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

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Top rated Winona dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rebekah was great! Lots of playtime and walks. Blaze had a great time. Also appreciated photos and updates. I felt very comfortable leaving her even though it was her first time there. Woukd definitely go back again. Thanks so much!”

“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”

“Erica and Ciara kept our old pup happy, busy, and comfortable. They clearly are very knowledgeable about dogs and were able to accommodate our pup’s needs well. They kept us updated with pics and were easy to communicate with. Will definitely use them again!”

“Ty was great with Theo. We met twice prior to boarding and Ty knew exactly how to introduce himself and his dogs to Theo. While Theo was staying with him, he communicated daily with texts, videos and pictures. Theo showed no signs of stress when I picked him up. I highly recommend Ty!”

About: Hello! I’m Laura, and I’m so excited to welcome your four-legged family member into my heart and home. Having grown up with dogs and raised three of my own beloved pups through to their golden years, I know firsthand that dogs aren't just pets—they are cherished family members. Now that my home is a bit quieter, I have a wealth of love, patience, and attention to share with your dog while you are away. Why Choose Me? Lifetime of Experience: I have over 40 years of experience living with and caring for dogs. Senior Dog Care: Having loved three dogs through their entire lives, I am highly comfortable with senior care, gentle pacing, and keeping strict medication and feeding schedules. A Safe, Loving Environment: Your dog will get my full attention, plenty of belly rubs, and a calm, reliable routine that mirrors the comfort they have at home. Whether your pup is an energetic walker or a professional couch cuddler, I adapt to their unique personality and needs. I can't wait to meet your furry best friend and give you peace of mind knowing they are in safe, loving hands! My daily and weekly schedule is very consistent, which makes it easy to provide a reliable, stress-free routine for your dog. During the week, my schedule allows me to easily plan my day around a dog's needs. I am always home for dedicated morning, late afternoon, and evening care. Because my routine is highly structured, I can guarantee regular potty breaks, timely feedings, and medication administration on a strict schedule. My late afternoons, evenings, and weekends are wide open and entirely dedicated to pet care. Whether that means going for relaxed neighborhood walks, playing in the yard, or just offering quiet companionship on the couch, your dog will be a central part of my day. I treat guest dogs like family, fitting them seamlessly into a warm, attentive, and loving daily routine. Safety and comfort are my top priorities, whether a dog is staying with me or I am visiting them in their own home. Having raised three dogs of my own, I know how important a secure and predictable environment is for a pet's peace of mind. In My Home: I maintain a calm, dog-friendly, and completely smoke-free environment. Before any stay, I do a thorough safety sweep to ensure all hazards, cords, or human foods are securely out of reach. Dogs in my care are supervised closely, and I follow a strict double-check policy on all doors and gates when entering or exiting. In Your Home: I treat your home with the utmost respect, keeping it secure, clean, and exactly as you left it. During visits or house sits, I stick closely to your security routines (locking doors, arming alarms) and ensure your dog is safely secured inside before I leave. My Care Philosophy: Tailored to the Dog: I strictly adhere to your specific rules regarding furniture, feeding schedules, and crate training to keep their routine seamless. On-Leash Safety: I always keep dogs securely on-leash during walks and remain highly alert to our surroundings and other animals. Constant Communication: I love sending daily photo updates so you can see firsthand how happy, relaxed, and safe your pup is!
“Devin, Brad, and Livie were so welcoming to our Hallie! Hallie is a rather anxious and cautious dog. This was the longest that we have left her not with family. She warmed up to them quickly and had a great visit! They went for walks and a hike and Hallie was very comfortable here. Thanks so much!”

“10/10 ! Experience was overall great ! Communication was great and She responded so fast while I was out of town trying to find a sitter . Her family was so welcoming and friendly! Me and my boyfriend knew our 10 mo puppy was in great hands. It was a great choice! Definitely will be my go to when I need a sitter !! Thanks so much again !”

“Kirsten and Kaleb have our Holly amazing care while we were gone for almost two weeks. They sent pictures every day and were so flexible with what we needed, even offering to keep Holly am extra day when we weren't sure we would get back on time. Holly doesn't always get along with other dogs but she loved their dog, Beau!”

“Karlie took great care of my pup during his stay. He got along well with her dog as well. They got a lot of both play and nap time together! He also came home with a cute bandana! (Thanks again for that). She is responsive, kind and truly loves to care for animals.”

About: Caring for a variety of animals for as long as I can remember, nothing makes me happier than providing the care your pets need! Whether it’s long walks, snuggles and scratches, or giving them the space they need to feel safe I can do it all! Currently Employed in a full time position, can offer evening walks, potty breaks or calming check ins! More availability during the weekend for all day care and walks! Each pet requires unique care, I will do my best to make your animals feel safe throughout the entire experience! Their needs come first !
“Nadia took such excellent care of our dog! She sent us pictures and gave us updates throughout the weekend, which I greatly appreciated! Would definitely recommend her and would use her to care for our dog again in the future!”

About: I’m a lifelong dog lover and have always had at least one dog in my home. My 2-year-old boy, Bentley, loves playing in our fenced-in yard and relaxing in the pool on sunny days! I work full-time, so I am doing this because I truly enjoy helping others, loving on your family member, and creating a fun, safe space for play, comfort, and care. I am available nights and weekends. I am doing this for fun, outside of my full-time job. Happy to be flexible and accommodate as much as I can. Bentley and I frequent our fenced in back yard, go to the park, regular walks and play with his many toys throughout our home. I also have several dog beds. My dogs are able to go on all furniture as well.

“Osito had a blast with Sheryl and her son. She has a big yard and my big dog loved it. She sent us videos of them playing outside which he loved. I wanted more vids and pics, but she stayed in touch enough that I didn’t ever worry. I will rebook for our next trip!”

About: I’ve pet sit for many friends and many different animals. I am reliable to feed, walk, and potty your animals. I’m comfortable around all animals. I’ve grown up having pets and adore all pets. I am available most days for intermittent care for pets during the week. My work schedule is consistent, 9:30-630 Monday-Friday during the summer and 12-6:30 during the school year. I am a student at UWL so I have classes but normally am able to create a schedule with you around them fairly easy. I have grown up with a very active family because we have always had very active dog breeds, I love taking them for walks/runs and would love to do the same for your pet. I have no problems staying in and playing with toys as well if that’s what your pet prefers. I also have grown up with cats and am willing to care for them as well.
Over 247 pet parents in Winona have booked dog boarding
Winona dog parents share their Rover experiences
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog boarding in Winona is $40
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Winona average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Winona is $40 per night, including service fees. Boarding your dog for one week typically costs $280. 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 $49 per night.
As of Jun 2026, 30 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, 100% of Winona dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 11 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 30 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.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.










