
Vacation rentals in Oak Brook
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Quick stats about vacation rentals in Oak Brook

Total vacation rentals
Explore 20 vacation rentals in Oak Brook

Nightly prices starting at
Oak Brook vacation rentals start at €53 per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Oak Brook vacation rentals include wi-fi access

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

4.8 Average rating
Oak Brook stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Oak Brook
Guests agree: these stays are highly rated for location, cleanliness, and more.

1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

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 ($50 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.

Enchanted Garden Treehouse (Amenity*)
Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Cozy 5BD Home with Scandinavian Vibes
✨ Newly Renovated Spacious Scandinavian-Style Home Near Chicago Airport ☀️ 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 O’Hare Airport and downtown, offering both convenience and comfort yet it remains peaceful and quiet, so you won’t hear the noise of passing planes.

Spacious Home in Chicago Suburbs
Enjoy your stay in Chicagoland in this gorgeous, newly updated home. After a full day of sightseeing in the Windy City or hitting the local shops and attractions, this is a restful homebase to return to. The spacious fenced-in backyard and patio, a comfortable and tastefully furnished basement, and the full kitchen with amenities provide the perfect environment to unwind. You’ll find plenty of seating, sleeping accommodations for nearly a dozen, and an open layout that fosters connection.

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 closet, private bathroom/shower. Bedroom 2 - queen bed, closet. Bedroom 3 - size bed, closet. Living room has a pull-out sofa bed. Family room with gas fireplace, access to deck/outdoor area. Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, O’Hare.

Couples retreat Duplex- Side B. In law suite 1/1
Wake up to the amazing view of lake. Small apt with private entrance attached to main house that is also rented. There is a hot plate and a large counter top oven. A deep kitchen sink, med size fridge, and microwave. Living area is two chairs. There is a private deck with a beautiful view of the lake. The yard and driveway are shared. There is potential to hear people next door. Currently no control over heat or AC. We keep at reasonable temp 68-75 and give a separate heater and fan.

A+: 4BR-3BTH Spacious Home w/ 2 Living Rooms
Welcome to your perfect home away from home! This spacious 4BR, 3BT home has been newly remodeled with a fresh, modern design and thoughtful finishes throughout. With plenty of room to spread out, it’s ideal for families, groups, or extended stays. Enjoy comfortable sleeping arrangements, updated bathrooms, a fully equipped kitchen you need for a relaxing and convenient stay. Whether you’re visiting for work or leisure, the home offers functionality to make your trip truly enjoyable.

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.

Grand Retreat/5Brs/Game Room
Welcome to the Grand 5-bedroom, 2-bath home in Lombard, IL – perfect for families or groups seeking comfort and entertainment! Inside, enjoy 5 TVs and a heated garage transformed into a gaming room with a pool table, PAC-Man, basketball, and board games for endless fun. Step outside to relax in the fully fenced yard with a grill, ideal for outdoor dining. The kitchen is fully stocked for all your cooking needs. Conveniently located near highways, shopping, and dining.

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.

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!
Popular amenities for Oak Brook vacation rentals
Other great vacation rentals in Oak Brook

Cute & Cozy Westmont, IL House Near the Best Areas

Canterbury Haven

Cozy Home | King Bed | 10P | Metra |Chicago Suburb

Zen in La Grange Park

The Westmore Retreat

2 Bedroom Apartment in La Grange

Updated Bungalow with Koi Pond Oasis

Stylish 1970s Home for Vintage Getaway!
When is the best time to visit Oak Brook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €161 | €158 | €198 | €148 | €176 | €207 | €217 | €237 | €175 | €181 | €211 | €193 |
| 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
What are the best places to stay in Oak Brook?
Accommodations in Oak Brook include homes near shopping centers, tree-lined neighborhoods, or areas close to parks. Family-friendly rentals and suites are commonly available around Oakbrook Center.
What are the best things to do in Oak Brook with kids?
Children often enjoy hands-on experiences at Fullersburg Woods Nature Center, playful afternoons at local parks, and browsing shops or sweet treats at Oakbrook Center. Family-friendly events and mini-golf are frequently suggested.
What are some of the best things to do in Oak Brook?
Explore luxury shops and restaurants at Oakbrook Center, walk the scenic trails at Fullersburg Woods Nature Center, or visit the historic Mayslake Peabody Estate. Outdoor golf and family activities are frequently suggested.
How is the weather in Oak Brook?
Oak Brook has cold winters near 19–32°F (-7–0°C), warming to mild springs and summers around 51–85°F (10–29°C). Rain is more frequent in the spring, so packing for wetter months is helpful.
When is the best time to visit Oak Brook?
Late spring through early fall is often recommended for outdoor activities and milder temperatures around 50–80°F (10–27°C). Seasonal festivals and art shows add vibrant experiences during these months.
What are the best places to visit in Oak Brook?
Explore the Oakbrook Center for shopping and dining, stroll the paths at Fullersburg Woods Nature Center, or visit the Mayslake Peabody Estate. The area also has parks and golf courses for outdoor activities.
What are some hiking trails in Oak Brook?
Fullersburg Woods Nature Center has scenic trails winding through woodlands and along waterways. Mayslake Peabody Estate features quieter paths, and local parks offer walking and jogging routes for all ages.
What are some family activities we can do in Oak Brook?
Families often explore Oakbrook Center, hike at Fullersburg Woods Nature Center, or visit local playgrounds and golf courses. Seasonal outdoor events and art programs are also popular with kids and adults.
What are some of the best day trip ideas from Oak Brook?
Day trips from Oak Brook can include exploring nearby botanical gardens, visiting museums in surrounding cities, or discovering historic neighborhoods and lakefront parks. Seasonal outdoor festivals are also frequently suggested.
Are there any pet friendly accommodations available in Oak Brook?
Many accommodations in Oak Brook welcome pets, making it easy to bring furry friends along for your stay. Green spaces around the area encourage walks and pet-friendly outings.
What are some local tips for visiting Oak Brook?
Locals suggest arriving early for weekend shopping or special events and exploring nature trails for a quiet escape. Try locally owned restaurants for distinct flavors, and check for outdoor concerts during warmer months.
What is Oak Brook known for?
Oak Brook is known for its upscale shopping at Oakbrook Center, expansive parks, and corporate offices. The community has well-maintained green spaces and historic sites, often drawing families and business travelers.
What are the best hidden gems to explore in Oak Brook?
Discover tranquil trails in Fullersburg Woods, quiet garden spots at Mayslake Peabody Estate, or locally owned cafes tucked around Oakbrook Center. Small art galleries and historical sites often surprise visitors with unique stories.
What are the best foods to try in Oak Brook?
Oak Brook is known for American classics, Italian fare, and contemporary cuisines often found in local restaurants. Families frequently enjoy hearty burgers, wood-fired pizzas, and seasonal salads.
What should I bring for a trip to Oak Brook?
Pack comfortable clothing, a light jacket for cooler evenings, and a raincoat during wetter months. Shoes suitable for walking around shopping centers or nature trails are frequently recommended.
What is the nightlife in Oak Brook like?
Nightlife in Oak Brook centers around laid-back lounges, lively bars, and late-night dining in and near Oakbrook Center. Those seeking entertainment can enjoy live music or gatherings in casual venues.
What are the most popular events or festivals in Oak Brook?
Oak Brook has annual art fairs, local food festivals, and outdoor summer concerts that are often recommended. Seasonal celebrations and community gatherings around public spaces bring residents and visitors together throughout the year.
Are there family friendly vacation rentals in Oak Brook?
Oak Brook has vacation rentals suitable for families, with spacious layouts and amenities like kitchens and multiple bedrooms. The area is known for parks and shopping centers that families often enjoy together.
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