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Holiday rentals in Dakota

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Top-rated holiday rentals in Dakota

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 114 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.

Top guest favourite
A light-filled living room features hardwood floors and green walls. A comfortable gray sofa, accompanied by a rocking chair and a blue armchair, enhances the space. Archways lead to other areas, while large windows provide ample natural light, with framed artwork adorning the walls.
Home in La Crosse
4.91 out of 5 average rating, 193 reviews

BikeProfessor's Bungalow, near trails and downtown

Charming home with hardwood floors, leaded glass windows, and original details in the faculty neighborhood close to UW-L campus and Downtown. Are you visiting La Crosse to paddle, fish, hike, bike, or ski? With bluff views, the Bicycle Professor's Bungalow is close to it all. My home is a ten minute walk to the marvelous Marsh Trail system that links the University to Downtown. I will happily offer tips for restaurants, walks, bicycle rides and places to ski. The Driftless terrain is endless!

Guest favourite
An open, airy great room features a high ceiling with recessed lighting and large windows, providing ample natural light. A stone fireplace serves as a focal point, while a spiral staircase leads to a loft area. Comfortable seating is arranged around a central coffee table.
Barn in Dakota
4.88 out of 5 average rating, 112 reviews

Renovated Barn Sure To Impress w/ Loft & Game Room

Live your best life with a stay you won't forget! Originally built in the 1920's, this recently updated barn sleeps 13 & features full kitchen, coffee bar, spiral staircase to access loft overlooking great room with floor to ceiling stone fireplace, game room with wet bar, two 70" TV's, 2 bathrooms, laundry with washer & dryer, office space, free wi-fi, & off street parking. Conveniently located a mere block from the mighty Mississippi, boat landing, & only 10 min to La Crosse & 15 min to Winona

Top guest favourite
Cottage in Rushford
4.97 out of 5 average rating, 233 reviews

Relax, Recharge and Reconnect at The Hiding Place!

Nestled in the beautiful bluff country of SE Mn. THE HIDING PLACE is the perfect cozy retreat when you want to relax, reconnect & recharge! This private cottage sits on a 43 acre property, has a King sz. bed, fireplace, kitchenette, large deck, fire pit and more! Enjoy the onsite wooded hiking trails, golf across the highway at Ferndale Golf Club, enjoy the SE Mn. biking trail or tube/canoe/kayak the Root River- both only 2 miles away. Snowmobilers-jump right on the trail from the property!

Top guest favourite
A wooden tray is positioned on a neatly made bed, featuring a bottle of rose wine and two wine glasses. A small vase with a sprig of greenery adds a touch of freshness, complementing the subtle colors of the decorative pillows and bedspread.
Home in Galesville
4.94 out of 5 average rating, 106 reviews

Bright, spacious 3-bedroom farmhouse on 3 acres

Come stay in our recently updated 1800's farmhouse. Situated on 3 acres in a rural setting, this home is the perfect escape while still being centrally located among area attractions. Just 5 miles from the Mississippi, a state park and bike trail, a winery and an orchard, there is an abundance of nearby entertainment throughout the seasons. It is conveniently located between LaCrosse, WI and Winona, MN. WiFi and Roku available. There is ample off-street parking with space for trucks/trailers.

Guest favourite
A spacious bedroom features a four-poster bed with soft linens and pillows. Natural light enters through large windows adorned with sheer curtains. Wooden beams highlight the ceiling, while a cozy rug and bedside lamps create a comfortable ambiance.
Cottage in La Crosse
4.91 out of 5 average rating, 279 reviews

Cheerful Cottage Near the Bay

Relax into the slower pace of river life. We are located on a laid back street where everyone is ready with a friendly wave or a driveway chat. The boat landing is just a mile away. The house is stylish and comfortable. We hope to provide our guest with whatever the need for a few days away. We are in a high PFAs area so bottled water is provided for guest consumption. More information available at: townofcampbellwi website under well-water-pfas-information License number MWAS-D42N9M

Top guest favourite
An open living space features a skylight that allows natural light to fill the area. A dining table is set with a bowl of pastries, while a modern kitchenette is visible alongside a cozy seating area with a large television. The inviting bedroom is seen through an archway.
Flat in Winona
5 out of 5 average rating, 99 reviews

~ Third Street Suites ~ #1

This beautiful 2nd story suite (accessed by stairs only) is conveniently located in the heart of downtown Winona MN on Third Street! Everything Winona and the downtown area has to offer is within close proximity. Examples include: Coffee shops, restaurants, cocktail lounges, bars, brewery, Winona State University, Mississippi River, Lake Winona, hiking Shakespeare Festival, Minnesota Marine Art Museum, & much more! Please allow us to make your next stay in beautiful Winona a memorable one!

Top guest favourite
A media console is positioned beneath a mounted television, featuring a realistic electric fireplace. Two vibrant green plants in white pots add greenery to the space. A decorative area rug, with soft tones of blue and beige, provides a stylish foundation to the room.
Home in La Crosse
4.99 out of 5 average rating, 167 reviews

Lovely bungalow!

Enjoy a unique experience at this centrally-located home. Completely updated throughout including furniture, bedding, towels and kitchenware. Quiet neighborhood just minutes to downtown La Crosse and the movie theatre. Upon entering you are greeted with an open floorplan. All bedrooms are located on one level. The main bedroom sleeps 2. The cozy bedroom #2 sleeps 1. In the living room an oversized sectional has a pull out bed that sleeps 2. Pet fee is $25 with a maximum of 2.

Superhost
A spacious living room features a modern fireplace with a black brick surround. Comfortable seating options include a gray sofa and colorful armchairs. A wooden coffee table sits centrally, while a large television is mounted on the wall. Light filters in through sliding glass doors, enhancing the room's inviting ambiance.
Cottage in Stoddard
4.91 out of 5 average rating, 309 reviews

Stylish 1 bedroom cottage on the Mississippi River

This unique place has a style all its own. Conveniently located by the Mississippi River and highway 35. The place gives you a cabin feel close to La Crosse! 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Mt. La Crosse is super close to enjoy skiing/snowboarding. Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Pets are welcome. No cleaning fee!

Top guest favourite
A serene lakeside view is presented at sunset, with vibrant colors reflected on the water. Tall trees border the scene, and a grassy area leads toward the water's edge. A dock is visible, positioned for easy access to the lake.
Flat in Onalaska
4.81 out of 5 average rating, 204 reviews

Northshore Studio on Lake Onalaska

Lakefront studio where retro and rustic charm meets modern convenience. Studio offers everything you need for a relaxing and enjoyable stay including a queen-sized bed, a living area with a Roku TV, a full kitchen and a bathroom with a step in shower. The lakefront screen porch provides the perfect spot to enjoy your morning coffee or unwind with a good book. Two sit on top kayaks are included. Bikes are available and hiking and biking trails are just across the street.

Top guest favourite
A vibrant room features colorful vinyl records displayed on the walls and a retro Janis Joplin concert poster. A mirrored dresser, adorned with unique lamps, reflects the eclectic decor, while a whimsical lava lamp adds a touch of playful charm.
Home in La Crosse
4.92 out of 5 average rating, 143 reviews

Nostalgic Retro Cottage-Faye's Place-Fully Fenced

Welcome to Faye's Place! We are a 2 bedroom/1 bath Cottage on the Northside of La Crosse with a full fenced in yard! We are right off of 1-90. 2 Blocks from The Black River! Close to Kwik Trip, Walgreens, Food and Animal Watching! 10 min. away from downtown and UWL! Faye's Place is my childhood home and is a small immersive experience. Themed rooms, nostalgic items, games, toys and a treasure hunt! We decorate for all holidays. Ask about our Dive Bar Tour!

Top guest favourite
The serene lake is captured at sunset, reflecting soft hues of orange and pink across the calm water. Gentle ripples can be seen, with distant hills framed against the colorful sky. The scene evokes a peaceful atmosphere, showcasing the lakeside setting.
Flat in Onalaska
4.89 out of 5 average rating, 249 reviews

Lakefront Studio

Lakefront studio One bedroom studio on the edge of the Upper Mississippi Wildlife Refuge. Surrounded on one side by beautiful Lake Onalaska with prairie walking trails on the other. You will not find a closer view of Lake Onalaska. There are two public boat landings less than a mile away. Stay and experience all that "God's Country" has to offer. Now sleeps three: We’ve added a new folding cot to accommodate an extra guest. *No cleaning fees*

Popular amenities for Dakota holiday rentals

  1. Airbnb
  2. United States
  3. Minnesota
  4. Winona County
  5. Dakota