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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Top guest favourite
Cabin in Elizabeth
4.99 out of 5 average rating, 101 reviews

Secluded Lakefront Estate | Couples Retreat

Welcome to Sunset Cove on Norfork Lake, a secluded 60-acre gated lakefront estate where modern luxury meets untouched Ozark wilderness. Designed for couples seeking a rare escape where time slows, distractions fade, and world feels far. Mornings unfold slowly and evenings are peaceful, with sweeping lake views throughout the day. Spend your time exploring together between the water, hot tub, and quiet lakeside spaces in nature — a setting designed for stillness, connection, uninterrupted moments

Top guest favourite
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, 120 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 campfire ring is surrounded by five red Adirondack chairs, set on a sandy area. A stack of firewood is placed nearby, providing a cozy atmosphere for gatherings. In the background, a playset and a garage can be seen among the trees.
Earth homes in Eminence
4.96 out of 5 average rating, 104 reviews

RockStack Retreat | Private 10 Acres · Jacks Fork

Escape to Rockstack, your own private retreat on 10 wooded acres minutes from the Jacks Fork River and Eminence. With no neighbors in sight, you'll enjoy rare quiet, space, and a true sense of seclusion. Spend your days floating the river or exploring nearby parks and trails, then return to peaceful surroundings and evenings by the fire under the stars. Ideal for families, friends' getaways, and small groups seeking a relaxing Ozark stay — with room for up to 10 to spread out and truly unwind.

Guest favourite
Cabin in Eminence
4.95 out of 5 average rating, 105 reviews

Two Rivers Ozark Cabins

Queen bed,bunk beds, small fridge/microwave, 2 person table w/chairs, private bathroom w/towels & linens. AC/Heat,Coffee pot with the fixings. Guest needs to bring paper plates, paper towels, plastic utensils & charcoal. Picnic table, 17" tabletop Blackstone flat top, w/propane, BBQ grill & fire pit outside each cabin. Perfect combo of camping & cabin life. PETS ALLOWED, prior approval needed. Fee of $25 per day/per pet. Fee is collected upon check in. Owner, dogs & cats lives on property.

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, 183 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 living area is highlighted by a stone fireplace and wooden ceiling. The space features a mix of seating options including a leather sofa, cushioned chairs, and a large wooden dining table. Natural light filters through curtains adorning the windows.
Cabin in Birch Tree
4.88 out of 5 average rating, 249 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
Tiny homes in Salem
4.91 out of 5 average rating, 217 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
The cabin exterior is viewed at night, featuring a well-lit entrance with a warm glow from the lantern. The wooden porch wraps around the front, leading to a door framed by large windows that showcase the cozy interior.
Cabin in Eminence
4.93 out of 5 average rating, 112 reviews

Robin’s Nest @ Current River/Jacks Fork River BYOH

Relax with the whole family at this peaceful cabin with a stay in the country or have a quiet, romantic getaway in a central area to explore Springs, Current and Jacks Fork Rivers, search for the Wild Horses or just relax and listen to the night sounds and look at the stars! A great location for whitetail deer and turkey hunting public lands of Missouri! If you want a place in a rural area away from the city lights, this is the place for you!!

Top guest favourite
Cabin in Mountain View
4.95 out of 5 average rating, 206 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 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, 182 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 favourite
The living area features vaulted wood-beamed ceilings and natural light from large windows. A comfortable seating arrangement includes a dark sofa and a stylish chair. A coffee table sits in the center, complemented by a decorative plant. The kitchen area showcases modern appliances and a sleek design.
Home in Birch Tree
5 out of 5 average rating, 123 reviews

The Aviary Retreat

Newly renovated 1900’s farmhouse with attention to detail. Historic home with current new fixtures. This gorgeous home has beautiful bathroom with a large shower and a double slipper clawfoot tub. We hope you enjoy your stay in our fully restored historic home. Only a short walk to restaurant and bar. There is a security camera on property outside beside backdoor.

Top guest favourite
Loft in Eminence
4.95 out of 5 average rating, 323 reviews

Summerside Private Creekside Retreat

No cleaning fee! Base price for 2 is $135. $10 per person per night over 2. Summerside offers a quiet, private apartment overlooking a quiet Ozark stream. Sleeping areas are separated by a 1/2 wall and sleeps 5. It is 1/2 mile from the Jacks Fork River and 1/4 mile from the shops and restaurants in the pretty little town of Eminence.

Popular amenities for Winona vacation rentals

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