
Holiday rentals in Cottleville
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Top-rated holiday rentals in Cottleville
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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 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!
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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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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
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*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.
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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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Classy + Fun 4bd/1.5bth | Patio Dining | Game Room
The perfect combo of CLASSY meets FUN! From the arcade games, the children’s books/toys, to the comfy couches, fully equipped kitchen, and patio dining table with night lighting….The McClay House is where you need to be! >Across street from Stone House event venue <1.5mi drive to the popular Chillax Restaurant & Tap <1 mi to hwy 94 access <1 mile from Old Hickory Golf Club & 10min from the exclusive Whitmoor Golf and Country Club <15min drive to Lindenwood & 6min to SCCC
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Beautiful Condo in New Town St. Charles
Location-Location! The condo is located in the heart of New Town, only a short walk to grab a bite to eat, volleyball courts, the coffee shop, Marsalas market, event tent, New Town amphitheater, parks, etc. The condo has a modern but cozy decor with updated furnishings. Enjoy coffee or drinks on the large deck. All basic amenities are provided for your stay. Monthly discounts offered for short term leases great for out of town workers, traveling nurses, etc.
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Private Basement - Two King Beds and Hot Tub
Welcome to our private and cozy basement retreat with a Hot Tub! Our beautifully furnished basement unit is perfect for couples or solo travelers looking for a relaxing and comfortable stay. Located in a quiet and safe neighborhood, our basement retreat is just a short drive away from all the best restaurants, shops, and attractions that Main Street St. Charles has to offer. (Please note to enter the unit you must walk along the side of the house down a hill.)
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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.
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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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Popular amenities for Cottleville holiday rentals
Other great holiday rentals in Cottleville

Luxurious, spa-like retreat steps from Main St.
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Romantic Augusta Cottage-Relax & get away!
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Comfy Digs + Game Room Bliss
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Private Basement Suite • St Peters • Pet Frien
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O'Fallon Edge Oasis- 4bd/3bth Wooded Backyard
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Pets Welcome ~ Long Stay Discounts ~ Game Room
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Cozy Stay Off the Interstate!
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Cozy four bedroom home on a quiet street.
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Destinations to explore
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- 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
- Meramec State Park
- Forest Park
- Hidden Valley Ski Resort
- Meramec Caverns
- Saint Louis University
- The Pageant
- Castlewood State Park
- Gateway Arch National Park
- Soulard Farmers Market
- Saint Louis Science Center
- Saint Louis Art Museum
- Westport Plaza
- Cathedral Basilica of Saint Louis





