Cabin holiday rentals in Winona

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Top-rated cabin rentals in Winona

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Top guest favourite
A cozy cabin is situated among lush greenery, featuring a spacious deck that extends from the entrance. The gravel driveway leads up to the cabin, surrounded by trees and wild foliage, creating a serene, natural atmosphere.
Cabin in Westby
4.99 out of 5 average rating, 126 reviews

Nature’s Nest

Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

Guest favourite
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

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, 206 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
4.96 out of 5 average rating, 24 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
The exterior of the cabin is presented, featuring a modern, blue façade complemented by large windows. A gravel path leads to a patio area with outdoor seating and a grill. Green grass surrounds the structure, enhancing its connection to the lush landscape.
Cabin in Spring Grove
4.97 out of 5 average rating, 505 reviews

Modern Country Cabin

Clear your mind at this modern, fully furnished cabin in heart of the Driftless region of MN, WI, and IA. Built in 2016, this truly unique space has everything you need for a relaxing getaway. There is plenty of space inside the cabin. The cabin contains two private rooms, one with a king size bed and the other with a queen bed. In the summer months there is also opportunity to camp, with 4 acres of luscious green space + some woodlands! Indoor fireplace, outdoor fire pit, and Traeger grill!

Top guest favourite
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 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
4.96 out of 5 average rating, 167 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
The main living area features warm wooden walls and a cozy sofa positioned beside a stone fireplace. A mounted television offers entertainment options, while shelves filled with books are visible in the background. Natural light enters through the windows, enhancing the inviting space.
Cabin in Viroqua
4.95 out of 5 average rating, 202 reviews

Cabin-Driftless/Near Lakes/Streams/Pet Friendly

Perfect place to escape into nature at our cozy country cabin that is fully furnished. Our cabin is conveniently located 1.5 miles outside of Viroqua on a secluded township road, near premier trout fishing creeks and outdoor adventures. The cabin boasts a large wrap around deck. Perfect spot to relax with sounds of nature and views of the Valley. Inside this modern cabin is a loft with a king and 2 XL twins, main level bedroom with full bed and a full size sofa sleeper. H.S internet.

Top guest favourite
The cabin's exterior showcases rustic wooden walls complemented by a maroon metal roof. Flower boxes adorn the windows, and a spacious deck features seating arrangements. Lush green landscaping surrounds the cabin, enhancing the tranquil wooded setting.
Cabin in Viroqua
4.97 out of 5 average rating, 161 reviews

Squirrel Ridge Log Cabin

A cozy cabin nestled in the country side of southwest Wisconsin. This cabin is located on the corner of our 28 acre organic maple syrup farm. The Amish built log cabin is in a wooded area with its own driveway offering privacy for a perfect getaway! Comfortably sleeps 4 adults, which includes a queen bed in the master bedroom, 2 single beds in a loft area, & a queen size pullout sleeper in the main room. Centrally located in the Ocooch Area of WI for excellent trout fishing.

Guest favourite
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, 546 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 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, 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.

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, 127 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!!

Popular amenities for cabin rentals in Winona

Quick stats about cabin rentals in Winona

  • Nightly prices starting at

    Winona holiday rentals start at $179 SGD 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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