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Holiday rentals in Oak Brook

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Top-rated holiday rentals in Oak Brook

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Elmhurst
4.86 out of 5 average rating, 49 reviews

Elegant Haven: 4BR/3BA Retreat-Ideal for LongStays

Welcome to this spacious and elegantly furnished home in Elmhurst, thoughtfully designed for extended stays, mid-term rentals, insurance clients, families, and business travelers. Featuring 4 bedrooms, 3 full bathrooms, a modern open-concept layout and luxurious comforts, this two-story retreat offers everything needed for a relaxed and productive long stay. Whether you're relocating, remodeling or visiting for work, this home delivers space, privacy and convenience in a prime Elmhurst location.

Superhost
Flat in Elmhurst
5 out of 5 average rating, 4 reviews

Luxe 1BR DT Elmhurst | Pool, Gym, Garage, King Bed

A professionally managed, 1 bed / 1 bath apartment in downtown Elmhurst, providing the perfect balance of luxury and comfort for business travelers and families. Walk to the cafes, restaurants and shops of downtown Elmhurst, nearby classy Oakbrook (8 mins), O'Hare airport (12 mins) and blocks to the Metra train station with easy access to downtown Chicago! Enjoy the pool, fitness center, garage parking, courtyard w/ firepits, pool table, and movie theater - convenience is at your fingertips!

Top guest favourite
A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Flat in West Dundee
4.93 out of 5 average rating, 151 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

Top guest favourite
A bright living room features a cozy seating arrangement with a variety of armchairs and a sofa. Original art pieces adorn the walls, and a coffee table with a decorative table runner sits on a soft area rug. Light streams in through windows creating a lively atmosphere.
Flat in Forest Park
4.99 out of 5 average rating, 195 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.

Guest favourite
A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.
Loft in Brookfield
4.91 out of 5 average rating, 155 reviews

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

Top guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 858 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers out, the treehouse 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!

Guest favourite
A spacious living room features a large sectional sofa adorned with various cushions, complemented by a cozy throw. A sleek flat-screen television is mounted above a natural stone fireplace. Large windows allow natural light to fill the room, enhancing the inviting atmosphere.
Home in Lombard
4.96 out of 5 average rating, 45 reviews

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.

Top guest favourite
A living area showcases a wooden entertainment center with a TV, flanked by a decorative console table and two lamps. The space features hardwood floors and a neutral color palette, complemented by a circular wall mirror. A staircase in the background leads to the upper level.
Apartment in Clarendon Hills
5 out of 5 average rating, 116 reviews

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.

Top guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Flat in Aurora
4.98 out of 5 average rating, 234 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.

Guest favourite
A modern kitchen features an island with seating for two and stainless steel appliances. White cabinetry contrasts with a dark backsplash, while large windows allow natural light to illuminate the workspace. The clean design promotes a functional and inviting cooking area.
Home in Elmhurst
4.96 out of 5 average rating, 137 reviews

Elmhurst NEW - Super Clean Modern Farmhouse!

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

Guest favourite
The exterior of the vintage garage apartment is shown, featuring a bright yellow facade with two white garage doors. A large window is positioned above the doors, with greenery surrounding the property, contributing to the charming appearance.
Guest house in Villa Park
4.93 out of 5 average rating, 148 reviews

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!

Top guest favourite
A game room features a felt-covered pool table, foosball table, and air hockey table against a backdrop of a beach scene mural. Orange-painted walls enhance the lively atmosphere. Several gray chairs are arranged neatly along one side of the room, providing ample seating.
Home in Elmhurst
4.95 out of 5 average rating, 104 reviews

Big Family Home, 4King Beds, Sleep13, Safe area

Experience ultimate luxury at our exclusive property. Nestled in a prime location, this meticulously designed retreat offers opulent furnishings, panoramic views, and bespoke amenities. Ideal for discerning travelers and work travelers seeking sophistication and comfort, indulge in a private sanctuary where every detail exceeds expectations. Discover the epitome of elegance with us and create unforgettable memories in this exquisite haven.

Popular amenities for Oak Brook holiday rentals

When is the best time to visit Oak Brook?

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Avg. price£122£124£119£128£152£179£188£205£151£156£182£167
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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 £46 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 – averaging 4.9 out of 5!

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