House vacation rentals in Winona

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Popular amenities for Winona house rentals

House rentals with free parking

Guest favorite
The exterior of an old Mobil gas station, originally built in 1925, is shown. The building features a flat roof and large windows with red trim. Two vintage gas pumps sit in front, displaying the price of 37 cents, surrounded by a landscaped area.
Home in Peterson
4.95 out of 5 average rating, 37 reviews

Historic Mobile Inn

CarolRating, 5 stars1 week ago
Thank you for hosting us at your home in Peterson. What a great way to highlight the Historic Mobile Station. The artifacts decorating the inn were so cleverly displayed throughout the AirBNB. The place was very clean with all the amenities one needed. It was perfect for the two of us for our time away to golf, bike and hike. Several restaurants in neighboring towns were great. The price was very fair. Sarah was very clear and proactive with directions. We would definately consider staying there in the future.
Guest favorite
A dining nook features a round white table surrounded by colorful chairs in green, orange, and black. Natural light filters through two windows, illuminating the wooden floor. A framed art piece and decorative items add character to the welcoming space.
Home in Fountain City
4.93 out of 5 average rating, 59 reviews

Our Little River House

KatieRating, 5 stars3 days ago
This was the perfect little gem!! House had a beautiful view of the river and bluffs, right in the heart of Fountain City. The house was super clean, had everything we needed, and the added bonus was that the floors must have been very well insulated because putting our babies to bed upstairs, you couldn’t hear anything happening downstairs! There was a private back yard for our dog to run around in as well which was perfect. Would definitely recommend and I hope to return!
Top guest favorite
The exterior of the home features a light blue facade with architectural details, complemented by a spacious wooden deck. An American flag gracefully fluttering enhances the inviting atmosphere. Surrounding greenery adds a touch of nature, creating a welcoming outdoor space.
Home in Minneiska
5 out of 5 average rating, 36 reviews

Riverview Radiance: 5BR, Scenic Views, Pets OK

RakuRating, 5 stars2 weeks ago
Beautiful home! Very clean. Gorgeous view of the river from the deck. We stayed in May to celebrate a 50th wedding anniversary and had a great time. Plenty of room for adults and kids. Would definitely return!
Top guest favorite
A serene landscape showcases rolling green pastures bordered by lush trees. The expansive sky is filled with soft, wispy clouds, creating a calm atmosphere. Fenced areas are visible in the foreground, highlighting the rural setting and natural beauty of the surroundings.
Home in Plainview
4.99 out of 5 average rating, 95 reviews

EXPERIENCE COZY home! Goats, sheep, cattle, views!

CourtneyRating, 5 stars2 days ago
Lorne’s place was absolutely spectacular. We stayed here for a motocross race about 35 mins away. This was such a peaceful property - with beautiful views including the farm animals! Lorne was a wonderful host and even gave my son a tour of the property and let him catch a goat to hold. Lorne’s restaraunt just down the road really tops off the whole experience. I highly recommend especially for other moto riders visiting for Spring Creek and be sure to grab a bite - breakfast, lunch or dinner, at the restaurant!
Guest favorite
A renovated home features a blend of dark siding and light wood paneling. Large windows allow natural light to fill the facade, while an ornate iron gate and pathway lead to the entrance. The lawn is well-kept, enhancing the inviting appearance.
Home in Winona
4.9 out of 5 average rating, 41 reviews

The Broadway Exchange

BonnieRating, 5 stars2 days ago
The house was very clean, instructions where clear and wonderful communication with owners
Guest favorite
A well-lit living area features large windows with light filtering through, a patterned armchair, and a gray sofa. A decorative mirror, wall clock, and potted plant complement the space, while the hardwood floor is covered by an area rug with geometric designs.
Home in Winona
4.95 out of 5 average rating, 64 reviews

Haven on Huff

AshleyRating, 5 stars3 weeks ago
It was the best time my family and i have had in an incredibly long time enjoyed having just the two tvs and where they were located because people focus so much on screens these days and we were able to watch movies and just enjoy each other. They were incredible with communication and everything would definitely be coming back next year for my brother graduating again. The beds and everything were extremely comfortable couldn’t say enough great things about their home
Guest favorite
A vibrant view of the Mississippi River is captured, showcasing a large red dock extending into the water. Lush greenery lines the riverbank, with trees and shrubs providing a natural backdrop. The clear blue sky adds to the serene setting, inviting relaxation and enjoyment.
Home in Winona
5 out of 5 average rating, 14 reviews

Waterfront | HOT TUB | Sleeps 15

BriannaRating, 5 stars3 months ago
This is a great spot located between Winona and La Crosse with so many things to do! The Airbnb is located right next to railroad tracks but the host does provide earplugs to help with the noise. The directions were very clear to get to the home. The home was very clean and aesthetic! The host provided many board games and the house had lots to do for a quiet night in. Definitely would come back!
Guest favorite
A charming two-story house is presented with crisp white siding and blue shutters. The inviting front porch features a wooden railing and outdoor seating. A spacious driveway and well-maintained yard add to the home's appeal, with a distant garage visible in the background.
Home in Winona
4.94 out of 5 average rating, 99 reviews

A Stone's Throw Bungalow

MariannaRating, 5 stars5 days ago
Megan was such a friendly and responsive host, and her home was the perfect place for my kiddos and me to stay when we were visiting family in Winona! The home has a beautiful, big fenced-in yard with plenty of grass to play in, all of the amenities that we needed, including smart TVs, all of the kitchen appliances we wanted, games and puzzles, and a nice long driveway. It’d also located just across the street from the lake, which is really convenient and so lovely! All of Megan’s amazing photography lining the walls is an added bonus :) We can’t wait to stay here again the next time we’re in town. Thanks, Megan, for giving my crew such a cozy and comfortable place to land!

House rentals with a pool

Guest favorite
Home in Hager City
5 out of 5 average rating, 18 reviews

MINNeSTAY* Riverfront Inn | Hot tub

KellyRating, 5 stars2 weeks ago
This property is utterly blissful! The home is luxurious, comfortable, and fully stocked with thoughtful amenities. Every surface, inside and out, was sparkling clean and well cared for. The property is serenely beautiful, and the views will take your breath away. The pool was the finest of any Airbnb pool we have ever had the pleasure of enjoying: pristine, well heated, and meticulously cared for by a kind gentleman who went above and beyond to ensure perfection. The sunsets over the fire pit are priceless. Correspondence with the host was immediate, helpful, and friendly. We are verklempt! Thank you sincerely for sharing this treasure with us!
Superhost
A circular pool is surrounded by a wooden deck, featuring two lounge chairs facing the water. A waterslide is positioned at one end of the pool, while the lodge with a dark roof and large windows is partially visible in the background, framed by lush greenery.
Home in Dorchester
4.84 out of 5 average rating, 108 reviews

Bear Creek Lodge w/ Pool and Hot Tub

StaceyRating, 5 stars1 month ago
We had a great stay. Host was very responsive and sent clear instructions for checkin. Location was really good for a family reunion we were attending in Caledonia, MN. Whiel the house is on a highway next to a motel, it was very private and quiet in the house. House has 3 bedrooms (each with a queen size bed) as well as a basement with 2 queen beds, so there was plenty of room for all of us. Most of the house was very clean and neat. There were a ton of amenities and the kitchen was very well stocked. The only bad thing was that someone had put away dirty dishes in the cupboards and drawers. Since the guest is supposed to clean all dishes and put them away before leaving, I am assuming that the previous guests did this. However, the cleaners should probably check for this. I would stay here again if visitng relatives in MN.
Guest favorite
A modern, single-story house is set among lush greenery, featuring a welcoming front porch with steps leading to the entrance. A driveway accommodates vehicles, while the yard is adorned with well-maintained grass and a variety of plants. Nearby structures are visible, contributing to the neighborhood's charm.
Home in La Crosse
4.97 out of 5 average rating, 30 reviews

Brand New, 3 Bed/ 2 Bath w/ Parking on UWL Campus

JenniferRating, 5 stars3 days ago
I booked this location nearly 15 months in advance for State track due to its proximity to UWL. Josh was very friendly in asking about our arrival, and upon arrival he had a bottle of wine for us and a nice note :) The house met every need necessary for us for our stay, that's for sure! I wasn't aware, prior to arrival, due to not reading probably some other reviews, that it was currently being inhabited versus being just a rental, but it felt like I was staying at a family member's and just felt comfortable and homey :) Because it was clear that they trusted us with some belongings they had in the house yet, it felt as though I could trust them. Not to mention we forgot a pair of sunglasses there and they texted asking if they were ours. This was the absolute PERFECT location for our purpose for being in town! Would definitely rent again but for the fact we are done with HS sports and on to college meets. Thanks, Josh, for trusting us with your home!
Guest favorite
The bungalow features a charming gray exterior, framed by a well-maintained lawn. A welcoming porch is equipped with yellow chairs, inviting relaxation. Tall trees provide shade in the surrounding area, enhancing the outdoor space.
Home in Lake City
4.82 out of 5 average rating, 17 reviews

3 Bedroom home (sleeps 8)

JessieRating, 5 stars2 weeks ago
we loved our stay! the pool was incredible and the house was gorgeous and VERY comfortable!!
An above-ground pool is surrounded by a textured black barrier, with a greenish water surface reflecting the trees nearby. A pool skimmer is visible, and a cleaning pole rests on the side. The area appears serene and is bordered by natural landscaping.
Home in Merrillan
4.58 out of 5 average rating, 24 reviews

Comforters of a Quiet Lake

MelanieRating, 5 stars22 months ago
Nice place but pretty run down. The pictures don't really match what you see once you get there. The lake is VERY small, like a pond. In my opinion, it is not worth it to rent the pontoon, there is nowhere to go. Not a safe place for small kids. For 200$ or so a night, it was not my cup of tea, compared to others I've stayed at.
Top guest favorite
Two individuals are seated in a green float in the expansive pool, overlooking a vast landscape. The sun shines brightly above, casting reflections on the shimmering water, while rolling hills and trees extend into the distance.
Home in Rochester
5 out of 5 average rating, 40 reviews

RARE! Pool, hot tub, garden &chickens! 4m to Mayo

ArykaRating, 5 stars1 week ago
Tiffany was extremely responsive and communicated very well! The home was beautiful, especially with the outdoor views. Such a great place to stay at.
Superhost
A modern single-family home showcases a dark exterior with a spacious two-car garage. The front yard is neatly landscaped, featuring green grass and a young tree. A covered porch provides shaded entry, with large windows allowing natural light to stream indoors.
Home in Rochester
5 out of 5 average rating, 3 reviews

Unit 2365J | 2bd/2bth | Single-Family Home

JoRating, 5 stars2 months ago
For an extended stay, this home fits the bill. It is in a very handy location with restaurants, grocery stores, gas stations, etc., only a few blocks away. The home is new & in a new area, where the properties are nice , very well maintained & managed. Allison, our coordinator did a very good job of answering our questions any time we called her . If available, we would definitely stay there again should we ever need an extended stay in Rochester.
Superhost
A spacious deck surrounds a large above-ground pool, featuring a safety railing and a shaded area from a large sun sail. Lounge chairs are positioned nearby, inviting relaxation in a peaceful outdoor setting.
Home in Onalaska
4.83 out of 5 average rating, 23 reviews

Cozy, quiet place w/pool/hot tub

AshleyRating, 5 stars4 days ago
Perfect home for a larger family or group! We really enjoyed our time at Mindy’s home. There was plenty of space for everyone and the pool and hot tub were bonuses! We were in town for a wedding and Mindy was very flexible with check-in and very responsive and kind. Beautiful location with a ballpark right across the street. Highly recommended, Thank you!

Weekly house rentals

Top guest favorite
A two-story A-frame house is presented, featuring a combination of wood and stone elements. A spacious deck with a wooden railing extends across the front. Large windows allow natural light to enter the interior, while a concrete driveway leads to the garage underneath.
Home in Stoddard
5 out of 5 average rating, 26 reviews

A-frame Home on Trout Stream

JeremyRating, 5 stars4 days ago
Beautiful and natural, quiet and private along trees and a trout stream. Many indoor and outdoor spaces, even for dining and relaxing. Well stocked kitchen appliances and little, homy touches like bandaids, Tide pen, games and puzzles. Only 8 minutes from the Shrine, 8 minutes from small-town prices, eats, and ice cream of Stoddard, and 15 minutes of downtown LaCrosse. Amazing stay.
Top guest favorite
Two Highland cows graze peacefully in a vibrant green meadow, surrounded by a lush landscape of trees and rolling hills. The sun illuminates the scene, highlighting the cows' distinctive long hair and gentle demeanor against the backdrop of the serene nature.
Home in Brownsville
5 out of 5 average rating, 19 reviews

Driftless Region Retreat-Paradise Valley Sanctuary

BarbaraRating, 5 stars3 days ago
Our family had a delightful stay. The home was cute, clean, and extremely well equipped. There wasn't one thing that we needed that wasn't provided. Lydia always responded promptly to questions. The location allowed for complete privacy and quiet downtime. We will definitely return!
Top guest favorite
The single-story home features a light exterior with blue shutters. A wooden deck extends from the front, providing access to the main entrance. Surrounding grassy areas lead to open fields, while a building with a green roof is visible in the background.
Home in Hokah
4.97 out of 5 average rating, 62 reviews

Ridgeview Retreat 11244 Davy Road Hokah, MN 55941

DeniseRating, 5 stars3 weeks ago
Lovely, quiet setting for 3 generations of family members to celebrate a family graduation from UW-La Crosse. Lots of space in the kitchen, dining area and living/family room. The kitchen was extremely well stocked with dishes, utensils, serving bowls, etc. Felt just like our home kitchen. Jean even checked with neighbors to see which direction would be best for road walking (such as no loose dogs). We returned home from graduation to find a beautiful glass vase filled with happy daffodils waiting on the step for us. Highly recommend this property and host!
Guest favorite
A spacious family room features large windows that provide natural light and views of the surroundings. A wood-burning fireplace is located beneath a wall-mounted TV. Comfortable seating includes a large sectional and two armchairs, enhancing the inviting layout.
Home in Wabasha
4.94 out of 5 average rating, 62 reviews

HOUSE ON THE RIVER

KarenRating, 5 stars2 weeks ago
Great space and views towards the river. River access not far away. We kayaked near there and Gina /Troy had several U.S. Fish and Wildlife Service maps available. So much to do and see nearby so rain and chilly weather wasn't a deterrent. We only encountered very friendly and helpful people. Great place to explore.
Top guest favorite
A spacious living area features large windows offering views of the Mississippi River Valley. Comfy furniture, including a sectional sofa and accent chairs, is arranged around a central coffee table. Soft colors create a serene atmosphere, complemented by natural light streaming through the windows.
Home in Genoa
5 out of 5 average rating, 91 reviews

Gathering Waters: Stunning River Views

AuburnRating, 5 stars3 days ago
If I could give this 6 stars I would! This is the most well-stocked airbnb, and the perfect place for our girls getaway weekend. Would definitely stay here again!
Guest favorite
The open kitchen features wooden cabinets and stainless-steel appliances, complemented by a dining area with a circular table surrounded by six wooden chairs. Natural light floods through large windows, illuminating the polished hardwood floor.
Home in Blair
4.97 out of 5 average rating, 37 reviews

Med Park House

JackieRating, 5 stars3 days ago
It was perfect for what we needed. Glen was very accommodating and helpful in his communication. We would stay there again when we ever back in the area.
Superhost
A charming farmhouse exterior is displayed, featuring a large deck with seating arrangements and vibrant landscaping. Green hills stretch into the background under a clear blue sky, complemented by the farmhouse's white siding and red accents.
Home in Caledonia
4.73 out of 5 average rating, 73 reviews

Scenic View Farmhouse by Crick!

JesseRating, 5 stars2 weeks ago
The house is in a great spot. we had a very relaxing stay. It's a rustic place with a great view. The birds were really active where we heard owls, saw herons, finch, black birds, cardinals, and many other birds. As we explored found many different kind of plants and flowers.
Guest favorite
A spacious living area is visible, featuring a comfortable brown sofa and a media console with a television. An adjacent dining space includes a large wooden table with multiple chairs. Natural light filters through large windows, creating a bright and inviting ambiance.
Home in La Crescent
4.95 out of 5 average rating, 44 reviews

River Retreat

MoniqueRating, 5 stars2 weeks ago
We had a great time staying here at Andrew’s place. It was so spacious and beautifully sat across the river. It was the perfect spot to host a family get together with access to the barbecue and outdoor fire place. They even provided all condiments needed in the kitchen with a well stocked kitchen and bathroom essentials. Andrew was very responsive and gave recommendations on near by entertainment.

Quick stats about house rentals in Winona

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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