
Holiday rentals in Oak Brook
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Top-rated holiday rentals in Oak Brook
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Walk to Oak Park from a Bright Madison Street Loft
Crowned "The best in neighborhood dining" according to a 2008 Chicago Tribune readers poll, the variety of Forest Park restaurants offer something for everyone. The unit is a charming two bedroom, two bath loft a stoneās throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 20 minute train ride away. The condo includes additional amenities such as: - Elevator in building ā¢Secure front and back entrances. ā¢One assigned parking spot in the back of the building. ā¢Full kitchen with stainless steel appliances (stove, dishwasher, refrigerator), cookware, and dinnerware. ā¢Granite countertops. ā¢Two full bathrooms. The master bathroom includes a Jacuzzi tub. ā¢Two full bedrooms. Both have queen sized beds. ā¢Smart TV with cable access and access to Netflix. ā¢Central Air conditioning ā¢Working fireplace ā¢Balcony with a view of downtown Chicago's skyline ā¢Washer and dryer in unit. Just to the east lies historic Oak Park, which offers an array of attractions such as: ā¢Brookfield Zoo ā¢Chicago Architecture Foundation ā¢Ernest Hemmingway Museum and Birthplace ā¢Frank Lloyd Wright Home and Studio ā¢Frank Llyod Wrightās Unity Temple ā¢Oak Park Conservatory After soaking up some attractions in Oak Park, Chicago is only a short twenty minute train ride away, and it offers such noteworthy experiences as: ā¢Shedd Aquarium ā¢Architecture River Cruise ā¢Skydeck Chicago ā¢Navy Pier ā¢The Field Museum ā¢John Hancock Observatory ā¢Adler Planetarium ā¢Art Institute of Chicago ā¢The Museum of Science and Industry The loft and both doors to our building have key-less entry pads. We will email you your personal entry code along with check in instructions a couple days before your arrival. Each guest is given their own personal code. Codes are programmed the day of check in and deleted shortly after check out. We are as available as you need. Centrally positioned in the Madison Street shopping and dining district, the loft is conveniently surrounded by local eateries and pubs within minutes of downtown Chicago and the United Center, and just blocks from the CTA blue line. We are located half a mile from the L - Blue Line. We are the Forest Park Stop on the blue line. The blue line will take you into the city. It is about an 8 to 10 minute walk from the loft. An Uber/Lyft ride into the city ranges from $15 to $25 and takes around 15 to 20 minutes. We are one mile from the Metra train line (Union Pacific - West). The Metra dead ends into Union Station. There are a number of Metra lines that take you to surrounding suburbs. We are also one mile from the Green Line - Oak Park Stop. The Green Line is another line on the L. The third bed is a queen sleeper sofa. There is a strict no smoking policy in our building. You can not smoke on the balcony - it will result in a $500 fine. The neighborhood is vibrant in the summer and sound can travel into the unit.

1 bedroom garden apartment in Forest Park
Unique private garden apartment in our single family residence. Great location 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 ($50 fee) for short stays. It's important to note 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. Free parking in front of the house.

Home in Glen Ellyn
Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

Cozy 5BD Home with Scandinavian Vibes
⨠Newly Renovated Spacious Scandinavian-Style Home Near Chicago Airport āļø Enjoy your stay in this beautiful, fully equipped 5-bd, 2-bath home featuring modern Scandinavian-style furniture, rattan details, thoughtful touches, and all the comforts you need for a relaxing getaway. This spacious and inviting house is just a short drive from Chicago OāHare Airport and downtown, offering both convenience and comfort yet it remains peaceful and quiet, so you wonāt hear the noise of passing planes.

Apartment in Clarendon Hills.
Newly renovated Suite in multi family home in Clarendon Hills. Main level: fully equipped kitchen/island, dining area, living room & family room with fireplace. Upper level: Bedroom 1 - king size bed, walk in closetā, private bathroom/shower.ā Bedroom 2 - queen bedā, closet.ā Bedroom 3 - size bedā, closet. Living room has a pull-out sofa bedā. Family room with gas fireplace, access to deck/outdoor area.ā Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, OāHare.

Retro Modern Bungalow | free parking | fire pit
Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedroomsāeach with a king bed and luxury linensāa propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

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.

Enchanted Garden Treehouse (Amenity*)
Spring is here, the treehouse is warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

Elmhurst NEW - Super Clean Modern Farmhouse!
Not your average Air BNB!!! š” Newly renovated - CLEAN modern farmhouse in a great location! ⨠ā Pet Friendly! š ā 15 min from O'hare. ā ā 25 min to Downtown Chicago š¦ ā Close to Grocery, restaurants, coffee, shopping, golf, expressways, down town Elmhurst ,Train and Oakbrook and Fashion Outlet Mall. ā 3 great sized bedrooms, 2 living area sofas converts into sleepers ā Smart TV in family room and Master. ā Back patio with dining and seating ā Large fenced in yard.

Eclectic Coach House Apartment
Vintage Charmer! 1935 Sears Craftsman Coach House garage apartment. Beautiful safe neighborhood surrounded by historic homes and just steps from the Illinois prairie path, parks, brewery's/bars, restaurants and more! With an eclectic boho chic vibe, featuring full kitchen and on site private washer/dryer. Overlooking an accessible lovely backyard! Close to airports and easy access to public transportation/major highways. Just 30 min from the Chicago Loop!

Jacuzzi, King Beds, Easy Access to DT Chicago!
Our 4bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful neighborhood. There is plenty of space for 10 people to sleep comfortably (4 beds), as well as 4 smart TVs, a deck w/ a pergola, built-in grill, & firepit, a large fenced backyard, a game room (w/ ping pong and more), a jacuzzi, an office space, & much more. Great access to City of Chicago by I-290, as it's directly west of Downtown!

āThe remote retreatā
We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!
Popular amenities for Oak Brook holiday rentals
Other great holiday rentals in Oak Brook

The Brookfield Breakaway w/ Game Room

Professionally Sanitized - Dome Away From Home

The Lyons Den

Captivating Home near Naperville

Quiet Suburban Westchester Home

A+: 4BR-3BTH Spacious Home w/ 2 Living Rooms

Historic Brick Bungalow-Trails Transit Tranquility

25 min from both airports and downtown
When is the best time to visit Oak Brook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £121 | £123 | £118 | £127 | £150 | £177 | £186 | £203 | £150 | £155 | £180 | £165 |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Oak Brook?
Oak Brook has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Oak Brook?
Experience the best of Oak Brook with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Oak Brook?
Four-legged friends are welcome in Oak Brook. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Oak Brook?
Yes! Work meets play with ease at over 10 vacation rentals in Oak Brook featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Oak Brook have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Oak Brook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oak Brook have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Oak Brook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oak Brook have wifi?
Absolutely! We offer over 10 house rentals with wifi in Oak Brook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oak Brook have free parking?
Absolutely! We offer over 10 house rentals with free parking in Oak Brook. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Oak Brook

Total holiday rentals
Explore 10 holiday rentals in Oak Brook

Nightly prices starting at
Oak Brook holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 990 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Oak Brook holiday rentals include wifi access

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

4.9 Average rating
Oak Brook stays are highly rated by guests ā averaging 4.9 out of 5!
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Soldier Field
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Wilmot Mountain Ski Resort
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Illinois Beach State Park
- University of Chicago
- Naval Station Great Lakes




