Cabin holiday rentals in Winona

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Quick stats about cabin rentals in Winona

  • Nightly prices starting at

    Winona holiday rentals start at $198 AUD per night before taxes and fees

  • Verified guest reviews

    Over 180 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!

Top-rated cabin rentals in Winona

Guests agree: These cabins are highly rated for location, cleanliness and more.

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Top Guest favourite
Cabin in Lake City
4.94 out of 5 average rating, 126 reviews

Perched Above Pepin- hot tub, 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 favourite
Cabin in Houston
5 out of 5 average rating, 15 reviews

Luxury Cabin Retreat | Hot Tub + Bluff Views

Escape to a secluded modern cabin in Winona County. This 2BR, 2BA luxury tiny home offers bluff and farmland views, an 800-sq-ft wraparound deck, 5-6 person hot tub, smokeless fire pit, and pergola seating under the stars. Inside: quartz counters, high-end appliances, fiber WiFi, and big windows for stargazing. Dog-friendly, available, and only 20–25 min from Winona & La Crosse. Perfect for a romantic getaway, family retreat, glamping, or remote work. Your private Minnesota cabin rental awaits.

Top Guest favourite
Cabin in Houston
5 out of 5 average rating, 16 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 favourite
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, 218 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 favourite
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
4.95 out of 5 average rating, 42 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 favourite
Cabin in Westby
4.99 out of 5 average rating, 130 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 favourite
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
4.97 out of 5 average rating, 189 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.

Guest favourite
A covered porch features sturdy wooden beams and railings, with two woven chairs adorned with soft cushions. The flooring is dark wood, enhancing the natural ambiance created by surrounding greenery. Soft lights line the porch, providing a warm glow in the evening.
Cabin in Mindoro
4.99 out of 5 average rating, 147 reviews

Stunning Views! - Krueger Cabin @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. Krueger cabin is named after Krueger Summit located just southwest of the cabin. Krueger 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 with us.

Superhost
A three-story cabin is nestled among lush greenery, featuring a brown exterior that blends with the natural surroundings. Two seating areas are visible on the patio, inviting relaxation. The sloped roof and large windows provide an open and airy feel to the structure.
Cabin in Winona
4.78 out of 5 average rating, 183 reviews

Creekside Cabin

Looking for a getaway? Come to the Creekside cabin just outside city limits to test out "Tiny House Living"! All the amenities of home only smaller. This is a great place! Sit by the creek and listen to the water run or cozy up to the "Tiny" wood burning fireplace to get away from it all. Situated right on the Minnesota State Snowmobile trails. Trails also great for walking/4 wheeling/biking. Please note: you are not by yourself. We live on the property Pets not allowed.

Top Guest favourite
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, 165 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.

Guest favourite
The cabin's exterior showcases a modern design with a curved roof and a screened-in porch. A relaxing hanging chair is visible, along with outdoor seating. The structure is surrounded by lush greenery and a gently sloping hill, creating a serene atmosphere.
Cabin in Genoa
4.96 out of 5 average rating, 134 reviews

Mee Mee's Cabin Retreat- River, nature, Hot Tub

This Scandinavian inspired farmhouse cabin is located near Genoa, WI. It's unique build is bright and cozy with rustic and eclectic inspirations. Located on the Fuglsang Family Farm with walking trails and a creek that runs through the property. This cabin is perfect for those who seek some quiet and solitude or want to be immersed in the forest, yet a short drive to restaurants or night life. New Hot Tub in November, 2024!!

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, 229 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!

Popular amenities for Winona cabin rentals