
Pet-friendly holiday rentals in Winona
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winona
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Popular amenities for Winona pet-friendly home rentals
Pet-friendly house rentals

Our Little River House
Really enjoyed my return visit wonderful house and a wonderful place to stay. I felt right at home.

The BarnWood Company Guest House
We felt right at home as soon as we walked in the door. It was exactly as pictured and even more comfortable. We will definitely stay again. We all appreciated the treats, sheets and towels making our dog feel comfortable, too!

6 Mins from Downtown, Dog Friendly, King Beds!
Our group of 8 adults were attending my daughter's wedding in town, and this was a good place where we could all be together. It was nice to each have our own rooms. The only difficulty was scheduling bathroom times as only 2 bathrooms. The kitchen was handy when we made bars and treats for the wedding reception and other meals, so we didn't have to eat out all the time. It was nice to have a place to come back to after all the events but still be together playing games, talking, or watching movies. We appreciated the thoughtful welcome basket and the homey touches as well as the little things people sometimes forget like toothbrushes etc. Everything worked well for our group's needs.

The River Shack
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!

Med Park House
We had a great stay here and would definitely recommend it to anyone looking for a place to stay in Blair. Really appreciated the high chair and crib loved that it was family friendly.

Historic Carter House-Rivertown Romance-Licensed!
Staying at the A.C. Carter home was a wonderful experience. The home's historic documents, collection of period furnishings, pet friendly, various amenities, including a karaoke machine, was fantastic; I'm sure my wife has heard my renditions of Born to Be Wild and I walk the Line enough to last a few weeks... or at least until I get my own karaoke machine too "polish" things up a bit ;) Our host, Signe, provided a lot of recommendations for local activates, attractions, and places to eat. While we had no need to contact our host, everything we used or needed had clear instructions handy; I'm sure any needs we may have had would have been handled promptly. We enjoyed ourselves very much at the A.C. Carter home and in La Crosse. Jim & Susan (+Zenith and Glory)

~ 71 Johnson Street ~
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!

Spacious Bluffside Home
Beautiful home ❤️ The house was cleans beds were comfy, cute patio porch area for coffee in the morning. My husband said this was his favorite place we’ve ever stayed at. Hope to book this home in the future. Leslie was very easy to work with and responded when we had questions. Thank you for sharing your rental with us.
Pet-friendly home rentals with a pool

2 Bedroom Condo - Sleeps 4 (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.

3 Bedroom home (sleeps 8)
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!

Come unwind with us at Kindred Tiny House.
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.

Beautiful Indoor pool and Three Guest Homes
We had a quick, quiet, intimate family Christmas. It was fabulous The pool was a hit with everyone. There was ample space in common areas together. Enjoyed our family time. The hosts make you feel like you're right at home. Very responsive and plenty of info, most comfortable. I felt checking in anywhere.

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

Cozy, quiet place w/pool/hot tub
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.
Private, pet-friendly home rentals

Root River Cozy Cottage
Wonderful cozy home to stay in. Our family felt very welcomed by the neighbors. There is a playground right down the road that the children loved to play at and the bike path is right there. Our two kiddos do online school and my husband works remote and the internet speed was top notch. There was an issue with the internet the first weekend we were there but Mike was in contact with us even though they were away for the weekend and got someone out to the place first thing Monday morning to fix the issue. The home was very clean but did have a stale smoke odor that we could notice every time we came into the home. Sooooo many amenities, towels, kitchen supplies, blankets etc. Overall we loved our time in Peterson and would come back. It was a peaceful quiet time in a quiet neighborhood in a cute cozy home.

Sojourner -Swanky tiny home near quaint rivertowns
This is a wonderful property with an amazing view of Lake Pepin/Mississippi River. The hosts are wonderful and the home is very comfortable. We had a great time and look forward to the color tour next year.

Back 20: Hike in only secluded tiny cabin
Heather was a fantastic host. Her descriptions and instructions were very detailed, and she was extremely responsive even though she was traveling at the time. While the wood stove at the tiny house was acting up, Heather helped troubleshoot it very promptly; when it couldn't be fixed, she offered a different property immediately. I'll definitely be back to try again. :)

HOUSE ON THE RIVER
We were very comfortable in this home. Right off of the Great River Road, this was an ideal base to explore cute towns and hiking trails nearby and return for quiet, peaceful evenings with gorgeous river view and working wood stove. Cozy! Agree with other guests that we couldn’t tell it is a dog friendly rental, but our two labs were happy there and loved watching the birdlife outside!

Potluck String Lodge (PSL)
Arriving late to the campground, Anne made it very easy for us to slide in after hours . Very accommodating .

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.

Corto's Ona-Lake House Rental, LLC
This place was perfect for our group of ice fisherman. Right on the water and directly next to the bait shop. Lisa was very friendly and was easy to work with. 10/10, will be returning.

Mississippi River - cozy 1 bedroom
Becky’s place was perfect for my husband, myself and our two dogs. We are so grateful that she allows dogs. While it could accommodate 4 people, I am glad it was just us. Shearing the space with another couple might have been a little awkward since there is no door on the bedroom. We really enjoyed our stay. The view of the lake is very pretty and has a big yard. I am sure this place is amazing in the summer, perfect for a family of four. We are very grateful for our time there and would recommend it to everyone.
Quick stats about holiday rentals that are pet-friendly in Winona
Total rentals
10 properties
Nightly prices starting at
£53 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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