Holiday rentals in Trempealeau

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Top-rated holiday rentals in Trempealeau

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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

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
4.94 out of 5 average rating, 109 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, 280 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
The expansive home is nestled among a vibrant forest of fall foliage, showcasing a rich palette of oranges, yellows, and greens. Large windows reflect the natural beauty surrounding the property, offering a serene view of the landscape.
Home in Winona
4.96 out of 5 average rating, 189 reviews

Beautiful Views of the Mississippi river

Escape to a private Mississippi River retreat on 18 wooded acres. This spacious 6,300 sq ft home sits up high with stunning views of the river. It sleeps up to 14 with 5 bedrooms, 10 beds, and multiple living areas perfect for groups and gatherings. Enjoy a fully stocked kitchen with two fridges, complimentary coffee, laundry, a game room, games, and an outdoor fire pit. Peaceful, secluded, and designed for comfort—your ideal riverside getaway. No pets. Nearly 200 5-star reviews!!!

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 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.

Guest favourite
A charming cabin is seen nestled among vibrant autumn foliage along the Mississippi River. The structure is surrounded by a mix of trees displaying warm seasonal colors, with a boat gently gliding across the river in the foreground.
Home in Winona
4.9 out of 5 average rating, 265 reviews

Winona, MN- Cozy 3 bdrm bungalow with river view

Our home/cabin is up along the bluffs allowing eagle eye views of the Mississippi River. A perfect quiet place to take everything in. There are three bedrooms intended for large families or group get-aways. Everything is at your fingertips from beaches, to hikes in the bluffs. It is 3 miles south of Winona. While you can see the river, there is easy access to public landing if you choose to bring a boat to partake in the various islands and water sports.

Top guest favourite
A scenic view displays the homestead surrounded by rolling hills and fields. The vintage white house is complemented by several outbuildings. Autumn colors are highlighted in the trees and grass, with a driveway leading through a yard with lush greenery.
Loft in Arcadia
4.98 out of 5 average rating, 174 reviews

Tamarack Point Homestead

Tamarack Point Homestead is located between Arcadia, WI and Centerville, WI in the beautiful valley of Tamarack. This scenic 150 year old homestead has an outbuilding loft that allows you to enjoy the country lifestyle and experience the best that Trempealeau County has to offer. Certified to operate by the Trempealeau County Health Department.

Top guest favourite
The kitchen features modern white cabinetry paired with dark countertops. A stainless steel range and hood are installed, with a window above offering natural light. A patterned rug lies on the floor, and potted plants are placed on the windowsill.
Home in Winona
4.99 out of 5 average rating, 331 reviews

Burton House (Downtown Winona)

The Burton House is a recently renovated, cozy little home just a few blocks from downtown Winona, MN and the mighty Mississippi River. It is walking distance to several restaurants, bars and shops. It's the perfect launch pad for outdoor enthusiasts, with wonderful recreation opportunities in and around Winona.

Top guest favourite
A cozy den is shown, featuring a futon couch, a wooden coffee table, and a fan. A bookshelf is positioned along the wall, and a green chair adds color to the space. The room is illuminated by natural light from the open kitchen visible in the background.
Loft in Winona
4.98 out of 5 average rating, 433 reviews

Winona West End Loft

A roomy, but cozy upstairs loft with den, kitchen, bedroom with new queen bed, and full bath. The futon couch in the den can be made into a full size bed. Guest wifi and television with cable included. Shared entrance with homeowner but completely private space with locked door at top of main stairs.

Top guest favourite
A serene sunset view shows a person kayaking on calm waters. Sunlight breaks through clouds, casting warm hues over the lake's surface, while distant silhouettes of land form a tranquil backdrop.
Cottage in La Crosse
4.93 out of 5 average rating, 652 reviews

Breezy Point Cottage

Breezy Point Cottage has everything you need for a vacation stay, including access to Lake Onalaska and use of our canoe. The cottage is also perfect for people looking for a longer term stay for work in La Crosse. You will find everything you need if you choose to work from a distance here.

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