Holiday rentals in West Chicago

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

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.

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.

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!

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.

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!”

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.

2 Townhomes steps from DTWN Geneva Sleeps 14!

Brand-new luxury duplex steps from downtown Geneva, IL! Townhomes are separate units but can be booked together to sleep 14 across 6 beautifully appointed bedrooms with a hotel-style feel. Enjoy 4 full baths + 2 half baths, stunning modern finishes, and spacious living areas. Perfect for large groups, wedding parties, and family getaways. Rent both units side-by-side for the ultimate stay near Geneva’s boutiques, dining, and riverfront charm.

“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.

“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!

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).

Center St. Retreat

Welcome to our charming 3-bedroom, 1.5-bath Geneva retreat – the perfect home away from home for your next getaway! Nestled on a quiet street in the heart of downtown Geneva, IL this cozy and stylish retreat offers a serene escape while being just moments away from the city's vibrant attractions.