
Pet-friendly holiday rentals in Winona
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Top-rated pet-friendly home rentals in Winona
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Winona pet-friendly home rentals
Pet-friendly house rentals

Casa Bella Rosa - Private Custom Estate
Beth was awesome to work with. Extremely responsive, and so kind and flexible to allow us to check in early with our baby so she could catch a nap. We used this space with friends for a wedding in that area and it was perfect. Highly recommend staying here.

The River Shack
Truly a cute fishing/hunting cabin! Compact but comfy, will sleep a lot of folks, carport with grill, well equipped kitchen. Took a bit to get used to the train tracks, but really wasn’t disturbing - which was a bit of a surprise. Love the sunsets!

Lovely bungalow!
Very cozy place! Felt right at home with the string lights inside and outside with a fenced in yard. Had all necessary amenities and more. The cleanliness was something I noticed right when I walked in. Highly recommend to stay here!

Spacious Modern Home Near Mayo, St. Mary's Campus
This house was perfect and Hana was so kind and helpful. We were traveling with our 14 month old and everything we could have needed was provided. It was such a nice place to go to after long days. We'll plan to stay here again when we have Mayo appointments.

Historic Carter House-Rivertown Romance-Licensed!
Check in was easy and Signe was very communicative. We enjoyed drinking our coffee in the big yard and learning about the history of the place. We had everything we needed including tips on exploring the area. We recommend Grandad Bluff and the Pizza Cruise. Great town if you appreciate dive bars and Mac n cheese.

Secluded Modern Farmhouse
great little gem! adorable house that is surprisingly incredibly spacious. the kitchen is large and equipped with everything you need. tons of beds and each room is really comfortable. the property is so pretty and peaceful. we stayed up far too late around that fire pit too! we will absolutely be back. Rachel is a great host too. excellent communication and was willing to work with us. definitely recommend staying here!

Charming Historic Home est. 1898
This is a lovely place to stay if you're ever in Viroqua. On a quiet street but walkable to everything. One person (out of 6) felt stuffy inside--maybe since it's an older house, and was able to stay elsewhere after her first night. The rest of us, usually sensitive to those things, felt fine. Overall, we loved it!

Bogus Valley Holm Country/Farm Pepin/Stockholm
The Holm was perfect for a mini friend reunion as we were all in town for a wedding! The sauna and 10 minute drive to the winery venue definitely sold us on the property. But it was also peaceful and charming with enough beds for what we needed. I almost wish we would have booked another night so we could enjoy all the little hangout spots outdoors!
Pet-friendly home 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!

2 Bedroom Condo - Sleeps 6 (upper level)
Great visit to a great little City. Pool was open and clean - which the kids loved. Felt nice and clean and newly remodeled.

2 bdrm Furnished Apt Across from Saint Marys Hosp
What an experience! Such a beautiful stay for my family & I. John & his team were accommodating, professional, & friendly. Within distance to Mayo Clinic, the location served us very well. The unit itself was extremely spacious, clean, & well put together. The amenities were such a bonus for us in our free time as well. If I ever find myself back in Rochester, MN, I absolutely look forward to staying here again. Thank you so much for hosting us, & special thanks to Diar & Lisa for fantastic communication & assistance throughout our stay.

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!

Studio Apartment
Great location, nice and clean

3 Bedroom Condo - Sleeps 6 (upper level)
Great place and beautiful view of the lake!

EAGLE HAVEN-Large Private Home Scenic River Views
The home was the perfect size and accommodation for our group! The view and the yard are spectacular. We all had a great time catching up. Just a couple things to note. Ubers, lyfts, and local taxis are not easily accessible, especially if you have a dinner reservation to make. The second is that you are expected to wash, dry, fold, and put away towels before check out, which we had never heard of having to do before, particularly with a higher cleaning fee. We honestly probably would have brought our own towels if we had known this. Overall we really enjoyed our time here!

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!
Private, pet-friendly home 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!

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!

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.

Ridgetop Retreat
The Ridgetop Retreat was just what was promised. It was clean, comfortable and cozy. only thing I'd note, the sun comes up and shines right in the windows so, if you like to sleep in at all, bring a sleep mask!

Med Park House
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.

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.

House on the Water
Michael’s place was just what we needed and as described and shown. Perfect location for our weekend plans of MC rides through the area. Cute and cozy cabin with a beautiful view of the Mississippi River. There is no oven, but that was not a problem for us. Plenty of other appliances to cook with (including the stove top). Very welcoming and easy to get into the cabin. Michael was very responsive when we had a question. Would definitely stay again.

The Little Train Depot
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!
Quick stats about holiday rentals that are pet-friendly in Winona
Total rentals
10 properties
Nightly prices starting at
$90 SGD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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