Holiday rentals 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

Guest suite in Wood Dale

4.91 out of 5 average rating, 501 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Guest favourite

Home in Glen Ellyn

4.91 out of 5 average rating, 154 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!

Guest favourite

Home in Lisle

4.92 out of 5 average rating, 139 reviews

Cozy House, Main Road Access, Close to Colleges

Our house is perfect for a small group of friends or family looking for a clean, accessible place. It contains 2 bedrooms (a queen & twin bunk beds) & 1 full bathroom, as well as a sleeper sofa with a pullout queen bed. Enjoy complimentary Hulu & Disney+ with our smart TVs, grill or warm up by the fire pit, & even get some work or studying done! Located just minutes from 2 major highways, 2 colleges, Four Lakes Ski Resort, & much much more, the journey is just getting started once you arrive!

Guest favourite

Flat in Lemont

4.91 out of 5 average rating, 69 reviews

Burr Oak

Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . Spacious one bedroom basement apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting. Ask about our extended stay discounts.

Superhost

Home in Naperville

4.85 out of 5 average rating, 126 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!

Guest favourite

Dome in Naperville

4.91 out of 5 average rating, 79 reviews

Professionally Sanitized - Dome Away From Home

Tucked away in an Oak Savanna, the secluded and rural feel of this NAPERVILLE home make it hard to believe it's just minutes from the action of Downtown Naperville and a short drive to the city of Chicago. Amazing serene views with occasional wildlife visitors (birds, deer, and turkeys). All the comforts and conveniences of home. 3 Bedrooms and sleeping accommodations for up to 8 guests. This modern home has been restored to its former glory of a Buckminster Fuller-style Geodesic Dome.

Top guest favourite

Home in Glen Ellyn

5 out of 5 average rating, 36 reviews

Stylish 1970s Home for Vintage Getaway!

Embrace Timeless Charm: Step into the enchanting world of a meticulously restored 1971 Mid-Century gem. Located just 30 minutes from downtown Chicago in Glen Ellyn, this unique retreat captures the essence of the 1960s and 70s. Every corner showcases vintage artifacts, offering an unforgettable stay. Enjoy the spacious Great room, well-equipped kitchen, and outdoor patio. Lounge by the 70-inch TV, groove to vintage vinyl records, and relish classic board games for a nostalgic getaway.

Guest favourite

Guest house in Villa Park

4.92 out of 5 average rating, 121 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!

Superhost

Home in Bolingbrook

4.93 out of 5 average rating, 134 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

Guest favourite

Flat in Warrenville

4.92 out of 5 average rating, 50 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!

Top guest favourite

Flat in Naperville

5 out of 5 average rating, 82 reviews

Beautiful, quiet, private, spacious, guest suite.

We offer a private entrance with ramp, private deck, shared screened-in porch, gas fireplace, cable with two T.V.’s, kitchenette, washer/dryer, and beautiful views. Our suite is also a wonderful work from home location. We offer fast reliable WiFi, with office supply and copy centers within five minutes of our suite. The suite is on a single level, with all doors being 36 inches wide for accessibility.

Top guest favourite

Guest suite in Naperville

4.95 out of 5 average rating, 433 reviews

Cozy Lakeview Studio with Private Access

Enjoy luxury and comfort in this cozy lakefront studio with a private entrance, attached to a home where the friendly hosts reside. The studio offers a plush queen bed, a kitchenette with a mini fridge, microwave, induction cooktop, and a full bathroom. Located in one of Naperville’s safest neighborhoods, it’s just moments from cafes, restaurants, markets, and a biking trail, with easy access to I-88.

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Popular amenities for DuPage County holiday rentals

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Other great holiday rentals in DuPage County

Home in Glen Ellyn

4.57 out of 5 average rating, 83 reviews

Gorgeous Glen Ellyn Gem

JulanneRating, 5 stars1 month ago

Great location close to Wheaton College and surrounding cities for a larger group to stay. Nice neighborhood. Loved the dual k-cup and ground coffee pot option. Enjoyed the nice weather on the large back patio and new grill. Farrah was responsive to our questions and request for assistance. The air mattress was great to have so our boys didn't have to share a bed.

Top guest favourite

Private room in Naperville

4.98 out of 5 average rating, 66 reviews

Private spacious room w/dresser in a nice home

ContessaRating, 5 stars4 days ago

⭐️⭐️⭐️⭐️⭐️ A+ Stay! Juan’s place was one of the best I’ve ever stayed in—clean, peaceful, and incredibly comfortable. His communication was excellent from start to finish, making everything easy and stress-free. If we ever come back to the area, we’ll definitely stay here again. Highly recommend it to anyone needing a great night’s rest and a relaxing stay. Thank you, Juan!

Top guest favourite

Private room in Elmhurst

4.99 out of 5 average rating, 139 reviews

Cozy room with private bathroom.

RiyaRating, 5 stars1 week ago

We had a wonderful stay at this beautiful home, 30 min away from Chicago downtown which came equipped with all the basic amenities we needed for a comfortable visit. The house was spotless, the bed was cozy, and the neighborhood was quiet and pleasant perfect for a relaxing getaway. The hosts were incredibly warm and welcoming. They gave us a quick tour of the place upon arrival, making sure we felt at home. They were flexible with our late checkin and In the mornings, they offered us breakfast, which was a lovely touch. They also went out of their way to suggest local tourist spots, including some great tips and tricks for finding parking downtown — something we really appreciated. Having a dedicated parking spot in the driveway was super convenient, especially after long days of exploring. Overall, the hospitality, cleanliness, and thoughtful touches made this a truly memorable stay. We’d definitely love to return and highly recommend this place to anyone visiting the area.

Guest favourite

Private room in West Chicago

4.9 out of 5 average rating, 118 reviews

Clean & Cozy Magnolia Room - Super Close to Train!

MayaRating, 5 stars3 weeks ago

I loved it! The room was so cute and cozy, and that bathroom was incredible:

Home in Wayne

4.59 out of 5 average rating, 534 reviews

Entire 5BR House - Wayne, IL (We are OPEN!).

MelissaRating, 5 stars1 day ago

This was the perfect place for my girlfriends and I to crash while in town for the night. The beds were incredibly comfortable. Would stay here again.

Top guest favourite

Private room in Wheaton

4.96 out of 5 average rating, 164 reviews

Beautiful home across from Wheaton College

AnneRating, 5 stars2 weeks ago

Laura was a wonderful host! We appreciated how friendly she was and she gave a great recommendation for a restaurant. Her amenities (especially dishes, iron, and blow dryer) were really appreciated. This was our first Airbnb where we walked through the host's house to get to our space and we enjoyed chatting a bit as we walked through. We would highly recommend this! My only regret is that I had busy mornings each day I was there because I would have loved to just sit and read in the cozy chair as the sun soaked in at least one morning! Maybe next time. :)

Top guest favourite