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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
Home in Ava
4.93 out of 5 average rating, 139 reviews

JGB’s Farm and Getaway

We are in the country next to a blacktop road.This is a very laidback place , there are farm animals across the road at our farm. This was my moms farm house and I just want people to enjoy it as much as she did. We are close to Kincaid Lake, the local winerie, the World Shooting Complex, and hiking trails (Piney Creek Revenue). Come and enjoy a day fishing or just sitting on the back deck enjoying the peaceful surroundings. Later build a fire and sit back and relax. Come and enjoy the country.

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Guest favourite
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, 169 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!

LocationFamilyOutdoor spaces

Top Guest favourite
An outdoor fire pit area features several metal chairs arranged around a gravel circle. A cabin stands in the background, surrounded by trees shedding autumn leaves. Clear blue skies above provide ample natural light.
Cabin in Salem
4.98 out of 5 average rating, 110 reviews

Spillway Cabin’s (Brand new!) West Cabin

The Spillway Cabins are new construction with new everything! Our little slice of heaven is yours to explore and enjoy. Each cabin(west and east) have 2 br/2bth, hot tub, gas grill, Starlink internet, large flatscreen TV’s, fully stocked kitchen, and fire pits! From the south side of the cabins you will find a pathway that will take you through our 7 acres of woods and down to a lakeside pergola that has comfortable outdoor furniture, a bar, and view of our beloved Centralia Lake and spillway.

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Top Guest favourite
The exterior of the tiny home is highlighted by a stone façade and a modern roof. A wooden deck features two classic Adirondack chairs, positioned against large glass doors that provide natural light and views of the surrounding grassy area.
Tiny home in Bloomsdale
4.92 out of 5 average rating, 241 reviews

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

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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 Fairview Heights
4.86 out of 5 average rating, 131 reviews

Wooded 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.

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Top Guest favourite
The open living area features a comfortable seating arrangement with two sofas and a television mounted on the wall. A stylish dining table is set with round placemats, while large windows allow natural light to fill the space, enhancing the warm, inviting atmosphere.
Barn in Cutler
4.85 out of 5 average rating, 27 reviews

Private, peaceful lakefront home

Enjoy a breathtaking sunrise while you relax on a private lake. This barndominium is fully equipped with modern amenities, while offering a serene experience with access to kayaks & paddle boards, as well as a mile-long hiking trail. While you are tucked away on this private oasis, you are just a short 15 minute drive to local restaurants, and grocery stores. You are also just steps away from beautiful Pyramid State Park. Perfect for couples, small friend groups, small families & pets!

LocationValueHospitality

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, 699 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.

LocationFamilyHot tub

Top Guest favourite
A comfortable living area features a stone fireplace beneath a mounted television. A wooden coffee table is surrounded by a brown leather sofa and a chair. Scenic wall art is displayed above the sofa, while natural light enters through a nearby window.
Cabin in Makanda
4.99 out of 5 average rating, 171 reviews

Hygge Log Cabin: HotTub & Hiking

Hi, hello, welcome! We are excited to have the opportunity to host you for your relaxing trip or jam packed adventure. Our local area has many hiking opportunities to explore, the Southern Illinois Wine Trail surrounds us, and the back roads have country views that are breathtaking. Our cabin will be waiting for your arrival or return, well equipped with a 55" TV above the gas fireplace, a comfortable King size bed, and an amazing back porch with a Weber Grill and huge hot tub.

FamilyValueIndoor spaces

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, 304 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.

ValueFamilyParks

Top Guest favourite
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, 23 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.

LocationFamilyHospitality

Guest favourite
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
4.96 out of 5 average rating, 76 reviews

Little Nashville

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

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Top Guest favourite
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
4.98 out of 5 average rating, 44 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.

LocationFamilyKitchen

Popular amenities for Oakdale holiday rentals

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