
Holiday houses in Cottleville
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Top-rated holiday rentals in Cottleville
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The Welcoming Retreat 8 Beds 5BR 2.5Bathroom
Centrally Located Home in Historical St. Charles MO. Perfect for guest seeking to be close to everything. Near Lindenwood University, Historic Main Street, Katy Trail & Streets of St. Charles, with a diverse choice of Restaurants & daily activities. You will feel right at home in this private 8 Beds, 5BR, 2.5 Bath getaway. The Welcoming Retreat is set up for Weekend Escapes Multi-Family get togethers Sporting Events, Special Occasions or Groups. Close access to HWY 70 & St. Louis Lambert Airport
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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!
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301 Guesthouse- Historic Main street-Katy Trail
Our small 301 Guest House was 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!
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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!
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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.
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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..
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Little House By Main St -5 4K TV's- 1-75 Inch -1GB
Little House By Main St -5 4K TV's- 1-75 Inch -1GB Internet- No location has better access to so much. All the best amenities on both sides of Main Street St Charles! Walking distance from the Ameristar Casino, Texas Road House, Main Street (Honky Tonk, Big A's, Q, Thirstys), Starbucks, Taco Bell, Buffalo Wild Wings, McDonald's and the Bars / Restaurants on Main. An Awesome Location for all of the Festivals in St Charles! And secured parking in the 1 car garage!
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Hot Tub Gazebo | Game Room | 2 Kings | Sleeps 8
A spacious, fully stocked home with a hot tub beneath a private covered gazebo, a fire pit, a lower level game room, and a big fenced backyard. Send the kids downstairs to the arcade and indoor swing while the adults soak under the gazebo, or make it home base for a wedding at nearby Stone House. Two king beds, a bunk room kids love, and a kitchen ready for real cooking, all in a quiet St. Charles neighborhood near restaurants, wineries, and parks. Sleeps 8.
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‘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!
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3+ acre, fast wi-fi, rustic timber frame, Koi pond
Rick’s Retreat is a charming rustic haven set on over three private acres, featuring a soothing Koi pond and waterfall. This spacious home is perfect for a memorable escape, blending rustic charm with modern comforts to make every guest feel at home. Whether you're seeking a relaxing weekend getaway, a family gathering, or a place to celebrate a special occasion, Rick’s Retreat offers everything you need for an unforgettable experience.
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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.
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Blair's St Charles 2 Story 4 Bed 3.5 Bath GameRoom
Welcome to Blairs House in St Charles, MO. Sleeps 9 4 Bedrooms 6 Beds total (1 King, 1 Queens, 1 Full, 3 Twins) Newly renovated 4 Bed 3.5 Bath Kitchen is fully stocked with all the essentials for casual cooking or thanksgiving dinner. Relax in the living room and watch the game or favorite movie Laundry Room and Game Room Downstairs Garage Parking Quite Neighborhood Check out our profile for more listings.
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Popular amenities for Cottleville holiday rentals
Other great holiday rentals in Cottleville

Cozy Home 15 min to Main St or the Amphitheater
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Classy + Fun 4bd/1.5bth | Patio Dining | Game Room
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cozy home
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Marvel spacious home, Game Room, central location
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Long Stay Discounts~Fenced~Pets Welcome
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Budget Stay Off the Interstate!
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3BR w/ Game Room & Fenced Yard | O'Fallon, MO
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Stunning 4 bedroom, 4 bath, pool, theater, etc
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Destinations to explore
- Nashville Holiday rentals
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- Springfield Holiday rentals
- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- The Dome at America's Center
- Enterprise Center
- St. Louis Aquarium at Union Station
- Gateway Arch
- City Museum
- Missouri Botanical Garden
- Washington University in St Louis
- Forest Park
- Meramec State Park
- Hidden Valley Ski Resort
- Saint Louis University
- Meramec Caverns
- The Pageant
- Gateway Arch National Park
- Castlewood State Park
- Soulard Farmers Market
- Saint Louis Science Center
- Westport Plaza
- Saint Louis Art Museum
- Missouri History Museum





