Vacation rentals in Trempealeau County

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Top-rated vacation rentals in Trempealeau County

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Guest favorite

An aerial view captures the guest house and surrounding landscape. The single-story building is adjacent to a red barn, with a silo prominently positioned nearby. Lush greenery and fields extend into the distance, along with winding roads and scattered trees.

Farm stay in Independence

4.94 out of 5 average rating, 50 reviews

Warner Ranch

Enjoy staying at this family friendly guest house located in the peaceful countryside. Large front yard for outdoor activities. Outdoor amenities advertised through the app are provided upon prior request. Located on County Q south out of Independence about 3/4 miles Pricing Base weekday-$150 Base weekend-$175 Cleaning fee-$50 Guest fee-$20 per person per night after 2nd guest. We have a two night minimum. For one night stays an additional $125 will be charged through the app upon arrival.

Guest favorite

A rustic dining area is set with a wooden table and dark chairs, featuring place settings for six. The warm wood paneling is complemented by mounted deer antlers on the walls, with soft lighting creating a cozy atmosphere. A small decorative cabinet is also visible.

Guesthouse in Blair

4.88 out of 5 average rating, 33 reviews

Country Cabin Guest House

Let time slow down as you relax and unwind in this cozy cabin setting. Located on the back country roads of Trempealeau County, this cedar log guest house is the perfect place to relax, disconnect and let your mind wander. Enjoy the sights and sounds of wildlife off the front deck, as you sip on a morning coffee or prep the grill for an evening dinner. Wether you are looking for some quiet solitude or bringing your family and friends for some connection and conversation, we've got you covered.

Guest favorite

A cozy living space is featured, with a pale sectional sofa and a brown vintage couch positioned around a patterned area rug. A wood stove sits against a wall, and large windows offer natural light, framed by soft drapes. Decorative accents enhance the warmth of the room.

Home in Osseo

4.92 out of 5 average rating, 150 reviews

The Hogstad Homestead

The Hogstad Homestead has been in our family for nearly 70 years. The name is in honor of my great grandparents Ardell&Elaine Hogstad who bought the property in the early 1950's. They raised their two children there and also operated a farm for many years. Since then it has been home to many family members. In 2017 my husband & I had the opportunity to buy it. It was home to us for 5 amazing years where we created many happy memories. We are now ready to share this special property with others!

Superhost

A cozy living space features a gray sofa positioned opposite a wall-mounted TV. Deer head mounts are displayed on the walls, complementing the wooden ceiling. A modern electric fireplace with a blue hue is located beneath the TV, creating a relaxing focal point.

Home in Arcadia

4.71 out of 5 average rating, 17 reviews

Arcadia Cottage

Steps away from beautiful Memorial Park w/ activities ranging from swimming, softball, basketball, pickleball, soccer, festivals, weddings or just strolling through the park. This recently renovated home offers 3 bedrooms and bath on the main floor and 1 bedroom and bath on the lower walk out level. Relax and watch your favorite shows on the 50" living room TV or venture down to the man cave where you can enjoy the 70" TV. Enjoy the local community or go for a drive through the nearby bluffs.

Superhost

A single-story home features a blend of stone and red siding, with a gently sloping roof. Large windows provide ample natural light, while a well-manicured lawn surrounds the exterior. A driveway leads to a garage on the side, and trees are visible in the background.

Home in Independence

4.76 out of 5 average rating, 21 reviews

Elk Creek Vista: Quaint 3br Home

Our home is a great space for people who want to experience nature, while also being a short drive from city comforts. You will have room for family fun, whether that is inside the home or outside in the yard. Centrally located between Eau Claire, Lacrosse, and the Mississippi River, you are right near many outdoor activities throughout the year. At the house, you also have a screened in porch off the back which is a great place to enjoy your coffee in the morning or a book in the evening.

Top guest favorite

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.

Apartment in Trempealeau

4.98 out of 5 average rating, 130 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 favorite

A cozy living room features a plush green sofa adorned with decorative pillows. A wooden coffee table sits in front of the seating area. A recliner is positioned nearby, and a warm light illuminates a rustic wood accent wall, creating a comfortable atmosphere.

Place to stay in Whitehall

4.95 out of 5 average rating, 123 reviews

A cozy shed house located in the rolling hills.

A cozy shed house located in the hills of Coral City, WI. This Shed house includes a private deck, cozy living room, full kitchen, 1 bedroom with queen bed, 1 bathroom with shower and extra air mattresses, sheets, & pillows for guests. It is surrounded by nature but near to the city. We are also located close to many wedding venues. The Shed House is a separate building, but located on the same property as the owner's home. During the winter months, 4-wheel drive is necessary.

Guest favorite

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

4.91 out of 5 average rating, 254 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 favorite

The exterior of the lodge is shown from a distance, with the building set on a slight hill. Two trees with vibrant autumn foliage flank the structure, and a covered deck extends along part of the front. A clear blue sky provides a contrasting backdrop.

Home in Arcadia

4.95 out of 5 average rating, 169 reviews

Sonney Lodge

Perched on a hilltop in scenic Newcomb Valley, Sonney Lodge provides a quiet, country setting while still only a 10 minute drive to downtown Arcadia. Located on a dead end with a private drive and no through traffic, the lodge features 3 bedrooms, 2 bathrooms, a full kitchen, dining room and lower level entertainment room. A covered deck wraps around 2 sides of the home offering spectacular views of the surrounding hills and countryside.

Top guest favorite

A rustic red barn-style structure is surrounded by snow-covered trees, creating a serene winter scene. The building features white accents and a porch area, with snow blanketing the ground and clinging to the branches of nearby trees.

Guesthouse in Whitehall

4.96 out of 5 average rating, 141 reviews

The Granary Guesthouse @ Harvest Home Farm

Harvest Home Farm is located at the end of a dead end road nestled in a valley, just 4 miles northeast of Whitehall, Wisconsin, in beautiful Trempealeau County. The 160 acre farm has a long term focus on raising grass fed sheep and poultry. We also have a produce garden, a berry patch, and an apple orchard. The farm has 80 acres of mixed hardwoods and softwoods and an abundance of wildlife as well as a network of walking trails.

Top guest favorite

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, 170 reviews

Beautiful Views of the Mississippi river

This spacious 6300 sf home sits on 18 wooded acres and overlooks the Mississippi and is ideal for large groups. We can accommodate up to 14 guests. 5 bedrooms with 10 total beds. 2 kings, 3 queens, 5 twins. There’s also a pull out couch and additional mattresses. Large, fully stocked kitchen. 2 refrigerators and 3 large living rooms. Coffee maker and coffee. We have one outdoor security camera. Sorry, No pets.

Top guest favorite

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

4.99 out of 5 average rating, 167 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.