
House holiday rentals in Winona
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Top-rated house rentals in Winona
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Popular amenities for Winona house rentals
House rentals with a pool

MINNeSTAY* Riverfront Inn | Hot tub
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!

Bear Creek Lodge w/ Pool and Hot Tub
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.

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

3 Bedroom home (sleeps 8)
We had a great time and really enjoyed the house! It’s centrally located, yet quiet at night, and the neighbors we ran into were very friendly. Our kids loved the heated pool (and the amazing pool toys!), and it was great being so close to the lake - each morning we walked the path/sidewalk to spot eagles and other wildlife. One night, we built a bonfire in the solo stove - super fun. Beau was also very communicative and responsive. Definitely a trip to remember!

RARE! Pool, hot tub, garden &chickens! 4m to Mayo
Fantastic stay! The home was spotless, stylish, cozy, and super fun—especially with the pool. The host was incredibly friendly and attentive, making everything smooth and easy. Highly recommend!

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

Secluded home w/pool, hot tub, cold plunge & sauna
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!

The Shack
Our stay at Tim’s house was absolutely perfect with comfortable accommodations for our party of 8! He was incredibly flexible and we couldn’t have asked for a more gorgeous weekend to enjoy the pool, hiking trail, and the gorgeous scenery! Very peaceful getaway with all the comforts of home - would DEF rent again!
Weekly house rentals

Riverview Radiance: 5BR, Scenic Views, Pets OK
We had a wonderful stay! Loved the view of the river, even saw a river cruise boat and several barges. The grands loved the room with 5 beds and the huge shower! Will definitely stay here again!

The Broadway Exchange
A great place to stay! We loved the historic charm of the home and Tanya was an excellent host. It was perfect for our family with kids, especially the third bedroom upstairs that was set up with kids books and a reading area. Would definitely stay here again!

Haven on Huff
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

Waterfront | HOT TUB | Sleeps 15
This house was perfect for our event. So many great amenities and has everything you need! Highly recommend

Relaxing Stylish Home
Everything as expected. Nice quiet neighborhood. Lots of natural light in the home made for a pleasant stay.

The Driftless House - Winona, MN
The house was above what was described in words and pictures Celeste was great to work with. Very responsive and flexible Would recommend this property to anyone.

The Village House Inn
Had a great stay! Place was clean and stocked with kitchen essentials. No complaints! Love that each bedroom has its own bathroom as well, made it super easy for our group.

The Little Train Depot
Shari's place was clean, cool and comfortable. The walk in shower with bench was a lovely plus! Neighborhood was quiet and conveniently located. Enjoyed using the alley in the back to park next to the garage.
Private house rentals

Our Little River House
This was our second time staying here. Just like the first time, our stay was great! We wanted for nothing as the beds are comfortable and the house is very well stocked. It is kept clean and tidy. We visit this area every summer and I would definitely choose to stay again next year!

Driftless Region Retreat-Paradise Valley Sanctuary
Great place. Spotlessly clean! Gorgeous natural setting in Minnesota bluff country. Host was responsive and friendly.

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

Charming home with views of the Mississippi River
Incredible views of the Mississippi! We could have sat on the patio the whole time! Our family was very comfortable at the house while we were in town to visit family. We would love to stay again! The kitchen is newly remodeled and had all the essential dishes and utensils and we made breakfast for our birthday boy during our stay. The kids played ping pong and the peonies blooming around the house were stunning! Great house for a group of people with plenty of room for all to spread out in two living spaces. Thank you for helping our family to create great family memories!

HOUSE ON THE RIVER
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.

Gathering Waters: Stunning River Views
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!

House on the Water
One of the best Airbnb's I have stayed at. The hosts were wonderful to communicate with and the house was perfect!!

Auggie's River Home
You can’t go wrong booking this amazing home. The view alone is amazing! Very comfortable and very well equipped. Don’t second guess this place! Robin
Quick stats about house rentals in Winona
Total rentals
30 properties
Nightly prices starting at
$33 NZD 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
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