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Holiday rentals in Woodside

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Top-rated holiday rentals in Woodside

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Top guest favourite
A lush green lawn is highlighted, dotted with trees and shrubs. In the distance, a treehouse structure and a pavilion are visible, surrounded by nature. A small garden area with diverse foliage is positioned in the foreground, contributing to the serene outdoor setting.
Treehouse in Bunker
4.96 out of 5 average rating, 160 reviews

Almost Heaven Treehouse

Featured in St Louis Magazine Spring 2022! Previously Parade Magazine and Only in Missouri! Nestled on the banks of Big Creek in the heart of the Missouri Ozarks and the Roger Pryor Pioneer Back Country, sits the Almost Heaven Treehouse. This quaint and rustic space is a must visit for those who love the great outdoors. Whether you want to relax in the creek, swim, hike, fish, paddle float,or ride atvs or s x s, this is the place for you!! This cabin is located 6 miles off pavement.

Top guest favourite
Home in Houston
4.99 out of 5 average rating, 266 reviews

Secluded Stone Cabin w/ Wood-Fired Hot Tub

Peaceful retreat to unplug and unwind. This off‑the‑grid experience has no electricity or flushing toilets, we do provide the essentials: running hot water, an outhouse, and propane lighting. Stay includes access to a handcrafted, wood‑fired hot. (Tub is still under construction. Landscaping and some final details are not finished.) Four-wheel-drive, or high-profile two-wheel drive vehicles are needed to get to the cabin. We must greet guests at arrival to show you how to use the propane lights.

Top guest favourite
The exterior view of the house highlights a covered deck with both seating and dining areas. A fire pit is visible in the yard, surrounded by a grassy space. The home features a light-colored facade under a metal roof, with trees dotting the background.
Home in Eminence
4.94 out of 5 average rating, 119 reviews

2 bedroom close to Jacks Fork and Current River

Rivertown Retreat is located less than 2miles from the Jacks Fork River and a short drive to the Current. This 2 bedroom home is the perfect place to get away from the busyness of life and relax. Sit on the porch swing, grill on the BBQ or toss the frisbee around in the large yard. Whether you are in Eminence for a float trip down the river, to hike in one of the many state parks close by, to catch some trout in the river or just to relax and enjoy the Ozarks, Rivertown Retreat is here for you!

Top guest favourite
A charming cottage exterior is framed by a peaceful wooded setting. The screened porch features large windows, allowing for views of the natural surroundings. Potted plants enhance the entrance, alongside a rustic grill, while a welcome sign adds a personal touch to the inviting atmosphere.
Cottage in Summersville
4.99 out of 5 average rating, 115 reviews

Leona’s Cottage -Uniquely Rustic Comfortably Cozy

Leona’s Cottage is a unique hand built gem nestled in a peaceful wooded setting 2 miles down a quiet country road that’s surrounded by peaceful pastures and natural woodlands. The Cottage is a wonderful get-a-way for those looking for rustic charm but still wanting modern luxuries. Leona’s Cottage shares the road with Emily’s Cottage and is separated by a grove of trees far enough apart for total privacy but close enough for larger gatherings of up to 8 guests.

Top guest favourite
A quaint cottage with a metal roof is surrounded by trees and open space. The structure is complemented by a nearby silo and a parking area with gravel. Natural light enhances the peaceful outdoor setting, with sparse landscaping and a picnic table visible in the foreground.
Cottage in Couch
4.98 out of 5 average rating, 124 reviews

Garfield Getaway LLC

Newly added 2nd bathroom and laundry attached to the cottage in a Grain Bin! Relax with the whole family in this peaceful country setting located approximately 10 miles from the beautiful Eleven Point River, well known for its canoeing, kayaking and fishing. Enjoy cooking on the grill and s’mores by the firepit. Also enjoy the Mark Twain National Forest with its beautiful hiking trails and natural springs. Party’s not allowed!

Top guest favourite
A serene view of a private lake is framed by lush green foliage. A small boat is seen gliding across the water, with the surrounding farmland and a distant house providing a tranquil backdrop under a partly cloudy sky.
Farm stay in Alton
4.95 out of 5 average rating, 139 reviews

Big Pine Farm Studio Apartment

Enjoy a peaceful stay in our cozy studio apartment located on our working farm, attached to our garage. Sleeping options include a queen bed, bunk beds, and a futon. Relax by the fire pit or explore open space perfect for walking or running. Meet our farm animals—cows, goats, chickens, guineas, and dogs—plus local wildlife. We’re 2 miles from town and 10 miles from the Eleven Point River. No smoking. Non-shedding pets welcome.

Guest favourite
A multilevel cabin overlooks the gentle flow of the Spring River. Surrounded by greenery, the cabin features a spacious deck and kayaks are visible nearby. A small waterfall is seen in the foreground, leading into the calm river, enhancing the natural setting.
Cabin in Hardy
4.93 out of 5 average rating, 168 reviews

❤️ Cabin on the river at Miramichee Falls.

If you are looking to enjoy the river and outdoors, you have found the perfect cabin. We are located on the Southfork of the Spring River at Miramichee Falls, conveniently located between Hardy and Cherokee Village (2 miles from each). Enjoy a 350 square foot covered deck overlooking the river. Fish or paddle the river right outside your door. Use our kayaks in the cabin area. Grill out or enjoy a campfire by the river.

Top guest favourite
A cabin is presented with a green exterior and a metal roof. A staircase leads to a balcony featuring two outdoor chairs. The surrounding area is lush with trees, providing a natural backdrop. A small outdoor seating area is visible at the base.
Cabin in Alton
4.91 out of 5 average rating, 180 reviews

Kayden’s Cabin

We are a family owned cabin near the Eleven Point River! We are located exactly 11 miles from the intersection of 19 North and 19 South in Alton, Missouri on AA Highway. Our cabin sleeps six people with a queen size bed, one set of bunk beds, full size blow-up mattress, and a loveseat. We are about a mile and a half from Whitten Access. Please No smoking, pets, or partying. **70.00 A Night**NO CLEANING FEE!!

Guest favourite
A cozy living area features a blue sofa positioned near a stone fireplace. Natural light enters through two windows, illuminating the wooden ceiling's vaulted beams. A decorative area rug lies beneath a coffee table, enhancing the inviting yet rustic charm of the space.
Home in Mammoth Spring
4.83 out of 5 average rating, 152 reviews

Riverrock Cabin - Near Spring River and Main St

This beautiful, 2 bedroom, freshly renovated rock cabin is the perfect escape for anyone looking for a unique place to stay. With whitewashed wood accents, exposed vaulted beams & chic cabin décor this rental is full of charm. It also comes equipped with all the amenities you would expect, including; a coffee bar (and coffee), cooking utensils, DVD player and DVDs, family games, washer and dryer, and WIFI.

Top guest favourite
A rustic log cabin is set amidst a wooded area, featuring a welcoming front porch with wooden steps and railings. The natural landscape includes gravel pathways and large rocks, enhancing the cabin's secluded appearance. A hammock hangs nearby, inviting relaxation.
Cabin in Eminence
4.94 out of 5 average rating, 187 reviews

Deadwood Acres Hideaway

This log cabin sets on 15 acres for you to enjoy the serenity and peacefulness while you vacation and relax. Ron is usually around to help cell 314-581-3243. The deck is a great place to just sit and relax and let the world pass by. A spring fed Creek Runs along the edge of the property and is great for just sitting and relaxing. There is a BBQ pit and fire pit on site. Pets are welcome.

Guest favourite
Sunlight glimmers on the river's surface, framed by trees along the bank. An American flag gently flutters while a fire pit is positioned nearby, surrounded by seating. The serene landscape showcases a blend of water and lush greenery.
Cabin in Doniphan Township
4.94 out of 5 average rating, 145 reviews

Current River Cottage

Welcome to the Current River Cottage! We welcome our guests to experience relaxation in the Ozarks. Wake up to breathtaking views from the master bedroom. Evenings can be spent grilling on the deck and finished with a s'more around the campfire. Newly renovated dock and HIGH SPEED wireless internet provided! *Please be sure to read our "Other Details To Note" for driving instructions!

Top guest favourite
A large, double slipper clawfoot tub is positioned against a backdrop of rustic wooden walls. A stylish mirror reflects the room, while a small chair sits nearby. A modern electric fireplace adds a touch of warmth, and soft lighting illuminates the space.
Home in Birch Tree
5 out of 5 average rating, 118 reviews

The Aviary Retreat

Newly renovated 1900’s farmhouse with attention to detail. Historic home with current new fixtures. This gorgeous home has beautiful bathroom with a large shower and a double slipper clawfoot tub. We hope you enjoy your stay in our fully restored historic home. Only a short walk to restaurant and bar. There is a security camera on property outside beside backdoor.

Popular amenities for Woodside holiday rentals

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  2. United States
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  4. Oregon County
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