Vacation rentals in Winona

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Top-rated vacation rentals in Winona

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Guest favorite
Two white chairs are positioned near a circular fire pit, surrounded by stones, along the edge of a peaceful lake. The calm water reflects the vibrant colors of the surrounding trees, while a gentle slope leads to the forested hillside in the background.
Home in Salem
4.89 out of 5 average rating, 333 reviews

Beaver Lake House-Welcome to Social Distance Land!

Unique remote location on family farm. A secluded stone house with 50 ' deck overlooking Beaver Lake. Watch & hear amazing wildlife! Open kitchen, dining/living room, woodstove, tile floors 2 bedrooms; larger with queen, smaller 2 twin beds, 2 sofa beds in living room. 2 new bathrooms, laundry room, picnic table, BBQ, access to Sinking creek, 9 acre lake to fish & 400 acre farm to explore! For additional accommodation check out The Mushroom Loft House across the creek also available on Airbnb.

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, 117 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 gravel area features a wooden picnic table and several Adirondack chairs arranged around a fire pit. The cabin is elevated on a wooden platform in the background, surrounded by lush trees, creating a secluded atmosphere.
Cabin in Eminence
4.97 out of 5 average rating, 140 reviews

Secluded Ozarks Bunk House at Old Desperado Ranch

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! Book The NEW Bunk House cabin at Old Desperado Ranch. The Bunk House is a studio type cabin with beautiful western cowboy decor! 4 horse stalls to rent.

Top guest favorite
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, 143 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 🦅

Guest favorite
The Bronze Gabel Cabin features a two-story structure nestled among trees, showcasing large windows and a spacious upper deck. String lights create a warm ambiance around the porch area, while the surrounding forest adds to the secluded atmosphere, inviting guests to relax outdoors.
Treehouse in Salem
4.94 out of 5 average rating, 137 reviews

*Bronze Gabel Cabin Treehouse

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway awaiting. Explore nearby Fugitive Beach, Current River & the beautiful Montauk State Park. A cabin highlight is the wrapped upper decking for an memorable outdoor movie night or relax with your locally roasted coffee. At night, sit around the fire pit & listen to the sounds of the Ozarks. The Bronze is one of its kind & a perfect couples retreat.

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 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, 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.

Guest favorite
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
4.95 out of 5 average rating, 242 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.

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
4.94 out of 5 average rating, 198 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 favorite
A log cabin style home is set against a backdrop of lush greenery and cloudy skies. The exterior features a welcoming porch with a wooden railing. A spacious yard surrounds the home, with gravel paths leading to the entrance and trees providing shade.
Home in Mountain Grove
4.98 out of 5 average rating, 216 reviews

Quiet Country Retreat

Enjoy this beautiful cabin home just outside of the Mark Twain National Forest, south of Cabool. A family-friendly home base for hunting, fishing or visiting the surrounding forest/recreational areas. Our quiet country retreat offers a chance to get away from it all, slow down, and enjoy country living. Located on 80 acres of pasture with a seasonal creek & occasional livestock visitor or wild turkey & deer.

Top 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, 184 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.

Guest favorite
Sunlight glimmers on the river's surface, framed by trees along the bank. An American flag gently flutters while a fire pit is positioned nearby, surrounded by seating. The serene landscape showcases a blend of water and lush greenery.
Cabin in Doniphan Township
4.94 out of 5 average rating, 143 reviews

Current River Cottage

Welcome to the Current River Cottage! We welcome our guests to experience relaxation in the Ozarks. Wake up to breathtaking views from the master bedroom. Evenings can be spent grilling on the deck and finished with a s'more around the campfire. Newly renovated dock and HIGH SPEED wireless internet provided! *Please be sure to read our "Other Details To Note" for driving instructions!

Popular amenities for Winona vacation rentals

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