
Pet-friendly holiday rentals in Winona
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Top-rated pet-friendly home rentals in Winona
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Popular amenities for Winona pet-friendly home rentals
Pet-friendly house rentals

Beautiful Craftsman Bungalow - Centrally located!
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!!!

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

The River Shack
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!

Lovely bungalow!
We came to LaCrosse for the state track meet and this place was excellent ! Perfect location and super clean would definitely stay there again

"Walden Pond" Adventure Amidst 44 Private Acres
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.

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.

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.

Beautiful house in NW Rochester
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

Hunters Hollow W/Hot Tub
Great place for a quiet retreat with the whole family

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.

3 Bedroom home (sleeps 8)
we loved our stay! the pool was incredible and the house was gorgeous and VERY comfortable!!

Comforters of a Quiet Lake
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.

Studio Apartment
Great location, nice and clean

Cozy, quiet place w/pool/hot tub
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!

2 bdrm Furnished Apt Across from Saint Marys Hosp
Great place to stay while visiting for medical appointments. This was my second stay at the Berkman and I’ll definitely stay again.

Log Cottage @UpperIowaResort
Great stay. Nice cabin and a beautiful river. Excellent communication and easy check-in/out. Recommend!
Private, pet-friendly home rentals

Our Little River House
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!

Riverview Radiance: 5BR, Scenic Views, Pets OK
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!

b3 Couples Therapy Yacht
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.

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.

A Stone's Throw Bungalow
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!

Log Home on UTV trail
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
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