Holiday houses in Naperville

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Top-rated holiday rentals in Naperville

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Guest favourite

Guest suite in St. Charles

5 out of 5 average rating, 258 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed, studio area includes blue ray player, reverse osmosis drinking water, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Guest favourite

Rental unit in St. Charles

4.94 out of 5 average rating, 202 reviews

Vintage Charm

Welcome to The Vintage Charm! This downstairs apartment is 2 beds & 1 bath of Vintage Charm & Cozy Warmth. The walls are plaster, the ceilings are high, the floors are mostly original oak! Please note that new window AC units are in place for cooling & there is a furnace for heat. Entry is via an enclosed front porch. *Cat on property, not in Guest Space* *Please submit pictures of any isssues* *Orkin for Pest Control, please contact host with any pest issues to arrange extra service*

Guest favourite

Home in Montgomery

4.85 out of 5 average rating, 115 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Guest favourite

Guest suite in Naperville

4.95 out of 5 average rating, 336 reviews

Lake facing cozy little studio with private entry

This is a luxurious cozy little studio facing the lake, featuring a private entrance that is attached to a single family home. The studio is equipped with a top quality queen bed, an in-suite kitchenette including a mini fridge, microwave, and induction top, as well as a luxurious full bathroom. The studio is situated in the safest and friendliest neighborhoods in Naperville conveniently located close to cafes, restaurants, markets, a biking trail, and just minutes away from I88.

Guest favourite

Guest suite in St. Charles

4.99 out of 5 average rating, 119 reviews

The Cozy Den

Welcome to our cozy little corner of the world! We are located just a few blocks east of downtown St. Charles & the gorgeous Fox River and about an hour's drive/train ride to downtown Chicago. You’ll be staying in a renovated studio basement space (which doesn’t feel like a basement at all). It’s a completely separate space with its own entrance & electronic keypad. It is our priority to create an experience for you that is cozy, comfortable, and relaxing! Hope to see you soon!

Guest favourite

Home in Naperville

4.9 out of 5 average rating, 112 reviews

Home away from home

Perfect location, walk/bike to downtown area/ High Speed Wifi throughout the house / 2 King size beds one Queen bed /Newly remodeled / Huge back yard / Brand new appliances / Space for your car in a garage or plenty of parking on long driveway/ Outside porch with seating / Pet friendly - no deposit or any other charge. This is my first house ever listed I will add to the describtion more, after people will notice more things, too many to list.

Guest favourite

Tiny home in Burr Ridge

4.92 out of 5 average rating, 289 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Superhost

Guest suite in Wheaton

4.83 out of 5 average rating, 123 reviews

Cozy Wheaton Home

Cozy lower level apartment close to DT Wheaton & Glen Ellyn, restaurants, coffee shops, and shopping. Only 40 minutes outside of the DT Chicago! Train station is walking distance. You'll have the entire lower level of our home to yourself! You'll be able to enjoy your own private entrance, living space, and parking . There is everything you need, coffee, tea, mini fridge, microwave, and a comfy couch with a Firestick TV!

Guest favourite

Rental unit in Naperville

4.88 out of 5 average rating, 153 reviews

Comforts of home in downtown Naperville

Cozy 1 bedroom garden level apartment located in downtown Naperville. Short walking distance to great shopping and many fine restaurants. Also short walking distance to train which goes directly to Chicago. Parking is available for 1 car in driveway. Professionally cleaned after every guest visit, as well as free cleaning offered for stays of two weeks or longer.

Guest favourite

Guest suite in St. Charles

4.87 out of 5 average rating, 102 reviews

Cozy, Comfy, Close to downtown

Discover serenity in our centrally located guest apartment with a private entrance in our charming St. Charles cottage. The space is pet-friendly with a fenced yard, featuring a spacious kitchen, living room, bath, queen-sized bed, and in-unit laundry. The yard offers picturesque views of the Fox River, with award-winning parks & biking trails at your doorstep.

Guest favourite

Home in Aurora

4.83 out of 5 average rating, 264 reviews

Albor Homes #1

We welcome you to our recently renovated home! Our house features 3 bedrooms w/ all new queen beds, master bedroom includes a half bath, a cozy living room and small work desk. You'll enjoy the natural light that comes in through the kitchen and dining room. Our home is your home, we look forward to hosting you!

Guest favourite

Home in Winfield

4.98 out of 5 average rating, 138 reviews

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.