Cabin vacation rentals in Winona

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Top-rated cabin rentals in Winona

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Guest favorite

A wooden cabin sits amidst tall pine trees, featuring a sloped roof and two skylights. A welcoming entryway is accented by a front porch and bordered by a grassy area dotted with autumn foliage.

Cabin in Black River Falls

4.94 out of 5 average rating, 261 reviews

Peaceful Cabin Nestled on Robinson Creek

Get away among the sights, sounds, and smells of nature at the Fat Porcupine Cabin in Black River Falls. Robinson Creek runs along the back of the property below a stunning rock face. The sandy shore is the perfect place to relax. The home sits on a 2.5 acre wooded lot filled with aromatic evergreens. The cabin is ideal for couples looking for a cozy quiet retreat, and there's also plenty of sleeping space for families or groups to make many happy memories. We hope you make yourself at home!

Guest favorite

A cabin made of natural wood is nestled among lush green trees. A gravel walkway leads to the entrance, flanked by outdoor lighting. Large windows allow natural light to fill the interior, while a gentle slope highlights the surrounding landscape.

Cabin in Mindoro

4.95 out of 5 average rating, 225 reviews

Stunning Views! - Pine Knob @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. Pine Knob cabin is named after Pine Knob Summit located four miles northwest of the cabin. Pine Knob 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.

Top guest favorite

The exterior of a wooden lodge is shown, surrounded by snow-covered ground and trees. The entrance features a welcoming porch with a door, while windows provide views into the interior. A hot tub is positioned nearby, enhancing the outdoor appeal.

Cabin in Coon Valley

4.98 out of 5 average rating, 147 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.

Guest favorite

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

4.95 out of 5 average rating, 141 reviews

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.

Top guest favorite

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, 456 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 favorite

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, 109 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.

Guest favorite

The exterior of a cozy cabin is shown with a sturdy log construction, featuring a covered porch and small windows. Snow blankets the ground surrounding the cabin, and trees are visible in the background, indicating a tranquil natural setting.

Cabin in Dakota

4.91 out of 5 average rating, 207 reviews

Secluded cabin in beautiful river valley.

Cozy Cabin in the woods! You can go hiking, cross country skiing, snow showing, bird watching, 5 minutes from the Mississippi River, local shopping in LaCrosse, Wi. and Winona, Mn. Or just simply sitting around the campfire and enjoying the peace and quiet of nature. Great River Bluffs Mn state park is widely known for cross county, and hiking trails! Beautiful views of the Mississippi! Located within minutes. You can enjoy outside dining with our gas grill. Fire wood is available.

Guest favorite

The cozy country cabin is set against a backdrop of trees, featuring a wrap-around deck with seating areas. The building is accessed by stairs leading to a covered entrance, highlighted by red double doors. Large windows are present on both levels, inviting natural light.

Cabin in Viroqua

4.96 out of 5 average rating, 176 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.

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

4.77 out of 5 average rating, 172 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.

Guest favorite

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

4.96 out of 5 average rating, 140 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 located in a wooded area with its own driveway that offers privacy for a perfect getaway week or weekend. Comfortably sleeps 4 adults, which includes a queen size bed in master bedroom, 2 single beds in the loft, and a queen size pullout sleeper in the main room. Centrally located in the Ocooch Area Wi.

Guest favorite

A spacious cabin with rustic wood siding is situated on elevated ground. A large covered deck is accessible by a wooden staircase, featuring ample seating options. Windows adorned with dark shutters reflect the surrounding trees, enhancing the natural setting.

Cabin in Readstown

4.89 out of 5 average rating, 219 reviews

Driftless Cabin Acreage, valley stream & pond

Modern Amish built cabin secluded on a hillside. Comforts+rustic charm, nestled in a ruggedly beautiful Driftless valley 10 mi. to Viroqua. Deck & patio overlooking pond, stream and natural springs; surrounded by steep ridges. *Freezing temperatures make slick conditions possible throughout the property.* 5 queen beds +sleeper sofa & 2 full bathrooms. Basement makes for a good “suite” w/ Couch or air mattress. AC & furnace, wood stove, stocked kitchen & good WiFi.

Guest favorite

A cozy seating area features a comfortable recliner and lush upholstery on a large couch. A gas fireplace is encased in stone and provides warmth. A rustic wooden coffee table sits atop a decorative area rug, adding charm to the inviting cabin ambiance.

Cabin in Hixton

4.9 out of 5 average rating, 511 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.