Vacation rentals with a fire pit in Trempealeau County

Charming home with views of the Mississippi River

Bring your whole family to this charming river town for boating, hiking, biking, vineyards, apple orchards and more. This open concept home is a great gathering place in spring, summer, fall and winter. Everyone can find their place with a full sized kitchen, dining room, living room, family room, game room, large deck over looking the Mississippi, bedroom, and bathrooms. The home is close to the Trempealeau Hotel, Perot State Park, boat launches, bike paths, golfing, Elmaro Vineyard and more!

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.

The Nest @ Daddy Roy's

The Nest offers a spacious basement apartment newly renovated with bright white walls and new flooring. It features a large open space consisting of a living room, dining area, office area. One bedroom with a queen bed, an extra queen bed is in a cove off of the livingroom, plus a futon. The bathroom has an oversized shower, toilet and sink and is very spacious. Guests can prepare basic meals in the kitchenette with a full fridge, sink, microwave and coffeemaker. Free Wi-Fi is included.

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.

Warner Ranch

Enjoy staying at this family friendly guest house. Outdoor amenities advertised through the app are provided upon prior request. Located on County Q south out of Independence about 3/4 miles. Pricing Base weekday-$150 Base weekend-$175 Cleaning fee-$50 Guest fee-$20 per person per night after 2nd guest. Flexible if communicated ahead of time. Check-in: 3pm Check-out: 11am We have a two night minimum. For one night stays an additional $125 will be charged through the app upon arrival.

Charming Lakefront Cottage on GREAT Fishing Lake

Adorable and charming waterfront cottage on Round Lake in Trempealeau, WI. Sandwiched between some of the best fisheries in the area, including Long Lake, Third Lake, Second Lake, First Lake and the Mississippi River. This home is completely renovated with a large porch to enjoy the view of the lake. It has 2 bedrooms, 1 updated bathroom and can sleep 5 guests. Enjoy the large shaded yard for games or relaxing during the day. Plenty of birds, ducks, eagles and wildlife to watch too!

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.

Beautiful Views of the Mississippi river

Escape to a private Mississippi River retreat on 18 wooded acres. This spacious 6,300 sq ft home sits up high with stunning views of the river. It sleeps up to 14 with 5 bedrooms, 10 beds, and multiple living areas perfect for groups and gatherings. Enjoy a fully stocked kitchen with two fridges, complimentary coffee, laundry, a game room, games, and an outdoor fire pit. Peaceful, secluded, and designed for comfort—your ideal riverside getaway. No pets. Nearly 200 5-star reviews!!!

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

Nestled on 2.5 acres of woods, lawn, and lake shore, our charming lake house offers a peaceful retreat in Galesville, Wisconsin. Immerse yourself in the beauty of the surrounding area, just a 10-minute drive from Trempealeau, the Mississippi River, and Perrot State Park. Winona, Minnesota, and La Crosse, Wisconsin, are just a 20-minute drive away. A scenic drive along the Great River Road is a must, allowing you to admire the river’s splendor and the majestic bluffs.

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.

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 , 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!