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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Guest favourite
A cozy sleeping area features a spacious bed adorned with decorative pillows and a calming green throw. A small tray rests on the bed, complemented by a potted plant. Natural light enters through a window dressed with dark curtains, illuminating the wall art above.
Flat in Geneva
4.77 out of 5 average rating, 44 reviews

*Popular Studio 1 blk 3rd st* Near Chicago train*

Centrally-located, remodeled studio apt located 1 blk to 3rd St where you can enjoy wine tasting, a weekend farmers market, restaurants, shopping, the Fox River!! The perfect romantic getaway space for two! Short 3 block walk to the Chicago Metra! Jump on the Metra &head downtown for an evening, w a lovely walk back from the station in beautiful residential neighborhood filled with amazing homes and friendly people. No smoking, pets. One Window A/C. Motion sensor, decibel monitor in unit.

Guest favourite
A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Flat in West Dundee
4.93 out of 5 average rating, 119 reviews

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

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
4.96 out of 5 average rating, 25 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
A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.
Guest suite in Saint Charles
5 out of 5 average rating, 302 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 with mattress topper, studio area includes Smart TV, water station, 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
The living area features a modern couch adorned with yellow and white pillows, accompanied by two accent chairs. A dining table with blue chairs is set on a cozy area rug. Natural light enters through sliding glass doors, leading to a small balcony.
Flat in Warrenville
5 out of 5 average rating, 9 reviews

Luxury 2BR - Pool, Pickleball, Gym, Sauna & More!

A premium, resort-like experience in a professionally managed 2 bedroom / 2 bathroom property, providing the perfect balance of luxury and comfort for business travelers and families. Enjoy the pool, pickleball court, courtyard w/ firepits, a fitness center, pool table, sauna, and in-unit laundry - convenience is at your fingertips! Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away!

Top guest favourite
A bedroom features hand-painted floral murals on the walls, complemented by light-colored curtains framing a window. A spacious bed with white linens is centered on a patterned floor. A cozy sitting area with a dark wicker chair adds to the comfort of the space.
Home in Geneva
4.95 out of 5 average rating, 127 reviews

The Secret Garden

Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

Guest favourite
A spacious sleeping area features a queen-sized bed adorned with a light-colored quilt and two decorative pillows. Natural light enters through window treatments, brightening the room. Neutral walls and hardwood flooring provide a calming backdrop, with decorative art adding subtle touches of character.
Guest suite in Saint Charles
4.86 out of 5 average rating, 168 reviews

Cozy, Comfy, Close to Downtown

Discover serenity in our centrally located guest apartment 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 views of the Fox River, a peaceful patio, with award-winning parks & biking trails at your doorstep. Note: The unit is studio style located in the lower level of a home. The space is completely private. Only outdoor spaces shared. 😊🪻🏡

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
4.93 out of 5 average rating, 95 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
The exterior of the Coach House features white siding and a covered entry, framed by greenery. Two doors are visible, leading into the house, while a decorative wall piece is positioned above the entrance. A pathway lined with plants guides the way to the front steps.
Guest house in Batavia
4.92 out of 5 average rating, 309 reviews

Quaint Batavia Coach House

The Coach House is located behind our house. It is a private and separate little house. It is located close to the river path and lots of restaurants. The upstairs is one big room that has 1 queen and 2 twin beds. The upstairs also has a full bath. The TV in main living area on first floor is not hooked up to cable, but you can log into all of your apps and have access to news via YouTube TV, Netflix, Prime etc.

Top guest favourite
The open-concept living area showcases a spacious layout with soft-colored furnishings and a large area rug. The space includes a comfortable seating arrangement facing a TV, and a dining area with white chairs around a round table. A well-equipped kitchen is visible in the background.
Guest suite in Wheaton
5 out of 5 average rating, 61 reviews

Charming & Cozy Wheaton Stay- Great Location!

You are booking a Cozy, Modern, and SPACIOUS Basement Apartment with a Private Entrance, Exclusive Laundry Room, and a large open-concept Guest Suite! Located in one of Wheaton’s most charming neighborhoods – it’s less than a mile from Wheaton College and the Metra train station, and 1.5 miles from Wheaton’s delightful downtown. Host occupies the separate first floor.

Guest favourite
Flat in Saint Charles
4.85 out of 5 average rating, 143 reviews

Charming Private 2BD| River Trail, Forest Preserve

This space is nestled in the northern outskirts of Saint Charles, one block from a large gorgeous park (River Bend Community Park), and the Fox River Bike Trail. This is a 750 SF apartment, and is one of two in a duplex building (both units are on airbnb). There are no shared indoor spaces and the apartment has its own exterior entrance.

Top guest favourite
The exterior of a charming two-story house is depicted, featuring light-colored siding and dark shutters. A well-maintained pathway leads to the front door, surrounded by lush green grass and a variety of flowering plants in bloom. Trees provide shade, enhancing the inviting landscape.
Flat in Saint Charles
4.94 out of 5 average rating, 288 reviews

Upstairs get-away!

Bright upstairs apartment close to downtown, river, bike path, and parks in quiet and safe neighborhood. You are only blocks from coffee shops, shopping, dining and night life. Walking distance to live shows at the Arcada Theater. Just a short 9 minute drive to Q center.

Popular amenities for West Chicago holiday rentals

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