Oak Park Rentals
- From $172 per night (USD)
VRBO
Eclectic Beauty in Historic District - Walkable - Spring Rate 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 $172 per night (USD)VRBO
- From $170 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 $170 per night (USD)VRBO
- From $140 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 $140 per night (USD)VRBO
- From $173 per night (USD)
Expedia
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 $173 per night (USD)Expedia
- From $195 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 $195 per night (USD)VRBO
- From $407 per night (USD)
VRBO
5 Bedroom - Next to Restaurants and Shopping
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
This spacious 5-bedroom, 8-bed, 3-bathroom home is located in downtown Forest Park, just steps away from Madison Avenue' ...
From $407 per night (USD)VRBO
- Click For Pricing
Expedia
Private Garden Condo W\/ Desk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Professionally cleaned and sanitized,2 bedroom 1 bathroom garden apartment in Forest Park, IL w/ a few steps down to acc ...
Click For PricingExpedia
- From $145 per night (USD)
VRBO
The Monroe House - Just blocks from the CTA and 20 minutes from downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This newly remodeled space is an elegant retreat featuring 10 foot ceilings, local art treasures and plush linens. Our ...
From $145 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Historic Chicago Bungalow ~ 12 Mi to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the unique neighborhoods, one-of-a-kind attractions, and outdoor activities that Chicago has to offer with th ...
From $109 per night (USD)VRBO
- From $170 per night (USD)
Expedia
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 $170 per night (USD)Expedia
- From $175 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 $175 per night (USD)VRBO
- From $125 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 $125 per night (USD)VRBO
- From $277 per night (USD)
VRBO
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 $277 per night (USD)VRBO
- From $158 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 $158 per night (USD)VRBO
- From $169 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 $169 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $66 per night (USD)
VRBO
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 $66 per night (USD)VRBO
- From $99 per night (USD)
Expedia
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 $99 per night (USD)Expedia
- From $58 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 $58 per night (USD)VRBO
- From $94 per night (USD)
VRBO
Music Hot Spot Berwyn\/Oak Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We are located on the border of Berwyn/Oak Park. Walking distance to three music venues, Friendly Tap Coffee House and ...
From $94 per night (USD)VRBO
- From $150 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 $150 per night (USD)VRBO
- Click For Pricing
VRBO
Amazing Oak Park 2BR w\/ Lounge & Rooftop, 3 blocks to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Oak Park apartment with views over the city. It’ll be easy to simpl ...
Click For PricingVRBO
- From $102 per night (USD)
VRBO
Sunlit Oak Park 2BR w\/ Lounge & Rooftop, 3 blocks to L, by Blueground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two-bedroom Oak Park apartment with views over the city. It’ll be easy to simpl ...
From $102 per night (USD)VRBO
- From $138 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 $138 per night (USD)VRBO
- From $161 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 $161 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Charming Oak Park Home w\/ Private Fire Pit!
- 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 $406 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Oak Park House - 11 Mi From 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 $417 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Lovely Oak Park 1BR w\/ Lounge & Rooftop, 3 blocks to L, by Blueground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this sophisticated Oak Park furnished one-bedroom ...
From $100 per night (USD)VRBO
- From $103 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 mi ...
From $103 per night (USD)VRBO
- From $195 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 $195 per night (USD)VRBO
- Click For Pricing
Expedia
Historic Oak Park Home, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Well-loved, historic, family home less than 30 minutes from Downtown Chicago. Perfect for families and small groups. Rel ...
Click For PricingExpedia
- Click For Pricing
Expedia
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 PricingExpedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $160 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 $160 per night (USD)Expedia
- From $260 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 $260 per night (USD)VRBO
- From $105 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 $105 per night (USD)Expedia
- From $229 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 $229 per night (USD)VRBO
- From $189 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 $189 per night (USD)VRBO
- From $357 per night (USD)
VRBO
Classic Oak Park Home, 11 Mi to Dtwn Chicago!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the best the Windy City has to offer at this 4-bedroom, 1.5-bathroom home in the Frank Lloyd Wright Historic ...
From $357 per night (USD)VRBO
- From $191 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 $191 per night (USD)Expedia
- From $93 per night (USD)
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 ...
From $93 per night (USD)VRBO
- From $175 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 $175 per night (USD)Expedia
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $175 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 $175 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Historic Oak Park Apartment Near Dtwn Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $191 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Modern & Cozy near MDW & ORD ~ Queen Beds, Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Stylish/Spacious 2bd Apt close to everything Chicago has to offer Stay includes: *Free Street Parking *Free Wifi *Comfo ...
From $217 per night (USD)Expedia
- From $149 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 $149 per night (USD)VRBO
- From $99 per night (USD)
VRBO
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 Oak Park apartment with high floor views over the city. It’ll be eas ...
From $99 per night (USD)VRBO
- From $240 per night (USD)
VRBO
2nd floor unit w\/ 2 bedrooms\/ 1 bath\/ kitchen a gym and a deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This unit is with a private entrance on the second floor. It is near grocery stores, taverns/ bars, coffee shop and park ...
From $240 per night (USD)VRBO
- From $312 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 $312 per night (USD)Expedia
- From $328 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 $328 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $255 per night (USD)
VRBO
FLW Historic District Oak Park ! 4 BDRM FREE PKG
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Have fun with the whole family at this stylish place. ...
From $255 per night (USD)VRBO
- From $202 per night (USD)
Expedia
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 $202 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Luxurious 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, hardwoo ...
From $196 per night (USD)VRBO
- Click For Pricing
VRBO
Stylish space - Oak Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
- 2 Person space - Brand new kitcken and bathroom - 4 blocks from CTA Green line - Harlem Ave express way on ramp is jus ...
Click For PricingVRBO
- From $239 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 $239 per night (USD)VRBO
- From $230 per night (USD)
Expedia
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 $230 per night (USD)Expedia
- From $149 per night (USD)
VRBO
First floor of Historic Oak Park Villa \/ 2Car Grge
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $149 per night (USD)VRBO
- From $169 per night (USD)
Expedia
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 $169 per night (USD)Expedia
- From $250 per night (USD)
VRBO
5 bedrooms 2 baths 1 parking space in the Heart of Oak Park
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 6
One of the bedrooms on the first floor is tiny. The three other bedrooms are small, one has no closet. The main bedroo ...
From $250 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $500 per night (USD)
VRBO
The Oak Park Game Room 15 minutes to Chicago Loop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Chicago at its finest is just a stay away. Enjoy the luxury of being a mere 15 mins from downtown Chicago with a peacefu ...
From $500 per night (USD)VRBO
- From $150 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 $150 per night (USD)VRBO
- From $190 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 home is a comfortable 2 bed apt with modern furnishing, that features a king bed in one and 2 ...
From $190 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $188 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 $188 per night (USD)VRBO
- From $350 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 $350 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Spacious Chicago Condo w/ Deck < 9 Mi to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Searching for the perfect home base as you explore Wrigley Field, Hyde Park, and Michigan Ave? Look no further than this ...
From $380 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Chic Oak Park apartment near downtown and beautiful parks
- 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 $186 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Top floor of Historic Oak Park Villa \/ 2 Car Grge
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We offer an 1,800 SQFT, three bedroom top floor home with spacious dining room, living room, modern kitchen, generous o ...
From $149 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Elegant Oak Park Single Family Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the ultimate retreat! This expansive, tastefully designed single-family home is perfect for large groups. Enj ...
From $263 per night (USD)VRBO
- From $90 per night (USD)
VRBO
\"Restored\" Speak Easy from the 1920s
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This property is located just outside of Chicago, with three private units. This is a Restored Speakeasy and was an act ...
From $90 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Cozy1 BDRM apartment Located In The Heart Of Downtown Oak Park by Glow & Explore
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our cozy one-bedroom apartment located in the heart of downtown Oak Park, just minutes away from downtown Chi ...
From $200 per night (USD)VRBO
- From $118 per night (USD)
VRBO
Family friendly 20 minutes from downtown Chicago 20 minutes from O'Hare airport.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This home is on a quiet residential dead end street with a big back yard. fully equipped gourmet kitchen, recently compl ...
From $118 per night (USD)VRBO
- From $1186 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 $1186 per night (USD)VRBO
- From $185 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 $185 per night (USD)VRBO
- From $139 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 $139 per night (USD)Expedia
- From $343 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 $343 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Downtown|King|Rooftop|Fitness|Top Flr City View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience a newly renovated 2-bedroom top floor unit offering stunning city views. Enjoy large rooftop terrace, 24hr fi ...
From $200 per night (USD)Expedia
- From $175 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 $175 per night (USD)VRBO
- From $280 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 $280 per night (USD)VRBO
- Click For Pricing
VRBO
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 PricingVRBO
- From $68 per night (USD)
VRBO
Lovely One Bedroom Near The Beautiful Oak Park Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Each room is often cleaned thoroughly and has what you need to feel at home. There is security cameras on the premises a ...
From $68 per night (USD)VRBO
- From $109 per night (USD)
VRBO
Home away from home upstairs.\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You will have a great time staying in this cozy apartment. You will have a fully equipped kitchen, in unit laundry, and ...
From $109 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Chic and Furnished 1BR Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience comfort and convenience at our chic 1-bedroom apartment. Enjoy a cozy bedroom, modern kitchen, and a comforta ...
From $205 per night (USD)VRBO
- From $100 per night (USD)
VRBO
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 $100 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Peaceful Up in Trees - Historic District - Walkable - May Rate Specials
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Beautifully appointed 3 bedroom bungalow - very spacious with all amenities and super clean. Second floor provides lots ...
From $173 per night (USD)Expedia
- From $185 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 $185 per night (USD)VRBO
- Click For Pricing
VRBO
Clean 1st Floor Apt, Walking to Train and Stores, Full Kitchen, Experienced Host
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
As an experienced host with over 8 years hosting on other platforms, I am excited to offer a new short-term rental on V ...
Click For PricingVRBO
- From $184 per night (USD)
VRBO
Charming Townhome Downtown Oak Park, IL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover comfort and style in our 2BR/2BA Oak Park gem! This spacious townhome apartment boasts modern amenities. Enjoy ...
From $184 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Pearly Gates w\/ 2-Car Garage
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $218 per night (USD)VRBO
- From $144 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 $144 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Historic Townhome in Oak Park w\/ Backyard!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Discover the best of the Chicago area when you book this charming 2-bedroom, 1-bathroom vacation rental! This Victorian ...
From $271 per night (USD)Expedia
- From $197 per night (USD)
VRBO
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 $197 per night (USD)VRBO
- From $259 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 $259 per night (USD)VRBO
- 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 PricingVRBO
- From $159 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 $159 per night (USD)VRBO
- From $164 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 $164 per night (USD)VRBO
- From $201 per night (USD)
Expedia
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 $201 per night (USD)Expedia