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Holiday houses in Oakdale

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Top-rated holiday rentals in Oakdale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cabin with wooden exterior is surrounded by tall trees and shaded ground. A spacious porch is visible at the front entrance. A calm dog sits on the ground in the foreground, offering a glimpse of the natural tranquility of the setting.
Cabin in Alto Pass
4.99 out of 5 average rating, 316 reviews

Ma's Cabin, Alto Pass, IL. Fine country lodging.

Cute and country remodel done in 2019. Recent new appliances, furnishings, flooring, heat & A/C, washer & dryer. Cabin is secluded and quiet plus 1/2 mile from Alto Pass Lookout Point and right in the middle of many award-winning wineries. 15 miles from Carbondale 4 miles from Giant City 30 miles from Garden of the Gods 6 lakes within 10-mile radius Hundreds of miles of hiking trails in nearby Shawnee National Forest 6 miles from Bald Knob Cross Please, no dogs! No smoking in cabin!

Guest favourite
Tiny home in Whittington
4.91 out of 5 average rating, 321 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 favourite
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
4.77 out of 5 average rating, 239 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!

Guest favourite
A charming treehouse Aframe structure features a sleek black exterior and warm lighting emanating from decorative bulbs. A welcoming entrance is flanked by wooden steps leading to the door, surrounded by lush greenery and trees creating a serene atmosphere.
Treehouse in Marion
4.94 out of 5 average rating, 148 reviews

The Blonde Treehouse w/Hot Tub near Shawnee Forest

Reconnect with nature at our unique treehouse Aframe stay near ALL of the hiking. Just minutes from downtown Marion, IL. Sporting a 7ft tube slide, sleek black exterior and natural wood tones and lighting. The Blonde is small and mighty with an airy studio feel but packed with all of the necessities of a full sized home. This stay also includes its very own nature trail! Come ready to see lots of wildlife and explore Southern Illinois! Our 2 treehouses are secluded but do share a property!

Top Guest favourite
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, 203 reviews

LilyPad-pondside cabin, kayaks, trail, country

Great for a couple, an outdoorsman, or travelers! This cabin is located on our 20 acre property, less than 10 minutes from Rend Lake, I57 access, and public hunting land and within 1 hour of the Shawnee National Forest. Includes use of kayaks, fishing poles for the catch & release pond, and a walking trail. Bow target use available upon request. Gas grill, firepit and firewood. PLEASE NOTE: its a 12x20 studio cabin with 1 full bed and 1 twin sized foam couch sleeper. We don't allow pets.

Top Guest favourite
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, 696 reviews

Private Treehouse Retreat | Hot tub

The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

Guest favourite
An outdoor fire pit area is surrounded by a grassy lawn, framed by lush greenery. Two red Adirondack chairs are positioned on a natural stone surface, offering a cozy spot to relax. The sky is bright with fluffy clouds, adding a serene ambiance to the scene.
Cabin in Fredericktown
4.98 out of 5 average rating, 103 reviews

Harmony Hills Cabin on The Little St Francis River

Rustic Cabin overlooking the Ozark Mountains. The Little St. Francis River is only a short walk from the scenic porch. Enjoy the serenity of nature or sit by the bonfire and enjoy a peaceful gaze at the stars. Cozy and well stocked, you'll find this place a home away from home. Bring your fishing poles, hiking boots, swim gear, kayak, a book or just kick back and relax. Please note, *** THERE IS NO WIFI or LIVE TV *** it isn't available in the area. We offer DVDs, books and games.

Top Guest favourite
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, 301 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 favourite
A modern kitchen showcases white cabinetry featuring black handles. A spacious countertop is lined with a double sink and a coffee maker, while natural light enters through the two windows. A decorative basket and a small sign add subtle touches to the inviting space.
Home in Greenville
4.96 out of 5 average rating, 227 reviews

Cozy Home on College Ave

Welcome to our adorable two-bedroom home in the heart of Greenville! Nestled less than half a mile from Greenville University, this cozy retreat offers easy access to 1-70 and Greenville Square. Skip the traditional hotel and enjoy the comfort of a simple home at an affordable rate. With St. Louis just under an hour away, you'll experience the perfect blend of charm, convenience, and proximity to local attractions. Book now for a delightful stay in this inviting space!

Top Guest favourite
The treehouse is elevated on wooden stilts, surrounded by lush greenery. A wooden deck with a railing extends from the entrance, creating a welcoming outdoor space. Large windows brighten the upper level, while a sun art piece adorns the side of the structure.
Treehouse in Makanda
4.96 out of 5 average rating, 428 reviews

Panthers Inn Treehouse

Come nestle amongst the leaves at Panthers Inn Treehouse. This secluded, well equipped, elevated cabin has the perfect combination of natural beauty and artful luxury. Isolated yet conveniently located 2 minutes from Blue Sky and Feather Hill wineries, within 5 minutes of Panthers Den hiking trail and the Shawnee Hills canopy tour and only 10 min from I-57 exit 40. Panthers Inn is the perfect starting and ending point to your Shawnee Hills Wine Country vacation!

Top Guest favourite
Home in Pinckneyville
4.96 out of 5 average rating, 269 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 favourite
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, 162 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.

Popular amenities for Oakdale holiday rentals

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