Vacation rentals in Winona

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Top-rated vacation rentals in Winona

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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, 163 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
The interior of the cabin features wood-paneled walls and a high ceiling. A sofa and a loveseat with patterned cushions are positioned opposite a wooden dining table with four chairs. A flat-screen television is mounted on the wall, and warm lighting fixtures create a cozy atmosphere.
Cabin in Van Buren
4.82 out of 5 average rating, 11 reviews

Cozy Cabin!

Conveniently located 2 bedroom 1 bath Cabin sitting on the edge of town just 1/2 mile from the water!Everything you might need for a weekend or weeks stay.This Cabin is perfect for you.Tucked off of highway 60 you right across the road from town.Grocery stores, gas stations, restaurants, and public water access are just out the door.Dont let the convenience of town take over.This cozy cabin is nestled on a hillside full of beautiful oaks, hickory, and pine trees.Enjoy the views and accessibility

Top guest favorite
The cabin features a spacious screened-in porch, complemented by wooden railings and steps leading to the entrance. The exterior showcases a gabled roof with dormer windows, surrounded by a lush green lawn and trees in the background.
Cabin in West Plains
5 out of 5 average rating, 20 reviews

Cozy Cabin on 80 acres in The Ozarks, very unique!

“Escape to a Cozy Cabin experience on 80 acres, nestled in the Woods, but just 5 miles from town!. Not a comparable close to this experience! Enjoy views, updated amenities, and a place you will want to stay forever. Short drive to many hiking & ATV trails, lakes, rivers, waterfalls and much more . Unwind, rocking on the screened in porch overlooking the pond and listen to natures sounds under the stars or sit by the fire pit for a memorable evening." Hunting opportunities with a 3 day stay.

Top guest favorite
A dining area is presented with a wooden table surrounded by six black chairs, set with placemats. A ceiling fan with lights provides illumination, while a wall-mounted sign reading 'WELCOME' enhances the welcoming feel. Natural light enters through two windows adorned with blinds.
Cottage in Winona
5 out of 5 average rating, 43 reviews

Shawnee Creek Hideaway near the Jacks Fork River!

The Shawnee Creek Hideaway sits on 3 acres and is located on the spring fed Shawnee Creek. We are five minutes to downtown Eminence and the Jacks Fork River. Rocky Falls, Alley Mill and Spring, Klepzig Mill, Peck Ranch (Elk), and other springs and the Current River are a short drive from the house. The famous Ozark wild horse herds are also nearby. Floating, fishing, hunting, horseback riding and off road trails await you. Explore the best of the Ozarks from your Shawnee Creek Hideaway!

Guest favorite
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, 147 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, 187 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 favorite
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, 250 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.

Guest favorite
Cabin in Doniphan
4.94 out of 5 average rating, 89 reviews

Walleye Lane Cabin

You won’t forget the peaceful surroundings of this rustic destination. You have a view of the beautiful current river from multiple patios and in cabin views. You are just a short drive to the boat ramps in Doniphan to launch your boat while being able to come back to a quiet cabin after a fun day on the water! Stores and restaurants are just 10 minutes from the cabin. You have a private drive that can accommodate multiple vehicles.

Top guest favorite
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, 210 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!

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, 17 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.

Top guest favorite
Apartment in Eminence
5 out of 5 average rating, 26 reviews

Main Street | 1 Mi to River | Float Rental Pickup

Escape to this charming apartment on Main Street in the heart of Eminence, MO, just a mile from the stunning Jacks Fork River. It's the perfect home base for a fun-filled trip of floating, hiking, or fishing. Enjoy a family-friendly kitchen for easy meals, two private bedrooms for a great night’s sleep, and a cozy living space to gather and play games. Steps from local dining and shops—adventure is right outside!

Guest favorite
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
4.93 out of 5 average rating, 193 reviews

Deadwood Acres Hideaway

This log cabin sits on 15 acres for you to enjoy serenity and peacefulness while you vacation and relax. Ron is usually around to help if you have an issue. The deck is a great place to just sit and relax and let the world pass by. There is 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 vacation rentals

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