Holiday rentals with breakfast in DuPage County

Close to Medinah Country Club + Breakfast. Kitchen

Stay just minutes from the legendary Medinah Country Club—perfect for golf lovers, weekend adventurers, and families craving space to spread out. Whip up breakfast in your own kitchen, fuel up with complimentary breakfast each morning, or grill dinner under the stars. With pet-friendly suites, a fitness center, and easy access to Chicago’s best dining and parks, this suburban gem gives you the freedom to explore, unwind, and live like a local—without giving up the perks of hotel-style comfort.

Quiet, comfortable and spacious-safe neighborhood

1600+ square feet, full BASEMENT ONLY of a raised ranch, in a half acre lot - spacious living room with 2 bedrooms (King and Queen beds) and extra queen bed next to sauna, 1 full bath. Complete amenities and wet bar area for entertainment. 3-person sauna installed. Ideal for short stay, hotel type. Kitchenette and laundry room. An attached stove in the grill is available in the deck. New mattresses and progressively updating for professional look. Keyless entry (Yale Nest), full privacy.

carebear room attic room double bed

20 miles from Downtown Chicago 20 minutes on Metra. 30 minutes from ORD and MDW airports Our top-floor bedroom area is large, spacious, and hip. The brand new twin bed (Jan 24) has sweet decor and an additional bed can be provided upon request for one extra guest. Mid-term stays love this room for quiet studying, the view of the courtyard, and the in-room mini fridge. A desk and chair are provided, plus a cute mini fridge to save a long walk for night owls to the kitchen.

Close To Downtown For Business & Family visits!

One block from Wheaton college, the Prairie path, metra train station, and a 5 minute walk from updated downtown Wheaton, my 1930 Cape Cod home has gorgeous gardens for coffee or evening cocktails. You’ll receive a passcode before arriving to gain entry into the house as well as your room. Coffee, water and soda are available along with various snacks and pastries. THESE ARE INCLUDED in your price, plus toiletries. The bathroom is exclusive for your use only during your stay

Clean & Cozy Magnolia Room - Super Close to Train!

Hello! My name is Hannah. I'm eager to pay off my home so I rent out my rooms. You'll likely be sharing this space with me and maybe another guest. This renovated farmhouse is for the traveler who cherishes cozy spaces and a relaxing, care-free time. Ideally located in the SUBURBS of Chicago, this well-decorated farmhouse room is ready to accommodate person. This cozy room was beautifully decorated by my best friend and it rocks that Joanna Gaines / Magnolia vibe.

Near Downtown Bolingbrook + Free Breakfast

Unwind in your own spacious suite just off I-55—perfect for road trippers, weekend shoppers, or anyone craving space to breathe. Grab free breakfast, chill in the indoor pool, or explore nearby favorites like IKEA and The Promenade. Whether you’re headed to Naperville, downtown Chicago, or just hanging in Bolingbrook, this stay gives you all the space and perks you need—without giving up comfort, convenience, or that extra travel magic.

Modern Naperville Room | Pool. Free Breakfast

Tru by Hilton Naperville Chicago injects a playful vibe into your stay. Dive into the heated indoor pool, challenge friends to some fun in the game area, or sweat it out at the fitness center. You can even grab a bite to eat at the breakfast spread or on-site market! Plus, with downtown Naperville's charm just minutes away and Chicago's buzz within reach, the possibilities for your adventure are endless.​

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.

Comfortable private room w/queen bed near highway.

Welcome to our house! It’s located at the heart of the West Suburbs, in a quiet, safe, and friendly neighborhood. Very convenient location to anywhere you go in NW surburbs! Room newly renovated with extremely high speed WiFi. Fully furnished! 3 min away from the Metra station and highway 290/355 One block from 390 15-20 min to O’Hare airport and Woodfield mall 30 min to downtown Chicago w/o traffic

Pardizes Suites

Pardizes Suites is truly a wonderful sanctuary! It's not just a place to live; it's a space that reflects comfort and warmth. Every corner of your home tells a story, from the inviting living room that beckons for cozy gatherings to the beautiful outdoor area that offers the perfect retreat for relaxation.

Cozy, Clean & Well-Stocked Home!

CLEAN AND WELL-OUTFITTED HOME. Great for families, a staycation, or a work-from-home-alternative. Superfast wifi (200mb), laptop-friendly workspace, parking on premises, contactless entry, accessible-height beds, crib for babies and toddlers, self check-in, and kid friendly home. Sleeps 6 guests.

Two Kings Chicago. Royal comfort in two king beds

8am check-in, check-out 6pm. Weekdays. No cleaning tasks for guests. Special occasions: birthday, anniversary, romantic packages. Fully equipped kitchen; two King adjustable massage beds. Step-free access, small dog-friendly, EV charger, 75” TV, Laundry, Bidet... Breakfast, dinner on demand