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Pet-friendly holiday 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

Superhost
Home in La Crosse
4.9 out of 5 average rating, 200 reviews

Beautiful Craftsman Bungalow - Centrally located!

JoshRating, 5 stars1 month ago
Absolutely amazing for my family of 5!!! Each of my kids had their own room with plenty of space to hang out. Beautiful little backyard with a firepit that we sat around in the quiet evenings. We were able to walk around the neighborhood and felt completely at ease. It's also super close to great hiking trails and a cheap Uber to bars and restaurants. Highly recommend!!!
Top guest favourite
Home in Rochester
4.99 out of 5 average rating, 135 reviews

☆Dee Dee's Den a Dharma Dwellings Parent Company☆

GilesRating, 5 stars1 month ago
We had wonderful stay at Emily’s place. It was within 15 mins of the Mayo. The beds were very comfortable and the hosts were very responsive.
Guest favourite
Home in Stoddard
4.91 out of 5 average rating, 137 reviews

The River Shack

MatthewRating, 5 stars1 month ago
This was our second time at the River Shack and it didn’t disappoint. Theresa is very friendly and responsive! I will recommend her place to anyone staying in the area. The river views and the garage are perfect!
Top guest favourite
Home in La Crosse
4.99 out of 5 average rating, 139 reviews

Lovely bungalow!

Jo AnnRating, 5 stars5 days ago
We came to LaCrosse for the state track meet and this place was excellent ! Perfect location and super clean would definitely stay there again
Guest favourite
Home in Stewartville
4.95 out of 5 average rating, 167 reviews

"Walden Pond" Adventure Amidst 44 Private Acres

LisaRating, 5 stars1 month ago
The bungalow was great. Barb let us have a family gathering to celebrate my mother-in-law's 85th birthday. The kitchen had everything needed to cook a family meal. Also, there was a high chair, which came in handy for our grandbaby. The location was absolutely beautiful and peaceful. If you love nature...this is a place for you.
Guest favourite
Home in La Crosse
4.94 out of 5 average rating, 140 reviews

Historic Carter House-Rivertown Romance-Licensed!

JennaRating, 5 stars1 week ago
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.
Top guest favourite
Home in Rochester
4.97 out of 5 average rating, 173 reviews

Spacious Modern Home Near Mayo, St. Mary's Campus

TaylorRating, 5 stars1 month ago
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.
Superhost
Home in Rochester
4.77 out of 5 average rating, 287 reviews

Beautiful house in NW Rochester

BryanaRating, 5 stars4 days ago
Yiling was super helpful and responsive, and willing to work with me on check in as well. Instructions and expectations crystal clear and easy to understand. Highly recommend!

Pet-friendly home rentals with a pool

Cabin in Dorchester
4.73 out of 5 average rating, 15 reviews

Hunters Hollow W/Hot Tub

BobRating, 5 stars2 weeks ago
Great place for a quiet retreat with the whole family
Superhost
Apartment in Lake City
4.57 out of 5 average rating, 7 reviews

2 Bedroom Condo - Sleeps 6 (upper level)

TimothyRating, 5 stars20 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
4.82 out of 5 average rating, 17 reviews

3 Bedroom home (sleeps 8)

JessieRating, 5 stars2 weeks ago
we loved our stay! the pool was incredible and the house was gorgeous and VERY comfortable!!
Home in Merrillan
4.58 out of 5 average rating, 24 reviews

Comforters of a Quiet Lake

MelanieRating, 5 stars22 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
Flat in Rochester
4.75 out of 5 average rating, 20 reviews

Studio Apartment

BrendanRating, 5 stars1 week ago
Great location, nice and clean
Superhost
Home in Onalaska
4.83 out of 5 average rating, 23 reviews

Cozy, quiet place w/pool/hot tub

AshleyRating, 5 stars5 days ago
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!
Superhost
Flat in Rochester
4.9 out of 5 average rating, 73 reviews

2 bdrm Furnished Apt Across from Saint Marys Hosp

NancyRating, 5 stars1 week ago
Great place to stay while visiting for medical appointments. This was my second stay at the Berkman and I’ll definitely stay again.
Superhost
Cabin in Dorchester

Log Cottage @UpperIowaResort

GregoryRating, 5 stars1 month ago
Great stay. Nice cabin and a beautiful river. Excellent communication and easy check-in/out. Recommend!

Private, pet-friendly home rentals

Guest favourite
Home in Fountain City
4.93 out of 5 average rating, 59 reviews

Our Little River House

KatieRating, 5 stars4 days ago
This was the perfect little gem!! House had a beautiful view of the river and bluffs, right in the heart of Fountain City. The house was super clean, had everything we needed, and the added bonus was that the floors must have been very well insulated because putting our babies to bed upstairs, you couldn’t hear anything happening downstairs! There was a private back yard for our dog to run around in as well which was perfect. Would definitely recommend and I hope to return!
Top guest favourite
Home in Minneiska
5 out of 5 average rating, 36 reviews

Riverview Radiance: 5BR, Scenic Views, Pets OK

RakuRating, 5 stars2 weeks ago
Beautiful home! Very clean. Gorgeous view of the river from the deck. We stayed in May to celebrate a 50th wedding anniversary and had a great time. Plenty of room for adults and kids. Would definitely return!
Guest favourite
Houseboat in La Crosse
4.91 out of 5 average rating, 23 reviews

b3 Couples Therapy Yacht

PhilRating, 5 stars1 week ago
The houseboat was a unique and fun variation on vacation stays. It was a busy marina but quiet by 9:00 so no problems with noise. Several nearby restaurants to choose from or could cook/grill on the boat. I communicated with Greg via text, he was very willing to help but no issues so no need for further communication. I would highly recommend this location.
Superhost
Tiny home in Dakota
4.82 out of 5 average rating, 34 reviews

Ridgetop Retreat

MaryRating, 5 stars1 week ago
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!
Guest favourite
Home in Blair
4.97 out of 5 average rating, 37 reviews

Med Park House

JackieRating, 5 stars4 days ago
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.
Top guest favourite
Home in Winona
4.98 out of 5 average rating, 54 reviews

The Driftless House - Winona, MN

MikeRating, 5 stars4 days ago
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.
Guest favourite
Home in Winona
4.94 out of 5 average rating, 99 reviews

A Stone's Throw Bungalow

MariannaRating, 5 stars6 days ago
Megan was such a friendly and responsive host, and her home was the perfect place for my kiddos and me to stay when we were visiting family in Winona! The home has a beautiful, big fenced-in yard with plenty of grass to play in, all of the amenities that we needed, including smart TVs, all of the kitchen appliances we wanted, games and puzzles, and a nice long driveway. It’d also located just across the street from the lake, which is really convenient and so lovely! All of Megan’s amazing photography lining the walls is an added bonus :) We can’t wait to stay here again the next time we’re in town. Thanks, Megan, for giving my crew such a cozy and comfortable place to land!
Superhost
Cabin in Hatfield
5 out of 5 average rating, 3 reviews

Log Home on UTV trail

JustinRating, 5 stars2 weeks ago
Lori was super responsive. place was exactly what we wanted for a two day state park tour. very private.

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

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹5,994 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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  2. United States
  3. Minnesota
  4. Winona County
  5. Winona
  6. Pet-friendly rentals