Holiday rentals in Cottleville

Cottage on Main Street- Low Cleaning Fee

MESSAGE FOR SHORT STAY DISCOUNT Stay in the heart of Historic Downtown St. Charles! WALK EVERYWHERE at this beautifully updated 2BR/1BA blends modern comfort with charm just steps from Main Street. Walk to award-winning restaurants, unique boutiques, coffee shops, festivals, and riverfront views. Directly across from the Katy Trail, perfect for biking and morning strolls. Minutes to Ameristar Casino and 12 minutes to STL Airport. Fast Wi-Fi, cozy beds, and an unbeatable location. See you soon!

Blair's House in St. Charles - 4 bedroom 2.5 Bath

Welcome to Blairs House in St. Charles, MO near Hwy 364 Where we ensure you have a cozy stay every day. 4 Bed 2.5 Bath Home located in St. Charles, Missouri. Fully stocked home from the kitchen to the bedrooms, ensures a cozy stay every day. Relax in the living room or get right to work in the office. Check out the 60 in 1 old school arcade game on FREE play. Cook Thanksgiving dinner and serve the dining room! Close I-64, I-70 & Hwy 364 Check our profile for over 30 listings in the area.

301 Guesthouse- Historic Main street-Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Westhoff Cottage

Cozy 2BR O’Fallon home sleeps 6 adults plus children with 2 queen beds, pull-out sofa, floor mattress (great for kiddos!) & pack n play available upon request. Pet-friendly with large yard! Fast WiFi, fully stocked kitchen, flatscreens in every room. Super clean, quiet street, easy Highway 70 access and only 23 min to Lambert Airport. Perfect for families, business travelers, relocations & traveling nurses. Seamless check-in and affordable rates. Everything you need for a comfortable stay!

Treehouse Spa Suite

Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. There is a subdivision next to me but I have my trees!!! Get away from it all while being close to it all at the same time. Augusta wineries, Main Street St. Charles and the Streets of Cottleville are all within minutes of the location! There are two rental units in the treehouse: The spa suite and the penthouse. They each have a separate entrance and are private spaces. Recharge your battery! Regroup Relax Refresh

*NEW HotTub* The Jewel on 5th-2br2b-near Main

A true gem only a 15 min drive from the STL Airport. Enjoy a well equipped, century home a short 12 min walk to Historic Main and a HOTTUB. The large stocked kitchen is great for entertaining. Master bedroom w/luxurious, king sized, 4 poster bed and ensuite bathroom awaits you. In the private, queen suite you’ll find its own bathroom and another door leading onto the deck. The chair off the kitchen folds out to a standard twin and bedding is provided for the sofa as well. Can sleep 6.

Family/4bd/2bth/Huge Yard/Playset/Ping-Pong/Arcade

Our freshly updated and furnished house is ready for the family with kids, the adult getaway, and wedding parties from Stone House event venue across the street! Boasting tons of privacy, a huge yard with a playset and games, a fully stocked kitchen with everything you could want for a Thanksgiving dinner, and a large basement with arcade boxes, ping pong, weights, and seating areas. A very safe and secluded location that is close to amazing parks, restaurants, wineries, and shopping.

Family friendly 3bd home! Longer stays available

Peaceful, 3 bed, 2 bath on court in O’Fallon MO. Furnished kitchen, deck grill/dining, tv in bdrms/living space, lower level living area & ping pong. Serene, fenced in back yard for your morning coffee. Located near shopping, restaurants, bars, casinos, wineries, gyms, hospitals, sports complexes & major highways. Just a 30 minute drive to downtown St. Louis, Enterprise Center, Busch Stadium, Forest Park, Zoo & Arch, 15 minutes from Lambert Airport, Hollywood amphitheater..

The Farmhouse Inn

Welcome to our beautifully renovated farmhouse, where modern comfort meets peaceful country charm. Nestled in the country side of rural St. Charles, located conveniently just 7 miles away from Historic Main Street. The house is pet-friendly, a perfect retreat for families, couples, or friends looking to slow down and enjoy wide-open spaces. The Farmhouse Inn was built in the late 1880's featuring a fully equipped kitchen, 2 bedrooms, 3 beds, and 3 bathrooms.

‘Bross Brother's Cabin’ w/ Wraparound Porch!

This 2-bedroom, 2-bathroom vacation rental is an iconic restored log cabin, original to the town of Cottleville! Perfect for the whole family, the ‘Bross Brother's Cabin’ was occupied by the Bross Brothers in the mid-1800s! Steeped in local history and sporting all the comforts of home, this cabin is perfect for those in town for weddings, events, family reunions, or simply a visit to enjoy the local charm of Cottleville. A one-of-a-kind stay awaits!

Hot Tub Gazebo | Fire Pit | 2 Kings | Sleeps 10

Built with families and groups in mind, this home features a hot tub beneath a private covered gazebo, a fire pit, a fenced backyard with a playset, and a lower-level Entertainment Room. Three main-level bedrooms, a private family suite downstairs, and two separate living areas give everyone room to spread out while staying together. Sleeps up to 10, an easy home base for exploring St. Louis, just minutes from historic Cottleville.

Stunning 1890s Home Sleeps 8!

This stunning single-family home offers 4 bedrooms, 2 baths and tons of living space. The home is newly renovated w beautiful hardwood floors throughout. Open kitchen includes all new high-end stainless-steel appliances, and a high-top counter space for the best entertainment experience. The adorable corner lot with picket fence provides more than enough parking. There is a two-car parking pad and ample street parking.