Vacation rentals in Oakdale

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Top-rated vacation rentals in Oakdale

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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, 296 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.

Top guest favorite
A single-level home is shown in the evening light, featuring a red front door and large window. Warm light spills from the interior, illuminating the entrance pathway. Lush greenery surrounds the property, enhancing the serene outdoor atmosphere.
Home in Mount Vernon
4.88 out of 5 average rating, 112 reviews

Mr. Haney's Place

Relax with the whole family at this peaceful place to stay. Airbnb Super Host "Mr. Haney's Place". We are only 5.1 miles from the magnificent historic Cedarhurst Center for the Arts and 18 miles from the beautiful Rend Lake. Our property has been made with the conveniences of being ADA accessible. A one level home with a step in shower and newly added ramp for easier entry. We do also offer fishing from our gazebo on our large pond. The home includes utensils you may need to make a meal.

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 Caseyville
4.9 out of 5 average rating, 110 reviews

Relaxing Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

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, 288 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, 472 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, 543 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
Home in Lebanon
5 out of 5 average rating, 505 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 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, 257 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 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
4.97 out of 5 average rating, 155 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.

Superhost
A modern kitchen area features stainless steel appliances against exposed brick walls, creating a warm ambiance. A wooden island with two stools centers the space, while cabinetry provides storage. Natural light illuminates the area, highlighting the blend of rustic and contemporary elements.
Apartment in Du Quoin
4.91 out of 5 average rating, 136 reviews

30 West·The Den ·Downtown Hideaway near Fairground

Welcome to 30 West · The Den, a modern downtown hideaway in the heart of Du Quoin. Just minutes from the State Fairgrounds, local restaurants, and the Shawnee Wine Trail, this cozy retreat is perfect for couples, solo travelers, or remote workers. With thoughtful touches, fast Wi-Fi, and a warm atmosphere, you’ll feel right at home.

Top guest favorite
A calm lake reflects the silhouettes of trees against a twilight sky, blending hues of orange and blue. The serene water creates a peaceful atmosphere, while the surrounding grass gently frames the scene. A building is visible in the background, softly illuminated.
Home in Marissa
4.99 out of 5 average rating, 188 reviews

Peaceful Lake Retreat | Cozy Fireplace & Dock

Unwind at a private lakefront retreat set on a quiet 1.5-acre lake. Cozy up by the fireplace, relax on the dock, and enjoy peaceful country views—perfect for couples or small family getaways. This 2-bedroom, 1-bath home offers comfortable living spaces, thoughtful touches throughout, and a firepit for evenings under the stars.

Guest favorite
The living area features a neutral-toned sofa facing a wall-mounted television. A stone fireplace is centered in the room, complemented by two lamps on side tables. Decorative wall art and a light rug add subtle visual interest, creating a cozy and welcoming environment.
Home in Belleville
4.91 out of 5 average rating, 230 reviews

Beautiful 3-Bedroom Townhome 1.5 Bath & King bed

Peaceful 3BR townhome just 20 mins from St. Louis + minutes to Scott AFB. Safe, family-friendly neighborhood near I-64, parks, dining and shopping. Fast WiFi, fenced yard and comfortable bedrooms great for families, groups, business travel and extended stays. Close to top STL attractions yet quiet and relaxing.

Popular amenities for Oakdale vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Washington County
  5. Oakdale