo - 15 mins from downtown Chicago! Sleeps 4

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The whole group will enjoy easy access to downtown Chicago from this centrally located place near downtown Oak Park, Mid ...

    From $256 per night (USD)

    VRBO

    Details
  • Pearly Gates | 3 Bed | Sleeps 5 | w/ 2-Car Garage
    From $236 per night (USD)

    VRBO

    Pearly Gates | 3 Bed | Sleeps 5 | w/ 2-Car Garage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

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

    From $236 per night (USD)

    VRBO

    Details
  • Oak Park Queen
    From $157 per night (USD)

    VRBO

    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 $157 per night (USD)

    VRBO

    Details
  • Downtown Oak Park/Fast WIFI/Free Parking/ Victorian Home/Sleeps 6
    From $196 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 $196 per night (USD)

    Expedia

    Details
  • Cozy & comfy w/free parking & W/D
    Click For Pricing

    VRBO

    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 ...

    Click For Pricing

    VRBO

    Details
  • Garage Parking+King bed+Peaceful+Comfy+Fast WIFI+FirePit+15 mins 2 DT Chicago
    Click For Pricing

    Expedia

    Garage Parking+King bed+Peaceful+Comfy+Fast WIFI+FirePit+15 mins 2 DT Chicago

    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 ...

    Click For Pricing

    Expedia

    Details
  • Comfy Cozy 2BR Home Away from Home
    From $191 per night (USD)

    VRBO

    Comfy Cozy 2BR Home Away from Home

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Relax in this comfortable, clean, and thoughtfully furnished two-bedroom 2nd floor apartment. The flat offers home comfo ...

    From $191 per night (USD)

    VRBO

    Details
  • Light Bright Spacious Central Oak Park Near Everything Location
    Click For Pricing

    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 ...

    Click For Pricing

    Expedia

    Details
  • JaRes’ Place newly renovated centrally located in the heart of Chicago/Galewood
    From $388 per night (USD)

    VRBO

    JaRes’ Place newly renovated centrally located in the heart of Chicago/Galewood

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    This 4.5 bedroom, 2.5 bathroom home is conveniently located just minutes away from highways, beaches, and stores. Find o ...

    From $388 per night (USD)

    VRBO

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

    Expedia

    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

    Expedia

    Details
  • Experience Forest Park living near Top Places like downtown Chicago
    From $251 per night (USD)

    VRBO

    Experience Forest Park living near Top Places like downtown Chicago

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Discover the perfect home-away-from-home in the heart of Forest Park! This cozy 2-bedroom apartment offers all the comfo ...

    From $251 per night (USD)

    VRBO

    Details
  • Charming Oak Park 4BD/3.5BA and 2 Private Parking by AllSet Turnover
    From $364 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Unwind in our classic 4 bedroom, single-family home in Oak Park. It’s perfect for families or groups, offering you a fu ...

    From $364 per night (USD)

    Expedia

    Details
  • 3BR/1ba apt; fully furnished and equipped; in Forest Park
    From $193 per night (USD)

    VRBO

    3BR/1ba apt; fully furnished and equipped; in Forest Park

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Cozy 3 bedroom apartment in Forest Park offers accommodations in Forest Park, 10 miles from Union Station and 10 miles f ...

    From $193 per night (USD)

    VRBO

    Details
  • Garden Condo W/ Desk and free kids toys
    Click For Pricing

    Expedia

    Garden Condo W/ Desk and free kids toys

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Professionally cleaned & sanitized 2-bed, 1-bath garden unit in Forest Park, with organic cleaning products for an eco-f ...

    Click For Pricing

    Expedia

    Details
  • Enjoy Chicago/suburbs 2BR townhouse fully equipped
    From $255 per night (USD)

    VRBO

    Enjoy Chicago/suburbs 2BR townhouse fully equipped

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Be in Chicago and just minutes away from the suburbs. Minutes from Oak Park (Hemingway’s hometown). Close to downtown Oa ...

    From $255 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
  • 8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!
    From $227 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    9

    Pet Friendly w/ Fee | Oak Park Arts District Location Discover the vibrant city of Chicago when you stay at this deligh ...

    From $227 per night (USD)

    VRBO

    Details
  • Lovely vintage Oak Park 3bd 1ba perfectly located Chicago loop & public transit
    From $273 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 $273 per night (USD)

    Expedia

    Details
  • NEW! 10-min to Downtown | LCP Collection
    From $590 per night (USD)

    VRBO

    NEW! 10-min to Downtown | LCP Collection

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Stay in style at this newly remodeled 4BR, 2BA retreat in Oak Park. Just minutes from Chicago, this elegant hom ...

    From $590 per night (USD)

    VRBO

    Details
  • Vintage Urban Retreat
    From $381 per night (USD)

    Expedia

    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 $381 per night (USD)

    Expedia

    Details
  • Sleeps 12 Comfortably with 8 Bedrooms, 3 Full Bathrooms, 2 Kitchens and Parking
    From $889 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 $889 per night (USD)

    VRBO

    Details
  • Mins to DT & Frank Lloyd Wright
    From $144 per night (USD)

    Expedia

    Mins to DT & Frank Lloyd Wright

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

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

    From $144 per night (USD)

    Expedia

    Details
  • Game Room & Outdoor Patio | LCP Collection
    From $255 per night (USD)

    VRBO

    Game Room & Outdoor Patio | LCP Collection

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Summary: Experience comfort in this beautifully remodeled 2-bedroom, 1-bath apartment in Berwyn, IL. Perfect for a small ...

    From $255 per night (USD)

    VRBO

    Details
  • Game Room & Patio w/ BBQ Grill | LCP Collection
    From $396 per night (USD)

    Expedia

    Game Room & Patio w/ BBQ Grill | LCP Collection

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to our newly remodeled 2-bedroom, 1-bath apartment in Berwyn, IL, offering a perfect blend of modern de ...

    From $396 per night (USD)

    Expedia

    Details
  • 2nd floor walk up 3 bedroom 1 bath with parking
    From $427 per night (USD)

    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 ...

    From $427 per night (USD)

    VRBO

    Details
  • Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
    From $225 per night (USD)

    Expedia

    Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    The apartment is exclusively yours, without interruption for the duration of your stay, so relax, unwind, and make yours ...

    From $225 per night (USD)

    Expedia

    Details
  • Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
    From $164 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    <p>Located in Oak Park, this welcoming vacation home lets you experience it all. You'll easily make the 9-minute drive t ...

    From $164 per night (USD)

    VRBO

    Details
  • Cozy 2BR Self-checkin unit in Chicago l Few Steps from DT I Car Rental Available
    From $123 per night (USD)

    VRBO

    Cozy 2BR Self-checkin unit in Chicago l Few Steps from DT I Car Rental Available

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Located within just 8 miles from Downtown Chicago, enjoy what this 2-bedroom apartment has to offer. INBOX ME FOR ON-SIT ...

    From $123 per night (USD)

    VRBO

    Details
  • Space&style New rehab, first flr + bsmt of duplex, driveway prkng, walk to train
    From $351 per night (USD)

    VRBO

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

    Bedrooms:
    2
    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 $351 per night (USD)

    VRBO

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

    VRBO

    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)

    VRBO

    Details
  • Newly Built, Bright Garden Studio in Oak Park.
    From $186 per night (USD)

    VRBO

    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 ...

    From $186 per night (USD)

    VRBO

    Details
  • Spacious 5-bedroom house with movie room, game room and more!
    From $558 per night (USD)

    Expedia

    Spacious 5-bedroom house with movie room, game room and more!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    16

    Located in Berwyn, this house is a dream. With 5 bedrooms including 4 queen beds and 2 full beds, this peaceful retreat ...

    From $558 per night (USD)

    Expedia

    Details
  • Luxe Downtown Historic Victorian, A+ Location. Spacious 4-bedroom near Chicago!
    From $504 per night (USD)

    VRBO

    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 $504 per night (USD)

    VRBO

    Details
  • The Oak Park Loft, Including Garage
    From $291 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 $291 per night (USD)

    Expedia

    Details
  • A Pleasant Stay
    From $189 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 $189 per night (USD)

    VRBO

    Details
  • Cozy & Spacious 2-bedroom Oasis in welcoming Berwyn with WiFi+POOL table
    From $230 per night (USD)

    VRBO

    Cozy & Spacious 2-bedroom Oasis in welcoming Berwyn with WiFi+POOL table

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Consider this house your home away from home while you visit Berwyn. This charming property features 2 bedrooms with a k ...

    From $230 per night (USD)

    VRBO

    Details
  • Cozy Forest Park Condo!
    From $227 per night (USD)

    VRBO

    Cozy Forest Park Condo!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a peaceful stay at this superb 2-bedroom condo in Forest Park. The charming interior features 2 king beds, perfect ...

    From $227 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom 2-bathroom loft in Oak Park
    From $349 per night (USD)

    Expedia

    Charming 3-bedroom 2-bathroom loft in Oak Park

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Spacious accommodations with an upscale Oak Park loft, thoughtfully designed for modern comfort and soulful tranquility. ...

    From $349 per night (USD)

    Expedia

    Details
  • Tree Top View 3-bedrm Oak Park comfortable, quiet, convenient
    From $225 per night (USD)

    VRBO

    Tree Top View 3-bedrm Oak Park comfortable, quiet, convenient

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Discover the beauty of Oak Park from this Tree Top View next to Rehm Park, playground pool and conservatory in a fabulou ...

    From $225 per night (USD)

    VRBO

    Details
  • Finished Basement in Historic Oak Park with 2 cats
    From $114 per night (USD)

    VRBO

    Finished Basement in Historic Oak Park with 2 cats

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Kick back and relax in this fully finished basement with one lockable bedroom with full bed and another sleeping and gat ...

    From $114 per night (USD)

    VRBO

    Details
  • Large Renovated 1st FL Suite Forest Park/Oak Park
    From $187 per night (USD)

    VRBO

    Large Renovated 1st FL Suite Forest Park/Oak Park

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Newly renovated 2-bedroom flat in charming Forest Park, Pet Friendly! Located in Forest Park, this building is a dream. ...

    From $187 per night (USD)

    VRBO

    Details
  • Large Renovated Delightful 2nd Floor Suite in Forest Park
    From $194 per night (USD)

    Expedia

    Large Renovated Delightful 2nd Floor Suite in Forest Park

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    This 3-bedroom house is perfect for your escape to Forest Park. Step inside this delightful and welcoming property, wher ...

    From $194 per night (USD)

    Expedia

    Details