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

Over 193 pet parents in Winona have booked dog boarding
Winona, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rebekah took wonderful care of our senior dog. Gave him lots of fun and love and her home has a great set up for dogs. She was great about communication and following feeding and meds instructions. It was wonderful to enjoy our weekend knowing our Sven was in such caring, capable hands.”

“My guy, Theodore, was so well taken care of by Ty and his ladies, Minnie and Silhouette. Ty is wonderful and kind. Observant, and attentive. Theodore will be visiting Ty again when I have business trips. Thank you Ty for your wonderful care!”

“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!!”

“Erica K. was a wonderful choice for boarding Lydia, a terrier mix, over a long weekend. She was kind and patient, and really took the time to get to know our dog and family. She was willing to both pickup and dropoff, which made the whole process so much easier for our vacation. Erica sent frequent pictures and videos and kept us updated to our dog's situation. She was also open about how her pet sitting style was approached in her home and property. In addition, it was quite apparent that the dogs they sat would have plenty of outside exercise, love and attention, as well as freedom to be a dog. Lydia loved romping around in the snow, lying in front of their fire place, and interacting with their dogs. We also learned that our dog is pretty corteous to cats, but very interested. Their four acres of land and stream are a definite amenity to an active dog's lifestyle. Not only do I highly recommend her services, but I will also be a returning customer to both Rover and her pet care. ~DR”

“Our dog seemed happy and well-cared for. William is knowledgable about dog behavior. He also updated us a couple of times with messages and photos so we knew it was going well.”

“Angela accommodated us with very last minute notice and was so flexible! We were nervous about leaving our girl with someone new and Rosie and so much fun and came home pooped out from her stay.”

“Jenny is the best dog watcher ever!!! She’s always my first choice on Rover. I can count on her to send me regular updates about my beloved doggy, along with photos (cute and silly alike). She’s trustworthy, reliable, and very experienced with dog watching. I’d recommend her every time!”

About: I grew up with dogs and other animals my entire life. I enjoy regular walks around our neighborhood and are experienced in giving vitamins and/or medication daily. I am home full time so your pet will have full time care. I have recently retired and I am available to care for your pet full time on week days as well as weekends! Your pet is never alone and gets all the attention she/he will ever need! So bring their bed, feeding dishes, toys and their brush so we can take care of all their needs. I have a fenced in yard. I always focus on maintaining each pet's normal routine— whether that's mealtime schedules, daily walks and playtime. All pets are allowed on the furniture.
“Susan was the perfect sitter for my Shiba Inu! She took good care of him, took him on multiple walks, and even baked him dog treats! Plus she’s a delightful person who’s easy to coordinate with. I can’t recommend her highly enough!!!”

“Jared was very helpful and accommodating. Princess was well taken care of and had a lot of cuddles from everyone in the family. I will contact again next time I need a sitter for Princess!”


About: Hi ! As I am home for summer , I would love to be able to watch any animals , any size is okay ! I have grown up with large dogs most of my life but I am okay with any size and age. I am a college student athlete at Winona State University going into my Junior year next semester! I am also a nanny in the summers so I am very flexible when it comes to times or days ! I am also a nanny in the summer which means I have can have very flexible hours ! I am also very active, walks, runs etc. I have a fenced in yard and a pool ! But also I have a dog and my mom has a dog they are both loving and will keep your animal company!
“Wendy and Dean are always polite, friendly and thoughtful with us and Cafe. Cafe enjoyed his stay and felt like one of the family. It is comforting to know he is in good hands and well taken care of. Thanks again Wendy and Dean!!”

About: I have always been an avid animal-lover. From childhood into adulthood, I have owned and cared for a variety of pets, including dogs, cats, small mammals, reptiles, birds & fish. My family & I currently share our home with two dogs, a bearded dragon, a Russian tortoise, & a ball python. I have several years of professional work experience in animal care (zoo, kennel care, walking, basic grooming) and wildlife / parks & recreation—both of which are relevant. I enjoy the outdoors and keeping all of our furry (& scaly) friends happy. I will board dogs, small mammals, reptiles & birds in my home! Upon request, I can do drop-in visits for cats or exotic animals within a 15 mile radius. I am currently a stay-at-home mom & so my schedule allows me to be at home majority of the time. If I need to leave the house, it’s never for more than a couple of hours. I have a large four-story home, which provides amble space for pets to play or to be separated if need be. I utilize crates for dogs who need or prefer it. Our yard is unfenced, so I use slip leads and tie-out cables for potty time.
“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!”

“Bo had so much fun staying with Sheryl and her family! We love Sheryl’s energy and all of her kids love dogs too. They take great care of my Pitbull terrier Bo, who has a lot of energy. Definitely a family that loves animals and I feel at ease when leaving Bo with them. I would highly recommend!”

“Ty did a great job watching our pup. Drop off/pick up was super smooth as Ty was very communicative. He sent frequent updates throughout the week, ensured our pup got exercise through walks and playing in the fenced-in yard, and administered oral medication twice a day.”

The median cost per night for dog boarding in Winona is $40
Dog parents share their Rover experiences - Winona
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

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Popular requests for dog boarding - Winona
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winona average 9 repeat dog boarding clients
FAQs for Boarding - Winona
Frequently asked questions about Rover
The average cost for Dog Boarding in Winona on Rover is $36.63 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of September 2026, there are 81 sitters on Rover offering Dog Boarding across Winona. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
Sitters may also include daily walks in the neighborhood during your dog's boarding stay. You can also request photo and message updates throughout so you can see which local landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winona home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winona.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winona sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MN ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.








