Oak Park Rentals
- From $200 per night (USD)
VRBO
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 $200 per night (USD)VRBO
- From $180 per night (USD)
Expedia
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 $180 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Lovely, Pet Friendly Condo w\/ King Bed & Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
About this space This lovely, 1 bedroom, pet friendly condo offers a wonderful stay in a unique layout. Situated in the ...
From $303 per night (USD)VRBO
- From $137 per night (USD)
Expedia
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 $137 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $185 per night (USD)
Expedia
Charming Oak Park Retreat 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 $185 per night (USD)Expedia
- From $327 per night (USD)
VRBO
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 $327 per night (USD)VRBO
- From $554 per night (USD)
Expedia
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 $554 per night (USD)Expedia
- From $136 per night (USD)
VRBO
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 $136 per night (USD)VRBO
- From $466 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 $466 per night (USD)Expedia
- From $288 per night (USD)
VRBO
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)VRBO
- From $632 per night (USD)
Expedia
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 $632 per night (USD)Expedia
- From $296 per night (USD)
VRBO
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 $296 per night (USD)VRBO
- Click For Pricing
Expedia
Stylish 2nd Floor Flat w\/ Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on a beautiful tree-lined street, this former artists' studio is now a beautifully decorated 3 bedroom, 1 bath f ...
Click For PricingExpedia
- From $182 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 $182 per night (USD)VRBO
- From $334 per night (USD)
Expedia
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 $334 per night (USD)Expedia
- From $333 per night (USD)
VRBO
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 $333 per night (USD)VRBO
- From $271 per night (USD)
Expedia
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 $271 per night (USD)Expedia
- 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
- From $363 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 $363 per night (USD)Expedia
- From $149 per night (USD)
VRBO
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 $149 per night (USD)VRBO
- 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
- 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
- From $260 per night (USD)
Expedia
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 $260 per night (USD)Expedia
- 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
- From $315 per night (USD)
Expedia
Cozy 3-bedrooms w\/ full kitchen bungalow in Chicago area (15-mins to downtown)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This Cicero bungalow boasts 3 inviting bedrooms with 2 full bed and 1 queen bed. The living room features a cool futon f ...
From $315 per night (USD)Expedia
- From $222 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 $222 per night (USD)VRBO
- Click For Pricing
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 PricingExpedia
- From $476 per night (USD)
VRBO
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 $476 per night (USD)VRBO
- From $483 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 $483 per night (USD)Expedia
- 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
- From $195 per night (USD)
Expedia
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)Expedia
- From $456 per night (USD)
VRBO
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 $456 per night (USD)VRBO
- From $142 per night (USD)
Expedia
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 $142 per night (USD)Expedia
- From $186 per night (USD)
VRBO
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 $186 per night (USD)VRBO
- Click For Pricing
Expedia
Oak Park Pleasant Charming 2-bedroom town home
- 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 ...
Click For PricingExpedia
- From $298 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 $298 per night (USD)VRBO