
Vacation rentals in Winona
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Top-rated vacation rentals in Winona
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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.

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

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!

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 🦅

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.

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! 3 miles up the road is Robin’s Roost Cabin. If you want a place in a rural area away from the city lights, this is the place for you!!

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.

WPH Cabin
Our primitive cabin sets at the edge of pristine Little Pine Creek which is fed by the largest spring in Howell County. The sounds of bubbling water, birds singing, and an occasional UAC (Unidentified Animal Call) are all you'll hear in this utterly private setting in the woods. In case you're not sure of the meaning of "primitive", that means no electricity, no plumbing. A fire pit, propane burners, wood stove (wood provided), and outhouse complete your old-fashion camping adventure!

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.

❤️ 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.

Garfield Getaway LLC
Newly added 2nd bathroom and laundry attached to the cottage in a Grain Bin! Relax with the whole family in this peaceful country setting located approximately 10 miles from the beautiful Eleven Point River, well known for its canoeing, kayaking and fishing. Enjoy cooking on the grill and s’mores by the firepit. Also enjoy the Mark Twain National Forest with its beautiful hiking trails and natural springs. Party’s not allowed!

#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!
Popular amenities for Winona vacation rentals
Other great vacation rentals in Winona

The Outlook

The Buffalo Cabin

Spacious 4 bedroom cottage near Current River.

The Rock House; A Countryside Escape

Riverway Rentals E5

Bunkhouse in the Ozarks with access to creek park

Boyd's Hollow Cabin - Current River

River Retreat
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