Vacation rentals in Oakdale

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Top-rated vacation rentals in Oakdale

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

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Guest favorite
Home in Ava
4.93 out of 5 average rating, 141 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.

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, 315 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
Home in Marissa
4.97 out of 5 average rating, 39 reviews

1845 Homestead-5bed/4.5 Bth, your holiday home!

Get comfortable and enjoy plenty of extra room at this country house. 5 bedrooms, 4.5 bathrooms, two living rooms, formal dining room, eat in kitchen, large kitchen island, office area, sun porch, yard games, fire pit, porch, deck and more! Private, quiet, and pets are always welcome! A perfect location for your wedding, reception and guest stay! One location, no traveling to multiple locations! Packages are available with rental! World shooting & Recreational Complex is 5 minutes away!

Top guest favorite
Barn in Coulterville
5.0 out of 5 average rating, 19 reviews

Farm Stay / Petting Zoo Loft of Barndominium

This an animal lovers get away. We are a 60 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 have the whole upstairs , 2 loft rooms of the barndominium with your own bathroom and shower on main floor. Area is seperate from host area.

Top guest favorite
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, 248 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!

Top guest favorite
A charming log cabin is framed by vibrant autumn foliage, with trees and shrubs displaying various shades of orange and green. A circular driveway leads to the entrance, where a welcoming porch provides a space to enjoy the surrounding nature and seasonal changes.
Home in Murphysboro
4.98 out of 5 average rating, 168 reviews

Embers of Murphysboro

Escape to the beauty of Embers of Murphysboro.  The sprawling landscapes and cabin with high end amenities have everything to offer for a weekend getaway or larger gathering.  Sucumb to the beauty of nature around you that will awaken your inner senses and relax your mind.  Nestled upon a  26 acre property the cabin will astound you with picturesque landscapes and a lodging infused with both character and luxury.  Explore local wineries, hiking trails, fishing,  boating , dining and more...

Top guest favorite
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
5.0 out of 5 average rating, 716 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.

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, 492 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.

Superhost
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
4.94 out of 5 average rating, 81 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.

Guest favorite
The exterior of the cabin features a sloped roof with expansive windows reflecting natural light. A stone pathway leads toward the entrance, bordered by gravel and lush greenery. The serene lake is visible in the background, enhancing the peaceful atmosphere.
Home in Salem
4.9 out of 5 average rating, 192 reviews

Private Cabin w/Pool on Lake Centralia, sleeps 12.

Welcome to Deer Creek Cabin on Lake Centralia. Relax with the whole family at this peaceful private retreat. A large deck surrounds the pool for all your family fun. Fishing and kayaking are just steps away. Enjoy your morning coffee in the screened-in porch overlooking a quiet cove of the beautiful lake. It is common to see deer, geese, ducks, turtles, and blue heron. As night falls, cozy up around the fire pit to make more family memories.

Top guest favorite
Cottage in Pinckneyville
4.98 out of 5 average rating, 52 reviews

Lake Road Cottage

Welcome to Lake Road Cottage, a peaceful retreat just a short walk from Pinckneyville City Lake and boat dock. Whether you're visiting for work, a family getaway, or a relaxing weekend, you'll enjoy a quiet neighborhood, thoughtful amenities, and comfortable spaces to unwind. Relax in the covered gazebo, grill on the patio, or gather around the string-lit fire ring after a day of fishing, boating, kayaking, or exploring Southern Illinois.

Superhost
Home in Cutler
4.99 out of 5 average rating, 142 reviews

Denmark Roadhouse~A Country Experience

80s farmhouse bordering Pyramid State Park. You and your guests are the only occupants during your stay. You are renting the home. The farm and adjoining areas are rented and there is NO TRESPASSING ALLOWED. Short drive to- Pyramid State Park World Shooting Complex SIU-C DuQuoin State Fairgrounds Shawnee Hills Wine Trail Local Breweries Pyramid Oaks and Red Hawk Golf Courses Kincaid Lake Rend Lake

Popular amenities for Oakdale vacation rentals