
Holiday rentals in West Chicago
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Top-rated holiday rentals in West Chicago
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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

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

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!

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.

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.

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.

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.

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.

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

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!”

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).

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
Stay near West Chicago's top sights
Other great holiday rentals in West Chicago

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Destinations to explore
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Wilmot Mountain Ski Resort
- Oak Street Beach
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- The 606




