Holiday rentals with breakfast in DuPage County

Near Downtown with a two bedroom suite.

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 into the house as well as your room. You also have access to another room which can be used for work, phone calls, or screaming into a pillow. Your room has water, coffee, and various snacks as well as bath essentials. In your own bathroom which is NOT shared

Dani’s lakeside condo

Wake up to a serene lake view, brew your morning coffee in a chef’s kitchen, and step out to a blooming floral & herb garden —all without leaving home. This beautifully appointed condo is offering natural tranquility & urban convenience. Designed for professionals seeking an elevated extended-stay experience, more than a rental —it’s a curated retreat. *designated parking space *full-wall sliding glass doors / lake views *spa-inspired bathroom *master—queen sized bed, custom full-wall closet

Eaglewood Resort & Spa Chicago

Enjoy breathtaking views of our 18-hole professional golf course from your balcony in this beautifully decorated room with two queen beds. Mission-style decor in mellow golds, deep reds, and rich greens creates a warm atmosphere, and amenities include pillow-top mattresses, premium linens, a sitting area, large work desk, iHome radio, and high-speed internet. Additional comforts feature a mini-refrigerator, tv, bathrobe, daily newspaper, and essential safety features.

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.

Three Kings Chicago. Royal experience. Cloud beds!

Life is busy. Find time for each other! Remember how it was before? Special occasions: birthday, anniversary, romantic packages. 4 pm check-in, check-out 10 am. Early check-in 7 am, check-out 8 pm (Based on availability, $100) No cleaning tasks for guests. Fully equipped kitchen; three King adjustable massage beds. Step-free access, small dog-friendly, EV charger (extra), 75” TV, Laundry, Bidet... Breakfast, dinner on demand

Near Medinah Country Club + Breakfast & Kitchen

Residence Inn Chicago Bloomingdale offers spacious, pet-friendly suites with full kitchens, free hot breakfast, and hotel-style comforts just minutes from Medinah Country Club. Enjoy a fitness center, walking trails, an outdoor patio with BBQ grills, and on-site parking. Perfect for golfers, families, or long-term stays, this suburban retreat gives you room to relax, only 40 minutes from downtown Chicago.

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.

Pet-Friendly Room, Easy Freeway Access + Breakfast

Welcome to our budget-friendly hotel in Naperville! Perfect location with easy access to I-88—Naperville Riverwalk, Morton Arboretum, DuPage Children's Museum, and Downtown are all under 4 miles away. Chicago Premium Outlet Mall is just 9 miles out. Begin your day with a free hot breakfast, and after a busy day of meetings or exploring, unwind with a restful night in your comfortable hotel room.

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.

Cozy room with private bathroom.

This cozy room has a comfy queen size bed, a large walk in closet and a beautiful large window with plantation shutters. The attached bathroom has a huge walk in shower with multiple shower heads. Coffee, tea, fruit, yogurt, english muffins, juice and breakfast bars always available