Holiday rentals in Trempealeau County

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Top-rated holiday rentals in Trempealeau County

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Guest favourite

Home in Osseo

4.93 out of 5 average rating, 101 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!

10–17 Jul

$249 SGD per night

Superhost

Home in Mondovi

4.75 out of 5 average rating, 12 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.

12–19 Feb

$159 SGD per night

Guest favourite

Guest suite in Strum

4.95 out of 5 average rating, 198 reviews

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.

20–27 Jun

$211 SGD per night

Guest favourite

Place to stay in Whitehall

4.94 out of 5 average rating, 66 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!

22–29 Jun

$103 SGD per night

Superhost

Cabin in Mondovi

4.79 out of 5 average rating, 47 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.

31 Jul – 7 Aug

$83 SGD per night

Superhost

Home in Independence

4.8 out of 5 average rating, 5 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.

3–10 Jul

$121 SGD per night

Guest favourite

Farm stay in Trempealeau

4.96 out of 5 average rating, 103 reviews

Frank’s Farmhouse at Ecker’s Apple Farm

No Pets, please! Franks' Farmhouse is on the corner acreage of our family orchard, Ecker's Apple Farm. Winters, springs, and summers are peaceful and quiet at the farm. Take your morning coffee on a walk through our apple trees. The house is in close proximity to our orchard market and beer garden which is open late August through November. Frank's Farmhouse is small and quaint. We must emphasize that Frank's holds 6 people, maximum. Children count as people.

15–22 Jul

$217 SGD per night

Guest favourite

Flat in Trempealeau

4.97 out of 5 average rating, 102 reviews

Small Town Vibes with Amazing River & Bluff Views

Enjoy gorgeous view of the Mississippi River and bluffs, 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.

9–16 Jan

$188 SGD per night

Guest favourite

Home in Winona

4.91 out of 5 average rating, 207 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.

3–10 Apr

$176 SGD per night

Guest favourite

Home in Arcadia

4.95 out of 5 average rating, 134 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.

1–8 Sep

$229 SGD per night

Guest favourite

Guest house in Whitehall

4.96 out of 5 average rating, 120 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.

12–17 Nov

$163 SGD per night

Guest favourite

Home in Winona

4.96 out of 5 average rating, 112 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. Sorry, No pets.

16–23 Nov

$526 SGD per night