
Cabin holiday rentals in Winona
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Top-rated cabin rentals in Winona
Guests agree: these cabins are highly rated for location, cleanliness and more.

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.

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

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.

Esther's 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!

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.

Cabin on the Black
Escape to serenity at The Cabin on the Black, a unique retreat boasting a lofted sleeping area with a Full- & Queen-sized bed (slightly narrow/steep stairs). Perched above the tranquil Black River, a scenic stairway leads to a cozy bench, inviting you to immerse yourself in the peaceful ambiance. Whether you seek a breath of fresh air, hiatus from reality, or accommodations for an event in Winona, Arcadia or La Crosse, Cabin on the Black extends a warm welcome for you to unwind & recharge.

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.

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.

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.

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!!

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!

Cozy 1 bed 1 bath cabin #12
UNDER NEW MANAGEMENT! 1 bed 1 bath fully furnished private unit in the quiet, safe, and quaint town of Dresbach with scenic views of the Mississippi River just across the street. All units are professionally cleaned. Off street parking available. Coin operated laundry available on the premises. Max of 2 house broken, well behaved pets with current vaccinations are welcome for a fee.
Popular amenities for cabin rentals in Winona
Cabin rentals with a hot tub

Hot Tub & Dock: Beachfront Oasis in Stockholm!

Robinson Riverstead

Luxury Cabin Retreat | Hot Tub + Bluff Views

Splendid Family Cabin w/ Hot Tub & Grill!

The Potter's Place
Pet-friendly cabin rentals

R & K Cozy Cabin

Outsider's Rustic Retreat

Cheerful one bedroom cabin (Cabin)

TK's Pepin Getaway Rentals LLC Cabin#3

Riverfront Cabin with Private Dock

Treehouse Cabin in the Bluff Woodlands South

Rustic Bluff Cabin (#1)

Knotty Pine Cabin #3 | Lanesboro
Private cabin rentals

French Island Lakefront Cottage

Primitive cabin near Black River (horse friendly)

Blue Hideaway

West Newton Riverfront Retreat

Cozy cabin next to winery!

Dream Cottage on Lake Onalaska- Kayaks, Canoes

Secluded cabin in beautiful river valley.

Driftless Cabin
Quick stats about cabin rentals in Winona

Nightly prices starting at
Winona holiday rentals start at £101 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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