Vacation rentals in Oakdale

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Top-rated vacation rentals in Oakdale

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Top guest favorite
The geodesic dome is illuminated warmly from within, creating a welcoming glow against the night sky. The structure's unique shape and large window reveal a glimpse of the cozy interior, showcasing a serene space ideal for relaxation and connection with nature.
Dome in Perryville
4.94 out of 5 average rating, 175 reviews

The Snow Globe*OffGrid DomeGLAMP*Adventurers Only

EXPERIENCE The Dome in the Woods • IMMERSE in complete silence with the absence of electricity: no hum or vibrations from this completely solar/propane fueled geodesic dome. NoAC • GLAMP in this OFF GRID ADVENTURE. 430 sq ft floor plan. 14 ft ceiling. 20 ft bay window with endless nature view at the foot of your bed. Lofted 7ft. • STARGAZE from the deck or fire pit • NESTLE in the romantic wooded nature of southeast MO. S of St Louis.N of Memphis • UNPLUG, UNWIND, RELAX. Adventure seekers only!

Superhost
The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.
Home in Fairview Heights
4.86 out of 5 average rating, 143 reviews

Wooded Oasis Free Bottle of wine+brkfst+golf

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St. Louis. Complimentary bottled water, continental breakfast (packaged muffins), and a bottle of wine pamper you the moment you arrive. Unwind in our luxurious multifunction shower and memory foam mattress. Test your swing on our scenic mini-golf/driving mat area or relax around the crackling outdoor fire pit. Spa and special occasion add-on packages available. Private parking.

Top guest favorite
An outdoor fire pit area features several metal chairs arranged around a gravel circle. A cabin stands in the background, surrounded by trees shedding autumn leaves. Clear blue skies above provide ample natural light.
Cabin in Salem
4.98 out of 5 average rating, 119 reviews

Spillway Cabin’s (Brand new!) West Cabin

The Spillway Cabins are new construction with new everything! Our little slice of heaven is yours to explore and enjoy. Each cabin(west and east) have 2 br/2bth, hot tub, gas grill, Starlink internet, large flatscreen TV’s, fully stocked kitchen, and fire pits! From the south side of the cabins you will find a pathway that will take you through our 7 acres of woods and down to a lakeside pergola that has comfortable outdoor furniture, a bar, and view of our beloved Centralia Lake and spillway.

Top guest favorite
A cozy living area features a light-colored sofa adorned with textured cushions. A warm throw blanket drapes over the arm. A small table holds wine glasses and a candle, while a fireplace adds warmth to the wooden-paneled space, enhancing the inviting ambiance.
Cabin in Pomona
4.96 out of 5 average rating, 244 reviews

Edge of Shawnee Forest • Wine Trail • Fast WiFi

What makes The Loft truly unique is its location. At the start of the S.I. Wine Trail, the cabin is just minutes to Cedar Lake, 15 minutes from nationally award winning BBQ, delicious ice cream, shopping, and fun of all sorts! On a 70 acre organic farm, the cabin is tucked into a breathtaking valley next to the Shawnee National Forest and has a gourmet kitchen and is filled with antiques, games & play space, original eclectic artwork, plus toddler gear so you can travel light! You’ll love it!

Top guest favorite
The exterior of the tiny home is highlighted by a stone façade and a modern roof. A wooden deck features two classic Adirondack chairs, positioned against large glass doors that provide natural light and views of the surrounding grassy area.
Tiny home in Bloomsdale
4.92 out of 5 average rating, 258 reviews

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

Top guest favorite
A serene lake scene is presented, reflecting vibrant colors of a sunset. Trees line the shore, silhouetted against the sky, while their shapes are mirrored in the still water, creating a peaceful ambiance.
Cottage in Millstadt
4.94 out of 5 average rating, 145 reviews

Lodge at Pine Lake - Hot tub, lake, pets welcome

Rooted by the water. Open to adventure. A place to slow down, reconnect, and make memories that last. Relax at Lodge at Pine Lake, a private two-bedroom retreat just 30 minutes from downtown St. Louis. Enjoy a full kitchen, Sleep Number bed, Smart TV, Wi-Fi, dedicated workspace, fire pit, gas grill, outdoor shower, and a private hot tub overlooking the lake. Pet-friendly, with catch-and-release fishing and watercraft plus nearby attractions. More than 2 guests and pets extra fee.

Top guest favorite
A modern tiny home is set amidst a natural landscape, featuring a sleek black exterior with wooden accents. A stone pathway leads to the entrance, while a fire pit area with Adirondack chairs is visible in the foreground, surrounded by gravel and trees.
Tiny home in Ste. Genevieve
4.95 out of 5 average rating, 104 reviews

The Caamp

The Caamp located directly across the road from The Barn at Lone Eagle Landing and Pebble Creek provides a close and convenient place to stay along with a breath taking view of the upper Coffman valley. The Caamp is also very close to Chaumette and Charleville. If outdoor adventure is what you seek The Caamp serves as a great landing zone to explore nearby attractions like Pickle Springs and Hawn State Park. Sit back and enjoy the view from this gorgeous and cozy tiny home.

Top guest favorite
The exterior of the carriage house is displayed, featuring a charming entrance with a white front door and large windows. A wooden bench provides seating on the porch, and the garage door is painted in a contrasting color. Surrounding greenery enhances the inviting appearance.
Guesthouse in Mascoutah
4.97 out of 5 average rating, 319 reviews

The Carriage House

Cute and cozy, this tiny carriage house is packed with charm. Originally used as a place to store a horse-drawn carriage, this delightful building has been completely refurbished with everything you need for a clean and comfortable stay, including endless hot water, vinyl plank flooring, front porch, laundry, and eat-in kitchen. The bedroom has a queen bed, comfy recliner, and Roku-enabled TV. Please notify me if you are bringing any pets. I want to know dog breed and age.

Top guest favorite
The charming Victorian house features a distinct architectural style with decorative trim and a welcoming front porch. A small yard is visible, along with a neighboring shed, and a gravel path leads to the porch steps, surrounded by lush greenery.
Home in Mascoutah
4.96 out of 5 average rating, 491 reviews

The Doll House

Not suitable for work groups. Our Victorian doll house is Listed on the National Register of Historic Places, it maintains its original features yet is updated with modern conveniences. The kitchen is fully equipped. Wifi is available and the home is within walking distance of restaurants and shopping. Enjoy the peaceful backyard while you sit on the porch & relax. An easy drive 4 miles south of I-64. No third party bookings. Use of property to registered guests only.

Top guest favorite
The historic log cabin features a traditional wood exterior, accented by a sloped roof and a welcoming front porch. Two rocking chairs and vibrant flower pots are positioned at the entrance, set against a tranquil landscape. Soft lighting enhances the inviting appearance as dusk approaches.
Cabin in Ste. Genevieve
4.97 out of 5 average rating, 230 reviews

Sassafras Creek Cabin

Historic log cabin circa 1840 moved to property June 2020. Take a step back in time with furniture and decor to match the cabin’s time period. Located between two houses in newly formed Ste. Genevieve National Historical Park. It is a 10 minute walk to the main part of downtown and other historic tour sites. Adjoins Early American gift shop called Sassafras Creek Originals which is housed in the circa 1850 Brooks house. Close to wineries, biking and hiking.

Top guest favorite
Treehouse in Perryville
4.99 out of 5 average rating, 127 reviews

Modern Treehouse • Hot Tub • Private Escape

The TreeRise is a secluded luxury treehouse created for quiet moments and meaningful connection. Just 1 hour from St. Louis in Southeast Missouri and 20–35 minutes from hiking trails, wineries, and dining, this private forest retreat blends upscale comfort with nature. Thoughtfully equipped for rest, romance, and renewal, the TreeRise welcomes you to unplug, slow down, and reconnect—wrapped in trees, stillness, and intentional privacy.

Top guest favorite
A living area features a stone fireplace framed by a wooden mantel. Dark seating is arranged around a coffee table on a rustic wood floor. Large windows provide views of the surrounding greenery, enhancing the open and airy ambiance of the space.
Cabin in Coulterville
5 out of 5 average rating, 17 reviews

Paradise Corner

You’ll enjoy a very secluded and peaceful relaxing setting. Perfect for a get away from busy everyday life with family or friends (or not) Canoe or Kayak on the lake. Go for a hike on the hiking trail thru the property’s 136 acres. Nap on the hammocks. Fish the 7 acre stocked lake. Your adventure awaits. Depending on your interests, this place is so much more than just a place to stay.

Popular amenities for Oakdale vacation rentals