Pet-friendly vacation rentals in Winona

Staying in this little valley cabin was an amazing experience. It was private (except for a few visits from dogs) and beautiful. The cabin had everything you could imagine needing including a white noise machine, eye mask, robes, shower shoes and so many kitchen gadgets. Suzette came and said hello and introduced us to her pets then we settled in for a secluded stay. The fishing was also great - my husband caught a 13 inch trout which was enough to make him smile all day, and my heart was warmed watching my senior dog and her new preppy friend explore the valley. So great!

Amazing place with all the amenities. Fenced in yard was perfect for the pets and kids! Jennifer was flexible with check in & quick to respond. The house has everything you need and it walking distance to downtown Osseo! Will be booking again in the future!

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!

A Heartfelt and Healing Getaway This home truly has everything you need for a perfect stay—but what made it unforgettable was how it made us feel. As a single mom of teenage boys, life can be a lot. This peaceful retreat gave us the space to reconnect, breathe, and just be. We spent time down at the river, laughed together, and watched my sons play like they were little again—it brought tears to my eyes. The home is spacious, cozy, and thoughtfully designed, with everything you could possibly need. The soaking tub was a dream, and the whole place felt like a warm hug. The host was unbelievably kind, helpful, and generous—going above and beyond in every way. This stay brought healing, joy, and peace back into our hearts, and I’ll be forever grateful. If you’re looking for more than just a place to stay, this is it. We can’t wait to return.

Amazing place. Highly recommend staying here. Way bigger cabin than pictures suggest and a beautiful wooded lot.

The house was exactly as pictured, beautiful and peaceful surroundings, and lots to do. They went above and beyond supplying face masks and earplugs for comfortable sleeping, extra toothbrushes in case you forgot them, and anything you could possibly need as far as seasonings for cooking, pots and pans, and kitchen supplies.

Logan’s cottage was a sweet place off the beaten path. Very kind and forgiving hosts!! Accommodating as can be. Thank you!!

My brother, sister and I had a amazing Awesome time. Dome is very cool and the scenery was awesome. Wished we could’ve stayed longer. Wish we could’ve did more stargazing, but the moon was very bright and beautiful. The sunrise was awesome. Also, hope to return soon. Lisa

Very much enjoyed our stay and hope to return in the future. It was clean, comfortable, and fully met our needs. Quiet neighborhood and a great back yard.

Perfect getaway! The garage area setup with a bar, refrigerator, heater, and games was an absolute hit! The house had plenty of room for our group, plus some. Very clean. Theresa was an absolute delight to communicate with and answered all questions in a timely manner. Definitely felt right at home and if anything was needed she would help! Will be returning for sure!

Everything was fantastic and more than accomodaring. Would stay here again!

Yilling’s home is a beautiful place. We really enjoyed our stay. Everything was so smooth..

This historic house on the hill is charming, clean, well maintained, lovely views. The hosts are responsive and accommodating. We thoroughly enjoyed our stay especially the great selection of books. Always a treat.

This house is absolutely beautiful. My friends and I felt right at home immediately. I loved the details and the character of the home. It was just so nice and perfect for the weekend. Also very close to the Driftless cafe where our event was which was super nice. Thanks again for letting us stay and I will probably try to stay again in this wonderful home at some point in the future.

Beautiful home within walking distance of everything you could need or want. The house was large and spacious, and we loved the light fixtures. The dining table was perfect for games and art projects. We enjoyed the beauty and coziness of the indoor fireplace and also spent hours outback on the patio with the gas fire pit. Everyone slept great on the comfortable beds. Adam was an excellent communicator and responses were immediate. We will be back!

We feel blessed to have had such wonderful hosts. They are responsive and very easy to work with - I will definitely stay here again. Thank you so much for helping us in a very difficult time in our lives Cheryl

Great visit to a great little City. Pool was open and clean - which the kids loved. Felt nice and clean and newly remodeled.

We had a great stay. The apartment was great and just what we needed for extended stay for recovery after surgery. The amenities are really quite nice. Parking garage was easy to negotiate, some others we have been in were so tight. Very nice to have separate bedroom living spaces and full kitchen to cook in. Would have been nice to have recliner and beds were on the firm side, those are the only complaints we had. The staff was very nice and everything from lobby to room was clean. Will definitely stay here again.

Great place! Great views and very comfortable for our group of 8. Provided room to be together and space apart for individual quiet time if desired. Well appointed and well taken care of. Beau was very responsive, accommodating, and super friendly! This is our new go-to spot when visiting LC. Definitely recommend!

Matched the description and photos perfectly. Real easy check in instructions. My fiancé and I loved it and would definitely recommend to anyone looking to enjoy beautiful scenery and a cozy clean home.

Great and convenient place to stay.

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.

Great place and beautiful view of the lake!

Mindy was great from the start of the Airbnb and to the end! She was very responsive when we asked for local pizza recommendations in town and confirmed our questions without hesitation even when she was trying to enjoy her own Vacation! She was so nice and her home is amazing! Enjoyed the hot tub and how spacious her whole hole layout was. Would love to stay again here with my girlfriends.