Holiday rentals in Winona

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Top-rated holiday rentals in Winona

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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, 164 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.

Guest favourite
Home in Eminence
4.93 out of 5 average rating, 124 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 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 favourite
A secluded cabin is nestled among the trees, featuring a spacious wooden deck that invites relaxation. Sunlight filters through the leaves, creating a serene ambience. The surrounding natural landscape showcases a gentle slope leading up to the cabin.
Cabin in Eminence
4.93 out of 5 average rating, 221 reviews

Secluded Ozarks Cabin in the woods - Eminence MO

Experience complete serenity in the middle of the beautiful Ozark Mountains near some of the clearest rivers and streams. Whether you just want a quiet get away to take in all nature has to offer or you want to float, kayak, trail ride, hike, fish, boat, sxs ride, explore beautiful springs, search for the wild horse herds or just do nothing! Western saloon on site offering all types of cold drinks, pizza, ice cream, snacks. Limited hours/by request. Horseback riding available by RSVP.

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, 188 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, 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.

Top guest favourite
An inviting interior view displays a cozy sleeping area featuring a quilted bedspread. A wood cabinet and a TV are visible, alongside a small dining set. An air conditioning unit provides comfort, while a coffee maker is positioned on a nearby shelf.
Tiny home in Salem
4.91 out of 5 average rating, 220 reviews

Delightful 1 bedroom peaceful tiny house

You won’t forget the peaceful surroundings of this rustic destination. Your stay with us is sure to bring you back to simplicity of life while comfortably cozy and relaxed . While TV and WiFi are available , you will find yourself content with viewing the activities of the surroundings and serene atmosphere. Just minutes away you’ll find exciting selections of activities , excellent dining , and friendly small businesses with a wide selection of interest .

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, 211 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 favourite
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, 19 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 favourite
Flat 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 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
4.93 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.

Guest favourite
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
4.92 out of 5 average rating, 74 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.

Popular amenities for Winona holiday rentals

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