Vacation rentals in Trempealeau County

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Top-rated vacation rentals in Trempealeau County

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

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Guest favorite

Farm stay in Independence

4.93 out of 5 average rating, 44 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 striking red barn with a metal roof is positioned alongside a weathered silos, showcasing a combination of rustic stone and wood textures. A star decoration adorns the barn's gable, while green grass extends outward, creating an inviting outdoor space.

Home in Osseo

4.92 out of 5 average rating, 136 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!

Top guest favorite

A spacious man cave features a wooden ceiling and light-colored walls. A comfortable couch faces a large TV, while a poker table equipped with green felt is surrounded by several black chairs. Decorative antler mounts adorn the walls, adding rustic charm.

Home in Arcadia

5 out of 5 average rating, 12 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.

Top guest favorite

A private deck area features two comfortable chairs positioned around a small table. A welcome sign adds warmth to the space, which overlooks lush greenery and distant hills. The wooden deck is partially shaded, creating a relaxing environment.

Place to stay in Whitehall

4.95 out of 5 average rating, 103 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 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 to make it up & down our driveway!

Superhost

A serene view of Round Lake is captured under a clear blue sky, showcasing floating lily pads on the calm water's surface. Sunlight reflects off the lake, creating a peaceful ambiance, while lush green trees frame the distant shoreline.

Cottage in Trempealeau

4.8 out of 5 average rating, 35 reviews

Charming Lakefront Cottage on GREAT Fishing Lake

Adorable and charming waterfront cottage on Round Lake in Trempealeau, WI. Sandwiched between some of the best fisheries in the area, including Long Lake, Third Lake, Second Lake, First Lake and the Mississippi River. This home is completely renovated with a large porch to enjoy the view of the lake. It has 2 bedrooms, 1 updated bathroom and can sleep 5 guests. Enjoy the large shaded yard for games or relaxing during the day. Plenty of birds, ducks, eagles and wildlife to watch too!

Guest favorite

A spacious deck is presented, featuring a hot tub surrounded by a wooden railing. Several outdoor seating options are visible, including two metal chairs and a bench. A pet can be seen resting on the deck, with trees providing shade in the background.

Home in Osseo

4.83 out of 5 average rating, 23 reviews

7th street retreat with outdoor hot tub

Get away and relax in the hot tub! Your family will be close to everything when you stay at this centrally-located place. This place has everything you will need for a comfortable stay. Plenty of things to do right here in osseo and only 20 minutes from Eau Claire. Close by: UTV/snowmobile trails, hiking, public hunting, outdoor pool, park, antique shops, award winning pie, and much more. Don’t leave the furry friends out as we are pet friendly and have a fenced in back yard

Top guest favorite

A view from the deck showcases the Mississippi River and distant bluffs under a softly lit sky. Buildings line the street below, reflecting the charm of the town. The railing of the deck frames the picturesque scene, inviting moments of relaxation outdoors.

Apartment in Trempealeau

4.97 out of 5 average rating, 117 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.

Guest favorite

A spacious window with multiple panes offers views of the Mississippi River and surrounding greenery. Candles are placed along the wooden ledge, providing a serene ambiance. Natural light fills the room, highlighting the tranquil setting beyond.

Home in Winona

4.9 out of 5 average rating, 241 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.

Guest favorite

A view of the expansive countryside is framed by a wooden deck railing. Lush green corn fields stretch across the foreground, leading towards rolling hills and distant mountains under a cloudy sky.

Home in Arcadia

4.95 out of 5 average rating, 157 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.

Guest favorite

A rustic cabin is seen surrounded by a blanket of fresh snow, featuring large windows that allow natural light to enter. The wooden façade contrasts with the white landscape, complemented by snow-covered trees in the background. The scene evokes a sense of peaceful isolation.

Guesthouse in Whitehall

4.95 out of 5 average rating, 133 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

Home in Winona

4.97 out of 5 average rating, 150 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.

Superhost

A spacious wrap-around porch features wooden decking and inviting views of the surrounding trees. Two simple chairs with cushioned seats are positioned beside a small table, offering a serene spot to relax outdoors. Natural light enhances the warm tones of the wood structure.

Home in Trempealeau

4.79 out of 5 average rating, 28 reviews

Spacious Trempealeau Retreat

Welcome to the Spacious Retreat in Trempealeau! Enjoy newly updated kitchen and bathrooms in this 4-bed, 3-bath home. Large picture windows showcase beautiful bluff views. Accommodates 10 guests with 4 queen beds and a full-size pull-out sectional. Unwind on the wrap-around porch or gather in two inviting common areas, each with a fireplace and Roku smart TV!