Cabin vacation rentals in Winona

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Top-rated cabin rentals in Winona

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Guest favorite
The cozy living area features two inviting sofas and a wooden coffee table, surrounded by warm wood paneling. A flat-screen TV is mounted above a stone fireplace. Natural light floods in through expansive windows leading to the sunroom, where comfortable seating offers views of the lake.
Cabin in Lake City
4.92 out of 5 average rating, 105 reviews

Perched Above Pepin-cozy cabin,panoramic lake view

Charming cabin perched on a hill w/ stunning views of Lake Pepin.Enjoy a cozy atmosphere w/ a fireplace, modern amenities, & sunroom w/ breathtaking lake vistas. Watch eagles soar and barges pass by, while listening to the sound of trains rolling by along the river.Located near hiking trails, water activities, local wineries, and breweries, this cabin is perfect for outdoor adventures.With easy access to both Lake City and Wabasha, it’s an ideal getaway, blending comfort, nature, and attractions

Top guest favorite
Cabin in Houston
5 out of 5 average rating, 6 reviews

The Lodge Modern Cabin w/ Hot Tub Hiking Camping

Welcome to the Lodge, our modern cabin in Minnesota’s picturesque Driftless Region. A place to slow down, connect and immerse yourself in nature. Open layout features king sized Murphy bed in main area with additional beds in the lofted space (stair-ladder). Tent/RV sites avail (inquire for rates). 47 acres with hiking trails along limestone bluffs, spring fed trout stream and hot tub soaks under starry skies. Nearby towns Spring Grove and Houston (17 mi) for food, brewery, bike trail and more.

Guest favorite
An arcade room features a foosball table at its center, surrounded by various arcade games and a dartboard. Natural light streams through a large window, illuminating the rustic wooden walls and ceiling, creating a welcoming space for entertainment.
Cabin in Coon Valley
4.97 out of 5 average rating, 207 reviews

Valley Lodge w/Hot Tub & Arcade

Get your game on at this fun & fashionable lodge in the valley. Come relax in the hot tub, sip coffee by the fire or challenge someone in the arcade. The Cattle Valley Lodge has something to offer every family member. 2 spacious bedrooms with a king bed & 2 queens. Sofa pull out bed, air mattress & cots for extra sleeping areas. Open kitchen/dining/living room provides an awesome space to entertain your family & friends. Large dining table & unique pub style barrel table w/tractor seat stools.

Top guest favorite
The cabin exterior features rustic wooden siding and a balcony with railing. A solitary tree with vibrant autumn leaves stands nearby, while sunlight filters through the branches, creating a warm glow over the grassy landscape.
Cabin in Mindoro
4.97 out of 5 average rating, 195 reviews

Stunning Views! - Moss Hill @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Moss Hill cabin is named after Moss Hill Summit located ten miles southeast of the cabin. Moss Hill sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us.

Top guest favorite
A charming cottage exterior is visible, featuring a welcoming deck with an umbrella and steps leading to the entrance. Lush greenery and a wooden path line the front, which enhances the natural surroundings of the home.
Cabin in Winona
4.96 out of 5 average rating, 25 reviews

Esther’s River Cottage

Nestled in the bluffs overlooking the Mississippi River enjoy Esther’s cottage. Relax, regroup, reset …. watch the Eagles, take in the Bluffs, enjoy boats, and barges make their way up and down the river or catch the Mississippi Queen in all her glory. 2 private bedrooms with queen beds, and a queen size pull out in the living room . 2 full bathrooms - one on each level. Fully equipped kitchen with everything you need to enjoy your stay. The 49 steps to the top are well worth the climb!

Top guest favorite
The cabin features a modern design with earthy tones and a welcoming porch area. Large windows are visible, providing views of the surrounding greenery. A grassy lawn extends around the cabin, enhancing the peaceful outdoor setting.
Cabin in Westby
4.99 out of 5 average rating, 123 reviews

South Ridge Cabin

This newly built cabin has all the modern comforts in a quiet relaxing setting. Sit on the patio and watch the wildlife and enjoy the beautiful sunsets. Cabin includes large open kitchen and living room area with sliding glass doors to patio. The kitchen incudes full size refrigerator, stove and microwave. The cabin has separate bed room with Queen Bed and pull out sofa sleeper in living room and full bath. Includes Wi-Fi, AC, Smart TV, DVD Player, Gas Grill, Fire Pit and is pet friendly.

Top guest favorite
An aerial view captures the cabin surrounded by expansive greenery and trees. The tranquil waters of the river are visible in the background, with soft hills rising in the distance. The layout showcases nearby structures and open areas, providing a sense of space and tranquility.
Cabin in Stoddard
4.96 out of 5 average rating, 168 reviews

Rustic River Cabin

Enjoy the rustic charm of this quaint, simple cabin. A safe and short walk to the river and shared boat dock. On a quiet dead end road. Outdoor firepit with wood supplied. Cabin details: Family-friendly space. Stocked kitchen with coffee bar items. Full bathroom with tub, 1 bedroom, open concept dining/living area. Living area equipped with a full/twin bunk bed. Stoddard: Rocky's Supper Club (Wed-Sat), Thursty Turtle Bar and Kwik Trip. Public boat ramp and park just down the road.

Superhost
A spacious bedroom features two full beds and two sets of bunk beds, all adorned with cozy plaid blankets. Natural light fills the room through multiple windows. Ceiling fans provide a cooling element, adding to the comfortable ambiance.
Cabin in Fountain City
4.77 out of 5 average rating, 39 reviews

The Hideaway

The Hideaway is a serene and stylish place to stay. Located on 10+ acres it’s perfect for group trips, relaxing getaways, hiking the bluffs and memorable events! It is tucked peacefully in the valley along the Mississippi River. While just a few miles from the historic town of Fountain City, Wisconsin and 15 minutes from the city of Winona, Minnesota; you’ll get to enjoy the solidarity of nature while still having the convenience of a town close by. Come hide away with us!

Guest favorite
A spacious bedroom features a wooden ceiling and warm-toned walls. A large window allows natural light, while a cozy quilt covers the bed. A decorative rug is placed on the wooden floor, and a dresser with a mirror adds functional charm to the room.
Cabin in Hixton
4.91 out of 5 average rating, 547 reviews

Living Waters Cabin Getaway

Stunning 92 acre property. Fishing, swimming, hiking, biking, birding, campfires all in an atmosphere of the great outdoors. Spacious bedroom overlooks acres of wooded scenery and landscapes of the rolling hills of Western Wisconsin. Owners home is located approx. 200 ft from cabin. A 2.5 car garage separates buildings. Second Airbnb is located approximately 200 feet from Cabin however no shared areas and completely private and separate from each other.

Top guest favorite
An inviting outdoor space features a fire pit surrounded by blue chairs, with a spacious driveway and a two-story wooden house in the background. Leafless trees frame the scene, providing a natural setting that complements the home's warm tones.
Cabin in Pepin
4.96 out of 5 average rating, 161 reviews

The Main Stay on the Bluff

The Main Stay on the Bluff is a spacious 3,000 sq ft home with four bedrooms and two bathrooms, thoughtfully designed to accommodate a wide range of guests. The main floor is fully handicap accessible and opens to an outdoor patio with seating and a fire pit. As part of Samakya Cabins, one of two private retreats set on 65 secluded acres, the property offers incredible bluff views, peaceful surroundings, and a truly special escape immersed in nature.

Superhost
The cabin features a sloped roof with exposed wooden beams and a charming front porch, surrounded by lush greenery. A decorative yellow wheelbarrow adds a pop of color to the well-maintained lawn, inviting guests to relax in the tranquil setting.
Cabin in Coon Valley
4.83 out of 5 average rating, 222 reviews

Hidden Falls Cabin

Tucked away in one of the Driftless Region's many valleys, you find our quaint cabin over a small bridge that spans our creek. Get a break from the hustle & bustle with us in a cabin with all modern amenities and a handcrafted charm we've worked to cultivate for you. This cabin is on our property where we reside, as well as rental property, with two tenants. All guests and well behaved dogs are welcome for an addition dog fee!

Top guest favorite
A modern cabin is situated on a grassy plot, surrounded by trees displaying autumn colors. The structure features a dark roof and a wooden door, with patio seating visible on the deck. The landscape includes gentle hills and a clear sky.
Cabin in Lanesboro
5 out of 5 average rating, 134 reviews

Trout Creek Cabin

The cabin sits in a valley on the South Fork of the Root River. Fire pit, hot tub and 2 large patios both with outdoor dining, steps away from the trout stream make this unique property a peaceful, romantic get away. A short drive from the Root River bike trail and Lanesboro making it easy to take advantage of the best historic bluff country has to offer.

Popular amenities for Winona cabin rentals

Quick stats about cabin rentals in Winona

  • Nightly prices starting at

    Winona vacation rentals start at G$29,286 GYD per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winona rentals

  • 4.8 Average rating

    Winona stays are highly rated by guests—averaging 4.8 out of 5!

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