Holiday rentals in Trempealeau County

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!

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.

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!

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

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.

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.

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.

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.

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!