Vacation rentals with a fireplace in Winona County

*Prairie Island Bungalow with Water Access*

Welcome to Prairie Island Bungalow (PIB)! Located on Prairie Island in Winona, this home provides the perfect, quiet getaway for work or play, and is your gateway to outdoor adventure in the Winona area. River access is available on our private dock next door! With thoughtful amenities including a fully-stocked kitchen (with coffee and tea!), plush linens, Smart TVs, games and books, a fire pit, snowshoes, and kayak and canoe rentals; we invite you to simply show up and enjoy your stay at PIB!

Parkside Pet Friendly Bungalow

Cozy 3-Bedroom Bungalow Near Lake Winona – Pet-Friendly! Located in a quiet neighborhood. Relax in this charming, family-friendly home just steps from the Lake Winona walking path, dog park, and WSU. Features a fenced yard, firepit, gas & flat-top grills, plus Smart TVs in every bedroom. Queen bed in 2 bedrooms and a full-over-twin bunk in the other. Great for couples, families, or remote workers. Please park in the back (off the alley) or on the street—do not use the driveway next to the home

Treetops Suite, 1 Bedroom @ 7th Street Retreat

Treetops for 2 is located in the heart of Winona a 7-minute walk from train station. The apartment has a secure, self check-in entrance located at the back of the house, has 1 BR (double bed), bathroom (shower), kitchenette and living area. It has a remote controlled heating/cooling system, cable and internet-enabled TV/DVD, and Wi-Fi. Guests share the driveway, back entrance, laundry room, and back patio. The steps up to the apartment are steep. The space is 3 blocks from a charging station.

Quiet Cottage in the Valley with Sauna

Nestled in the bluffs of Winona, Minnesota, The Driftless Retreat is a cottage in the valley just one mile from Saint Mary's University and a 10 minute drive to downtown Winona and the Mississippi River. The cottage features a private front and back entrance, large backyard, and woodburning fireplace. Our hope is that The Driftless Retreat is just that, a retreat away from the every day. We believe that every detail matters and take pride in making your time here relaxing and enjoyable.

Private Farm House W/ Walking Trails - Sleeps 10

Welcome to Smith Family Farm! Our 5th-generation Family Farm was built in 1876 and beautifully renovated. This historic 30-acre retreat offers the perfect blend of peace and play. Located about 5 miles off I-90, we feature a 7-hole disc golf course, private walking trails, and a sun-drenched deck for morning coffee. With space for 10 guests, a Blackstone griddle, and a cozy fire pit, it’s the ultimate Minnesota getaway for families and friends. Come make your own history at the farm!

Martha's Place

This cabin is conveniently located right next to the city park and 3 Bar and Grill establishments. 1 mile from Whitewater State Park and just 15 minutes to put your boat in the Mississippi River. Lots of beautiful scenery to hike, bike, walk the trails, fishing in natural streams and climb the Elba Fire Tower for some sights to see! Great for hunting of all kinds or just to get away for a weekend! Completely remodeled inside and out. Modern amenities with a little old school flare.

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!!!

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.

~ 71 Johnson Street ~

This beautiful brownstone house is conveniently located in the heart of beautiful downtown Winona MN! It is within close proximity to many attractions Winona has to offer such as: Mississippi River front access, coffee shops, restaurants, bars & lounges, Winona State University, Lake Winona, hiking/biking trails, Shakespeare Festival, Minnesota Marine Art Museum, and much more! Please allow us to make your next stay in beautiful Winona a memorable one!

Nana & Papa's

Welcome to Nana & Papa's, our home away from home. Tucked in the corner of Minnesota, nestled between bluffs & water, Winona is the perfect getaway. Within minutes of lakes & the Mississippi, our home is in a quiet neighborhood, within walking distance of parks & a cozy cafe. You will have our entire property to yourselves, & we are only a phone call away should you need anything. We look forward to your stay, & hope you love this home as much as we do.

The BRD Nest Mississippi River Home with Views

Breathtaking views of the Mississippi River & Minnesota Bluffs from this spacious 2700sq ft home! A mile to boat launching and .5 mile to Perrot State Park for outdoor adventures! Relax and enjoy the breeze from the River on the balcony. Enjoy the deck and grill your dinner while you watch the sunset up the River for postcard like pictures! Wildlife and woods surrounds the back of the house for a truly peaceful stay.

River Retreat

Come make some memories at this unique and family-friendly place. This is a two bedroom 1 loft, 1 bath house on the outskirts of La Crosse 10 minutes from downtown La Crosse. Enjoy the spacious living room, a dine in kitchen, and a workstation for laptops. The patio has a pellet grill and a propane fireplace. Beds include: 1 king, 1 full, 3 twin. There is now a extra off street parking spot for your boat.