
Cabin vacation rentals in Winona
Find and book unique cabins on Airbnb
Top-rated cabin rentals in Winona
Guests agree: these cabins are highly rated for location, cleanliness, and more.

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

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.

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.

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.

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!

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.

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.

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!

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.

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!

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
Cabin rentals with a hot tub

A-Frame Wellness Retreat | Pool• Hot Tub• Full Gym

Robinson Riverstead

Luxury Cabin Retreat | Hot Tub + Bluff Views

Splendid Family Cabin w/ Hot Tub & Grill!

Rochester Luxury Log cabin Whispering Oaks Retreat

The Potter's Place
Pet-friendly cabin rentals

Cozy Corner Cottages Cabin Rental

Ray of Sunshine

Cabin on the Black

Treehouse Cabin in the Bluff Woodlands

Cottage 2 at Cedar Ridge Resort

Cozy 1 bed 1 bath cabin #12

Rustic Bluff Cabin (#1)

Martha's Place
Private cabin rentals

Newly remodeled cabin w/ views

French Island Lakefront Cottage

Hawks View's Red Tail Hawk Cottage

Blue Hideaway

West Newton Riverfront Retreat

Cozy cabin next to winery!

Dream Cottage on Lake Onalaska- Kayaks, Canoes

Secluded cabin in beautiful river valley.
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!
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Omaha Vacation rentals
- Minnesota River Vacation rentals
- Wisconsin Dells Vacation rentals
- Madison Vacation rentals
- Twin Cities Vacation rentals
- Rentals with pools Winona
- Rentals with a fireplace Winona
- Rentals with a washer and dryer Winona
- Apartment rentals Winona
- Rentals with a fire pit Winona
- Rentals with outdoor seating Winona
- Family-friendly rentals Winona
- Pet-friendly rentals Winona
- House rentals Winona
- Rentals with a patio Winona
- Cabin rentals Minnesota
- Cabin rentals United States



