Vacation rentals in Oakville

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Top-rated vacation rentals in Oakville

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

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Guest favorite

A scenic view of the home's private shoreline, featuring a spacious patio area with multiple seating arrangements. A charming stone walkway leads to the composite dock, surrounded by lush greenery and rocky landscaping, enhancing the natural setting near Lake Wren.

Chalet in Wright City

5 out of 5 average rating, 11 reviews

On The Rocks by Innsbrook Vacations!

DanielRating, 5 stars3 weeks ago

Innsbrook is one of the nicest private resorts in the area. This particular stay is very accommodating for larger families or maybe two small families looking for a lake vacation. the hot tub with the TV under the deck was perfect for us! The golf course is immaculate! Dane was a great host and very responsive!

Guest favorite

A view of the deck through large glass doors reveals two wicker chairs and a small table, surrounded by lush greenery. The ceiling is adorned with an antler chandelier, enhancing the connection to nature beyond.

Chalet in Innsbrook

4.95 out of 5 average rating, 178 reviews

Clean & Cozy Chalet in a Relaxing Wooded Scene.

AlexandraRating, 5 stars3 weeks ago

The Missing Peace Chalet was exactly what we needed for a last minute weekend getaway. It rained a lot, which we knew beforehand and picked this Chalet so we could enjoy listening to the waterfall and enjoy being surrounded by nature during rainfall. Truly a place where you feel like you can pause the craziness of life for a moment. We will definitely be back when it’s not a rainy weekend so we can enjoy all the extras that Laura and Russell offer when staying within Innsbrook. If I could give more than 5 stars, I would.

Superhost

A spacious deck extends over the water, featuring a dining set and a lounge chair. Sunlight reflects off the calm lake, while trees provide shade in the background. The residence showcases large windows, ensuring scenic views are visible from both inside and outside.

Treehouse in Potosi

4.93 out of 5 average rating, 95 reviews

Tree house #2 "LoveLight" - Lakeside & Hot Tub!

MarkRating, 5 stars3 weeks ago

It was a great experience. We returned after a stay here last year at one of the cabins. Great experience both times. Due to extreme rain they came and helped us navigate the road into the resort. Super helpful and responsive. Wonderful location!

Superhost

The tranquil lake view features a wooden boat dock extending over calm waters. Colorful Adirondack chairs invite relaxation, while lush greenery lines the shoreline. Various boats are visible moored nearby, and distant trees create a serene backdrop.

Cottage in Innsbrook

4.88 out of 5 average rating, 100 reviews

Dock & Resort Perks: Quiet Lakefront Cottage

RRating, 5 stars5 months ago

We stayed for the Thanksgiving weekend and had a great time and even got some snow. The house is cozy and has a great view. We saw lots of wildlife from the warmth of the cabin. Would love to visit again in the warmer weather and enjoy the water sports. Everything was clean and the house was well stocked with everything you might need for a weekend in the woods.

Guest favorite

A panoramic view showcases the tranquil riverfront, bordered by lush greenery. The sunlit deck features a dining table surrounded by comfortable chairs, while a fire pit is positioned nearby. In the distance, boats glide along the water, enhancing the serene atmosphere.

Home in Grafton

4.97 out of 5 average rating, 154 reviews

Grafton Getaway@Riverhouse (a waterfront property)

EricaRating, 5 stars2 days ago

Where to begin…from the moment my sister and our spouses selected this house for our meet in the middle of our states visit Brandon was quick to reach out and ensure everything was perfect for our visit! The location is perfect…right on the river and walkable to restaurants, winery, and shops. The house had so many fun extra’s that we really enjoyed! The plethora of games, record player/great albums, foosball, putting green and much more. We stayed up late playing records. Outside was a beautiful deck with a great view of the river, lots of seating and a fire pit with wood/lighter fluid to start a fire quickly. We had the best time just sitting around the fire and enjoying the river and the beautiful evening. The house is equipped with EVERYTHING you could possibly need. The house was super cute/cozy with comfy beds. We loved that we had several choices for dining just a short walk away. The bike trail behind house was great! We love the house, hospitality and town. We will return!

Superhost

A staircase with white banisters and wooden steps leads to the upper level. The exposed antique brick wall provides historical character to the space. A woven area rug is positioned at the base of the stairs, complementing the warm wooden flooring.

Loft in Saint Charles

4.84 out of 5 average rating, 148 reviews

Main Street Historic Loft

DanielleRating, 5 stars1 month ago

This places was excellent. We enjoyed our stay. The place was cozy and comfortable, had what we needed. We were there on a Friday night…be warned it can get a little noisy outside so if that bothers you, then staying on a fairly busy street with lots of businesses probably isn’t for you. We weren’t bothered at all. Lots of great stores and restaurants on the same stretch of road. Definitely enjoyed our stay.

Top guest favorite

A sunlit screened-in porch features white wicker chairs with purple cushions positioned on polished wooden floors. Two hanging ferns provide greenery above, while a wooden swing adds a cozy seating area. Large windows allow for ample natural light and a view of the outside.

Home in Grafton

5 out of 5 average rating, 23 reviews

Stay In A Piece Of History

ElizabethRating, 5 stars4 days ago

Had a wonderful time in downtown Grafton for my daughter’s 21st birthday. The house is in a great location for walking distance to all attractions, restaurants, bars, shops and more. It was nice to not have to drive anywhere after celebrating her birthday! We will definitely be back!

Top guest favorite

A modern kitchen is equipped with stainless steel appliances, including a gas stove and dishwasher. Open shelving showcases dishes, while a well-organized layout features several drawers. Natural light enters through small windows above the sink, and sleek countertops complete the space.

Home in South Hampton

5 out of 5 average rating, 42 reviews

Blair's Amazing House Sleeps 10 - 5 Beds - 2 Bath

HowardRating, 5 stars2 weeks ago

The house is well laid out, clean, and in a nice neighborhood. The location is convenient, safe, and quiet. The owner was responsive and flexible. While there is a garage, we never used it as there was always on-street parking right in front of the house. Everyone in our party thought it was a great choice!

Vacation rentals for every style

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Popular amenities for Oakville vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Oakville's top sights

Jefferson Barracks National Cemetery12 locals recommend

El Paisano Mexican Restaurant6 locals recommend

Walgreens5 locals recommend

Oberweis Ice Cream and Dairy Store5 locals recommend

Tequila Mexican Restaurant5 locals recommend

Papa John's Pizza5 locals recommend

Other great vacation rentals in Oakville

Guest favorite

A hot tub is situated under a covered area, emitting steam for a relaxing atmosphere. The surrounding landscape features trees with autumn foliage and a tranquil body of water in the background. Adironack chairs can be seen nearby, inviting relaxation.

Chalet in Innsbrook

4.98 out of 5 average rating, 48 reviews

Luxury, Lakefront Chalet with Hottub and firepits

HannahRating, 5 stars2 months ago

Emily's place was fantastic. She responded right away to questions I had before, during and after our stay. She even forewarned us about the roads leading to the house with the cruddy weather. The house is beautiful, just like the photos. The kitchen is fully stocked and there are plenty of towels for showers and the hot tub. Everything was clean and well cared for. Layout is perfect for larger families and groups of people looking for a quiet place to relax and have fun.

Guest favorite

A fenced yard is featured, showcasing a blend of wooden panels in various tones. Flowering plants line the edge, with vibrant blooms among greenery. A putting green area is visible in the foreground, accompanied by a paved pathway leading to outdoor seating.

Home in St. Louis

4.89 out of 5 average rating, 207 reviews

Home away from Home St. Louis Cnty Ladue Schools

RaphaëlleRating, 5 stars3 weeks ago

Lisa was great! I needed a calm, peaceful and clean place for 2 weeks to recover from a surgery and her house was perfect. She was flexible with my arrival and departing time as I got updates from my surgeon and always worked it out with me, even last minute. There's a nice little park and neighborhood around and the house is very comfortable. Highly recommend!

Guest favorite

The sunroom features large windows offering views of the lake and surrounding trees. A comfortable couch and two modern chairs are arranged around a square ottoman. Soft tones and textures create a cozy atmosphere, with light filtered through window treatments.

Home in Sparta

4.88 out of 5 average rating, 8 reviews

Private Lakefront House right on the Beach!

BrianRating, 5 stars5 months ago

Great place to stay.

Guest favorite

A modern kitchen features crisp white cabinetry and stainless steel appliances. A large island with bar seating for four is illuminated by pendant lights. Natural light enters through a window by the dining area, enhancing the open and functional design.

Home in St. Louis

5 out of 5 average rating, 40 reviews

Bright Urban Comfort | JZ Vacation Rentals

AmandaRating, 5 stars4 days ago

This house was perfect for a larger group! We felt like we had a lot of space even with 12 people in the house! The location was perfect, as it only took 7-9 minutes to get to most tourist attractions. We appreciated how clean the house was as well! The house is exactly as it shows in the pictures! We would definitely stay here again on our next trip!

Guest favorite

A modern kitchen area features dark wooden cabinets and a granite countertop. An espresso machine is positioned beside a carousel of coffee pods. Stainless steel appliances are visible in the background, complemented by a vibrant painting of colorful umbrellas on the wall.

Home in O'Fallon

5 out of 5 average rating, 10 reviews

Quaint and Cozy Hamlet

SavannaRating, 5 stars3 weeks ago

My cousin was getting married and we needed a place to get ready. This house was PERFECT! Kevin was so incredibly nice letting us check in early and check out late to accommodate our wedding party. He went out of his way to make sure everything was exactly how we needed it. You don’t come by many people like that anymore! So blessed and thankful for Kevin and his generosity. Will definitely stay at this house again if I’m in the area!

Top guest favorite

An aerial view captures a spacious home surrounded by lush trees and expansive water bodies. The nearby golf course features a winding path, while the landscape displays varying shades of green and brown, reflecting the natural beauty of the area.

Home in Innsbrook

5 out of 5 average rating, 23 reviews

Luxury meets nature @ this Innsbrook stunning home

DeborahRating, 5 stars6 months ago

We picked Charlton’s home for three couples’ annual birthday trip and everything from the start of booking to check-out and in between was perfect. Charlton was a super host and always responsive if we had a question. The home was very clean, super stocked, the furnishings were pleasingly tasteful and the setting was great! Over the years we have traveled to NC, TN, AR and MI for this annual trip and while we always enjoyed our rentals and surroundings, Charlton’s home is the first one that we all said we would go back and stay again! Thanks for a great stay!

An outdoor deck area features two red chairs around a small round table. A door with multiple glass panels provides access to the interior. The exterior walls are painted in contrasting shades of red and blue, with windows allowing natural light to brighten the space.

Condo in Grafton

4.76 out of 5 average rating, 54 reviews

One bedroom condo with great riverview.

ColinRating, 5 stars4 days ago

Great place. Great location. Daniel was super nice. Happened to be visiting on a weekend when the flea market was in session! Fun people and watching and fun visiting the flea market. Opposite end of town from the activities of the more active bars, but absolutely walkable and quiet when you wanted to get away from it all.