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 favourite

Guesthouse in Birch Tree

4.78 out of 5 average rating, 183 reviews

Collier Cabin in Pine Hollow ~ Eminence, MO

Cabin located up a private road above pine hollow. Property is 200 acres surrounded by Rocky Creek conservation land. ATV access trails to State land close by. Trails and dirt road access to Eminence where a variety of trails are also available to ride. Enjoy day trips to the Jack Fork River, Current River, Eleven Point River, Rocky Falls, Blue Spring and Klepzig Mill. Canoe, kayak, rafting and tubing outfitters close by. We also offer a really cool camping area (4-wheel drive is best to access)

Superhost

Home in Salem

4.89 out of 5 average rating, 302 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.

Guest favourite

Cabin in Houston

4.97 out of 5 average rating, 104 reviews

2 bedroom cabin nestled in the pines

Take it easy at this unique and tranquil getaway. This newly built Cabin with a loft sits on 3 wooded acres overlooking a small stocked pond. Just minutes from Big Piney River, Mark Twain national Forest, and Ozark National scenic River ways! Nestled in the pines on the outskirts of town you will think you are hours from anyone! Sit around the fire pit by the pond and enjoy the sights and sounds of nature! Piney River Brewery is just minutes away with River access in almost every direction!

Guest favourite

Cabin in Eminence

4.94 out of 5 average rating, 127 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.

Guest favourite

Serviced apartment in Van Buren

5 out of 5 average rating, 201 reviews

The Bonney House BnB

Current River retreat one bedroom open concept apartment w/ kitchenette. It has a gas fireplace & 55" TV. The kitchenette has microwave oven, coffee pot w/ filters & coffee, electric skillet, fridge w/ icemaker and basic dishes. The bathroom has a shower only. Apt has covered patio with outdoor dining & gas grill. You have access to wood firepit w/seating & picnic table. There's also a pavilion w/gas firepit & table w/seating overlooking Current River Bay. No smoking in apt. No pets.

Guest favourite

Cabin in Gainesville

4.99 out of 5 average rating, 187 reviews

Cute Ozark Mtn cabin in the woods: a quiet escape

The Ozark Hideaway is on 90 wooded acres 8 mi from Gainesville, MO (home of Hootin-n-Hollerin) in Ozark County on a well-maintained gravel road. Wildlife abounds as you hike the marked trails or warm by the fire pit. The cozy living room offers a gas fireplace. Sleeping space includes a queen bed in the beautifully furnished bedroom, a couch in the living room, and a twin bed in the loft. There is a fully-equipped kitchen. The spacious bathroom has a walk-in shower & washer/dryer.

Guest favourite

Home in Salem

4.95 out of 5 average rating, 188 reviews

Paradise in the Pines

A beautiful, 2 bedroom 1 bath cabin nestled among many towering native pine and dogwood trees. If you enjoy nature this is a setting you'll love! The home is everything you'll need as you travel. It is complete with stove, dishwasher, microwave, TV, washer, dryer, setting area, and gas grill! Just 5 miles from Current river and Montauk state park, you'll be relaxing in no time! It is also just a 10 minute drive to Jadwin, MO if canoeing or kayaking is your flavor.

Guest favourite

Cabin in Birch Tree

4.88 out of 5 average rating, 234 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 favourite

Farm stay in Mountain View

4.99 out of 5 average rating, 170 reviews

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, wood stove (wood provided), and outhouse complete your old-fashion camping adventure!

Guest favourite

Cabin in Cabool

4.96 out of 5 average rating, 186 reviews

Loft in The Pines Pet Friendly

Loft in the Pines is placed overlooking a quiet little watering hole…covered in tall pines. You're instantly lured to the hand crafted rustic fireplace. With an open living room/kitchen, two bedrooms, a full bath with a half bath “outhouse” in the loft, laundry, a walk-in closet and a large spacious front deck for evening dinning and beautiful Sunset views. Any Adventurous Couple and or family would enjoy the splendors of this property bring a pole and tie one on.

Superhost

Cottage in Van Buren

4.8 out of 5 average rating, 111 reviews

The Little Blue Cabin

The Little Blue boasts plenty of space to host your family and friends. Located within walking distance of The Landing, the river, and two local eateries, this allows an extra source of convenience after a long day on the river or a long day in the woods. If you’re on a family vacation, in for deer season, or to catch some of the huge fish the current has to offer, We welcome you here to relax and create memories that will last a life time!

Guest favourite

Home in Mountain Grove

4.98 out of 5 average rating, 177 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.