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Vacation rentals in Trempealeau

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Top-rated vacation rentals in Trempealeau

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Top guest favorite

The bathroom features a cast iron soaker tub and two pedestal sinks with modern fixtures. Elegant tile flooring complements the neutral color scheme, while two area rugs add comfort. Natural light enters through a skylight, enhancing the overall spacious feel of the room.

4.99 out of 5 average rating, 706 reviews

Penthouse Retreat-Near Downtown Winona!

Hi! This beautiful loft is conveniently located in the heart of Winona MN! Only a few blocks from the downtown and in close proximity to many other attractions Winona has to offer such as: Coffee, restaurants, a wine bar, Winona State University, Mississippi River, Lake Winona, hiking trails, Shakespeare Festival, Minnesota Marine Art Museum, and much more! Please allow us to make your next extended stay in beautiful Winona a memorable one! * MUST CLIMB STAIRS TO UNIT- LOCATED ON THE 3RD LEVEL

A fire pit is centrally positioned, with flames flickering and casting a warm glow. The tranquil water stretches out in the background, reflecting soft blues and grays of the twilight sky. Silhouettes of distant hills are visible, completing the serene landscape.

Cottage in La Crosse

4.88 out of 5 average rating, 319 reviews

Sunsets on the Edge

My place is 10 minutes from downtown La Crosse, close to the airport, but you'll feel a world away. You’ll love my place because of the peace and quiet, but mostly THE VIEWS. All the modern conveniences of dishwasher, microwave, shower and stove/fridge, washer & dryer. You'll never see the same sunset! My place is good for couples, solo adventurers. Full list of amenities available, but worth noting here that coffee is NOT provided. There is a drip coffee maker, as well as a Keurig for pods.

A child stands in an open field, holding a small black chick in both hands. The background features a soft blue sky with gentle clouds, creating a serene outdoor atmosphere.

Farm stay in Dakota

4.94 out of 5 average rating, 281 reviews

The Bungalow at the Healing Refuge

Welcome to The Healing Refuge! Come experience life on a Minnesota farm nestled in the rolling hills of the Driftless region. Relax out on the deck, swing in a hammock among the trees, or enjoy a walk through our beautiful cover crop fields. This is a working farm and depending on the season, you are welcome to help collect eggs, learn from the horses, observe the farm animals, and find out about regenerative agriculture. We want your experience at our farm to be relaxing and refreshing!

A private deck is shown, featuring a small table with two chairs, overlooking a scenic view of the water and trees. Bright blue skies and distant hills are visible in the background. The deck has wooden flooring and a covered roof.

Home in Fountain City

4.95 out of 5 average rating, 130 reviews

River Road Abode: breathtaking river views

Entire 2 bedroom home with amazing views of the Mississippi from every room in the house. 3 unique decks to watch birds, barges, boats, bluffs and trains. Out front you can wave at people passing by on the Great River Road. Located near WI and MN state parks, wineries, breweries, and restaurants. Adventure outdoors or stay in and watch all the Mississippi has to offer from the private patio and decks. Trains pass by property day & night. Home is well insulated & ear plugs are provided.

The interior of the cabin features warm wooden walls and ceilings, creating a cozy atmosphere. A staircase leads to an upper level. A round dining table with wooden chairs is positioned in the foreground, while the kitchen, equipped with appliances, is visible in the background.

Cabin in Dakota

4.91 out of 5 average rating, 210 reviews

Secluded cabin in beautiful river valley.

Cozy Cabin in the woods! You can go hiking, cross country skiing, snow showing, bird watching, 5 minutes from the Mississippi River, local shopping in LaCrosse, Wi. and Winona, Mn. Or just simply sitting around the campfire and enjoying the peace and quiet of nature. Great River Bluffs Mn state park is widely known for cross county, and hiking trails! Beautiful views of the Mississippi! Located within minutes. You can enjoy outside dining with our gas grill. Fire wood is available.

Top guest favorite

A spacious deck offers seating arrangements with two armchairs and a central table. A grill is covered nearby, with a scenic view of the surrounding hills and distant structures visible through the railing. The deck features a light-colored wooden surface under a cloudy sky.

Apartment in Trempealeau

4.98 out of 5 average rating, 121 reviews

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.

The entrance to the cottage is shown with a welcoming door and a flower box filled with vibrant flowers. The deck and lake are visible in the background, surrounded by lush greenery. A doormat with colorful designs adds a cheerful touch.

Cottage in Onalaska

4.89 out of 5 average rating, 350 reviews

Northshore Cottage (2 bedrooms) on Lake Onalaska

Come stay at our cozy and comfortable two bedroom cottage located in a quiet neighborhood with views and access to Lake Onalaska. Walk across the street to hiking/biking trails. Near the Great River State Bike Trail. The Lake Onalaska canoe/kayak trail goes past our shoreline. Two sit on top kayaks and two easy ride bicycles are included. There are fishing boat rentals nearby or you can fish from the shore while enjoying Lake Onalaska's famous sunsets. No cleaning fee!

The exterior of a home is shown, featuring a stone facade with a sunroom that includes large windows. Lush greenery surrounds the structure, and a well-maintained lawn is visible in the foreground, offering a serene atmosphere.

4.91 out of 5 average rating, 246 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.

A wooden dock extends into Lake Onalaska, surrounded by tall grasses and water vegetation. A simple bench provides a resting spot near the water's edge, with distant hills visible on the horizon under a muted sky.

Apartment in Onalaska

4.88 out of 5 average rating, 229 reviews

Lakefront Studio

Lakefront studio One bedroom studio on the edge of the Upper Mississippi Wildlife Refuge. Surrounded on one side by beautiful Lake Onalaska with prairie walking trails on the other. You will not find a closer view of Lake Onalaska. There are two public boat landings less than a mile away. Stay and experience all that "God's Country" has to offer. Now sleeps three: We’ve added a new folding cot to accommodate an extra guest. *No cleaning fees*

A serene view of a pond reflects the surrounding greenery and the cabin perched on a hill. Lush vegetation and trees frame the area, with a variety of plants visible along the water's edge, contributing to a tranquil outdoor setting.

Cabin in Onalaska

4.93 out of 5 average rating, 101 reviews

Backwaters lodge

This cabin sits overlooking a beautiful view of the water where you will see all types of wildlife. The eagles sit in the giant oak trees just off the porch. Walk down to the dock and drop a line in for fishing. .The state bike/snowmobile/hiking trail is within 3 minutes. The boat landing is 1 mile away. You have your own private dock. We also just added a hatchet throwing target We charge a 25.00 per visit pet fee.

Large glass doors open to reveal a winter landscape, showcasing a snow-covered outdoor patio with two chairs. The scene features a distant view of the Mississippi River and surrounding hills under a gray sky.

4.97 out of 5 average rating, 155 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. We have one outdoor security camera. Sorry, No pets.

Top guest favorite

An antique wooden cart is positioned in a grassy area, adorned with flowers and plants. A small structure resembling a house sits atop the cart, complemented by a flowering tree nearby. The scenic landscape includes rolling hills in the background.

Loft in Arcadia

4.99 out of 5 average rating, 155 reviews

Tamarack Point Homestead

Tamarack Point Homestead is located between Arcadia, WI and Centerville, WI in the beautiful valley of Tamarack. This scenic 150 year old homestead has an outbuilding loft that allows you to enjoy the country lifestyle and experience the best that Trempealeau County has to offer. Certified to operate by the Trempealeau County Health Department.

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Other great vacation rentals in Trempealeau

An aerial view captures the cozy home nestled among vibrant autumn foliage, overlooking the winding Mississippi River. A spacious deck extends from the home, providing an outdoor relaxation area surrounded by a lush landscape of diverse trees and natural beauty.

Cabin in De Soto

4.95 out of 5 average rating, 76 reviews

Paradise Point sleeps 4 Hot Tub

RoseRating, 5 stars2 weeks ago

We loved our peaceful stay at Kari’s Airbnb. We enjoyed sitting on the deck and watching the raptors, soaking in the hot tub, and making snores over the fire pit. Can’t wait to come back!

Large glass doors provide a view of the serene lake, framed by green hills in the background. The porch area features wooden rocking chairs and a dining table, offering a comfortable space for relaxation and enjoyment of the outdoors.

Cabin in La Crosse

4.89 out of 5 average rating, 18 reviews

French Island Lakefront Cottage

KatieRating, 5 stars7 months ago

This place was perfect and cozy. We loved the view! Nancy was quick and easy to communicate with. We can’t wait to come back!

An upper deck furnished with a variety of seating options, including comfortable lounge chairs in red and black, a gray sectional, and a cooler. The area is surrounded by the marina's boats and greenery, presenting a relaxed space for enjoying river views.

Houseboat in La Crosse

4.91 out of 5 average rating, 23 reviews

b3 Couples Therapy Yacht

PhilRating, 5 stars1 week ago

The houseboat was a unique and fun variation on vacation stays. It was a busy marina but quiet by 9:00 so no problems with noise. Several nearby restaurants to choose from or could cook/grill on the boat. I communicated with Greg via text, he was very willing to help but no issues so no need for further communication. I would highly recommend this location.

A neatly stacked collection of firewood is positioned beside a stone fireplace. The logs display natural variations in color and texture, showcasing earthy tones. The stonework surrounding the fireplace offers a contrasting smooth surface, contributing to a rustic yet cozy ambiance.

Cottage in Winona

4.89 out of 5 average rating, 72 reviews

Quiet Cottage in the Valley with Sauna

SydneyRating, 5 stars2 weeks ago

Heather’s cottage was an amazing place to stay, my boyfriend and I would definitely come back!

Top guest favorite

Cabin in De Soto

5 out of 5 average rating, 6 reviews

Hygge Cabin, Sauna-Firepit-R&R

JohnRating, 5 stars2 weeks ago

Clean, newly updated, everything we needed available, easy to find, great communication and quick response from owner, everything worked perfectly, peaceful private location , and well priced, what more can you asked for. I’m already planning my next fishing trip and plan on staying here again.

A modern tiny house exterior showcases textured wood shingles and large windows. A welcoming patio area features a sectional seating arrangement and a small table. Steps lead up to a sliding glass door, allowing natural light to fill the interior space.

Tiny home in Winona

4.94 out of 5 average rating, 88 reviews

Warbler Lodge

MarthaRating, 5 stars3 days ago

I visit this place annually for my birthday. Peaceful, well appointed, clean, with great views. Located in the lovely Prairie Island Campground in Winona, Mn, this tiny house offers all the benefits of the campground, including Saturday night concerts, a birding walk, a fire pit, and more. Close to lots of wonderful Winona museums, restaurants, shops, and farmers market (Saturdays). Outstanding experience!

Top guest favorite

A wooden console table is positioned against a wall, showcasing a woven basket filled with brochures and local guides. A detailed map is spread out beside a binder filled with information about the area, providing resources for guests to explore the surroundings.

4.99 out of 5 average rating, 73 reviews

The Little Train Depot

PaulRating, 5 stars2 days ago

We really enjoyed our stay here! We especially enjoyed that they allowed our dog. Yes, we noticed the trains, but it really wasn't bothersome. The kitchen had everything we needed to make several meals. Everything was very clean. We walked to near by lakes and toured downtown. Since our son lives in town, we would love to stay here again in the future!

A spacious living area features a gray sectional sofa adorned with decorative pillows. A glass coffee table sits atop a textured area rug, accompanied by a decorative tray and candle. Wall art featuring leaf motifs and hanging greenery adds a touch of nature to the room.

Guesthouse in Onalaska

4.93 out of 5 average rating, 54 reviews

Waterfront

SusanRating, 5 stars5 days ago

Great place in a great location. Shy has gone out of her way to create a comfortable and welcoming space, with attention to detail. There's not a lot I can add to previous reviewers' comments, except to confirm that the ceiling height is fine - my 6'6" husband was very comfortable and we definitely hope to stay here again on our next visit to Onalaska!

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