Holiday houses in Winona

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Top-rated holiday rentals in Winona

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Top Guest favourite
Home in Houston
4.99 out of 5 average rating, 264 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, 118 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 cabin is constructed with natural wood and stone, featuring a welcoming front porch. A spacious gravel area surrounds the cabin, complemented by a circular stone fire pit. The setting includes a backdrop of trees, creating a sense of privacy and tranquility.
Cabin in Houston
4.97 out of 5 average rating, 148 reviews

River Bluff Hideaway

River Bluff Hideaway is a brand new construction located on a private lane overlooking the Piney River in the Ozarks. The cabin is equipped with all the modern amenities you need for a comfortable stay, including a fully equipped kitchen, comfortable beds, and a cozy living room. Whether you’re looking to relax on the porch and take in the stunning river views or explore the nearby hiking trails, River Bluff Hideaway is the perfect place to unwind and recharge. You may even see some eagles 🦅

Top Guest favourite
A circular yurt is situated on a green lawn, featuring a wooden wraparound deck and a shaded area with a blue canopy. A stone fire pit is visible next to a picnic table and two adirondack chairs. Lush trees are seen in the background.
Yurt in Salem
4.97 out of 5 average rating, 193 reviews

Entire private Glamping Yurt next to forest

Pet friendly glamping in 1 of 2 private yurts next to the Mark Twain National Forest, is the perfect place to escape! Relax to all the sounds of nature the Mark Twain National Forest has to offer. Take in the stunning 360° views & peaceful surroundings from the 30'X30' wraparound deck! Spend your days hiking, kayaking, & all the things the area has to offer & your evenings around the campfire, watching the sunset & star gazing. If you love camping & modern amenities, you will love this place.

Guest favourite
A rustic dining area features a round wooden table surrounded by three metal stools, with a cozy brown leather couch nearby. The space is illuminated by soft lighting, while a framed image of horses adorns the wall, complementing the cabin's western theme.
Cabin in Eminence
4.94 out of 5 average rating, 146 reviews

Secluded Ranch House Cabin in Eminence - Ozarks

The Ranch House cabin (2020)at Old Desperado Ranch has a rustic western cowboy theme. The stone fireplace (electric) was hand made with local rocks from the creeks and rivers. The two bedroom cabin is very spacious and is equipped with everything you will need for your stay. Just bring your food! The cabin is dog friendly, see pet policy. Windy’s Will pick you up for your float from your cabin. Be sure to check our other cabins- bunk house, tiny house. Trailrides available by reservation.

Superhost
A small cabin exterior is shown, featuring a covered porch with green chairs and a small charcoal grill. The porch is framed by a wooden structure, with gravel pathways leading to a landscaped yard surrounded by trees.
Cabin in Eminence
4.78 out of 5 average rating, 179 reviews

Cabin Near the Ozark Rivers

Small cabin with its own private setting, just outside of city limits. 2.5 miles from town and the Jacks Fork River. Nice sized yard with a fireplace for your use. Plenty of on site parking and near by thousands of acres of public land. Whether you’re looking to float the river, recreate on public land, explore the caves and springs of Missouri, or just enjoy some peace and quiet, this is the place for you. The home is adjacent to Highway 106 on the west side of Eminence.

Guest favourite
A cozy cabin is set in a private country setting, featuring a large stone fireplace and a screened-in porch. Surrounding foliage and lush grass complement the cabin's rustic charm, while a gravel path leads to the entrance.
Cabin in Birch Tree
4.88 out of 5 average rating, 248 reviews

❤️ Pine Hollow Cabin Eminence Missouri

Deep in the Ozarks Eminence is world famous for it's natural beauty and recreational activities. We offer a very cozy cabin with full kitchen, washer/dryer, screened in porch, stone fire place in private country setting. We are 3 miles down a gravel road which gives us lots of privacy and very little traffic. There is very little cell service but we have WiFi. We are located just 10 miles outside of Eminence, and the cabin sets atop a valley over looking our pastures.

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, 141 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.

Top Guest favourite
The cabin exterior is viewed at night, featuring a well-lit entrance with a warm glow from the lantern. The wooden porch wraps around the front, leading to a door framed by large windows that showcase the cozy interior.
Cabin in Eminence
4.93 out of 5 average rating, 107 reviews

Robin’s Nest @ Current River/Jacks Fork River BYOH

Relax with the whole family at this peaceful cabin with a stay in the country or have a quiet, romantic getaway in a central area to explore Springs, Current and Jacks Fork Rivers, search for the Wild Horses or just relax and listen to the night sounds and look at the stars! A great location for whitetail deer and turkey hunting public lands of Missouri! If you want a place in a rural area away from the city lights, this is the place for you!!

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
4.97 out of 5 average rating, 119 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 wooden bench is positioned near the riverbank, adorned with vibrant flower pots and a decorative pillow featuring a bird design. The calm water of the Jacks Fork river is visible, framed by trees in early foliage.
Cabin in Mountain View
4.95 out of 5 average rating, 200 reviews

#ContemplationCabin on the Jacks Fork River!

This is a cozy riverfront cabin which is 1 of 2 separate cabins located on 25 acres near the "Barn Hollow Natural Area" just 8 miles outside Mountain View Missouri. While looking out over the Jacks Fork river from the cabin you can hear the soothing sound of the river flowing. The river access for swimming, crackling wood burning stove, and hot tub are just some of the many things about this cabin that you are sure to love!

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, 186 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.

Popular amenities for Winona holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Shannon County
  5. Winona