Vacation rentals in Trempealeau County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Trempealeau County

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

0 of 0 items showing

1 of 3 pages

Guest favorite

An overhead view of a wooden loft space is shown, featuring a well-equipped kitchen area and sleeping spaces with rustic decor. The warm wooden walls and ceiling beams create a cozy ambiance. Taxidermy deer and moose head mounts add character to the space.

Guesthouse in Blair

4.87 out of 5 average rating, 31 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 rustic barn stands against a backdrop of blue sky and scattered clouds. Nearby, a firepit area is surrounded by several seating options, and a single tree offers shade. Expansive fields stretch beyond, indicating the rural setting of the property.

Home in Mondovi

4.86 out of 5 average rating, 50 reviews

Little House in the Valley

Nestled deep within the bucolic hills of Buffalo County you will find the Little House in the Valley. This unique property is located at the end of an extremely private dead end road & is surrounded by 120 acres of fields & rolling hills. This farmstead has been lovingly restored using the materials that the original buildings provided & appointed with everything you'll need to unwind & recharge. Relax by the firepit & allow yourself to be embraced by the calming, natural charm of this home.

Guest favorite

A wooden dining table with a natural finish is complemented by a matching bench, set on a patterned area rug. A cozy green armchair sits nearby, and soft curtains frame the window, adding warmth to the space. A piece of modern wall art is displayed in the background.

Home in Osseo

4.92 out of 5 average rating, 142 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 welcoming sign greets guests at the entrance of the Shed House, adorned with string lights and decorative bunting. Planters with various flowers add color to the scene, set against a grassy backdrop that complements the evening ambiance.

Place to stay in Whitehall

4.95 out of 5 average rating, 110 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 welcoming outdoor deck area is highlighted by two white rocking chairs with orange cushions. A small, round table sits between them. The area is framed by gray siding and surrounded by greenery, creating a serene outdoor space.

Guest suite in Independence

5 out of 5 average rating, 7 reviews

The Nest @ Daddy Roy's

The Nest offers a spacious basement apartment newly renovated with bright white walls and new flooring. It features a large open space consisting of a living room, dining area, office area. One bedroom with a queen bed, an extra queen bed is in a cove off of the livingroom, plus a futon. The bathroom has an oversized shower, toilet and sink and is very spacious. Guests can prepare basic meals in the kitchenette with a full fridge, sink, microwave and coffeemaker. Free Wi-Fi is included.

Superhost

A rustic cordwood cabin features a unique stone exterior with a wooden door and a window displaying interior warm light. Inside, simple furnishings, including a chair and broom, are visible, suggesting a cozy and functional environment.

Cabin in Mondovi

4.79 out of 5 average rating, 53 reviews

Writer's cabin at Crazy Rooster Farm

Rustic cabin in WI Driftless region. Unique rustic cordwood oasis. A perfect getaway for a writer, artist, musician, or peace and quiet. You'll have 2 small cordwood cabins all to yourself. One is a writer's retreat with a queen futon bed, large desk, and ergonomic Aeron chair. The other is a cold shower/kitchen. There's a portable toilet. It's comfortable enough to be productive– rustic to create a unique, camp-like experience. The kitchen has a small fridge, a hot plate & toaster oven.

Top guest favorite

A spacious deck offers seating arrangements with two armchairs and a central table. A grill is covered nearby, with a scenic view of the surrounding hills and distant structures visible through the railing. The deck features a light-colored wooden surface under a cloudy sky.

Apartment in Trempealeau

4.98 out of 5 average rating, 123 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

The exterior of a home is shown, featuring a stone facade with a sunroom that includes large windows. Lush greenery surrounds the structure, and a well-maintained lawn is visible in the foreground, offering a serene atmosphere.

Home in Winona

4.91 out of 5 average rating, 248 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, 162 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 young lamb stands on a bed of straw, showcasing its soft, dark fleece and characteristic facial features. In the background, other sheep are partially visible, creating a warm and inviting farming atmosphere.

Guesthouse in Whitehall

4.96 out of 5 average rating, 136 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.

Guest favorite

A spacious garage is shown, featuring two white garage doors and a concrete driveway. The structure has a light brown exterior, with a slight overhang extending from the roof. A shaded area next to the garage provides additional covered parking or storage.

Home in Blair

4.95 out of 5 average rating, 38 reviews

Med Park House

Bring the whole family to this great place with lots of room for fun. 4 bedroom 2 full bath house, comes with TV and wifi, pots and pans for cooking, plates, cutlery etc. Pond in the backyard for swimming and fishing, Zipline and waterslide (when water is high enough) private overhang for family get togethers, We also have campers so you may have occasional neighbors! This is country living, nothing fancy but homey and comfy!!

Top guest favorite

Large glass doors open to reveal a winter landscape, showcasing a snow-covered outdoor patio with two chairs. The scene features a distant view of the Mississippi River and surrounding hills under a gray sky.

Home in Winona

4.97 out of 5 average rating, 156 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.