Dog Boarding in Winona

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Sitter Profile Image: Lynne R.
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Sitter Profile Image: Lynne R.
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1. Lynne R.

Dog lover who enjoys the outdoors.
Winona, MN, 55987
1.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
61 reviews
16 repeat clients
from
$28
per night

Lynne was amazing with our dog! Loved all of the pictures and updates she gave. Our dog seemed very happy when we picked her up. Will definitely use her again.

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Sitter Profile Image: Erica & Ciara M.
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Sitter Profile Image: Erica & Ciara M.
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2. Erica & Ciara M.

Cuddles & Care
Winona, MN, 55987
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$30
per night

Erica and Ciara did a great job taking care of my golden retriever while I was away on vacation. They sent lots of pictures and updates which gave me peice of mind while I was away from her, and she looked like she was having a blast playing with their pups. She has a lingering leg injury which she is prone to re-injuring if she plays too hard, but they were careful not to let her over do it and kept her safe. I would definitely use them again to care for my dog in the future.

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Sitter Profile Image: Alicia G.
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Sitter Profile Image: Alicia G.
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3. Alicia G.

Golden Guardian
Winona, MN, 55987
1.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
46 reviews
13 repeat clients
from
$50
per night

Alicia was wonderful with Lily! She sent pictures, videos and kept me updated on how she was doing. She took her for a car ride to get pup cups, a hike in the woods and the dog park. When Lily was cold she wrapped her in a heating blanket and accommodated Lily’s preference for where she wanted to eat her food. Other members of her family also took a liking to Lily and Alicia was patient with Lily’s adjustment to being around the other dogs. She looked happy in the videos.

Sitter Profile Image: Cindy A.
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Sitter Profile Image: Cindy A.
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4. Cindy A.

Let me take care of your dog's need
Fountain city, WI, 54629
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
14 repeat clients
from
$35
per night

Cindy always takes such good care of our dog Lily. She sends pictures, videos and updates. Lily always looks right at home, relaxed, happy, excited to see Cindy, loves the other dogs, and gets a lot of walks and outside time. Cindy also accommodates Lily’s preference to snuggling in her lap & sleeping with her which I appreciate. Lily has a favorite spot on the back of the couch to look out the window which is what she does at home. I highly recommend Cindy for any pet care. She also is flexible & accommodating with travel plans & schedules.

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Sitter Profile Image: Kendra L.
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Sitter Profile Image: Kendra L.
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5. Kendra L.

Reliable Dog Lover
Winona, MN, 55987
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$30
per night

Kendra was great! She shared picture updates that made me know my dog was being very well cared for!

Sitter Profile Image: Megan P.
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Sitter Profile Image: Megan P.
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6. Megan P.

Experienced and Active Care-Giver!
Winona, MN, 55987
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$48
per night

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

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Sitter Profile Image: Angela C.
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Sitter Profile Image: Angela C.
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7. Angela C.

Home full time, a lot of attention!
Trempealeau, WI, 54661
10.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$35
per night

Angela did a great job looking after our dog. She was available on short notice over the New Year holiday and helped us out tremendously. We will definitely use her again!

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Sitter Profile Image: Ty E.
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Sitter Profile Image: Ty E.
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8. Ty E.

House with Fenced Yard, taking dogs
LA CRESCENT, MN, 55947
22.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
69 reviews
30 repeat clients
from
$38
per night

Ty took SUCH great care of our puppy Ronin. He was with him for 4 days and he came home happy and tired. Ty sent us pictures, videos, and updates the whole weekend. We were worried because we have never boarded him before and he's kind of high maintenance, but everything went great.

Sitter Profile Image: Katya K.
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Sitter Profile Image: Katya K.
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9. Katya K.

Young, active, and professional!
Utica, MN, 55979
16.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
from
$40
per night

Katya did a great job taking care of our puppy, Ivy! She was very patient with her puppy accidents, and kept me informed of how she was doing. Ivy seemed to have a great time playing with the other dogs and cat in Katya's care.

Sitter Profile Image: Kacey B.
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Sitter Profile Image: Kacey B.
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10. Kacey B.

Give your pups a farm vacation
Utica, MN, 55979
16.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$42
per night

Kacey was amazing. Great communication and super friendly. You can tell she really loves animals. Would definitely recommend and we will use her again in the future. Huge area for dogs to run and play. Great experience, thanks!

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Sitter Profile Image: Sarah & Rob O.
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Sitter Profile Image: Sarah & Rob O.
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11. Sarah & Rob O.

Rover 101
We ❤️ your dog already
Onalaska, WI, 54650
24.1 mi. away
Boarding
5.0 out of 5 stars
74 reviews
34 repeat clients
from
$35
per night

This was our first time using Sarah and Rob. We were going to be gone for 9 days, so we had a trial run with a half day of daycare first. Everything went perfectly. When we brought Charlie back for vacation, she ran to the door with tail wagging, very excited to be back. It is always hard leaving our fur babies, but Sarah and Rob made everything easy and we never worried about a thing. Communication was great, and the daily pictures and updates were much appreciated. All in all, a great experience! We will definitely use their services again.

Sitter Profile Image: Grace H.
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Sitter Profile Image: Grace H.
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12. Grace H.

Experienced & excited pet lover!
Winona, MN, 55987
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$30
per night

About: I have lived with dogs my entire life. I have walked, fed, bathed, and entertained dogs for as long as I can remember! I have worked with dogs of all ages and many different breeds, small or large! I am currently working full time, but I already walk in the morning and would love to have a furry friend to walk with. I mainly walk around lake Winona but I am willing to walk wherever you request. I offer three services through river, these include: walking, check ins, and boarding. I have recently moved into a large home with a yard great for pets. I live in outside of down on a dead end street with little traffic. I can assure you that yours pets will be treated with respect and love 🤍😃

Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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13. Kelsey W.

Holmen & Onalaska, Reliable SAHM
Onalaska, WI, 54650
21.7 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
12 repeat clients
from
$35
per night

She was great at communication and giving us updates. Sent pictures of our pup everyday with an update on how he was doing. Looks like he enjoyed his stay with her family! Would definitely use Kelsey again for dog boarding!

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Sitter Profile Image: Katie P.
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Sitter Profile Image: Katie P.
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14. Katie P.

Who let the dogs out? Katieee
Holmen, WI, 54636
17.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$28
per night

I had the opportunity to have Katie take care of my dog Sarah. My dog is a highly active and anxious dog, I was nervous about having someone watch her. However, after meeting Katie I knew Sarah was in good hands. My dog Sarah liked Katie right away, she is typically scared of new people so I was quite nervous. Katie was very kind to both Sarah and myself, while being gone she kept me updated by texting and sending me pictures on how Sarah was doing. Sarah was all tired out after getting home, Katie was able to take her on plenty of walks and get all her energy out. I highly recommend Katie to take care of any ones dog!

Sitter Profile Image: Megan R.
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Sitter Profile Image: Megan R.
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15. Megan R.

Rescue Administrator, Dog & Cat Mom
Onalaska, WI, 54650
20.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$35
per night

Megan was amazing with our dog, Brewer. She is very sweet and compassionate and Brewer took to her right away. All her fur babies are extremely friendly and were welcoming to Brewer. We truly appreciated all of her updates. We couldn’t have asked for anyone better!

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Sitter Profile Image: Sheryl B.
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Sitter Profile Image: Sheryl B.
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16. Sheryl B.

Our pets = FAMILY
Saint Charles, MN, 55972
21.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$35
per night

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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Sitter Profile Image: Piper H.
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Sitter Profile Image: Piper H.
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17. Piper H.

Remote Worker: Flexible Schedule
La Crosse, WI, 54601
26.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
84 reviews
32 repeat clients
from
$30
per night

Piper is wonderful! She has her own toy bin for pups to find new toys, takes them out often, responds quickly to messages, and takes great care of our dogs!

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Sitter Profile Image: Jenny H.
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Sitter Profile Image: Jenny H.
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18. Jenny H.

Your dog's home away from home
La Crosse, WI, 54603
22.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$35
per night

Our Rocky was with Jenny for a week. He was spoiled with lots of playtime, pets and walks. Jenny communicated almost daily with lots of pictures. Rocky had a great time! I’m very comfortable with Jenny sitting Rocky and will definitely be having another stay soon.

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Sitter Profile Image: Alexandra M.
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Sitter Profile Image: Alexandra M.
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19. Alexandra M.

Welcome to our family 💕
Holmen, WI, 54636
20.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
104 reviews
34 repeat clients
from
$40
per night

We are very pleased with Alexandra. We found her near our home and decided to go with her because she had some awesome reviews. She made our pups feel very welcome and spoiled them with treats. They had lots of exercise too. I am definitely booking my next visit with her again.

Sitter Profile Image: Jennifer A.
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Sitter Profile Image: Jennifer A.
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20. Jennifer A.

I already love your dog!
West Salem, WI, 54669
27.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$30
per night

Jenny is amazing! The pups love her and she is so caring! Very responsive and helpful with a last minute request. Highly recommend!

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

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Winona Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Winona are rated on average 5 out of 5 stars based on 112 reviews.


Rover offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winona, MN dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winona, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

The price of dog boarding in Winona, MN might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

In other words, when you use Rover to find Winona dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

What if you're a dog lover who's looking for dog boarding jobs? You'll want to check out our information about how to become a dog sitter on Rover. We're always excited to add new dog sitters to our dog boarding service, and our application process makes it simple to get your own dog boarding business up and running. When you become a Rover dog sitter, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not apply today?

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