Vacation rentals in Oakdale

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Top-rated vacation rentals in Oakdale

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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, 143 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!

Guest favorite

A cozy bedroom is featured with warm wood paneling and a metal ceiling. A spacious bed with soft linens is positioned near a window. A comfortable armchair and a nightstand with a lamp are included, contributing to the inviting ambience.

Tiny home in Whittington

4.91 out of 5 average rating, 250 reviews

Tiny Home of Whittington

This cozy tiny home is located a little over one mile off of Interstate 57 and within two miles of Rend Lake. Whether traveling through and needing an easy one night stay or a weekend getaway, this is the place for you. Located in the quiet village of Whittington, the property has great access to the area while providing a peaceful stay on the edge of the country. Our property has multiple rental buildings, but there is plenty of parking space for anyone traveling with a pickup and trailer.

Guest favorite

The farmhouse exterior is characterized by a two-tone color scheme, blending light and dark shades. Sunlight filters through surrounding trees, casting gentle shadows on the walls. Lush greenery and garden elements can be seen at the base, enhancing the tranquil outdoor setting.

Farm stay in Freeburg

4.76 out of 5 average rating, 227 reviews

Sweet Farm Stay

Wonderful, quaint simple farmhouse with nice decor, trees & acres! 1898 home updated 2008. Central Air and new heating system 7/21/24 Yeah!!! WiFi as of 8/25!!! Main floor-full bed 2 quests . Two firm futons in adjoining living room great for children. Teens & adult guests are welcome to stay upstairs Queen and twin bed. No children please upstairs - steep steps and no protected windows. Note: 8/25 WiFi Available! Swing set/dog kennel. Weber & chimney. Bring your charcoal!

Top guest favorite

The treehouse structure is elevated, supported by stilts, with large windows that reflect the surrounding greenery. The exterior features a combination of wood finishes, and warm lighting casts a welcoming glow in the evening. The pathway leads through the natural landscape to the entrance.

Treehouse in Perryville

5 out of 5 average rating, 645 reviews

Couples Retreat in the Trees + Hot tub

The TreeLoft is a custom built luxury treehouse for two nestled in the eastern part of the Ozark Mountains. Enjoy the gas fireplace for a cozy evening ambiance, a private hot tub under the stars, roasting s'mores over an evening fire or an early morning soak in the free standing tub. All of this is located within 20-45 minute scenic drive of hiking trails, wineries, and restaurants . It is our hope that upon your stay you will be reconnected to nature and to the one you came with.

Top guest favorite

The sleeping area features a queen-size bed with decorative pillows and a textured blanket. Soft lighting is provided by wall sconces, and a framed artwork enhances the wall above. A wooden bench rests at the foot of the bed, complementing the warm tones of the decor.

Guest suite in Perryville

4.96 out of 5 average rating, 375 reviews

Tranquil Retreat! Serene, Spacious Guest Suite!

This Private Guest Suite is nestled on the lower level of the home and offers a peaceful setting with great charm in which to rest and relax during your travels. ✦Features....... ✦Just 4 min from I-55 ✦Queen-Size Bed with Memory Foam topper ✦Sofa-bed with memory foam mattress ✦Peaceful, Outdoor Sitting Area with Gas Firepit ✦55" Roku TV w/ surround sound ✦55" Roku TV in Bedroom & Electric Fireplace ✦Located at the end of a private lane - NO through traffic ✦NO Steps! ✦Home Gym

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

4.95 out of 5 average rating, 245 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, 447 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

An inviting modern cabin exterior is illuminated at dusk. The deck features outdoor seating with a table and chairs, complemented by a hot tub nearby. Soft lighting outlines the steps, providing a warm glow against the backdrop of a deep blue sky.

Cabin in Pomona

5 out of 5 average rating, 100 reviews

Modern Cabin at Trillium Ridge

Nestled in the hills of the Shawnee National Forest, our modern cabin is the perfect base for your adventurous getaway or relaxing retreat. Hike down the hill on a private trail to explore or climb at the Holy Boulders, or take a short drive to local wineries and the must-see views of Inspiration Point, Pomona Natural Bridge, Cedar Lake and Little Grand Canyon. Feel like staying in? You’ll find a hot tub, sauna, and all the comforts you’d expect at home.

Top guest favorite

A thoughtfully arranged living area features light-colored sofas and a wooden coffee table. Natural light enters through large windows with wooden shades, complementing the neutral tones. The space is enhanced by a potted plant and classic furniture, leading to a well-equipped kitchen visible in the background.

Home in Lebanon

5 out of 5 average rating, 454 reviews

Close to St Louis, Scott AFB & McKendree

"Bungalow Five-O-Two" is located in historic Lebanon, Illinois. Built in 1885, Bungalow-Five-Two has been completely renovated to offer modern accommodations while maintaining its charm and integrity. Conveniently located within walking distance to McKendree University and the amazing restaurants and quaint shops of Lebanon. Only a 15 minute drive to Scott AFB, 10 minutes to MIdAmerica Airport, and 30 minutes to St. Louis.

Top guest favorite

A rustic cabin is highlighted with wooden siding and a welcoming front porch. Comfortable seating is arranged on the porch, and the warm glow of exterior lighting enhances the evening atmosphere. Views of the nearby pond and surrounding trees are visible from the porch.

Tiny home in Ewing

5 out of 5 average rating, 160 reviews

LilyPad-pondside cabin, kayaks, trail, country

Perfect for a couple, an outdoorsman, or travelers! This country cabin is located on our 20 acre property, less than 10 minutes from Rend Lake, I 57 access, and public hunting land and within an hour of the Shawnee National Forest. Includes the use of kayaks, hammocks and a walking trail. Portable bow target use available upon request. Gas grill, firepit and firewood available. Outdoor outlet and spigot. Children welcome!

Top guest favorite

A two-story house with a white exterior and a black roof is seen. The front is adorned with neatly trimmed bushes and a welcoming entrance, featuring a green door and large windows. A clear blue sky provides a bright backdrop.

Home in Pinckneyville

4.95 out of 5 average rating, 231 reviews

The Walnut House

Thank you for checking out The Walnut House. It’s a roomy and comfortable 2 bed 1 bath house in the middle of town. Within walking distance are several restaurants, many local shops, two grocery stores - one with a great deli! The city park has a walking trail, shady picnic areas, a public pool, and tennis and paddleball courts will be completed soon. Come settle in and enjoy a quiet safe small town get-away!

Guest favorite

A cozy bedroom features a four-poster bed with decorative details and rich, warm bedding. Soft lights illuminate the space, highlighting the natural log walls and a stone fireplace. A colorful area rug adds warmth beneath the bed, and a seating area is positioned nearby.

Cabin in Freeburg

4.92 out of 5 average rating, 237 reviews

Westerfield Log Cottage

Westerfield Cottage is a cozy retreat just 20 miles from St. Louis and 7 miles from Scott AFB. This log cabin, in studio apartment style, has a small private bathroom, television & Roku, microwave, mini-fridge, and top notch amenities with multiple outdoor seating options. This unique and comfortable accommodation sleeps four in the king size bed and pull out sofa bed, all in one room.