Holiday rentals in Oakville

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Top-rated holiday rentals in Oakville

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

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Guest favourite
Home in Bevo Mill
4.9 out of 5 average rating, 463 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.

Superhost
Flat in Soulard
4.91 out of 5 average rating, 121 reviews

Soulard Cabin • Queen • WiFi • Laundry • Patio

Rustic Retreat in Soulard – Walk to Bars & Farmers Market! Unwind in this cozy 1-bedroom escape in the heart of Soulard, where rustic charm meets modern comfort. Enjoy a plush Queen bed with premium linens, fiber WiFi (500 Mbps), and a fully stocked kitchen with Keurig. The spacious living area is perfect for relaxing, and the in-unit washer/dryer adds convenience. Just steps from Soulard’s vibrant nightlife, top restaurants, and the historic Farmers Market, with a Walk Score of 89. Book today!

Top guest favourite
A modern kitchen boasts wooden cabinetry and ample counter space, complemented by a dining area with a table for two. Natural light filters through the windows, highlighting the light-colored walls and the warm wooden floors. An inviting, patterned rug adds a touch of comfort.
Flat in Soulard
4.92 out of 5 average rating, 1,063 reviews

Historic Elegance in the Heart of St. Louis City!

Classical elegance with a modern twist. This apartment is nestled in the heart of St. Louis City. Walking distance to Anheuser-Busch, amazing restaurants and bars. Very short Uber ride to the historical Cherokee Antique Row shopping district and only 5-10 min ride to downtown! Free parking in front makes arriving easy. We live in the area and can respond/resolve to any questions or concerns you may have. Notice: Laundry is down slightly steep stairs to basement, please consider before booking!

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!

Top guest favourite
The living room features a cozy arrangement with a dark gray sectional couch adorned with cushions and a throw blanket. A wooden console table holds a table lamp, while natural light filters in through large windows, illuminating the textured area rug and simple decor.
Flat in North Hampton
5 out of 5 average rating, 249 reviews

Centrally Located Mid-Century Modern Retreat

Make yourself at home in the thoughtfully restored historic apartment located in the heart of St. Louis City which boasts both historic and modern elements. You will be minutes away from all major highways, eateries, attractions, and entertainment the city has to offer. "Come stay at this mid-century modern retreat, you'll be central to everything St. Louis has to offer and I'm committed to making your stay the best and safest possible using an enhanced cleaning process! " - Sean, Your Host

Top guest favourite
The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.96 out of 5 average rating, 575 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

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, 667 reviews

Koi 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

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.
Flat in Lindenwood Park
4.87 out of 5 average rating, 223 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.
Guest house in St. Louis
4.99 out of 5 average rating, 676 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.

Top guest favourite
A comfortable living area features a cozy gray sectional sofa adorned with decorative cushions. A low wooden coffee table sits atop a patterned area rug, with a unique side table beside the sofa. Bright stained glass windows add warmth to the space, with artistic wall hangings complementing the decor.
Flat in North Hampton
4.99 out of 5 average rating, 164 reviews

Cozy Retreat | Charming Apt. near Top Attractions!

Indulge in a tranquil and chic retreat within this inviting space. We welcome you to our fully furnished apartment in the heart of Saint Louis. Nestled in a secure neighborhood, you'll enjoy both serenity and convenience, as we are only a short 15-minute drive from downtown St. Louis and just 10 minutes away from Forest Park. Perfectly situated to explore the city of St. Louis.

Guest favourite
A well-lit outdoor space is framed by stone pathways and planters. Several seating areas are visible beneath soft glowing lights, creating a serene ambiance. The structure in the background features large glass windows, inviting natural light into the indoor area.
Home in Benton Park Historic
4.92 out of 5 average rating, 143 reviews

Historic 1879 brownstone

This historic brownstone in Benton Park, is in a national registered historic district, contains A large collection of antiques 100 to 300 years old, these antiques are very interesting, and comforting, I have been very pleased this year with the guest I have had in my Airbnb. I have been able to achieve the highest rating in St. Louis for an Airbnb.

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