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
• 45 reviews
18 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: Ty E.
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Ty E.
from
$45
per night
5.0 out of 5 stars
• 301 reviews
91 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

“As soon as we got there, my boys were both immediately comfortable with Ty and the other dogs. One of my dogs is a senior and needs a little extra help and meds. Ty sent me updates, pictures and videos. Daily updates. The boys seemed to have had a great time. My lab mix is a social butterfly and this was a great for him. They are going back for my next trip.”

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Leslie W.
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

“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 !”

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Amanda M.
Sitter Profile Image: Jenny H.
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Jenny H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
10 years of experience
La Crosse, WI, 54603

“Our 3 boys enjoyed staying with Jenny and her pups. She took great care of them and loved the pictures and updates she sent. She is super easy to work with and boy oh boy, we're our guys tired when they got home. They had such a great time playing with Jenny and her pups. Highly recommend! We already have future dates booked with her!”

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Arminda Y.
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
• 53 reviews
15 repeat clients
10 years of experience
Saint Charles, MN, 55972

“Sheryl and her kids were amazing with my Pitbull Terrier Bo! They have a really big yard for Bo to go out and they treat Bo just like their own. Their Zoey is a gentle giant that keeps Bo company. Overall felt very at ease leaving my dog with them, would highly recommend!”

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Ash L.
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: Jenny F.
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Jenny F.
from
$50
per night
12 years of experience
La Crosse, WI, 54601

About: Farm-raised animal lover with attention to detail. Calm, patient care built on trust, enriching walks, and outdoor adventures tailored to your dog's unique personality and needs. Pet care is currently my primary focus, which gives me a flexible schedule and plenty of availability throughout the week. I can dedicate my time and attention to each pet, ensuring they receive reliable care, exercise, companionship, and a calm, consistent experience every visit. I care for every pet as if they were my own, always respecting their routine, personality, and comfort level. Whether in your home or out on a walk, I focus on building trust through calm, patient interactions while providing plenty of exercise, enrichment, fresh water, affection, and attentive care. I'll also keep you updated with photos and messages so you can feel confident your pet is safe, happy, and well cared for while you're away.

Sitter Profile Image: krystal p.
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krystal p.
from
$48
per night
5.0 out of 5 stars
• 4 reviews
25 years of experience
Plainview, MN, 55964

“Krystal took great care of our dog and was very easy to communicate with and quick to respond. It was nice getting updates and our dog seemed to have a good time.”

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Rebekah R.
Sitter Profile Image: Hailey J.
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Hailey J.
from
$26
per night
5.0 out of 5 stars
• 1 review
6 years of experience
La Crosse, WI, 54601

About: I have had multiple pets. My first dog was a high energy Coonhound and I went to training lessons with him. I now own a Maltipoo, a chihuahua, and a cat. I also have experience babysitting my sisters senior pup. I work full-time during the week in healthcare. My job times can vary but I am typically available weekdays after 5pm. I am available most weekends. I care about keeping your house cleaner than I found it. I’ll make sure to take your pup out every couple hours to avoid any mess.

Sitter Profile Image: Jewel M.
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Jewel M.
from
$100
per night
4.5 out of 5 stars
• 7 reviews
3 repeat clients
10 years of experience
La Crosse, WI, 54603

About: Current doggy daycare employee. I have owned animals all my life. Dogs have always been a passion of mine. I have recently been accepted to a dog trainer school to become a professional dog trainer. I am hoping to get to have as much experience with as many dogs as possible, to make me the best trainer possible. I am available anytime. I work part time from home so my schedule is pretty flexible. If you have any questions on my availability please ask. Thank you! I will care for your pets as if they were my own. I will follow all of the rules and guidelines you set for your animals feeding time and playtime. Plus I will make the experience for the animal as best as it can possibly be.

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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
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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?

  • Cashless payments

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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.

How to book dog boarding

  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.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 is $37 per night as of October 2026. Most bookings cost between $28 and $56 per night. On Rover, 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.

92% of sitters in Winona can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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.

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.

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