Holiday rentals in West Chicago

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Top-rated holiday rentals in West Chicago

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Guest favourite
A bright bedroom features a four-poster bed with a sheer canopy, dressed in crisp white linens and a soft blue throw. A cozy blue armchair sits beside a small table, offering a comfortable seating area. A scenic landscape artwork adorns the wall, complementing the inviting space.
Flat in Uptown
4.75 out of 5 average rating, 48 reviews

13 mins DT | 4 mins Lake | Elegant Style Loft

Welcome to Uptown Chicago, proudly hosted by TIBO Ventures. Standout Features: • 𝗙𝘂𝗹𝗹𝘆 𝘀𝘁𝗼𝗰𝗸𝗲𝗱 𝗸𝗶𝘁𝗰𝗵𝗲𝗻 with modern appliances • 𝗦𝗺𝗮𝗿𝘁 𝗧𝗩 𝗮𝗻𝗱 𝗱𝗲𝗱𝗶𝗰𝗮𝘁𝗲𝗱 𝘄𝗼𝗿𝗸𝘀𝘁𝗮𝘁𝗶𝗼𝗻 — perfect for professionals or remote workers • In-unit washer/dryer and dishwasher for convenience • Rooftop area with breathtaking city views • Fitness center access to stay active during your stay • Steps from Montrose Beach, Aragon Ballroom, and Riviera Theatre • Parking available

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
4.97 out of 5 average rating, 29 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
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, 14 reviews

Naperville Escape 2BR - Pool, Gym & Pickleball!

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

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, 305 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
A living area is highlighted by a large mural depicting a misty forest. An earthy-toned armchair sits beside a green sectional sofa, while a wooden coffee table holds decorative plants and water bottles. Natural light filters through sheer curtains, enhancing the serene atmosphere.
Flat in Geneva
4.82 out of 5 average rating, 130 reviews

Immaculate*1MiTrain*1GWifi*King*ParkFree*FullKitch

Popular, 2BR/1BA Garden unit. Near downtown Geneva. Hotel Baker 3mi, Equestrian Center 9mi, walk to Fox River Bike Trail, cinemas, bars. Metra Train (1 mi), restaurants, golf, shopping. New cookware, Keurig, kitchen appliances, French press, rice cooker, Insta pot, blender. Bike path 3 blocks. External security cameras at door & public coin laundry area. This unit contains a smoke detector, motion sensor and decibel monitoring device. Guests under 25+ yrs require owner approval.

Top guest favourite
Home in Saint Charles
4.93 out of 5 average rating, 15 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.

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
4.94 out of 5 average rating, 137 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.

Superhost
The open-concept living area features a fully-equipped kitchen with gray cabinets and granite countertops. A cozy seating area includes a sofa and a patterned area rug, complemented by a coffee table and a decorative side table, creating a functional and comfortable space.
Flat in West Town
4.65 out of 5 average rating, 20 reviews

Cool spot in cool neighborhood

Close to Madison/Randolph Street night life, Little Italy, Greek Town, Fulton Market and the United Center. Also close by is Bucktown, Wicker Park and Ukranine Village where shopping and more dining awaits. The private entrance open to a foyer leading to a large open floor great room extending to the kitchen. Amenities galore 2 tvs, spa like shower and a touch of Chicago charm. Illinois Medical District, Museum campus not far away. Close to cool festivals ie. Riot, Pitchfork.

Top guest favourite
The outdoor patio area features a hot tub surrounded by decorative string lights, creating a cozy ambiance. A stone walkway leads to seating options, including lounge chairs and a dining table. The view of the lake is partially blocked by a fence, with snow lightly covering the ground.
Guest suite in Carol Stream
4.95 out of 5 average rating, 319 reviews

Cozy Lakefront! Hot Tub-Fishing-Kayak &Pool Table

Very large guest suite w/3 separate areas. Just like your own apartment. Great for friends traveling together! ENTRANCE IS THRU THE MAIN PART OF THE HOUSE. This is just for the basement but you have complete privacy down there. Fenced-in yard, hot tub, large patio, bbq, firepit, enjoy fishing or sitting watching the beautiful sunsets. Stocked lake, walking path, 3 parks! Check out the pictures to see all our home has to offer! Full kitchen,laundry room & yard are shared space

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
4.89 out of 5 average rating, 157 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!”

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, 169 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).

Top guest favourite
A functional kitchen area features wooden cabinetry and modern appliances. Ample countertop space is complemented by tile flooring. A small dining table with chairs is positioned near a window, allowing natural light to illuminate the space. A doorway leads to a cozy bedroom.
Guest suite in Oswego
4.96 out of 5 average rating, 74 reviews

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Popular amenities for West Chicago holiday rentals

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