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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
A spacious brick-front home is presented with a gravel driveway and attached two-car garage. The structure features multiple skylights, enhancing natural light. A covered porch with seating invites relaxation, surrounded by lush greenery and trees, offering a serene outdoor setting.
Earthen home in Eminence
4.96 out of 5 average rating, 104 reviews

RockStack Retreat @ Eminence, MO

* 2400 Sq Foot home with attached 2 car garage * Safe One Story Basement Design * Easily Accessible * Centrally Located yet Private * 2 miles to Alley Spring * 3 miles to Eminence * 10 acres on property * Keyless Entry * No neighbors in sight * Large Backyard * Circle Drive * Fully Equipped Kitchen * Large Table and Bar space to eat at * 3 Bedroom/ 2 Baths (each w/double sinks) * Jacuzzi in Master Suite * Laundry Room * Porch with seating * Gas Grill * Play set * Campfire Ring with wood

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!

Top 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, 136 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 experience 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.

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, 206 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
The exterior of the house features a welcoming front porch with wooden railings and steps leading to the entrance. Flanking the path, colorful flowers are arranged in pots. The surrounding area is adorned with trees, providing a natural backdrop.
Home in Mammoth Spring
4.86 out of 5 average rating, 177 reviews

The Archer House - 1 block from Spring River!

The Archer house is just two blocks from main street, one block from the Spring River, a short walk to Mammoth Spring State Park and close to dining and shopping. It has been completely remodeled in fall of 2022 and features many unique and premium features. Including a walk-in tile shower, wood ceilings in part of the house, cedar-clad front porch and more. The house is also equipped with brand new appliances, fast wifi, washer and dryer and more!

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