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Vacation rentals in Winona

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Top-rated vacation rentals in Winona

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 332 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 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
4.81 out of 5 average rating, 140 reviews

River Rock Cabin - Near Spring River and Main St

This beautiful, 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. This is the perfect place for a couples retreat or small family. Has 2 beds plus a sofa sleeper

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, 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 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.

Top guest favorite
A cozy room features a spacious bed adorned with a colorful patterned quilt. Decorative shelves display various items, while framed pictures and wall art enhance the ambiance. A small television is mounted, and a patterned rug lies on the floor, adding warmth to the setting.
Tiny home in Eminence
4.93 out of 5 average rating, 107 reviews

Lil Villa Delightful tiny home for couples

No cleaning fee! Lil Villa is Summerside’s little sister and has room for a couple. She’s not a large space, but she’s clean, cute and very nice, like all little sisters. She has a full bathroom just a short walk down a lighted path. Bathrobes are provided for guests. She doesn’t like the words tiny house because it hurts her feelings. You can relax outside in her private courtyard, by the creek on the property or have a campfire. Parking is on the premises.

Top guest favorite
A charming cottage exterior is framed by a peaceful wooded setting. The screened porch features large windows, allowing for views of the natural surroundings. Potted plants enhance the entrance, alongside a rustic grill, while a welcome sign adds a personal touch to the inviting atmosphere.
Cottage in Summersville
4.99 out of 5 average rating, 114 reviews

Leona’s Cottage -Uniquely Rustic Comfortably Cozy

Leona’s Cottage is a unique hand built gem nestled in a peaceful wooded setting 2 miles down a quiet country road that’s surrounded by peaceful pastures and natural woodlands. The Cottage is a wonderful get-a-way for those looking for rustic charm but still wanting modern luxuries. Leona’s Cottage shares the road with Emily’s Cottage and is separated by a grove of trees far enough apart for total privacy but close enough for larger gatherings of up to 8 guests.

Top guest favorite
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
4.92 out of 5 average rating, 205 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 .

Guest favorite
A comfortable living room is presented, featuring a plush sofa adorned with decorative pillows. A low coffee table is centered on a textured area rug with varying shades of blue and cream. Floor-to-ceiling curtains adorn the windows, and soft lighting is provided by nearby lamps.
Apartment in West Plains
4.9 out of 5 average rating, 140 reviews

Park Place

Nestled in the heart of West Plains, next to beautiful Georgia White Walking Park, and a few blocks from downtown, is this cozy two bedroom duplex, with all of your travel needs. While in town you can check out the local rivers and lakes, and hike the Devil's Backbone in nearby Mark Twain National Forest, have a beer and a pizza at Ostermeier Brewing Company or just kick back and relax with Netflix, Paramount, or Disney+ (provided complementary).

Top guest favorite
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, 175 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!!

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, 183 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 vacation rentals

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