Dog Boarding in Winona
Find a loving dog sitter to watch your dog overnight at your sitter's home.

More resources
A focus on safety
Feel secure with our ID-verified sitters, 24/7 support, and Rover Guarantee for up to €25,000 in eligible vet care.
Top rated Winona dog boarders

“Erica and Ciara were great!! Communicated very well. Even when we were busy and not always by the phone, pictures were great to look at when we did. Even when something came up, they let us know right away and we came up with a plan. Thank you for taking care of the boys!!”


“Lynne was very attentive and gave our dog great care and lots of exercise. She was easy to communicate with and clearly knowledgeable about dogs. Our dog was right at home with her. Will definitely use her again!”


“Cali did an excellent job and was wonderful to work with! This was our first time using Rover, and she made us feel really comfortable through the whole process. While we were away, and she sent photos and updates on our puppy. She made sure he had everything he needed - daily walks and car rides. We would absolutely book with Cali again.”


“Erica did a wonderful job taking care of Lily. I received updates, questions, pictures, videos, and texts about cute & funny things she did. I could tell Erica was caring towards Lily and enjoyed being with her. I will definitely call on her again”


“Ty is great with my dogs. I have a 15 lb 15.5 year old who has a lot of health issues. He went out of his way to really give him the extra care he needs. My younger large rescue dog who has anxiety loves to go there and play with Ty and all the other dogs. He sends videos and pictures of the boys playing and having fun or just relaxing. Ty has been their pet sitter for 9 months now and they come home tired, relaxed and happy.”


“More than exceeded expectation especially on such short notice. Our dog “Bella” had so much fun which was captured in pictures/video updates. 10/10 recommend booking with Alicia, your fur baby will appreciate it.”


“Rob and Sarah were so warm and they made me feel very comfortable leaving my dog with them. They also sent pictures and let me know how she was doing while I was gone. I wouldn’t hesitate to ask them to care for her again!!”


“My dog Lily loves going to Cindy’s. She’s treated like part of the family. I’ve used Cindy for boarding many times and I’m always happy with her care!”


“He was good. Paid attention to whiskey, the dog. I appreciatehim for his service. Thank you”


“Perfect!! It was nice to get away and receive pictures of how happy my boys were and to see how much fun they were having! My first time using rover and I couldn’t be more impressed with Alicia. The updates and report cards were appreciated! Happy doodles!”


“Ty did a great job taking care of my dog, Jackson. He was always quick to respond and sent regular updates with photos. Jackson has been dealing with hip pain and limping, and Ty was especially attentive to this, keeping me informed throughout his 3-night stay. Highly recommend!”


“Kelsey sent lots of photo updates during banjo’s stay there, and he loved playing with the kids and her other two doggos! Kelsey was quick to get back to me on very short notice, and on a holiday weekend even! My doggo felt so comfortable with them upon arrival that he barely noticed me pulling down the driveway to leave, and as others have said, while I am quite sure he was happy to see me, I wasn’t convinced he was ready to come home with me. Haha. I would recommend Kelsey and her family to anyone on this site who wants to rest easy while away knowing their doggos are in good hands.s”


“We felt very comfortable leaving both our dogs with Julie. She is a great communicator, considerate, and understanding of some family circumstances that unexpectedly came up. We will definitely use Julie again when we return to La Crosse. It's always a great feeling knowing our fur kids are safe, sound, and well cared for. Thanks so much, Julei!”


About: I was a veterinary technician for over 7 years, but I’m currently switching roles to healthcare. With that said, I would love to be able to still utilize my skills and knowledge to care for people’s furry friends on the side! I am trustworthy, loving, and caring, and I would hope that if I needed somebody to walk or care for my two dogs, they would have those same qualities. I will be working M-F, but my hours would allow me to do later afternoon dog walks/drop-ins, and I would also be available on weekends to do dog walking or in-home pet care at my house. I have two dogs of my own who love a good long walk and love being around other dogs as well. *I can do weeknight stays if needed as long as you are okay with me being at work during the day. Hours are 8:30-5 and 7:30-4 with a day off every other week* I have a large backyard that is not fenced, but my two dogs go out there hooked up to their long tie-out. I have a camera in back to monitor them but can be on my deck watching them as well. They are very friendly and love to be around other dogs. I have the ability to crate dogs if I do in-home stays and have a spacious basement where my pups love to play with their other dog friends!

“Lucy had a great time. We were sent pictures while we were gone. Cassie had great communication before and during Lucy's stay. This was overall a great experience for us!”


“Destiny was so great! Fenway is still sleeping after all the play that he got. They went above and beyond with baths, pictures, and play time! Will for sure be contacting again for future care!”


About: I’ve taken care of cats , dogs (yes, even those dreaded huskies) chickens, ducks, but fish? Not so much, that’d be interesting though, but I try my best I want to find a job where I can feel a bit free, actually maybe get some fresh air for once and moving around and get gain a bit of positivity, usually whatever time is in between breakfast lunch and dinner i am able to care for pets, but whenever I’m needed I can give care work I make sure my pets stay safe and away from wild animals because we do have them, and feed and give them water, give them exercise, and chill around when need be

“We are so grateful for the loving care Sadie received from Kirsten and Kaleb. We highly recommend them!”


“Jacque has watched our dog twice now and he's come home happy and as good as ever. She's also been very flexible with drop off and pick up times which makes things much easier. She sends pics and is great with communication! Will definitely keep coming back!”


“Megan was amazing with our dog, Brewer. She is very sweet and compassionate and Brewer took to her right away. All her fur babies are extremely friendly and were welcoming to Brewer. We truly appreciated all of her updates. We couldn’t have asked for anyone better!”

Loving dog sitters in your neighborhood
Search Results


1. Erica & Ciara M.

“Erica and Ciara were great!! Communicated very well. Even when we were busy and not always by the phone, pictures were great to look at when we did. Even when something came up, they let us know right away and we came up with a plan. Thank you for taking care of the boys!!”


2. Lynne R.

“Lynne was very attentive and gave our dog great care and lots of exercise. She was easy to communicate with and clearly knowledgeable about dogs. Our dog was right at home with her. Will definitely use her again!”


3. Cali R.

“Cali did an excellent job and was wonderful to work with! This was our first time using Rover, and she made us feel really comfortable through the whole process. While we were away, and she sent photos and updates on our puppy. She made sure he had everything he needed - daily walks and car rides. We would absolutely book with Cali again.”


4. Erica K.

“Erica did a wonderful job taking care of Lily. I received updates, questions, pictures, videos, and texts about cute & funny things she did. I could tell Erica was caring towards Lily and enjoyed being with her. I will definitely call on her again”


5. Ty E.

“Ty is great with my dogs. I have a 15 lb 15.5 year old who has a lot of health issues. He went out of his way to really give him the extra care he needs. My younger large rescue dog who has anxiety loves to go there and play with Ty and all the other dogs. He sends videos and pictures of the boys playing and having fun or just relaxing. Ty has been their pet sitter for 9 months now and they come home tired, relaxed and happy.”


6. Alicia G.

“More than exceeded expectation especially on such short notice. Our dog “Bella” had so much fun which was captured in pictures/video updates. 10/10 recommend booking with Alicia, your fur baby will appreciate it.”


7. Sarah & Rob O.


“Rob and Sarah were so warm and they made me feel very comfortable leaving my dog with them. They also sent pictures and let me know how she was doing while I was gone. I wouldn’t hesitate to ask them to care for her again!!”


8. Cindy A.

“My dog Lily loves going to Cindy’s. She’s treated like part of the family. I’ve used Cindy for boarding many times and I’m always happy with her care!”


9. William L.

“He was good. Paid attention to whiskey, the dog. I appreciatehim for his service. Thank you”


10. Alicia B.

“Perfect!! It was nice to get away and receive pictures of how happy my boys were and to see how much fun they were having! My first time using rover and I couldn’t be more impressed with Alicia. The updates and report cards were appreciated! Happy doodles!”


11. Ty C.

“Ty did a great job taking care of my dog, Jackson. He was always quick to respond and sent regular updates with photos. Jackson has been dealing with hip pain and limping, and Ty was especially attentive to this, keeping me informed throughout his 3-night stay. Highly recommend!”


12. Kelsey W.

“Kelsey sent lots of photo updates during banjo’s stay there, and he loved playing with the kids and her other two doggos! Kelsey was quick to get back to me on very short notice, and on a holiday weekend even! My doggo felt so comfortable with them upon arrival that he barely noticed me pulling down the driveway to leave, and as others have said, while I am quite sure he was happy to see me, I wasn’t convinced he was ready to come home with me. Haha. I would recommend Kelsey and her family to anyone on this site who wants to rest easy while away knowing their doggos are in good hands.s”


13. Julie H.

“We felt very comfortable leaving both our dogs with Julie. She is a great communicator, considerate, and understanding of some family circumstances that unexpectedly came up. We will definitely use Julie again when we return to La Crosse. It's always a great feeling knowing our fur kids are safe, sound, and well cared for. Thanks so much, Julei!”


14. Cassandra T.
“Cassandra worked alongside me as a veterinary technician and witnessed some of the most compassionate relations to people’s pets. She treats every pet as if they are her own baby!”


15. Cassandra B.

“Lucy had a great time. We were sent pictures while we were gone. Cassie had great communication before and during Lucy's stay. This was overall a great experience for us!”


16. Destiny S.

“Destiny was so great! Fenway is still sleeping after all the play that he got. They went above and beyond with baths, pictures, and play time! Will for sure be contacting again for future care!”


17. Zackary H.
“Zack is very patient and kind to my cats and dog. He ensures that he follows their care plans and takes extra time to give them love and attention when I am gone. Zack especially like walking my dog. He is honest and dependable and my pets are comfortable with him.”


18. Kirsten & Kaleb M.

“We are so grateful for the loving care Sadie received from Kirsten and Kaleb. We highly recommend them!”


19. Jacque K.

“Jacque has watched our dog twice now and he's come home happy and as good as ever. She's also been very flexible with drop off and pick up times which makes things much easier. She sends pics and is great with communication! Will definitely keep coming back!”


20. Megan R.

“Megan was amazing with our dog, Brewer. She is very sweet and compassionate and Brewer took to her right away. All her fur babies are extremely friendly and were welcoming to Brewer. We truly appreciated all of her updates. We couldn’t have asked for anyone better!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2025, the median cost of dog boarding in Winona is €35 per night, including service fees. Boarding your dog for one week typically costs €245. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winona dog boarding rates can be found as low as €26 to as high as €48 per night.
As of Apr 2025, 35 sitters provided dog boarding in Winona. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 97% of Winona dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 7 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winona.
Rover makes it easy to find Winona dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 35 dog boarding sitters in Winona on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
