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Pet-friendly vacation rentals in Winona

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Winona pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Rochester
4.76 out of 5 average rating, 37 reviews

Rose house-4 BR-2 Bath-4 miles from Mayo Clinic

HelenRating, 5 stars9 months ago
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.
Top guest favourite
Home in Rochester
4.98 out of 5 average rating, 110 reviews

The Little House | 1 mi from downtown, Love Pets!

SherryRating, 5 stars4 weeks ago
I really liked staying here. It was the right size for 1-2 people plus the fenced in yard was a big plus. The bed was SO comfortable. Access to Mayo complex was easy. Would choose to stay here again.
Guest favourite
Home in Stoddard
4.9 out of 5 average rating, 136 reviews

The River Shack

LisaRating, 5 stars3 months ago
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!
Guest favourite
Home in Onalaska
4.94 out of 5 average rating, 151 reviews

Little House on the Prairie

JoeRating, 5 stars4 days ago
Wonderful place on the water! Went on a fishing trip with my father and we made lots of great memories here. Highly recommend!
Superhost
Home in Rochester
4.77 out of 5 average rating, 273 reviews

Beautiful house in NW Rochester

TaniaRating, 5 stars1 week ago
Super helpful host and was super flexible with check in. Thank you for hosting us Yiling!
Top guest favourite
Home in Fountain City
4.98 out of 5 average rating, 122 reviews

Bluffside cottage with gorgeous river views

KathleenRating, 5 stars1 week ago
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.
Guest favourite
Home in Viroqua
4.97 out of 5 average rating, 239 reviews

Charming Historic Home est. 1898

TinaRating, 5 stars4 weeks ago
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.
Top guest favourite
Home in Winona
4.98 out of 5 average rating, 169 reviews

~ 71 Johnson Street ~

GretchenRating, 5 stars3 weeks ago
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!

Pet-friendly home rentals with a pool

Cabin in Dorchester
4.64 out of 5 average rating, 11 reviews

Hunters Hollow W/Hot Tub

RaeneeRating, 5 stars1 month ago
This was exactly what we were looking for. it is a rustic cabin in the woods. very comfortable home and private setting. We really enjoyed the space. My husband and I are planning to visit again with our kids. It is a very idyllic setting. Well worth our money. Sergio was responsive and helpful. Was very accurate about his listing and up front on what we would need to bring. Thanks Sergio!!
Superhost
Condo in Lake City
4.57 out of 5 average rating, 7 reviews

2 Bedroom Condo - Sleeps 4 (upper level)

TimothyRating, 5 stars19 months ago
Great visit to a great little City. Pool was open and clean - which the kids loved. Felt nice and clean and newly remodeled.
Guest favourite
Home in Lake City
4.87 out of 5 average rating, 15 reviews

3 Bedroom home (sleeps 8)

DustinRating, 5 stars4 months ago
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!
Guest favourite
Tiny homes in La Crosse
4.89 out of 5 average rating, 165 reviews

Come unwind with us at Kindred Tiny House.

AlexRating, 5 stars1 week ago
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.
Superhost
Apartment in Rochester
4.73 out of 5 average rating, 15 reviews

Studio Apartment

KimberlyRating, 5 stars3 weeks ago
Great and convenient place to stay.
Home in Merrillan
4.58 out of 5 average rating, 24 reviews

Comforters of a Quiet Lake

MelanieRating, 5 stars20 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.
Superhost
Home in Onalaska
4.8 out of 5 average rating, 20 reviews

Cozy, quiet place w/pool/hot tub

MonicaRating, 5 stars3 months ago
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.
Guest favourite
Apartment in Rochester
4.96 out of 5 average rating, 69 reviews

2 bdrm Furnished Apt Across from Saint Marys Hosp

BrittneyRating, 5 stars2 weeks ago
The Berkman was the perfect home away from home while at Mayo for several weeks. The amenities are fantastic, especially the dog run. It was helpful to be in walking distance to appointments yet also have secure parking and shuttle options. The staff are so friendly and helpful. Thank you for making a long stay so comfy!

Private, pet-friendly home rentals

Guest favourite
Apartment in Viroqua
4.94 out of 5 average rating, 195 reviews

Bright airy 2 bedroom apartment - Yellow Door

ChrisRating, 5 stars1 week ago
Theresa’s rentals are as described, very clean, and in the thick of things in Viroqua. A great place to stay!
Guest favourite
Tiny homes in Utica
4.84 out of 5 average rating, 184 reviews

Back 20: Hike in only secluded tiny cabin

MatthewRating, 5 stars1 month ago
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. :)
Guest favourite
Home in Black River Falls
4.84 out of 5 average rating, 113 reviews

Casa Bella Rosa - Private Custom Estate

LarsRating, 5 stars1 month ago
This was a great location for privacy and views around the home and got to see some deer! We were overall pleased with most everything about the home and amenities that were available. We had a great time and were overall happy with our choice for two families to get together and it worked out well! We would definitely consider coming back should we want to do the same adventure as we all had our own space and room for connecting together as well.
Guest favourite
Home in Rochester
4.88 out of 5 average rating, 16 reviews

Discount Charming 2 Bedroom Close to Mayo

MarionRating, 5 stars3 weeks ago
Was a lovely stay. Would definitely stay again. Very cozy quiet and close to everything I needed. 5 star stay. The bed was worth the whole stay.
Guest favourite
Loft in Cashton
4.87 out of 5 average rating, 321 reviews

Loft Guest House on 100+ Acres

TammyRating, 5 stars3 months ago
We have been to this area for several years. This place was perfect, quiet and beautiful. I loved looking out the big window to watch the sunrise while having my coffee. Beautiful farm and horses.
Guest favourite
Home in Rochester
4.96 out of 5 average rating, 70 reviews

Luxury Home - Newer Construction - 3 BR/2 Bath

AlisonRating, 5 stars1 month ago
This is our second visit to Sarah’s beautiful home with our pups. We so appreciate all the beautiful furnishings and how much it feels like home. We love to cook all our meals and enjoy family movie time. The kitchen is so well appointed and open to the great room that it makes for fun downtime. We will always check to see if this wonderful rental is available when we are in town. Thanks to Sarah for the early check in as well! Great property and host!
Superhost
Apartment in Melrose
5 out of 5 average rating, 10 reviews

Sunset Tranquil Two Story Townhouse

DanielRating, 5 stars10 months ago
This Airbnb is located in the beautiful Black River country surrounded by woods and wildlife. There is a wrap around deck to enjoy the views and relax and the interior is clean with modern amenities including satelite wifi that worked well for teaching my online class and video conferencing. The hosts were very responsive and helped us out with everything we needed. We were in the process of moving into a new home and needed a place to stay for 6 weeks with our pets. The location is something we may have never discovered on our own and fell in love with this part of Wisconsin.
Top guest favourite
Apartment in La Crosse
4.98 out of 5 average rating, 102 reviews

Buddha’s Cloud

EricRating, 5 stars2 weeks ago
I was in town for an international banquet at UW-L and decided to stay at Scott's BnB given its proximity to campus and downtown La Crosse. This having been my third stay there, I can only reiterate my previous feedback: a quaint, cozy and pristine apartment in a peaceful neighborhood. Scott is a very responsive and helpful host, who makes you feel at home.

Quick stats about vacation rentals that are pet-friendly in Winona

  • Total rentals

    10 properties

  • Nightly prices starting at

    $97 CAD 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

Destinations to explore

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