Vacation rentals in Trempealeau

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Top-rated vacation rentals in Trempealeau

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Guest favorite

Farm stay in Dakota

4.94 out of 5 average rating, 268 reviews

The Bungalow at Heart and Soil Ridge

Welcome to Heart and Soil Ridge! 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, observe the farm animals, learn about regenerative agriculture, and visit our Fox Red labradors. We want your experience at our farm to be relaxing and refreshing!

Guest favorite

Tiny home in La Crosse

4.94 out of 5 average rating, 123 reviews

Come unwind with us at Kindred Tiny House.

Come unwind with us at Kindred Tiny House. Take in beautiful Wisconsin outdoors in a Scandinavian-inspired tiny home themed with simplicity & relaxation in mind. This home features a full bath, kitchenette, & room to sleep three. Step out to experience a wooded private outdoor space featuring a fire pit, access to trails, & seasonally available shared access to a large salt water pool. Located approximately 15 minutes from downtown La Crosse, you’ll be able to enjoy all the area has to offer!

Guest favorite

Cottage in Rushford

4.97 out of 5 average rating, 199 reviews

Relax, Recharge and Reconnect at The Hiding Place!

Nestled in the beautiful bluff country of SE Mn. THE HIDING PLACE COTTAGE is the perfect retreat when you want to relax, reconnect & recharge! This private cottage sits on a 43 acre property, has a King sz. bed, fireplace, kitchenette, large deck, fire pit and more! Enjoy the onsite wooded hiking trails, golf across the highway at Ferndale Golf Club, enjoy the SE Mn. biking trail or tube/canoe/kayak the Root River- both only 2 miles away. Snowmobilers-jump right on the trail from the property!

Superhost

Bungalow in Trempealeau

4.85 out of 5 average rating, 119 reviews

The Bungaleau

The Bungaleau is close to everything in Trempealaeu Wisconsin. Walk just 1 block to the Historic Trempealeau Hotel to enjoy great food, music and beautiful sunset along the Mississippi River. If your into biking few short blocks will get you on the Great River State Trail. Hike Perrot State Park or Brady's Bluff, Visit Elmaro Vineyard. Trempealeau is a little piece of paradise along the Mississippi. My place is good for couples, solo adventurers, business travelers, and families (with kids)

Guest favorite

Loft in Winona

4.99 out of 5 average rating, 657 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

Guest favorite

Home in Onalaska

4.94 out of 5 average rating, 143 reviews

Little House on the Prairie

Enjoy this newly remodeled 2 bedroom 1 bath house located on beautiful lake onalaska only minutes from town, but far enough away to enjoy the quiet peacefulness of nature. There is a large backyard with lake access for year round activities (boating, fishing, kayaking, canoeing, and ice fishing. Schaeffer's boat landing and rentals is just a short walk away, and a popular restaurant is also within walking distance. A beautiful walking/biking trail is nearby, and many other attractions.

Guest favorite

Cabin in Dakota

4.91 out of 5 average rating, 192 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.

Guest favorite

Cottage in Onalaska

4.88 out of 5 average rating, 327 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!

Guest favorite

Rental unit in Trempealeau

4.97 out of 5 average rating, 116 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.

Guest favorite

Home in Winona

4.91 out of 5 average rating, 227 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.

Guest favorite

Home in Winona

4.97 out of 5 average rating, 141 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.

Guest favorite

Loft in Arcadia

4.99 out of 5 average rating, 143 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.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Trempealeau vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Trempealeau's top sights

The Historic Trempealeau Hotel, Restaurant and Saloon12 locals recommend

Pizza Corral7 locals recommend

Sullivan's Supper Club6 locals recommend

Other great vacation rentals in Trempealeau

Guest favorite

Cottage in Winona

4.93 out of 5 average rating, 55 reviews

Esther’s Cottage

Guest favorite

Home in Trempealeau

4.84 out of 5 average rating, 19 reviews

Charming home with views of the Mississippi River

Guest favorite

Cottage in Winona

4.89 out of 5 average rating, 46 reviews

Quiet Cottage in the Valley with Sauna

Guest favorite

Home in Trempealeau

4.9 out of 5 average rating, 10 reviews

Scenic Trempealeau Retreat

Guest favorite

Townhouse in Galesville

4.93 out of 5 average rating, 41 reviews

Cozy 2 bedroom penthouse!

Guest favorite

Tiny home in La Crescent

5 out of 5 average rating, 23 reviews

Historical Stay! "The Depot" Tiny House

Guest favorite

Cabin in Onalaska

4.93 out of 5 average rating, 97 reviews

Backwaters lodge

Superhost

Home in Galesville

4.92 out of 5 average rating, 12 reviews

Lake Haven

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Quick stats about vacation rentals in Trempealeau

Total rentals
10 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
680 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
The Historic Trempealeau Hotel, Restaurant and Saloon, and Hungry Point LLC

Vacation rentals in Trempealeau

Top-rated vacation rentals in Trempealeau

Farm stay in Dakota

Tiny home in La Crosse

Cottage in Rushford

Bungalow in Trempealeau

Loft in Winona

Home in Onalaska

Cabin in Dakota

Cottage in Onalaska

Rental unit in Trempealeau

Home in Winona

Home in Winona

Loft in Arcadia

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Trempealeau vacation rentals

Stay near Trempealeau's top sights

Other great vacation rentals in Trempealeau

Cottage in Winona

Home in Trempealeau

Cottage in Winona

Home in Trempealeau

Townhouse in Galesville

Tiny home in La Crescent

Cabin in Onalaska

Home in Galesville

Quick stats about vacation rentals in Trempealeau

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore