Holiday houses in DuPage County

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Top-rated holiday rentals in DuPage County

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

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Top Guest favourite

An outdoor patio is illuminated by string lights, creating a cozy ambiance. The hot tub is set against a backdrop of snowy ground, with comfortable seating arrangements nearby. The lake is visible in the background, enhancing the tranquil atmosphere.

Home in Carol Stream

4.92 out of 5 average rating, 128 reviews

Lake House Escape •Hot Tub, Bar, Fishing, Firepit

Visiting Chicago this holiday season? Stay somewhere that truly feels like home. We’re opening our personal lake home to guests & would love to welcome u! Tucked awayi n a peaceful neighborhood- the perfect place to gather w/ family, relax & enjoy beautiful lake views. Spend mornings w/ coffee on the deck, afternoons fishing, grilling & evenings soaking in the hot tub or sitting by the firepit. 1-acre fenced yard to enjoy-pets welcome Come settle in, make memories & enjoy our home as your own. ♡

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Guest favourite

A comfortable living area features a light gray sofa positioned next to a white entertainment unit. A flat-screen TV is mounted on the wall, and a large area rug with intricate patterns covers the hardwood floor. Natural light from the windows brightens the space.

Home in Lisle

4.93 out of 5 average rating, 86 reviews

Cute & Cozy Lisle, IL House Near the Best Areas

Beautiful 2 bedroom 1 bath house with 2 car garage, private driveway and plenty of parking. With a nice fenced in back yard in one of Lisle'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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Superhost

A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.

Home in Glen Ellyn

4.89 out of 5 average rating, 224 reviews

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!

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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, 187 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!

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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.

Condo in Clarendon Hills

5.0 out of 5 average rating, 137 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.

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Superhost

An open-concept living area and kitchen is showcased, featuring a modern dining table with circular placemats. Bright light fixtures hang over a sleek kitchen with stainless steel appliances. Nearby, a comfortable seating area includes patterned chairs and a large window providing natural light.

Home in Wheaton

4.63 out of 5 average rating, 51 reviews

Welcoming Wheaton: 5BR, Pool Table

Welcome to this spacious ranch home in Wheaton, IL! With a comfortable layout, this home offers 3 bedrooms and 1.5 bathrooms on the main level, then the basement adds even more versatility, featuring 2 additional bedrooms and a full bathroom – perfect for extra guests or privacy within your group. Enjoy a warm, inviting space with plenty of room to relax, making it an ideal retreat for any traveler. Whether you're in town for business or leisure, this home is your perfect base in Wheaton!

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Top Guest favourite

A warm living area is surrounded by natural light from a window adorned with floral curtains. Two spacious sofas are placed opposite each other, with decorative pillows adding color. A dining space is visible through an archway, featuring a wooden table and chairs, creating an inviting gathering space.

Home in Wheaton

4.92 out of 5 average rating, 99 reviews

Little House on the Prairiepath by Wheaton College

Little House on the Prairie Path Cozy, gemütlich, hygge cottage in quiet unincorporated Wheaton, close to Lincoln Marsh, on the Prairie Path. International traveler decorated. This house offers extreme coziness. Very kid and pet friendly. Large back yard with fire pit overlooks pond with ducks, egrets, herons. Close to Central DuPage Hospital, Wheaton College, Metra train to Chicago. Perfect for family gatherings. Kitchen is fully equipped for cooking real meals!

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Top Guest favourite

The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.

Apartment in Warrenville

4.94 out of 5 average rating, 142 reviews

“The remote retreat”

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!

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Top Guest favourite

Home in Lombard

5.0 out of 5 average rating, 18 reviews

Home in Lombard

Relax at this peaceful, updated split-level home with 4 bedrooms and 3 baths. Main level features a modern kitchen, living and dining room, primary ensuite with a king bed, and two queen bedrooms. The lower level includes a family room, bedroom with two queen beds that sleep four. Enjoy a large backyard with double patios and fire pit. Close to I-355, shopping, restaurants, parks, and 30 minutes to downtown Chicago.

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Top Guest favourite

A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.

Home in Lombard

4.99 out of 5 average rating, 160 reviews

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

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Guest favourite

Home in Naperville

5.0 out of 5 average rating, 10 reviews

Spacious 4BR Tudor with Patio near Downtown

Settle into a spacious four-bedroom Tudor on a half-acre wooded lot in South Naperville. With three full bathrooms, bright vaulted living spaces, a dedicated office, and generous indoor-outdoor gathering areas, the home offers plenty of room for groups of up to 10 guests. Downtown Naperville, the Riverwalk, restaurants, shopping, and the Metra station are approximately 10 minutes away by car.

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Top Guest favourite

The open-concept living area showcases a spacious layout with soft-colored furnishings and a large area rug. The space includes a comfortable seating arrangement facing a TV, and a dining area with white chairs around a round table. A well-equipped kitchen is visible in the background.

Guest suite in Wheaton

5.0 out of 5 average rating, 89 reviews

Charming & Cozy Wheaton Stay- Great Location!

You are booking a Cozy, Modern, and SPACIOUS Basement Apartment with a Private Entrance, Exclusive Laundry Room, and a large open-concept Guest Suite! Located in one of Wheaton’s most charming neighborhoods – it’s less than a mile from Wheaton College and the Metra train station, and 1.5 miles from Wheaton’s delightful downtown. Host occupies the separate first floor.

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