Holiday rentals with outdoor seating in Trempealeau County

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Top-rated rentals with outdoor seating in Trempealeau County

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Home in Osseo

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

Guest suite in Strum

Private & spacious 2 bedroom suite with hot tub.

Relax at this peaceful, private suite with a hot tub. Over 800 sq. ft. of living area including 2 bedrooms with queen size beds, full bath including large shower with jets. In April 2023 we added a kitchenette with sink, fridge microwave, toaster. We don’t have a stove inside, but you have access to an outdoor gas grill. Property backs onto the Buffalo River so you can enjoy a walk along the river’s edge. Also included is the use of the fire pit, patio furniture and hot tub weather permitting.

Guest favourite

Cottage in Winona

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!

Guest favourite

Place to stay in Whitehall

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!

Guest favourite

Home in Galesville

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.

Superhost

Cabin in Mondovi

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.

Superhost

Home in Galesville

Beautiful Cozy Lake House on 2 & 1/2 acres!

Enjoy your stay at our quaint lake house nestled on 2&1/2 acres of woods, lawn and lake shore. This beautiful spot, located in Galesville, WI is the perfect place for you to enjoy all that the surrounding area has to offer. Just 10 minutes from Trempealeau, the Mississippi River, and Perrot State Park await you. Winona, Mn, and La Crosse WI, are only 20 minutes away! A drive up the Great River Road is a must, take in the beauty of the river and bluffs. Come enjoy, you won't want to leave!

Guest favourite

Home in Trempealeau

Adventurers Lodge

Nestled in the heart of Trempealeau, this stylish 3-bedroom, 1-bathroom duplex is your perfect home base. With enough room for up to 6 guests, it's ideal for family getaways or trips with friends. Hiking, biking, and canoeing enthusiasts will find themselves in paradise. You are walking distance to Perrot State Park and the nearby bike trail. Snowmobilers and ice fishermen will be equally thrilled by the opportunities nearby. Area known for excellent fishing spots just a stone's throw away.

Guest favourite

Home in Winona

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

Home in Trempealeau

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

Home in Arcadia

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 favourite

Home in Winona

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.