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
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!

Top guest favourite
The living area features hardwood flooring and a cozy seating arrangement with two dark leather sofas. A wooden coffee table is centered on a decorative area rug, while a flat-screen TV is mounted on the wall above a faux fireplace. A welcoming atmosphere is conveyed.
Home in West Plains
4.96 out of 5 average rating, 248 reviews

Heart of the Ozarks Home Sweet Home

Complete house with three bedrooms, 1 and 1/2 baths, kitchen complete with cooking and eating utensils, coffee maker, toaster and microwave. Refrigerator with ice maker, dishwasher and office/work area in seperate room. Wifi and flat screen tv. washer and dryer. 1 block from high school. 1 mile from civic center and down town. 1.5 mile to MSU. Close to Conservation dept. & several manufacturing facilities. Quite neighborhood with off street parking.

Top guest favourite
The barn conversion features a sloped roof with solar panels and a welcoming exterior. A gravel pathway leads to the entrance. A deck is visible on the upper level, surrounded by greenery, suggesting a peaceful country setting.
Barn in Houston
4.99 out of 5 average rating, 148 reviews

Old Dairy Barn

This former dairy barn sits on a farm that has been in our family for 150 years. It was our dream to turn it into a cozy, comfortable home that could be enjoyed by anyone needing a quiet country getaway. We are located close to Big Piney River, with river access from almost any direction, Piney River Brewing Company, Big Piney Sportsman's Club, Mark Twain National Forest and about 45 minutes to hour to several accesses on the Current and Jacks Fork Rivers.

Guest favourite
The rustic cabin, elevated on pillars, is surrounded by tall trees and features a wooden deck with a railing. A red door adds a pop of color to the wooden exterior, while large windows allow natural light to illuminate the interior.
Tiny home in Salem
4.96 out of 5 average rating, 143 reviews

itzawayzback-dogwood cabin

Mo Ozarks -minutes to Current River and the ONSR (between akers and pulltite) A rustic, tiny cabin with all the basic amenities of home nestled in the hollow with hillside views surrounding you. Small working homestead with a single cabin for guests is a great home base while visiting the area. Enjoy all the area has to offer then retreat to where the skies are dark and life is a little slower. Everything but fire wood, food and drink is provided.

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, 125 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 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.

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, 119 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.

Guest favourite
Cabin in Hardy
4.88 out of 5 average rating, 225 reviews

A-frame Lakefront Cabin near Spring River

Bluegill Bungalow is a rustic A-frame cabin, nestled along the banks of Lake Kiwanie. Situated on a former rustic resort that has retained all of its charm and beauty. Enjoy close proximity to all of the area amenities. Relax and take in the sights and sounds of nature on the deck; so close to the lake that you can cast your fishing line over the railing!

Top guest favourite
Loft in Eminence
4.95 out of 5 average rating, 320 reviews

Summerside Private Creekside Retreat

No cleaning fee! Base price for 2 is $135. $10 per person per night over 2. Summerside offers a quiet, private apartment overlooking a quiet Ozark stream. Sleeping areas are separated by a 1/2 wall and sleeps 5. It is 1/2 mile from the Jacks Fork River and 1/4 mile from the shops and restaurants in the pretty little town of Eminence.

Popular amenities for Woodside holiday rentals

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  2. United States
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  4. Oregon County
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