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, 65 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

The exterior of The Pool House is captured under a partly cloudy sky, featuring a combination of natural wood and light-colored siding. The entrance showcases a rounded door flanked by symmetrical windows, while vibrant greenery and flower beds add a touch of nature around the building.

Home in Belleville

4.95 out of 5 average rating, 256 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its country setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. *No parties allowed *No pets allowed *No smoking allowed *No photo shoots allowed Maximum of 5 guests We DO NOT have a TV, but you're welcome to bring one. We DO have WIFI. **Military discount is available. Please message us first by clicking "Contact host

Top guest favorite

A well-lit outdoor space is presented, featuring a wooden walkway leading to a cozy fire pit surrounded by natural landscaping. Soft string lights create a warm ambiance, enhancing the serene atmosphere of the wooded area, perfect for evening gatherings.

Apartment in Edwardsville

4.92 out of 5 average rating, 365 reviews

Edwardsville Apartment - The Woodland Suite

The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Top guest favorite

A modern dome structure features large glass panels creating a bright and inviting environment. Surrounded by lush greenery, the architecture harmonizes with nature. A wooden deck with seating is visible in front, offering a space for relaxation and outdoor enjoyment.

Dome in Cobden

5 out of 5 average rating, 107 reviews

The Dome At Blueberry Hill

Escape to The Dome at Blueberry Hill, where comfort meets nature for a truly unforgettable glamping experience. Set on two private acres along the scenic Shawnee Hills Wine Trail and minutes from the charming village of Cobden- you’ll enjoy peaceful seclusion with easy access to local charm. The fully insulated dome offers cozy, climate-controlled comfort year-round. Sip wine under the stars or unwind in style indoors. Make lasting memories at The Dome- your luxury glamping retreat awaits.

Guest favorite

An open interior features a cozy seating area with a dark leather chair and a spacious bed dressed in soft linens. Natural light enters through two windows, while wooden beams and a sloped ceiling add warmth to the space. A kitchenette is visible in the background.

Tiny home in Whittington

4.92 out of 5 average rating, 173 reviews

Tiny Cottage 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.

Top guest favorite

Treehouse in Perryville

5 out of 5 average rating, 656 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

4.95 out of 5 average rating, 261 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, 456 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, 503 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

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, 243 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!

Top guest favorite

A single-story house is set on a green lawn, featuring a light exterior with blue shutters. A concrete walkway leads to the entrance, framed by neatly trimmed shrubs. Tall trees provide a natural backdrop, contributing to a peaceful setting.

Cottage in Pinckneyville

5 out of 5 average rating, 20 reviews

Lake Road Cottage

Peaceful family retreat just a short walk to the city lake and boat dock. Perfect for anyone seeking a quiet escape. Enjoy boating, kayaking, fishing, or a lakeside picnic, then relax on the covered deck, fire up the patio grill, or get cozy around the fire pit while watching the sunset. Start your mornings at the stocked coffee bar, and take advantage of the on-site washer/dryer for added convenience.

Top guest favorite

A serene private lake is surrounded by lush trees, reflecting a blue sky. A kayak is on the water, while a small wooden ladder leads to the water's edge. Smooth stones line the shore, creating a peaceful setting for relaxation or water activities.

Cabin in Du Quoin

4.98 out of 5 average rating, 150 reviews

H & B's...Come experience the magic of nature!

The Cabin is nestled in the woods, a few hundred feet from a beautiful private lake. If it's total solitude you are looking for, this is the place. Keyless entry makes it perfect if you want total privacy. If you want lake access, come down and have coffee with us for orientation. Our pantry items, coffee, granola, half & half, and spices are perfect for your full-service kitchen.