Holiday rentals in Willowbrook

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Top-rated holiday rentals in Willowbrook

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

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Guest favourite

Home in Westmont

4.96 out of 5 average rating, 45 reviews

King beds, firepit, lake view

We may take a refundable deposit. We must say this because our direct booking site is linked. A lovely place on the lake in summer we rent entire house. This is a home that is split into a duplex. One side we have 3 bedrooms 2 baths. The other side is 1 bedroom and 1 bath. Both sides have separate entrances and decks. Enjoy the beautiful view while staying. You have access to entire house and yard except garage with this listing. This listing is for renting both sides. They do not connect.

LocationFamilyCheckout

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

5.0 out of 5 average rating, 135 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.

ValueFamilyDecor

Guest favourite

The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.

Home in Naperville

4.85 out of 5 average rating, 184 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

LocationValueOutdoor spaces

Guest favourite

Home in La Grange

4.83 out of 5 average rating, 23 reviews

Elegant Escape in Top Location

This fully equipped home is just minutes from Burr Ridge Village Center with easy access to restaurants, bars, shopping, and local breweries. Outdoor enthusiasts will love the proximity to parks, golf courses, and scenic trails, perfect for hiking, biking, or a leisurely stroll. For those wanting to explore further, downtown Chicago is easily reachable via nearby bus or train options, offering the best of both worlds—peaceful suburban retreat with vibrant city life just a short trip away.

LocationFamilyOutdoor spaces

Guest favourite

A well-lit dining area features a rectangular table accompanied by four wooden chairs and a bench. Natural light filters through large windows, illuminating the space. A small potted plant is centered on the table, enhancing the clean and modern decor.

Home in Westmont

4.9 out of 5 average rating, 61 reviews

Cute & Cozy Westmont, IL House Near the Best Areas

Beautiful 2 bedroom 1 bath house with a 2 car garage, private driveway and plenty of parking. With a nice back yard in one of Westmont's prime location close to great restaurants, shopping areas, easy access to expressways and airports in a great quiet neighborhood. Fully furnished with high-speed internet Wifi and stocked with essentials to make your stay comfortable. Near Morton Arboretum, Metra Station, Yorktown Center, upscale Oakbrook Center and a short commute to downtown Chicago.

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Guest favourite

Home in Westmont

4.84 out of 5 average rating, 146 reviews

“Aunt Betty’s Cottage” sleeps up to 6 Large yard

Perfect cottage living sleeps up 6 adults c Westmont. Decor is vintage chic with a focus on retro arts and collectibles. Cozy blankets and whimsical art adorn the walls. Perfect for folks who love cute quaint CLEAN and comfy not Kondo! A place to call home where the barn door closes off the Living room. A dinner for 6 in the quaint dining area. Laundry room in the home. New fenced yard out door furniture. Beyond pet friendly we have many accessories for Dogs.

FamilyValueParking

Top guest favourite

A light-filled living room features a spacious gray sectional sofa arranged around a simple coffee table. Large windows provide views of the outdoor space while soft curtains frame the light. A flat-screen TV is mounted on a textured wall, enhancing the room's modern design.

Home in Lombard

5.0 out of 5 average rating, 48 reviews

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.

LocationFamilyIndoor spaces

Guest favourite

A welcoming living area features a dark couch facing a flat-screen television on a wooden stand. A round coffee table rests on a textured rug, while a wall showcases a framed artwork. Adjacent to the living space, a dining area is partially visible.

Apartment in Westmont

4.83 out of 5 average rating, 54 reviews

Hidden Gem

Apartment building was built 1976. Washer and dryer are located in the lower level in public area and coins are needed. (Coins provided). Plenty of free parking spaces just behind the building. Our Condo has two bedrooms upstairs and one downstairs. The bathroom is upstairs, so the downstairs bedroom doesn't have its own bathroom. A spiral stairs is inside the unit, you can use outer stairs too. Keys for the downstairs bedroom are the same for the upstairs

ValueLocationQuiet

Guest favourite

A modern living area displays a dark sofa with soft cushions, paired with a round coffee table. Two framed artworks hang on the wall above. Natural light enters through large windows, accentuated by coral curtains, with potted plants adding greenery to the space.

Home in Bridgeview

4.98 out of 5 average rating, 57 reviews

4BR/2BA + Large Fenced Backyard + Fast WIFI

Welcome to our urban oasis, just minutes from the heart of Chicago! Discover comfort and style in our 4-bedroom retreat, each room boasting a queen bed for a restful stay. With 2 bathrooms and full privacy, it's ideal for families or groups. Need to catch up on work? We've got you covered with a desk for your laptop. Step outside to our fenced backyard, complete with a spacious deck, perfect for lounging or dining al fresco. Your city escape awaits!

ValueLocationAccuracy

Top guest favourite

A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.

Home in Brookfield

4.99 out of 5 average rating, 107 reviews

Cozy Home in Brookfield

Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).

LocationFamilyOutdoor spaces

Guest favourite

Home in Westmont

4.9 out of 5 average rating, 21 reviews

Sleeps 10 • Everyone Stays Together Pets too

📍20 Mi to McCormick • 18 Mi to Rosemont 💼 10 min to Oak Brook Hills & conference venues. 🏆 Sleeps 10 — perfect for teams & groups. 🛋️ 4BR home with workspace & fast WiFi . 🧺 In-unit washer/dryer for gear & wardrobe. 🍳 Full kitchen, dining for 6. 🎱 Fuseball table + board games for downtime . 🚗 Free parking for vans & carpools . 🐾 Pet-friendly. 🚆 5 min drive to Metra, direct to Chicago. 🏕️ Your team's basecamp near it all!

LocationFamilyLong stay

Guest favourite

A modern kitchen is showcased with dark cabinetry and a contrasting light countertop. Stainless steel appliances, including a refrigerator, microwave, and oven, are featured. A patterned tile border adds visual interest to the space, while large windows provide natural light.

Home in Brookfield

4.89 out of 5 average rating, 63 reviews

Beautiful home near the Windy City!

Bring the whole family to this great place with lots of room for fun. We are located 10 miles from Downtown Chicago. Plenty of sightseeing and activities. We are less than a 5-minute walking distance from one of the well-known old-school arcades in the Chicagoland area. Downtown La grange is within walking distance with plenty of coffee shops, restaurants and shopping. The historical Brookfield Zoo is a 10-minute drive.

LocationValueQuiet