Pet-friendly 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!

MED Park Campground (Sierra)

MED Park Campground has so much to offer including the pond for swimming , fishing, or just a place to relax by the water. We offer camper rental or you could bring your own camper with water and electric hookup provided for you. It is a beautiful country setting just minutes from town. If you have any further questions feel free to send me a message. Lots of roaming area for exploring!! Please read all the amenities before booking No water and plumbing after October 22nd will reopen May 1st

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.

Cabin on the Black

Escape to serenity at The Cabin on the Black, a unique retreat boasting a lofted sleeping area with a Full- & Queen-sized bed (slightly narrow/steep stairs). Perched above the tranquil Black River, a scenic stairway leads to a cozy bench, inviting you to immerse yourself in the peaceful ambiance. Whether you seek a breath of fresh air, hiatus from reality, or accommodations for an event in Winona, Arcadia or La Crosse, Cabin on the Black extends a warm welcome for you to unwind & recharge.

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!

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!!

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!

River Shack Retreat

Bonfires under the stars. One of Wisconsin’s prettiest state parks. The best local winery. Miles of bike trails. Apple orchards galore. Just minutes from it all, this newly remodeled cottage makes it easy to do as much—or as little—as you want during your stay in picturesque Trempealeau.

The Honey House

Welcome to a little piece of Galesville history! This 3-bedroom upper apartment is located in the heart of downtown Galesville, just off the square. Word on the street is it used to be a brothel - hence the name, The Honey House. **Brand New Air Conditioning July 2024**