
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.

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!

The Main Stay on the Bluff
Welcome to our Main Stay! Come rest and explore atop the Bluff and the Bog in wonderful Pepin, WI. Enjoy this private getaway near Lake Pepin with trails along the slough and through the forest. Only 3 miles from Downtown Pepin and a short drive from places like Maiden Rock, Stockholm, Wabasha, Lake City and Red Wing, MN. Year round this space offers a peaceful escape to get out into nature along the Great River Road for your family and friends to enjoy and relax in one of natures preserves.

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!

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.

Treehouse Cabin in the Bluff Woodlands North
Enjoy woodland valley views from this brand new "reimagined rustic", one-room, 12 by 16 foot cabin on posts in the trees. Perfect for guests looking for a camping / glamping experience but prefer lodging accommodations. Linens and towels provided. Mini fridge, microwave and coffee pot. Hanging hammock chairs outside underneath the cabin. Private firepit. Hiking trail and woodland areas to explore on the 14-acre property. Located at Aefintyr campground in Elba, MN.

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.

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!

Backwaters lodge
This cabin sits overlooking a beautiful view of the water where you will see all types of wildlife. The eagles sit in the giant oak trees just off the porch. Walk down to the dock and drop a line in for fishing. .The state bike/snowmobile/hiking trail is within 3 minutes. The boat landing is 1 mile away. You have your own private dock. We also just added a hatchet throwing target We charge a 25.00 per visit pet 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

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

Ray of Sunshine

Cabin on the Black

NEW! The La Crosse Lodge

Knotty Pine Cabin #3 | Lanesboro

Dragonfly Cabin, Sauna, wildlife, hiking trails

Martha's Place

TK's Pepin Getaway Rentals LLC Cabin #1
Private cabin rentals

French Island Lakefront Cottage

Cozy Corner Cottages Cabin Rental

Primitive cabin near Black River (horse friendly)

Hawks View's Red Tail Hawk Cottage

Blue Hideaway

West Newton Riverfront Retreat

Dream Cottage on Lake Onalaska- Kayaks, Canoes

Cozy cabin next to winery!
Quick stats about cabin rentals in Winona

Nightly prices starting at
Winona holiday rentals start at € 119 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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