Holiday rentals with outdoor seating in Trempealeau County

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Top-rated Holiday Houses with Outdoor Seating in Trempealeau County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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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)

Guest favourite
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, 156 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!

Guest favourite
The exterior view of the home features a large deck supported by white railings, with a front entrance visible below. Dark clouds intermingle with patches of blue sky, and tall green shrubs are positioned in the foreground, providing a natural frame for the house.
Home in Trempealeau
4.87 out of 5 average rating, 30 reviews

Charming home with views of the Mississippi River

Bring your whole family to this charming river town for boating, hiking, biking, vineyards, apple orchards and more. This open concept home is a great gathering place in spring, summer, fall and winter. Everyone can find their place with a full sized kitchen, dining room, living room, family room, game room, large deck over looking the Mississippi, bedroom, and bathrooms. The home is close to the Trempealeau Hotel, Perot State Park, boat launches, bike paths, golfing, Elmaro Vineyard and more!

Guest favourite
A charming cottage exterior is visible, featuring a welcoming deck with an umbrella and steps leading to the entrance. Lush greenery and a wooden path line the front, which enhances the natural surroundings of the home.
Cabin in Winona
4.95 out of 5 average rating, 20 reviews

Esther’s Cottage

Nestled in the bluffs overlooking the Mississippi River enjoy Esther’s cottage. Relax, regroup, reset …. watch the Eagles, take in the Bluffs, enjoy boats, and barges make their way up and down the river or catch the Mississippi Queen in all her glory. 2 private bedrooms with queen beds, and a queen size pull out in the living room . 2 full bathrooms - one on each level. Fully equipped kitchen with everything you need to enjoy your stay. The 49 steps to the top are well worth the climb!

Superhost
A dining area is depicted with a wooden table and two industrial-style stools. A decorative bowl sits on the table. Bright orange accents frame a window, allowing natural light to enter, while a motivational wall art piece adds a touch of inspiration.
Guest suite in Independence
5 out of 5 average rating, 8 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.

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, 101 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
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
4.91 out of 5 average rating, 55 reviews

Warner Ranch

Enjoy staying at this family friendly guest house. 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. Flexible if communicated ahead of time. Check-in: 3pm Check-out: 11am We have a two night minimum. For one night stays an additional $125 will be charged through the app upon arrival.

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.
Apartment in Trempealeau
4.98 out of 5 average rating, 138 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 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
4.96 out of 5 average rating, 135 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 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, 261 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 favourite
The exterior of the house features a two-story design with a combination of brick and light-colored siding. A white picket fence borders the front yard, adorned with colorful flowers. The landscape includes well-maintained grass and decorative trees, with seating areas visible on the porch.
Home in Trempealeau
4.94 out of 5 average rating, 68 reviews

Grand home with views of the Mississippi!

This beautiful house is 3900 square feet, includes eight bedrooms and 4 bathrooms allowing 18 people to comfortably sleep. It features four patio areas, a partially fenced yard, a wheelchair ramp, and handicap-accessible first floor, a large kitchen and dining area, sunroom, 7 TV’s, Wi-Fi, full laundry, free parking, fire pit and beautiful views of the Mississippi River. We welcome dogs as pets only, sorry no cats. One block from Main Street Trempealeau!

Guest favourite
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, 172 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.

Popular amenities for Trempealeau County outdoor seating rentals