Holiday rentals in Cottleville

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Top-rated holiday rentals in Cottleville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.
Home in Saint Charles
4.97 out of 5 average rating, 765 reviews

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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Top guest favourite
Home in Saint Charles
4.91 out of 5 average rating, 310 reviews

Tompkins Street Retreat

Relax in this two-bedroom, two-bath house with a backyard patio and firepit with a privacy fence. Walk to unique shopping and entertainment on Historic St. Charles Main Street. Local wineries and St. Louis attractions are a short drive away. Enjoy a comfortable living room with a large TV and a fully equipped kitchen for special meals. Unwind after an active day with a meal, drinks under the pergola, and a great night's sleep in our king-size bed. We also offer FREE off-street/garage parking.

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Guest favourite
Home in O'Fallon
4.93 out of 5 average rating, 58 reviews

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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Guest favourite
A treehouse-style rental is nestled among vibrant autumn foliage, with wooden steps leading up to the entrance. The structure features a private front porch, framed by surrounding trees and a gravel path, conveying a natural and serene atmosphere.
Guest suite in Dardenne Prairie
4.88 out of 5 average rating, 340 reviews

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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Superhost
A cozy living room features a large gray sectional sofa, complemented by two wooden chairs. Natural light enters through sheer window coverings, illuminating the space. A light-colored rug adds texture underfoot while artwork decorates the walls, enhancing the room's comfortable atmosphere.
Home in Saint Charles
4.8 out of 5 average rating, 182 reviews

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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Top guest favourite
The exterior of a charming century home showcases a covered front porch with white railings and a welcoming entrance. Lush greenery and flower beds line the stone steps leading to the porch, enhancing the inviting character of the property.
Home in Saint Charles
4.95 out of 5 average rating, 439 reviews

*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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Superhost
Home in Saint Charles
5.0 out of 5 average rating, 3 reviews

3BR Retreat Near Historic Main St-Low Cleaning Fee

Just minutes from Historic Main Street, Katy Trail, and Downtown St. Charles, this beautifully updated 3BR/1BA offers the perfect blend of comfort, charm, and convenience. Fast Wi-Fi, cozy beds, and an unbeatable location. Near all the award-winning restaurants, unique boutiques, coffee shops, festivals, and riverfront views. Minutes to Ameristar Casino and 12 minutes to STL Airport. Perfect for families, couples, business travelers, and weekend getaways. Easy Access to I-70 and I-64.

FamilyLocationComfort

Top guest favourite
The exterior of a contemporary single-story house is displayed, featuring a light-colored facade with dark accents. A two-car garage is visible, along with a small front garden. Clear skies and green trees surround the property, suggesting a peaceful residential setting.
Home in O'Fallon
4.95 out of 5 average rating, 144 reviews

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..

ValueFamilyOutdoor spaces

Guest favourite
A dining area is highlighted by a round wooden table surrounded by black chairs. A comfortable blue couch sits adjacent, with soft pink cushions adding contrast. Natural light filters through glass doors, leading to an outdoor view, while a large circular mirror reflects the space.
Home in Saint Charles
4.95 out of 5 average rating, 61 reviews

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

LocationFamilyNearby

Top guest favourite
The exterior of a modern condominium building features a secure entrance with large glass doors. A balcony is visible, furnished with a round table and two chairs. An American flag hangs nearby, and decorative elements include a lamp post and signage indicating the property name.
Apartment in Saint Charles
4.97 out of 5 average rating, 112 reviews

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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Top guest favourite
Farm stay in Saint Charles
4.99 out of 5 average rating, 68 reviews

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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Guest favourite
The exterior of the log cabin is showcased, featuring a wraparound porch supported by wooden beams. A pathway of stepping stones leads to the entrance, surrounded by lush green grass and trees, enhancing the rustic charm of the setting.
Cabin in Cottleville
4.91 out of 5 average rating, 64 reviews

‘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