Dog Boarding Winona

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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.

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Sitter Profile Image: Rebekah L.
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Rebekah L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 41 reviews
17 repeat clients
6 years of experience
Winona, MN, 55987

“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.”

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Lizz B.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
50 years of experience
Holmen, WI, 54636

“Laura sent pictures and updates. My dog was very well cared for. I will be using her services in the future.”

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William L.
Sitter Profile Image: Erica & Ciara M.
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Erica & Ciara M.
from
$50
per night
4.8 out of 5 stars
• 40 reviews
20 repeat clients
15 years of experience
Winona, MN, 55987

“Erica and Ciara did a great job taking care of my Cardigan Corgi for a couple days. He doesn't spend a lot of time around other dogs and recently was attacked while walking, so I was initially worried about how he would do with their dogs, but theirs are well trained and he fit into the pack quite easily, it seems. They understood his caution, given what he had been through, and they undertook appropriate precautions when exposing him to their dogs and others. In general, it seemed like a good experience for everyone and he made a couple more dog friends! I will definitely be a return (and repeat) customer.”

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Erich L.
Sitter Profile Image: Ty E.
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Ty E.
from
$45
per night
5.0 out of 5 stars
• 294 reviews
91 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

“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!”

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Kara W.
Sitter Profile Image: William L.
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William L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 54 reviews
16 repeat clients
35 years of experience
Holmen, WI, 54636

“William was great- Zeus has a lot of anxiety and just needed someone to hang with. William was great, sent a photo and Zeus came home happy. Thank you”

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Roberta G.
Sitter Profile Image: Erica K.
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Erica K.
from
$40
per night
5.0 out of 5 stars
• 120 reviews
24 repeat clients
12 years of experience
Winona, MN, 55987

“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”

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David R.
Sitter Profile Image: Angela D.
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Angela D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 47 reviews
15 repeat clients
12 years of experience
Onalaska, WI, 54650

“Angela took our dogs in when we were in a pinch, including our 3 month old puppy. She did a great job caring for our fur babies. They had lots play time, attention and snuggles.”

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Marci I.
Sitter Profile Image: Jasmyne C.
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Jasmyne C.
from
$45
per night
4.9 out of 5 stars
• 19 reviews
7 repeat clients
10 years of experience
La Crosse, WI, 54603

“Jasmyne was awesome! She watched my little girl overnight while I was in town for the eagles game. She updated me throughout the night with pictures and everything. Her dog Raven got along great with mine. Nova was very hesitant to eat in a new environment so Jasmyne even tried sitting with her on the floor to help ease her anxiety. I would definitely recommend her to anyone needing a sitter in the area! Thank you so much Jasmyne!”

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Alexa C.
Sitter Profile Image: Julie H.
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Julie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
25 years of experience
La Crosse, WI, 54603

“Julie was friendly and communication was easy! She was very flexible and accommodating regarding drop off and pick up times. We knew Winnie was well cared for and we appreciated the photos that we received!”

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Robert S.
Sitter Profile Image: Jenny H.
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Jenny H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 32 reviews
6 repeat clients
10 years of experience
La Crosse, WI, 54603

“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!”

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Rachel I.
Sitter Profile Image: Wendy C.
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Wendy C.
from
$40
per night
5.0 out of 5 stars
• 47 reviews
17 repeat clients
45 years of experience
Ettrick, WI, 54627

“Wendy gets 5 stars-without hesitation! Charley has only been there once, but we've already scheduled his second stay with her. Wendy walked him daily and made sure he got frequent outside breaks. He enjoyed her little dogs and she gave him supplements and treats during the day. Wendy sent us updates and pictures of Charley and treated him like one of her own.”

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Carol H.
Sitter Profile Image: Susan P.
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Susan P.
from
$48
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
18 years of experience
La Crosse, WI, 54601

“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!!!”

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Sarah M.
Sitter Profile Image: Justine O.
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Justine O.
from
$40
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Lewiston, MN, 55952

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.

Sitter Profile Image: Trinity P.
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Trinity P.
from
$26
per night
8 years of experience
Winona, MN, 55987

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!

Sitter Profile Image: Jared Z.
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Jared Z.
from
$30
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
8 years of experience
Onalaska, WI, 54650

“We are so grateful for Jared and Marisa caring for our Caspian while we went on vacation. Caspian loved his time there. We would definitely let Caspian stay with them again.”

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Becky S.
Sitter Profile Image: Sheryl B.
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Sheryl B.
from
$45
per night
5.0 out of 5 stars
• 51 reviews
15 repeat clients
10 years of experience
Saint Charles, MN, 55972

“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!”

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Aime H.
Sitter Profile Image: Megan P.
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Megan P.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
25 years of experience
Winona, MN, 55987

“Megan took great care of my dog and even taught her how to (finally) use the stairs! ? Fantastic sitter!”

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Allison M.
Sitter Profile Image: Karlie G.
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Karlie G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
8 years of experience
West Salem, WI, 54669

“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.”

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Latyrin B.
Sitter Profile Image: Megan F.
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Megan F.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
St. Charles, MN, 55972

“We trust Megan with our dog for multiple nights at her house. She has good communication and fast response. Thank you!”

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Alyssa A.
Sitter Profile Image: Nicole & Arminda S.
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Nicole & Arminda S.
from
$30
per night
20 years of experience
La Crosse, WI, 54601

About: Love all fur babies. Have been taken care of all sorts of critters since I was little. Love all shapes and sizes. Excited to start babysitting. I worksl from home full time and we are home most days. Walks and plenty of play time in our back yard would hapen all day. We have a nice big fenced in back yard and theee dogs and two cats that love to play. We love playing fetch and have lots of toys.

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The median cost per night for dog boarding in Winona is $40

Dog parents share their Rover experiences - Winona

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5.0 out of 5 stars

Lynne is the best rover sitter we have ever had. Very responsive, kind, and Charlie loves going there❤️ which in that tells you a lot!

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Kim S.
Boarding
5.0 out of 5 stars

Rebekah takes such good care of Woody - it takes any worry away when we are out of town. She is patient, kind, a great communicator and she has a genuine love for pets. I am grateful beyond words!!!

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Lisa L.
Boarding
5.0 out of 5 stars

Naomi took care of my dog like her own. She communicated well when I was away and made my weekend away comfortable know my dog was with her.

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Andy B.
Boarding
5.0 out of 5 stars

Good communication, and appreciated flexibility around some last minute changes to drop off and pick up timing.

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Brian M.
Boarding
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  • 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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  • 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

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests for dog boarding - Winona

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Sitters in Winona average 9
repeat dog boarding clients

FAQs for Dog Boarding - Winona

Frequently asked questions about Rover

The average cost of Dog Boarding in Winona on Rover is $37 per night as of October 2026. Most bookings cost between $28 and $56 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 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 on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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.

<b>Tip:</b> 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.

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