Austin (Chicago) Rentals
From $144 per night (USD)VRBO
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 $144 per night (USD)VRBO
From $210 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 $210 per night (USD)VRBO
From $157 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 $157 per night (USD)VRBO
From $200 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 $200 per night (USD)Expedia
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
From $110 per night (USD)Expedia
Spacious APT\/Comfy Bed\/Free Parking\/22mins to ORD&MDW
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Spacious 1bed Apt close to everything Chicago has to offer Stay includes: *Free Street Parking *Fast Wifi *Comfortable ...
From $110 per night (USD)Expedia
From $152 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 $152 per night (USD)VRBO
From $181 per night (USD)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 ...
From $181 per night (USD)Expedia
From $192 per night (USD)VRBO
Minutes from Downtown Gorgeous ,spacious 2BD\/ 1BA w\/ Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Perfect Humboldt Park location! 2 minute walk to CTA bus on Grand Ave , North Ave, or Pulaski. Minutes from 606 Trail. I ...
From $192 per night (USD)VRBO
From $109 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 $109 per night (USD)Expedia
From $126 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 $126 per night (USD)VRBO
From $117 per night (USD)VRBO
Music Hot Spot Berwyn\/Oak Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Fun 2Bed, 1Bath Suite with High Speed Fiber WIFI. Is within walking distance to music venues, Friendly Tap Coffee Cafe ...
From $117 per night (USD)VRBO
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
From $192 per night (USD)VRBO
Chicago Modern Condo- Perfect for family time or a good time in Chicago.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Open floor plan apartment with 2 bedrooms, 1 den/office with desk. Located in a quiet and clean family-oriented neighbor ...
From $192 per night (USD)VRBO
From $265 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 $265 per night (USD)VRBO
From $306 per night (USD)Expedia
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 $306 per night (USD)Expedia
From $350 per night (USD)VRBO
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 $350 per night (USD)VRBO
From $182 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 $182 per night (USD)Expedia
From $309 per night (USD)VRBO
2BR 2 BATH MINUTES FROM DOWNTOWN
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful location south of Downtown Chicago, close to public transportation and access to every part of town. Mins away ...
From $309 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
From $183 per night (USD)VRBO
Experience Chicago living near United Center -
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
*ABSOLUTELY NO LOCALS WITHOUT APPROVAL* ** NO PARTIES/GATHERINGS/EVENTS OF ANY KIND. NO LOCALS UNLESS APPROVED BY HOST** ...
From $183 per night (USD)VRBO
From $645 per night (USD)Expedia
Chicago Home- 4 bd 3 ba- 1 spot in the garage. 30 mins to downtown.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 2
This home has 4 bedrooms and 3 complete bathrooms and is spacious enough so that everyone has their own privacy. Some of ...
From $645 per night (USD)Expedia
From $1124 per night (USD)VRBO
Greystone, 3500 sq ft, Rooftop Access, Sleeps 16
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Brand new 3 story luxury Home.Perfect for large or small groups.6 large bedrooms.All new furniture&bedding. Lots of natu ...
From $1124 per night (USD)VRBO
From $311 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 $311 per night (USD)VRBO
From $104 per night (USD)VRBO
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 $104 per night (USD)VRBO
From $192 per night (USD)Expedia
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 $192 per night (USD)Expedia
From $288 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 $288 per night (USD)VRBO
From $237 per night (USD)VRBO
Vantage appartement 9' ceiling, just renovated
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This appartement have a nice open space with dining area and living room.separate kitchen, nd jet tub in the bathroom to ...
From $237 per night (USD)VRBO
From $115 per night (USD)VRBO
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)VRBO
From $516 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 $516 per night (USD)Expedia
From $431 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 $431 per night (USD)VRBO
From $345 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 $345 per night (USD)Expedia
From $215 per night (USD)VRBO
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 $215 per night (USD)VRBO
From $138 per night (USD)Expedia
Modern & Cozy near MDW & ORD ~ Queen Beds, Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Stylish/Spacious 2bd Apt close to everything Chicago has to offer Stay includes: *Free Street Parking *Free Wifi *Comfo ...
From $138 per night (USD)Expedia
From $77 per night (USD)VRBO
Classy Apt\/Comfy Beds\/25mins to ORD>MDW>DT>HOSP
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious Apt close to everything Chicago has to offer Stay includes: *Free Street Parking *Fast Wifi *2Comfortable Quee ...
From $77 per night (USD)VRBO
From $235 per night (USD)Expedia
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 $235 per night (USD)Expedia
From $338 per night (USD)VRBO
Quiet Chicago Townhome: Walk to Subway Stations
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Get the most out of your stay in Chicago with this conveniently located South Austin-area vacation rental. Just a short ...
From $338 per night (USD)VRBO
From $2519 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 $2519 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $105 per night (USD)VRBO
Home away from home. Family-oriented neighborhood.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The living space is designed for comfort and convenience, with a newly renovated kitchen, a cozy dining room, and an enc ...
From $105 per night (USD)VRBO
From $269 per night (USD)VRBO
Chicago Vacation Rental Apt ~ 7 Mi to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Your next fun-filled trip to Chicago, Illinois, awaits with a stay at this 2-bedroom, 2-bathroom vacation rental in a li ...
From $269 per night (USD)VRBO
From $129 per night (USD)Expedia
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, it stays nice and cool even dur ...
From $129 per night (USD)Expedia
Click For PricingVRBO
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 $313 per night (USD)Expedia
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 $313 per night (USD)Expedia
From $171 per night (USD)VRBO
Experience Chicago living near\nUnited Center
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
*ABSOLUTELY NO LOCALS WITHOUT APPROVAL* ** NO PARTIES/GATHERINGS/EVENTS OF ANY KIND. NO LOCALS UNLESS APPROVED BY HOST** ...
From $171 per night (USD)VRBO
From $246 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 $246 per night (USD)VRBO
From $163 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 $163 per night (USD)VRBO
From $80 per night (USD)Expedia
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 $80 per night (USD)Expedia
From $283 per night (USD)VRBO
Chic Chicago Getaway w\/ Deck, 7 Mi to Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Explore the city’s one-of-a-kind attractions and experiences like a local when you stay at this 3-bedroom, 1-bathroom va ...
From $283 per night (USD)VRBO
From $112 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 $112 per night (USD)Expedia
From $303 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 $303 per night (USD)VRBO
From $618 per night (USD)Expedia
H&H 1896 - Free Parking, Fully Stocked, & Spacious - 15 mins to downtown
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Historic Hermosa 1986 - One of only a few homes built before the turn of the century in Hermosa Chicago, neighbor to Wal ...
From $618 per night (USD)Expedia
From $488 per night (USD)VRBO
Modern Elegance: 4BR Duplex w\/ Free Garage Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Discover the epitome of contemporary living in our beautifully designed 4-bedroom, 2-bathroom duplex, nestled o ...
From $488 per night (USD)VRBO
From $91 per night (USD)Expedia
3 bedrooms In the Windy City
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Anything you need, we have it! Anything you need, we have it! Anything you need, we have it! Anything you need, we have ...
From $91 per night (USD)Expedia
From $221 per night (USD)VRBO
Top Rated Condo - 65” TV | Family-friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
🌟 This property is managed by @LuxuryLodgingSTR, visit us on the web before booking here for extra savings! 🌟 ✨ “ Oh, ...
From $221 per night (USD)VRBO
From $304 per night (USD)Expedia
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 $304 per night (USD)Expedia
From $729 per night (USD)VRBO
Hermosa House ECO-HOME - Cozy 3BR + Free Parking 100% SolarPower by Logan Square
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Hermosa House, an Eco-Home with 100% solar energy! This bright, spacious first-floor apartment features a rec ...
From $729 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
From $136 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 $136 per night (USD)VRBO
From $505 per night (USD)Expedia
Cozy home 20 minutes from downtown Chicago, shopping, entertainment and dining.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the charm of our recently renovated duplex condo, boasting three bedrooms and three bathrooms for your utmost ...
From $505 per night (USD)Expedia
From $388 per night (USD)VRBO
JaRes’ Place newly renovated centrally located in the heart of Chicago\/Galewood
- Bedrooms:
- 2
- 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
Click For PricingExpedia
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 PricingExpedia
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)VRBO
From $149 per night (USD)Expedia
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet and comfortable arrangement with plush bed linens, multiple dining areas for extended guests, modern kitchen with ...
From $149 per night (USD)Expedia
From $404 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 $404 per night (USD)VRBO
From $269 per night (USD)Expedia
Cozy Cityside Apartment with Office
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A forest in the city away from home. Cozy beds and an easy to use kitchen are available for your needs. Delicious eats a ...
From $269 per night (USD)Expedia
From $139 per night (USD)VRBO
Renovated Apartment By Downtown Chicago!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your Perfect Downtown Getaway! Located in the heart of Chicago, everything is a few miles away! Only a few m ...
From $139 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 $137 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 $137 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
From $185 per night (USD)VRBO
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)VRBO
From $327 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 $327 per night (USD)Expedia
From $554 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 $554 per night (USD)VRBO
From $136 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 $136 per night (USD)Expedia
From $466 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 $466 per night (USD)VRBO
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
From $632 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 $632 per night (USD)VRBO
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
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 $384 per night (USD)VRBO
Stylish Retreat: 4 Bedroom | Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to our stylish Tudor-style retreat! Spanning this charming 3-room apartment features 4 beds, basic amen ...
From $384 per night (USD)VRBO
From $271 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 $271 per night (USD)VRBO
From $227 per night (USD)VRBO
Between downtown and O’hare
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Welcome to your home away from home in the heart of Chicago! Centrally located - downtown-25 min, Wrigl ...
From $227 per night (USD)VRBO
From $86 per night (USD)VRBO
Basements Apartment With Free Street Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 32
Cozy basement living space, includes a full size bed, large closet, full bathroom, Tv, fridge, microwave, keurig coffee ...
From $86 per night (USD)VRBO
From $401 per night (USD)Expedia
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)Expedia
From $363 per night (USD)VRBO
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)VRBO
From $196 per night (USD)Expedia
Relaxing Chicago Vibe - Minutes away from major attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated condo, perfect for up to 4 guests. This spotless space is meticulously cleaned and maintained to ensure ...
From $196 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 $260 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 $260 per night (USD)VRBO
From $273 per night (USD)Expedia
King Sleep Number Bed | Historic Safe Location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
🌟 This property is managed by @LuxuryLodgingSTR. Visit us on the web before booking here for extra savings! 🌟 ✨ “ Gre ...
From $273 per night (USD)Expedia
From $76 per night (USD)VRBO
King Bed | Smart TV | Historic Location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 13
🌟 This property is managed by @LuxuryLodgingSTR, visit us on the web before booking here for extra savings! 🌟 ✨“ My p ...
From $76 per night (USD)VRBO
From $182 per night (USD)Expedia
90s Condo| King Bed | 65” Smart TV | Arcade Game
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
🌟 This property is managed by @LuxuryLodgingSTR , visit us on the web before booking here for extra savings! 🌟 ✨” The ...
From $182 per night (USD)Expedia
From $92 per night (USD)VRBO
Top Rated Condo -King Bed | Safe Historic Location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
🌟 This property is managed by @LuxuryLodgingSTR, visit us on the web before booking here for extra savings! 🌟 ✨ “ I d ...
From $92 per night (USD)VRBO
From $81 per night (USD)Expedia
King Bed Studio | 60\" HDTV | Safe | Close to Metra
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🌟 This property is managed by @LuxuryLodgingSTR , visit us on the web before booking here for extra savings! 🌟 ✨ “ I ...
From $81 per night (USD)Expedia
From $680 per night (USD)VRBO
NEW! Large\/Beautiful Home with 6BDS\/4BTHS + Garage!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
NEW HOME/NEWLY FURNISHED! This 6 bed single family home is ready to host! My space accomodates 12 guests with 6 beds and ...
From $680 per night (USD)VRBO
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
From $66 per night (USD)VRBO
Cozy Two-Bedroom Full Private 2nd Floor Apartment with AC, WiFi in Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled within the city limits, it strikes the perfect balance between urban convenience and suburban tranquility. Locat ...
From $66 per night (USD)VRBO
From $126 per night (USD)Expedia
Cute 2-bedroom apartment with WiFi, AC in vibrant Chicago
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your cozy and charming short term rental! This inviting apartment radiates warmth and comfort, making it the ...
From $126 per night (USD)Expedia
From $315 per night (USD)VRBO
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)VRBO
From $274 per night (USD)Expedia
Stylish 3BR + Free Parking 15-20mins from Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy Family-Friendly Apartment Near Downtown Chicago Welcome to our modern, spacious 3-bedroom apartment, ideal for fam ...
From $274 per night (USD)Expedia