
Apartment holiday rentals in Oak Brook
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Nightly prices starting at
Oak Brook holiday rentals start at €52 per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oak Brook rentals

5 Average rating
Oak Brook stays are highly rated by guests – averaging 5 out of 5!
Top-rated apartment rentals in Oak Brook
Guests agree: these apartments are highly rated for location, cleanliness and more.

Walk to Oak Park from Our Sunny Turn of the Century Apt
Soak up the vintage charm of this apartment dating back to 1908. This newly remodeled space is an elegant retreat, featuring 10-foot ceilings, local art treasures, and plush linens. A relaxing outdoor lounge area awaits after a busy day exploring. Pets are welcome on a case by case basis (contact host). The space is a charming two bedroom, one bathroom first-floor unit in a two unit historic home built in 1908. The apartment combines historic details with modern conveniences such as central heat and air, a dishwasher and washing machine and dryer access. The Monroe House is a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 25 minute train ride away. The condo includes additional amenities such as: •Smart TV for watching any account may you have (Netflix, Hulu etc...) •Central Air conditioning •Front and back porches for your enjoyment •Washer and dryer on site Just to the east lies historic Oak Park, and an array of attractions such as: •Brookfield Zoo •Chicago Architecture Foundation •Ernest Hemmingway Museum and Birthplace •Frank Lloyd Wright Home and Studio •Frank Llyod Wright’s Unity Temple •Oak Park Conservatory After taking in the local attractions, Chicago is only a train ride away, and it offers such noteworthy experiences as: •Shedd Aquarium •Architecture River Cruise •Skydeck Chicago •Navy Pier •The Field Museum •John Hancock Observatory •Adler Planetarium •Art Institute of Chicago •The Museum of Science and Industry You will have access to the entire unit and the basement so you can use the washing machine and dryer. We also have a back patio with a chiminea, patio table that seats 6, and a grill/smoker. You are welcome to use the backyard at anytime during your stay. We live in the top unit and are as available as you need. That being said, we very much respect your privacy and will not be checking in with you in person unless you request it. It is located in the Madison district, with acclaimed restaurants, pubs, and unique boutiques. Downtown Chicago is a 25-minute train ride away. The local brewery across the street offers delicious beers and creative meals for the whole family. We have a parking pad located behind our building. You can fit two cars on your side of the parking pad if they are parked in tandem. Some street parking is also available. We are located .4 miles from the CTA Blue Line train - Forest Park Stop. It is about a 6 - 10 minute walk from the flat. You can also take an Uber/Lyft into the city. It is about a 15 - 25 minute ride and it costs between $15 and $25. We are located about one mile from the Metra Station (Union Pacific West) and CTA Green Line - Oak Park Stop. Third bed is a queen sleeper sofa. We provide sheets and blankets for the sleeper sofa. You can smoke in the backyard. An ashtray is provided.
4.98 out of 5 average rating, 422 reviews
Spacious & Modern Treetop Oasis King Bed + Parking
Take a deep breath and relax in this airy and bright top floor apartment. Treetops surround the newly renovated and spacious home in a premier Oak Park location. 20 min. to downtown Chicago. Only 1/2 block to the FLW Home & Studio. Walk to dining & train. 2 bedrooms & 1 bath w/tub & shower. Open living/dining/kitchen/sunroom. Cook’s kitchen w/huge island. Primary w/king bed + deep closet. 2nd bdrm w/built-in bunk beds + desk + balcony. Private entry & deck. Shared fenced yard. Driveway parking.
4.98 out of 5 average rating, 101 reviews
Easy, Cool, safe place to stay.
Level 1 car charging available, message me. 17 mins Ohare airport 25 mins to downtown Chicago I want you to enjoy your stay, and I don't have rules other than basic ones like noise and guest limit. Have Fun Very safe and quiet 420 might be ok, please message me* 3 Queen-size beds. One is self-iflating inside the middle closet. Well stocked kitchen 2 Private parking lot spaces. Kreuger coffee 2 tvs Netflix There is no smoking in the unit or inside building* Coin laundry is available
4.87 out of 5 average rating, 200 reviews
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.
4.99 out of 5 average rating, 118 reviews
Charming Riverfront Stay | Heart of Downtown
Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each
4.91 out of 5 average rating, 194 reviews
Luxurious apartment in great central location!
Welcome to the Troost House. This property is newly remodeled with high end finishes including Quartz counters, hardwood floors and fully equipped with brand-new stainless appliances. This 2BR 1B offers its own laundry room as well as a 1 car garage parking space. Superb location with easy access to major highways, a 5-minute walk to Blue line train station, a 3-minute drive to Loyola Medical Center, a 10-minute drive to DT Chicago, and near the heart of DT Forest Park and historic Oak park.
4.93 out of 5 average rating, 107 reviews
Sunny 1 bedroom apartment 1 block from restaurants
This sunny second floor apartment perched in an 1890’s farmhouse offers traditional charm with many contemporary touches. It showcases a variety of original art. Located on a quiet street but just steps away from restaurants, bars and shops, off-street parking is included. Two nearby trains provide easy access to downtown Chicago and O’Hare Airport. An enclosed porch directly off the kitchen overlooks a beautiful prairie garden. You can relax on the backyard patio with gas grill and fire pit.
5.0 out of 5 average rating, 230 reviews
City-Accessible Basement Retreat
Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!
4.87 out of 5 average rating, 221 reviews
Rockin' 2Bed steps to shops/food/train
This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving
4.87 out of 5 average rating, 793 reviews
1 bedroom garden apartment in Forest Park
Unique private garden apartment in our single family residence. Approximately 8 miles directly west of downtown Chicago. Close to shopping, dining, entertainment and public transportation to the city. One bedroom & best for 2 people but could sleep 3 (w/fee) for short stays. It's important to note that we have pets (cats/dog) in this home and also that this is a garden/ground/lower level apartment. The ceilings are relatively low at 6.5'. This would not be the best space for tall people.
4.98 out of 5 average rating, 204 reviews
Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.
4.97 out of 5 average rating, 292 reviews
Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.
4.93 out of 5 average rating, 270 reviewsPopular amenities for Oak Brook apartment rentals
Weekly apartment rentals

Bellwood Getaway
4.86 out of 5 average rating, 159 reviews
Peaceful oasis in Forest Park
4.93 out of 5 average rating, 720 reviews
SuperHost and Super Location Central OP
4.98 out of 5 average rating, 149 reviews
Like a Treehouse!
5.0 out of 5 average rating, 393 reviews
The Belvidere
4.93 out of 5 average rating, 160 reviews
4BR Home Near Naperville! Parking + Pickleball
4.87 out of 5 average rating, 101 reviews
Mid-Century Charm. Near Chicago. Low Cleaning Fee!
4.95 out of 5 average rating, 386 reviews
2 bedroom• 3 beds • 1 bath Apartment in Berwyn
4.85 out of 5 average rating, 176 reviewsPrivate apartment rentals

Comfortable and Cozy Apartment
4.94 out of 5 average rating, 155 reviews
Newly renovated Apartment.
4.84 out of 5 average rating, 90 reviews
Wonderful 1BR Retreat with Balcony in Oak Park
4.89 out of 5 average rating, 19 reviews
Spacious 3BR | Sleeps 8 Near Everything
5.0 out of 5 average rating, 36 reviews
3BR/1BA With Private Garage, Near Train & Shops
5.0 out of 5 average rating, 8 reviews
Modern NEW Deluxe Studio in Oak Park
4.92 out of 5 average rating, 64 reviews
pet friendly Lavish - 2 bedroom 2 bath
4.85 out of 5 average rating, 26 reviews
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
4.98 out of 5 average rating, 84 reviewsApartment rentals with a hot tub

Checkerboard Studio, Private Outdoor Hot Tub, Yard
4.86 out of 5 average rating, 540 reviews
Scenic 3BR PH for Tourism + Prime Location
4.85 out of 5 average rating, 110 reviews
Comfy Near Downtown Chicago
4.87 out of 5 average rating, 46 reviews
Level One Bedroom Suite | Fulton Market
4.69 out of 5 average rating, 36 reviews
Spacious and Ideally located in the Lakeview area
5.0 out of 5 average rating, 7 reviews
Luxury 3BD Penthouse – Private Patio+Skyline Views
4.84 out of 5 average rating, 43 reviews
The Velvet Manor | Luxe 3BR • Jacuzzi • Garage
5.0 out of 5 average rating, 7 reviews
Stylish Unit in Wicker Park| Whirlpool Tub|Balcony
4.67 out of 5 average rating, 52 reviewsDestinations to explore
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory





