Dog Boarding Winona

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Over 191
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
$60
per night
5.0 out of 5 stars
36 reviews
15 repeat clients
6 years of experience
Winona, MN, 55987

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!

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Carrie P.
Sitter Profile Image: Ty E.
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Ty E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
283 reviews
89 repeat clients
20 years of experience
LA CRESCENT, MN, 55947

Our sweet 10-month old Ruby (mini golden doodle) has spent every night of her life at home, so we were a bit nervous being away from her for 3 nights. As soon as we met Ty and his pups, we knew she’d have a great time - he was warm and caring, and his dogs and the daycare pups were wonderful with her when we dropped her off. He sent regular photos and updates while we were gone, and she was happy and content when we picked her up. We highly recommend Ty for any puppies or dogs who want enrichment at daycare or boarding (and this is from a super-picky helicopter dog mom, lol)!

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

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!

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Lizz B.
Sitter Profile Image: Destiny S.
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Destiny S.
from
$35
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Fountain City, WI, 54629

Destiny took the BEST care of our pup Ronin. He can be a lot to handle but she gave him so much exercise, he came home to us exhausted. I could tell she really cared about giving him a great experience. I would highly recommend.

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Hannah W.
Sitter Profile Image: Laura L.
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Laura L.
from
$32
per night
5.0 out of 5 stars
10 reviews
2 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: William L.
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William L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
51 reviews
15 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 is absolutely amazing! Loved getting pictures and videos everyday Charlie was there. Charlie had so much fun he didn’t want to get in the car to come home! Would highly recommend her!!

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Adam S.
Sitter Profile Image: Angela D.
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Angela D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
41 reviews
14 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
31 reviews
6 repeat clients
10 years of experience
La Crosse, WI, 54603

Jenny was phenomenal. She’s very flexible on times of pick up and drop off. She sent multiple pictures of Wiley having fun running around and playing. He was more energetic on pick up and even seemed as if he wished to stay longer. Both of her dogs were playful and accepted Wiley into their home with out any issues. Both Wiley and I are extremely pleased with this experience, and can’t wait until the next time Jenny can watch him again when I need to be out of town.

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Jack K.
Sitter Profile Image: Susan P.
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Susan P.
from
$48
per night
5.0 out of 5 stars
3 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: Jared Z.
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Jared Z.
from
$30
per night
5.0 out of 5 stars
10 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: 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: Wendy C.
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Wendy C.
from
$40
per night
5.0 out of 5 stars
46 reviews
17 repeat clients
45 years of experience
Ettrick, WI, 54627

Our Tia had the best time of her life with Wendy. We are so grateful that we were able to go on our overseas trip over Christmas and not have to worry a thing about Tia's wellbeing. Wendy treated her like family, and like her own dogs who became Tia's new best friends. And Tia loved Wendy and her husband from the get-go. We really appreciated the frequent updates with pics. Whenever the need arises again, Wendy will be the first one we will contact. Highly recommended!

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Tanja S.
Sitter Profile Image: Jacque K.
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Jacque K.
from
$65
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
18 years of experience
Winona, MN, 55987

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!

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Nels N.
Sitter Profile Image: Jenny F.
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Jenny F.
from
$40
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: 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: 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: Aj D.
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Aj D.
from
$60
per night
4.8 out of 5 stars
15 reviews
2 repeat clients
25 years of experience
La Crosse, WI, 54603

Aj was very communicative and asked very appropriate questions when we dropped Rex off. Our pup was very happy and safe when we picked him up.

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Hannah W.
Sitter Profile Image: Ty C.
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Ty C.
from
$54
per night
5.0 out of 5 stars
79 reviews
16 repeat clients
10 years of experience
La Crosse, WI, 54601

Ty was the perfect sitter for our puppy, Jacques! He took excellent care of Jacques, sent pictures throughout the day of him hanging out, playing, and going for walks. Jacques has never spent the night with anyone before and when we came back to pick him up, he was excited to see us but he would go back to Ty to give him love too! I can't say enough about how much that ment to me and my husband! A few days after we got home, I would ask Jacques where Ty was and he would get excited and look for him! Jacques let us know that he had a blast with Ty (his new best friend)!

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Stacy S.
Sitter Profile Image: Luke S.
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Luke S.
from
$45
per night
4.7 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
La Crosse, WI, 54601

About: While living in Seattle I worked for Rover doing dog boarding in my own home, at times with up to five dogs at a time. Currently I am not available to do dog boarding in my own home however I would love to take your fur babies on a walk Only able to service the city limits of La Crosse, Onalaska, and La Cresent I would be more than happy to watch your animals at your home. I do my best to respect your family and your belongings while I am in your home.

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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

Rebekah took care of our dog for an overnight at her home. She is kind, flexible and a great communicator. She took excellent care of Woody.

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Lisa L.
Boarding
5.0 out of 5 stars

Gemma is always so very happy to see and stay with Lynne! I NEVER worry about her as I know she gets the best care with Lynne!

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Julie G.
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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Popular requests for dog boarding - Winona

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Sitters in Winona average 8
repeat dog boarding clients

FAQs for Boarding - Winona

Frequently asked questions about Rover

The average cost for Dog Boarding in Winona on Rover is $35.31 per night (as of August 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 August 2026, there are 82 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.

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