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Vacation rentals in Woodside

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Top-rated vacation rentals in Woodside

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Top guest favorite
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.

Superhost
Cabin in Falling Spring Township
4.58 out of 5 average rating, 12 reviews

Ozark Hippie Camp -Paradise Wellness

Ever wanted to stay in the middle of the Mark Twain National Forest area. Located near Eleven Point River, the Paradise Wellness is the perfect get away for rest. Tired of all the vibrations in the city? Come enjoy the birds singing and super starry nights with no light pollution skies. Relax down by the creek under the shade trees and enjoy nature to the fullest. Lay out on the deck and soak up some sun or go down to the creek where the locals like to hang out, it's a 8 minute walk Hot Tub

Top guest favorite
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, 120 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!

Guest favorite
A cozy sleeping area features a wooden headboard above a comfortably made bed with patterned bedding. Two small windows allow natural light to fill the room, while textured wall paneling adds warmth. A television is mounted on the wall for entertainment.
Cabin in Alton
4.9 out of 5 average rating, 63 reviews

Cozy Cabin by the creek

This Cozy little Cabin is located in Oregon County with it's beauty and Serenity offer a retreat for your mind and soul. Escape to Oregon County and discover our Natural Beauty. Our outdoor recreation will make your trip an adventure, but our down home hospitality will make it a vacation. We are close to shopping and restaurants and the beautiful Mark Twain National Forest, 11 Point National Senic Riverways, The Irish Wilderness, Grand Gulf State Park and several more beautiful destinations.

Guest favorite
Cabin in Oregon County
4.96 out of 5 average rating, 45 reviews

Secluded family friendly near 11 Point w/ Hammocks

Only an 8 mile drive from Eleven Point River and only 9 miles to town! This is the perfect location to relax enjoy the outdoors and see wildlife! Family friendly with a swingset and small zip line for younger children. Disc golf, cornhole, Foosball table, and games to enjoy as well! A barn style home with the second floor set up as a loft style bedroom. If you need recommendations on places to hunt just ask! No hunting on the property. Darkest sky in Missouri for star gazing!

Top guest favorite
Cottage in Couch
4.98 out of 5 average rating, 129 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!

Guest favorite
A spacious living area features a large sectional sofa with decorative pillows, a coffee table, and a flat-screen television. The stone fireplace adds warmth to the room, complemented by wall mirrors. Soft lighting creates a comfortable environment for relaxation and gathering.
Home in Winona
5 out of 5 average rating, 13 reviews

3 BD 2 bath family home

Bring the whole family to this great place with lots of room for fun. Enjoy all that Shannon County has to offer.. Drive just 11 miles to the best swimming hole in the Ozarks, Rocky Falls Shut ins. From there you can go hiking on the Ozark Trail and look at the elk. If you prefer to float, the Current River and Jacks Fork are just 15 minutes away. Come relax in our home away from home in the heart of river country.

Guest favorite
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, 181 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 favorite
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, 156 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

Guest favorite
A cozy sleeping area features a spacious bed dressed in neutral linens, accompanied by a decorative pillow. Natural light filters through two windows with soft curtains. A wooden bench is positioned at the foot of the bed, while rustic wooden walls create a calming atmosphere.
Cabin in Mountain View
4.91 out of 5 average rating, 69 reviews

The Buffalo Cabin

Take it easy at this unique and tranquil getaway cabin. Newly built campground, situated on 17 HWY 1/4 mile north of the Jacks Fork Buck Hollow river access in the heart of Missouri’s Ozarks. RV hookups and glamping units are tucked neatly in the timber for a cozy and relaxing getaway. Plenty of outdoor recreation opportunities await you in every direction out of our gated drive.

Guest favorite
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, 120 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.

Top guest favorite
A cozy living area features a stone fireplace surrounded by wooden walls and large windows. Comfortable seating arrangements include a beige couch, armchairs, and a wooden coffee table. Natural light fills the space, enhancing the cabin feel, with a view of the outdoors visible through the windows.
Home in Van Buren
4.98 out of 5 average rating, 118 reviews

Luxury Log Cabin: 5 bedroom Van Buren River Cabin

Luxury log cabin near Big Spring, the Current River & Ozark National Scenic Riverways—just 1 mile from town! 5 bedrooms (1 king, 3 queen, 1 twin bunk), 3 full baths, two large living rooms, fireplace, outdoor kitchen, gas fire pit & scenic views. Family-friendly with yard games & kid amenities. Explore river fun with local outfitter, The Landing.

Popular amenities for Woodside vacation rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Oregon County
  5. Woodside