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, 122 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.

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
4.89 out of 5 average rating, 114 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
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 123 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region. New workout center for all our guest to use.

Guest favourite
The exterior of the bungalow features a well-maintained green facade with a gabled roof. Lush greenery surrounds the house, while a small green book stand is positioned in the foreground, adding charm to the landscape.
Bungalow in Trempealeau
4.85 out of 5 average rating, 126 reviews

The Bungaleau

The Bungaleau is close to everything in Trempealaeu Wisconsin. Walk just 1 block to the Historic Trempealeau Hotel to enjoy great food, music and beautiful sunset along the Mississippi River. If your into biking few short blocks will get you on the Great River State Trail. Hike Perrot State Park or Brady's Bluff, Visit Elmaro Vineyard. Trempealeau is a little piece of paradise along the Mississippi. My place is good for couples, solo adventurers, business travelers, and families (with kids)

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
4.95 out of 5 average rating, 110 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, 289 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

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, 322 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 view of the Mississippi River is seen from the apartment, with lush green bluffs in the background. Nearby buildings exhibit charming architecture, and parked cars line the streets. A light post adorned with an American flag stands in the foreground.
Flat in Trempealeau
4.98 out of 5 average rating, 141 reviews

Small Town Vibes with Amazing River & Bluff Views

Enjoy gorgeous view of the Mississippi River, bluffs, and trains, entertain yourself with the live music (occasionally late) from neighboring establishments, stargaze on the deck, or revel in the passing trains. This apartment is the perfect place to get away and relax. Bring up your boat as you'll have parking available in the driveway too! NOTE: this is an upstairs apartment, but we promise you won't be disappointed and want to come back again and again. NON SMOKING. No pets.

Top guest favourite
A cozy cottage is surrounded by lush greenery and taller trees, with a deck attached offering beautiful lake views. A patio umbrella provides shade over a seating area. Bright flowers in a planter add a touch of color to the entrance.
Cottage in Onalaska
4.9 out of 5 average rating, 389 reviews

Northshore Cottage (2 bedrooms) on Lake Onalaska

Come stay at our cozy and comfortable two bedroom cottage located in a quiet neighborhood with views and access to Lake Onalaska. Walk across the street to hiking/biking trails. Near the Great River State Bike Trail. The Lake Onalaska canoe/kayak trail goes past our shoreline. Two sit on top kayaks and two easy ride bicycles are included. There are fishing boat rentals nearby or you can fish from the shore while enjoying Lake Onalaska's famous sunsets. No cleaning fee!

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, 155 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.

Top guest favourite
The lakefront view captures a serene sunset over Lake Onalaska, with reflections of orange and purple hues on the calm water. Grassy reeds along the shoreline frame the scene, offering a peaceful atmosphere amidst the natural beauty of the surroundings.
Flat in Onalaska
4.94 out of 5 average rating, 115 reviews

Waterfront Studio

Waterfront studio The studio is 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. *No cleaning fees*

Top guest favourite
A modern cabin is situated on a grassy plot, surrounded by trees displaying autumn colors. The structure features a dark roof and a wooden door, with patio seating visible on the deck. The landscape includes gentle hills and a clear sky.
Cabin in Lanesboro
5 out of 5 average rating, 129 reviews

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 Dakota holiday rentals

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