Holiday rentals in West Chicago

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Top-rated holiday rentals in West Chicago

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

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Top guest favourite
The cottage exterior features a welcoming porch with seating and decorative elements. A well-maintained pathway leads to the entrance, bordered by lush green grass and shrubbery. A vibrant American flag stands proudly in the front yard, emphasizing a sense of community.
Home in Saint Charles
4.95 out of 5 average rating, 43 reviews

The Crumb Cottage

Come escape to this stylish and centrally-located tiny cottage in beautiful downtown Saint Charles. Walking distance to restaurants,bars, parks, trails and more. The Space 2 bedrooms 1 queen sleeper sofa Smart TVs in all rooms Free Wifi 1.5 bathrooms w/ essentials Fully equipped Kitchen Keurig- with some complementary pods Basement Space Game room area with dartboard, board games and more Infrared Sauna and treadmill to get your sweat on! Outdoor Patio with seating, fire pit, and grill

Top guest favourite
Home in Saint Charles
4.95 out of 5 average rating, 21 reviews

Charming Fox Valley getaway

Enjoy your time at this bright, peaceful & centrally located home, 15 minute walk to downtown St. Charles. St. Charles has an impressive variety of restaurants, unique shops & live music venues. Downtown Geneva & Batavia are both a short drive away. 6 guests: 2 bedrooms, 3 beds & 1.5 baths The 1st level has an inviting living room, dining room, kitchen, half bath and comfortable sunroom with a dedicated workspace. The 2nd level has a full bathroom with a bathtub and 2 cozy bedrooms.

Guest favourite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Flat in Aurora
4.98 out of 5 average rating, 265 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Superhost
Home in West Chicago
5 out of 5 average rating, 4 reviews

The Orchard House/King Bed/Privacy/Walking Trail

Escape to this secluded 1-acre ranch retreat where privacy, open space, and peaceful views surround you. Enjoy a morning run on a long walking path across the street. Then relax on the patio with a cup of coffee or kick back in multiple bright living rooms filled with natural light. Cook with ease in the high-end galley kitchen featuring KitchenAid appliances, designed for groups of any size. At the end of the day you are ready to retire to our comfy beds. This rare gem fills up fast!

Guest favourite
Home in West Chicago
4.92 out of 5 average rating, 24 reviews

Cozy Family Getaway

Visit West Chicago with your whole family in this newly renovated home. Toys, books, and games will keep the little ones occupied. Or relax in front of the fireplace and watch a movie (TV has Disney+). Outdoor amenities include an EV charger (free for guests), fenced backyard, 3 parking spaces, deck, and grill. We are within walking distance to the Metra train station, coffee shops, and restaurants. Comfortably fits four, but can accommodate up to six with the floor mattress.

Top guest favourite
A large sectional leather couch is arranged in a circular formation around a glass coffee table, enhancing the spacious living area. Tall windows are adorned with rich green curtains, allowing natural light to filter through. A plush area rug adds comfort to the hardwood floor.
Apartment in Geneva
4.99 out of 5 average rating, 104 reviews

Beautiful Condo - King Bed - Free Waffle Breakfast

Welcome to the Gem of Geneva! This peaceful home is the perfect place to rest! It's elegant, clean, and fully-equipped! It's perfect as a stop over on a work trip, a getaway with your family/partner, or a long-term stay! Come kick off your shoes after a long day, take a hot bath in the soaking tub, and then enjoy some fresh warm waffles in the morning with our complimentary waffle station. Feel free to reach out! I am happy to host you and answer any questions you have!

Top guest favourite
A cozy living space features a vibrant red sofa and wooden dining chairs surrounding a circular table. Natural light fills the room through large windows adorned with white curtains, highlighting a woven area rug and potted plants near the window.
Home in West Chicago
4.91 out of 5 average rating, 180 reviews

The Train Conductor's Cottage

Enjoy your stay at the Train Conductor’s Cottage! Welcome to our charming home in a family neighborhood, just a couple of blocks away from the Metra train to Chicago & from West Chicago's authentic Mexican restaurants. We are close to Wheaton College, North Central College, Dupage Airport, and Central Dupage Hospital. Rest and relax in a queen bed, full bed, two twin beds, two full bathrooms, spacious children's play area. Amazon Fire stick, WiFi, TV. “All aboard!”

Guest favourite
A stylish living room features a large sectional sofa, complemented by an egg chair and a decorative coffee table. Wall-mounted mirrors add depth, while a fan provides airflow. Light filters through sheer curtains, enhancing the cozy atmosphere.
Home in West Chicago
5 out of 5 average rating, 15 reviews

4BR Boho Oasis | Kid Haven, Library, Perf Location

Our spacious and bright 4-bedroom home blends bohemian charm with modern comforts, offering the perfect escape for families and business groups seeking relaxation and adventure. Enjoy our premium amenities, including memorable, kid-friendly items, multiple dedicated workspaces, and a peaceful reading nook. Centrally located in West Chicago, IL, with easy access to numerous restaurants, grocery stores, attractions, parks, and the Metra train to downtown Chicago.

Guest favourite
Home in Warrenville
4.93 out of 5 average rating, 14 reviews

“The Warrenville Grove”

This bright 2-bedroom home is designed for comfort, with a modern living space, fully equipped kitchen, washer & dryer and a cozy yard to unwind in. Perfect for small groups or families, you’ll be close to local dining, parks, and just a short drive from Naperville and downtown Chicago. We are less than a mile away from the expressway I-88. Whether you’re here for work or leisure, this spot makes it easy to relax, recharge, and explore.

Top guest favourite
A modern living space features a sectional sofa adorned with a throw blanket, complemented by an accent pouf. A central area rug adds warmth to the room, which is well-lit by pendant lighting and natural light from the windows. The kitchen is visible in the background.
Home in Geneva
5 out of 5 average rating, 64 reviews

Perfect little paradise

Take it easy at this unique and tranquil getaway. Everything you need when you are away from home. A short Bike ride/walk or drive to downtown Geneva and all it has to offer. Please note that, although we have a fenced in private yard, that it is only accessible from the outside. Relax in the spacious primary bedroom featuring a queen-size bed with premium linens, soft pillows, and a cozy throw, designed for a restful night’s sleep.

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.
Flat in Warrenville
4.94 out of 5 average rating, 124 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
A light and airy bedroom is seen with a spacious bed adorned with a striped blanket. Soft pillows are arranged at the head of the bed. Large windows allow natural light to illuminate the room, complemented by simple white curtains.
Flat in Geneva
4.95 out of 5 average rating, 176 reviews

The Tailor's Loft, 1 bdrm apt. in Downtown Geneva

The Tailor's Loft is located right the the heart of historic downtown Geneva and is walkable to dozens of unique restaurants and shops. This apartment has been completely renovated in a fresh modern style. It is a great space for a couples getaway, girls weekend or extended stays. High ceilings and open floorpan with separate king-size bedroom. In unit washer/ dryer. Easy walk to the Geneva train station (0.5 miles).

Popular amenities for West Chicago holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. DuPage County
  5. West Chicago