Holiday houses in Oakville

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Top-rated holiday rentals in Oakville

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Guest favourite
Home in Bevo Mill
4.9 out of 5 average rating, 460 reviews

Sunny South City Guest House

Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

Guest favourite
Apartment in Benton Park Historic
4.91 out of 5 average rating, 174 reviews

King Suite • Cherokee Arts • Fast WiFi • Laundry

Stay in the heart of Cherokee Street’s vibrant arts district! This stylish 1-bedroom retreat blends 1890s charm with modern comfort, featuring a luxurious King bed, 4K Smart TV, fiber WiFi, and a fully equipped kitchen stocked with essentials. Perfect for work or play, you’re steps from galleries, vintage shops, live music, and top-rated dining. Enjoy premium linens, in-unit laundry, and a Walk Score of 87 for easy exploration. Just minutes from downtown, the Arch, and the airport. Book today!

Top Guest favourite
A formal dining area is presented with a wooden table set for four, surrounded by comfortable chairs. A woven area rug covers the warm wooden floor. Bright natural light streams through large windows, illuminating the space, which is accented by a bold orange feature wall.
Home in Princeton Heights
4.99 out of 5 average rating, 186 reviews

South Hampton Hideaway-King Bed-2BR-Close to parks

Home was unavailable for the past 12 months. Enjoy your stay in this comfortable, and historic second floor duplex in one of St. Louis City’s safest neighborhoods! This home is centrally located, a short walk or drive from parks, restaurants, and local attractions. Minutes away from everything! This spacious 1400 sq/ft home is full of warm and welcoming boho chic décor. King memory foam bed and queen Casper hybrid mattress. Fully equipped kitchen and coffee bar. Wifi and parking are included!

Guest favourite
A themed bedroom features festive decor with a variety of nutcracker figures displayed above the bed, which is dressed in bright red and white bedding adorned with snowflakes. Two decorative bedside lamps provide soft lighting on either side of the spacious bed.
Home in St. Louis
4.94 out of 5 average rating, 218 reviews

XMAS 365 - KING BED - Family Friendly

ONE OF A KIND HOUSE - Bring the whole family into the magic of Xmas 365 days of the year! Our thoroughly themed, kid-friendly home is a merry immersion into holiday spirit during any month on the calendar. Sleep up to 8 with plenty of festive photo opps! We believe STR stays should transcend typical travel & lodging, and make every trip one to remember. No detail is too small in this home, loaded full of games like air hockey, packed with every household amenity and comfort that we could fit.

Top Guest favourite
A view from the living area into the bedroom, showcasing a serene space with a queen-size bed dressed in crisp white linens and accented by earthy throw pillows. Natural light illuminates the room, complemented by a ceiling fan and light-toned wooden flooring.
Apartment in North Hampton
4.99 out of 5 average rating, 191 reviews

The Zen Den - Centrally Located, Calm and Tranquil

The Zen Den was conceptualized out of a desire to create a calm and peaceful oasis centrally located in the North Hampton neighborhood of St. Louis where parks, cafés, restaurants, and entertainment are only minutes away. The space features modern appliances, contrasted with soft light features and natural building materials, such as reclaimed lumber, to convey a sense of calm and tranquility. Ideal for those guests seeking to retreat at the end of a busy day exploring or remote working.

Top Guest favourite
A brick home with a sloped roof is shown from the front, featuring a pathway lined with greenery leading to the entrance. Two chimneys rise above, and the yard is well-maintained with shrubs and flowers. The sky is partly cloudy, adding to the serene ambiance.
Guest suite in Lindenwood Park
4.94 out of 5 average rating, 374 reviews

Home Suite Home

A NEIGHBORHOOD home with a small town vibe. NO PARTIES tolerated! OPEN ALL PHOTOS to read important details. A PRIVATE BASEMENT SUITE with: PRIVATE Entry, Living Room, Bedroom, Full Bath, Kitchenette, Yard/Patio; walk to Historic Route 66, restaurants, coffee shops, shopping, churches, parks/playgrounds/trails; 10-20 minutes from Lambert Airport, Downtown STL, historic neighborhoods, and major attractions; and major US Highways. *SEARCH from 3915 Watson Rd, 63109 for travel distances.

Top Guest favourite
A spacious living area features vintage-style chandeliers and a cozy seating arrangement. Green plants are arranged in various spots, providing a touch of nature. A large wooden cabinet complements a bed area, while a television is positioned for relaxation.
Apartment in Columbia
4.96 out of 5 average rating, 139 reviews

Charming Apartment in Historical Small Town by STL

Hello and welcome! Nestled in the quaint small town of Columbia, you'll feel perfectly at ease in the quiet of this peaceful area. If it's the city attractions you're looking for, you will be a 15-20 minute drive from downtown. This area is also full of natural and historical attractions, such as Cahokia Mounds, Fort de Chartres, Illinois Caverns, nature preserves, hiking trails and more! The apartment itself is in a cozy historical building next door to a year round farmer's market.

Top Guest favourite
A lush landscaped garden features a meandering brick patio, framed by greenery. A small round table is accompanied by two cushioned chairs, inviting relaxation. In the background, hints of a peaceful deck area are visible, surrounded by vibrant plants and flowers.
Home in Tilles Park
4.97 out of 5 average rating, 666 reviews

Tranquil Garden Cottage - Private Safe Parking

Mindfully renovated cozy bungalow offering a lush vibrant landscaped garden, meandering brick patio & deck overlooking waterfall pond w/ Koi fish. We lovingly restored our efficient space with a mix of old & new furnishings and updated appliances. A Romantic luxurious vibe ❤️ The perfect nest for two! Our quiet safe neighborhood is home to fabulous restaurants, bars, coffee shops and galleries. Close to everything including Hwys 40, 44, 55 . PLUS safe private parking

Superhost
A bright and open living space is showcased, featuring a comfortable sofa and a television mounted above a cozy fireplace. A dining area with a wooden table is visible, adorned with a simple centerpiece. A staircase leads to the upper loft, enhancing the airy atmosphere.
Home in Soulard
4.85 out of 5 average rating, 502 reviews

The Soulard Cottage | There Is Only One

Built in 1894, this historic, free-standing Cottage is a staple in Soulard. The Soulard Cottage is steps away from McGurks, Dukes, Mollys and all of Soulard's hottest spots! Not to mention, less than a 8 minute Uber to The Arch, Busch Stadium (Cardinals), Enterprise Center (Blues), the City Museum, The Aquarium and so much more! Here for business? Perfect! Here for a game? Perfect! This cottage will give you a truly unique experience while you explore St. Louis.

Guest favourite
A comfortable living room features a blue sofa, accompanied by a green chair and a wooden dining table. Natural light enters through a window with patterned drapes, illuminating the neutral walls and a decorative area rug. A wall clock and framed art complete the space.
Apartment in Lindenwood Park
4.87 out of 5 average rating, 222 reviews

Warriors Rest and Repose in St. Louis Hills

This first floor apartment is part of a 4-unit building on Jamieson. It is in St. Louis Hills neighborhood, a community with grocery and retail stores on the main drags – Chippewa and Hampton, with easy reach to city parks and the River Des Peres Greenway Trail. It is well-placed for all city visitors, here for excursions or family get-togethers, medical visits or business travelers, where visitors can rest and repose for another day of fun!

Top Guest favourite
The living area showcases exposed log walls and a warm wooden floor. A stone fireplace serves as a central feature, surrounded by comfortable seating, including floral-patterned chairs. A chandelier provides soft lighting, while a small table and lamp add functional decor adjacent to the fireplace.
Cabin in Imperial
4.97 out of 5 average rating, 369 reviews

Serenity Log Inn - Log Out and Log Inn to Serenity

Welcome to Serenity Log Inn. This authentic 1930s log cabin is located one mile from the historical town of Kimmswick and 25 miles from St. Louis with easy access to major highways. There is a $30.00 fee per use of the historical fireplace. Fee covers set up, dry wood for burning, fire starter and maintenance, and $18.00 fee first use to cover clean up. To prevent infestation of insects, no outside wood allowed. 24 hr notice required.

Top Guest favourite
A modern red barn-style building features a gray roof and white trim. A large garage door is visible at the front, complemented by a set of external stairs leading to an upper level. Surrounding greenery is present, creating a serene environment.
Guesthouse in St. Louis
4.99 out of 5 average rating, 674 reviews

Cozy Barndominium Loft in Friendly Neighborhood

A modern, but cozy, 562-sq.-ft. loft apartment with full kitchen and bath, queen bed (with a Winkbeds Luxury Firm mattress)a twin Murphy Bed / desk, living room, walk-in closet, FireStick, Roku, DVD player, WiFi and more. Note that the barn is in our back yard and part of our home, so we don't allow instant book. We know it's a bit of a pain, but hope everyone will understand given that we live here too.

Popular amenities for Oakville holiday rentals

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