Vacation rentals in Oakdale

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Top-rated vacation rentals in Oakdale

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Top guest favorite
A cozy living area is highlighted by a large sectional sofa and a stylish stone fireplace. A ceiling fan adds comfort, while a vibrant area rug anchors the space. Natural light filters in through nearby windows, enhancing the inviting ambiance.
Home in Nashville
4.97 out of 5 average rating, 66 reviews

Little Nashville

Relax with the whole family at this peaceful place to stay. Stay for a night or longer in the comfort of this newly remodeled home located near town. Two bedrooms with queen memory foam mattresses, high thread count sheets and a plush duvet cover. Plenty of storage space is provided for each bedroom if you wish to unpack. One bathroom with a deep soaking tub and all linens provided. Enjoy the full kitchen and eat in dining. Cozy up to the fireplace while you sink in to the deep plush couches.

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, 277 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 fully-equipped kitchen features rich green cabinetry and a large island with modern pendant lighting. Six bar stools provide seating around the island, while stainless steel appliances, including a refrigerator and oven, complete the space. A subtle vase of tulips adds a touch of color.
Apartment in Du Quoin
4.94 out of 5 average rating, 50 reviews

Loft On Main New-Sleeps 4. Historic Main St view.

Experience the beauty of downtown Du Quoin at our stunning historic loft apartment. Curated with brand new construction; this space boasts stylish design elements combined with modern amenities to create a truly unique stay. You'll love the large windows, high ceilings, and extra space. This loft boasts a prime location overlooking Main Street. Walking distance: St. Nicholas Hotel Brewery, Biancos ice cream shop, Alongis Italian restaurant, Marks Bakery and many small town shops.

Top guest favorite
Treehouse in Perryville
5 out of 5 average rating, 662 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 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
4.96 out of 5 average rating, 271 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, 462 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
A charming brick cottage is situated along a brick-lined street, adorned with vibrant greenery and flowering plants. The entrance features a light green door framed by lush plants, while large windows provide a glimpse of the inviting interior.
Cottage in Belleville
4.96 out of 5 average rating, 513 reviews

The Historic Garfield Inn

Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.

Top guest favorite
Two mini donkeys are shown peering through a wire fence, their faces close together. Their distinctive features include large ears and expressive eyes. A grassy field is visible in the background, along with trees and some rustic farm structures.
Farm stay in Coulterville
5 out of 5 average rating, 15 reviews

Unique Farm Stay & Petting Zoo RV Stay

Animal lovers get away. We are a 50 animal farm that offers you a unique petting zoo experience in the country. Enjoy the beautiful sunsets from the big country back porch, cook dinner or watch a movie in the old silo, enjoy a lantern lite bon fire from the rustic cabin, play the slots or enjoy your favorite drink at our rustic barn bar. Guest will have their own furnished RV with a bathroom, kitchen, hot water, AC/ Heat, Bedroom and pull out sofa.

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, 249 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 duplex structure features a light exterior with black shutters adorning the windows. A covered porch is visible, complemented by a small seating area. The well-maintained yard showcases a clean pathway leading to the front door, with grass extending around the property.
Home in Pinckneyville
4.91 out of 5 average rating, 34 reviews

Duckworth Haven

Welcome to Duckworth Haven in the “friendly little city.” Our 2br- 1 bath property is newly renovated with a fully stocked kitchen and private backyard. We are just blocks away from the fairgrounds and downtown, and we are less than 10 miles from Pyramid State Park. We are a dog friendly airbnb with leads and tennis balls awaiting your furry friends. We have some kid and infant friendly supplies available upon request

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, 240 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.

Guest favorite
A functional kitchen space is presented with wooden cabinets and a combination of countertop and under-cabinet lighting. A white refrigerator and microwave are positioned for easy access, while a gas stove with four burners is visible. Floor tiles create a practical and clean environment, accented by area rugs.
Home in Mascoutah
4.84 out of 5 average rating, 171 reviews

Cozy Corner

Two bedroom home, (Bedroom1) has two full beds (Bedroom 2) has one queen bed, 1 bath Utilities includedcable, internet with WiFi & household goods, Pots pans, dishes bedding. Also including some snacks, bottled water, coffee,basic kitchen spices and needs, Has a full size front loader washer & dryer in the laundry room. Single car carport, gas grill.

Popular amenities for Oakdale vacation rentals

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