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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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Home in Salem

4.89 out of 5 average rating, 300 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 Eminence

4.97 out of 5 average rating, 112 reviews

Secluded Ozarks Bunk House at Old Desperado Ranch

Experience complete serenity in the middle of the beautiful Ozark Mountains near some of the clearest rivers and streams. Whether you just want a quiet get away to take in all nature has to offer or you want to float, kayak, trail ride, hike, fish, boat, sxs ride, explore beautiful springs, search for the wild horse herds or just do nothing! Book The NEW Bunk House cabin at Old Desperado Ranch. The Bunk House is a studio type cabin with beautiful western cowboy decor! 4 horse stalls to rent.

Guest favourite

Cabin in Eminence

4.95 out of 5 average rating, 101 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.

Guest favourite

Serviced apartment in Van Buren

5 out of 5 average rating, 200 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, 183 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, 233 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, 168 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, 185 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.

Cottage in Van Buren

4.8 out of 5 average rating, 109 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, 175 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.

Guest favourite

Cabin in Eminence

4.93 out of 5 average rating, 161 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.

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Other great vacation rentals in Winona

Cabin in Van Buren

4.81 out of 5 average rating, 57 reviews

River Ridge-Entire Cabin

Guest favourite

Home in Alton

5 out of 5 average rating, 17 reviews

The Outlook

Guest favourite

Cabin in Piney Township

4.95 out of 5 average rating, 66 reviews

River Bluff Hideaway

Guest favourite

Home in Alton

4.97 out of 5 average rating, 32 reviews

Cottage at Greer Crossing

Guest favourite

Farm stay in Piney Township

4.96 out of 5 average rating, 27 reviews

The Hilltop Ranch

Guest favourite

Home in Alton

4.95 out of 5 average rating, 38 reviews

The M & J

Guest favourite

Cottage in Couch

4.98 out of 5 average rating, 57 reviews

Garfield Getaway LLC

Guest favourite

Home in Van Buren

5 out of 5 average rating, 11 reviews

Decks for Days - River Escape

Destinations to explore