Pet-friendly vacation rentals in Trempealeau County

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.

Little House in the Valley

Little House in the Valley is a must-see property, carefully restored to maintain it's original farmhouse charm while adding the modern touches needed to unwind & recharge. It is situated at the end of a private road, surrounded by 120 acres of fields & rolling hills- a nature lover's dream. Located just minutes from town, golf courses, local wedding venues, snowmobile trails, wineries & so much more. Relax & allow yourself to be embraced by the calming, natural charm of this home.

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. 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. Our water is the best as we have a reverse osmosis system.

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!

Tiny Home

Enjoy tiny home living with extra comfort at Camp Everyday. This spacious little getaway includes a bedroom, 2 bed loft, full bath, kitchen, dining area, and relaxing living room with beautiful windows. It is a great spot for families, couples, or anyone wanting a unique campground stay near Win Enjoy the sounds of nature when you stay in this unique place. All camp ground amenities including, including Pool between memorial and labor day weekends.

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 , 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!! As of Oct 2025, we have added a shower house by the pond!

Quaint Small Town Home - Country Style Living

Escape to this cozy country-style getaway in Independence, WI! Enjoy a warm, inviting home with comfy living spaces, a fully equipped kitchen, and restful bedrooms. Relax on the porch, take in the fresh air, or explore nearby parks and local shops. Perfect for couples, families, or friends seeking a peaceful small-town retreat with modern comforts and rustic charm.

Waterview Studio Cottage

The studio cottages at Lake Road Campground offer modern conveniences for a glamping experience! Features a queen bed and full-size sofa sleeper (no linens) a kitchenette with cooktop and utensils, a full fridge, and a Keurig coffee maker with stocked coffee bar. Includes a fire ring and a patio with a picnic table and a charcoal grill.

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**

Tent site

A beautiful country setting, perfect to relax and rewind, lots of fish in the pond , pond is great for swimming as well , porta potty on site , this is a tent site rental only , no tent included Shower house with showers and toilets on property. (Photos in gallery)