Pet Boarding in Winona

Find a loving Winona pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Winona pet boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Alicia M.
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Alicia M.
from
$35
per night
5.0 out of 5 stars
5 reviews
35 years of experience
Onalaska, WI, 54650

Dogs were well cared for!

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Renae H.
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: Monica T.
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Monica T.
from
$65
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
7 years of experience
Lacrosse, WI, 54601

Monica was so great with our dog Finn while we were away for a weekend. She was super responsive and sent us pictures to keep us updated on how he was doing. Would highly recommend her!

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Emily S.
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: Storm J.
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Storm J.
from
$29
per night
5.0 out of 5 stars
4 reviews
13 years of experience
La Crosse, WI, 54601

About: If you’re looking for someone reliable and caring to watch your dog or pet, I’m a great choice. I have experience working with dogs and pets of all ages and personalities, and I treat every animal like they’re my own. Whether your pet needs exercise, structure, or just plenty of attention, I make sure they feel safe, happy, and well cared for. I offer several services to fit your needs. I can walk dogs to make sure they get the exercise and fresh air they need each day. I can also train dogs, helping with basic commands, good behavior, and reinforcing positive habits. If you need a place for your dog or pet to stay while you’re away, I also provide boarding, giving your pet a comfortable and supervised environment instead of a stressful kennel. My goal is to make things easy for both you and your dog. You can relax knowing your pet is in good hands, getting plenty of care, activity, and attention while you keep peace of mind. Im a a dependable and passionate pet sitter, I have over 10 years of experience making me a great choice for your pet. I understand that every animal has its own personality, needs, and routine. My goal is to make sure your pets feel safe, comfortable, and well cared for while you’re away. You come first! Walkies, Potty breaks, play time, meds, Feeding, You name it! I can be on call if needed for a trip, a last minute date or even just a quick break! I provide report cards and photo ops, along with updates and one on one time. I have vet tec experience, along with comfort in medications, shots, insulin, glands, and teeth/grooming. I am an experienced midwife, and have fostered many furry and wild younglings. We can stay local, travel, or board in home. Daily visits, hikes, playtimes, rides to appointments are all welcome! Training upon request and Photography is always encouraged! I provide updates, schedule, photos, one on one engagement, and training or grooming. After each visit I do a report card and follow through on any new dates or information you may need! Thank you!

Sitter Profile Image: Ella J.
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Ella J.
from
$26
per night
6 years of experience
La Crosse, WI, 54601

About: Growing up I have always cared for pets. Ranging from rats to cats and dogs! I have also worked for 2 years at a doggy daycare center. There I learned proper dog caretaking, behavior management, and grooming techniques. I currently work part time, so I have a very flexible and open schedule, perfect for taking care of pets! I have always had a love for animals and am will to take care of them at any chance I get. I work hard in ensure a safe environment for all of my clients as well as my own pets. Safety always comes first and is my top priority.

Sitter Profile Image: Jennifer N.
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Jennifer N.
from
$40
per night
30 years of experience
Holmen, WI, 54636

About: I’m a lifelong dog lover and have always had at least one dog in my home. My 2-year-old boy, Bentley, loves playing in our fenced-in yard and relaxing in the pool on sunny days! I work full-time, so I am doing this because I truly enjoy helping others, loving on your family member, and creating a fun, safe space for play, comfort, and care. I am available nights and weekends. I am doing this for fun, outside of my full-time job. Happy to be flexible and accommodate as much as I can. Bentley and I frequent our fenced in back yard, go to the park, regular walks and play with his many toys throughout our home. I also have several dog beds. My dogs are able to go on all furniture as well.

Sitter Profile Image: addison s.
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addison s.
from
$27
per night
5 years of experience
Independence, WI, 54747

About: I have taken care of many different types of animals from dogs and cats to even farm animals since before I can even remember! Neighbors, friends and family have trusted me to care for their animals while on vacation, or even just when they have a long day at work! I’m a full time dental assistant during the week but have Fridays- Sunday off! Also open for many holidays and extended days. I have many open that I’d love to fill with pet sitting! I love being outside and spending time with animals such as going for walks or even just sitting outside enjoying the sunshine! I have no problem following any special requests that may be needed for you and your pets!

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: Rita R.
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Rita R.
from
$45
per night
5.0 out of 5 stars
5 reviews
20 years of experience
Caledonia, MN, 55921

Rita was extremely flexible and responsive. Duke had a wonderful time and came home tired from playing so much. We will definitely be using her again in the future.

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Steve I.
Sitter Profile Image: Deb M.
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Deb M.
from
$35
per night
30 years of experience
Holmen, WI, 54636

About: I have alot of senior dog experience as a previous parent of a great senior retriever and I currently have a cuddly 4 year old Golden retriever named Ruby :) Day and overnight bookings work well with my schedule! I have a comfy setup for boarding and a large fenced in backyard with lots of nature :) Ideally my services will be catered around daily and nightly boarding services located primarily at my residence and yard but I'm willing to expand services as I get more experience on this platform 😀

Sitter Profile Image: Jewel M.
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Jewel M.
from
$60
per night
4.4 out of 5 stars
6 reviews
1 repeat client
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.

Sitter Profile Image: Ciara C.
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Ciara C.
from
$50
per night
5.0 out of 5 stars
9 reviews
1 repeat client
15 years of experience
Lanesboro, MN, 55949

Ciara was wonderful! Sent plenty of updates and photos. Our dog was a tired boy after pick-up, so he must have had some fun. ☺️

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Jacquelline O.
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: Mariah G.
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Mariah G.
from
$30
per night
50 years of experience
Plainview, MN, 55964

About: Dogs are my main focus and joy. I've raised puppies and provided end of life care. I keep a good feeding, naps, exercise, and training schedule. I have experience giving medication and supporting recovery from surgeries and illness. I am retired and available to watch dogs any time. I am flexible with weekends and weekdays. I am willing to travel some distance to care for dogs throughout the week. I have a fenced in yard with a ramp from the deck. I am able to come to your home to provide dog cares as well.

Sitter Profile Image: Carly N.
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Carly N.
from
$40
per night
15 years of experience
La Crosse, WI, 54601

About: Caring for a variety of animals for as long as I can remember, nothing makes me happier than providing the care your pets need! Whether it’s long walks, snuggles and scratches, or giving them the space they need to feel safe I can do it all! Currently Employed in a full time position, can offer evening walks, potty breaks or calming check ins! More availability during the weekend for all day care and walks! Each pet requires unique care, I will do my best to make your animals feel safe throughout the entire experience! Their needs come first !

Sitter Profile Image: Makayla D.
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Makayla D.
from
$63
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
West Salem, WI, 54669

Great experience all around. She sent me pictures and texts and responded quickly to my texts. I will definitely use her again!

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Shalli H.
Sitter Profile Image: Teagan B.
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Teagan B.
from
$35
per night
10 years of experience
Dover, MN, 55929

About: I’ve had many years of pet care experience. Not only my own fur babies, but family and friends have relied on me to take excellent care of their own babies as wellaa a I currently work full time Monday-Friday 7am-5pm. I’m not much of a go out and be social kind of person, I enjoy being at home spending time with my dog. I am available any day of the week after 5pm and any hours on the weekend. I have one large-ish dog at home. I have an unfenced front and back yard with a small field across from my house for dogs to run and play. There is also a walking path near my house that my dog and I frequent everyday for a walk. Dogs are allowed to roam and make them selves comfy in my home. My dog does not like a crate, but I cater to dogs that are and are not crate trained

Sitter Profile Image: Kayleigh K.
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Kayleigh K.
from
$50
per night
5 years of experience
La Crosse, WI, 54601

About: From a very young age, I have had a strong appreciation for animals of all kinds. I was raised in a household with multiple cats and dogs and was frequently responsible for their care. My responsibilities included training puppies, feeding animals dry food, wet food, and bottle feeding when necessary, as well as ensuring they were taken outside for regular bathroom breaks. I currently have a cat of my own named Walter and also provide dog-sitting services for family friends. :) Currently I am not employed due to going to school very soon, which means I will have plenty of time to care for the animal 24/7 and give them all the love they need! :) I will care for your pups or cats the way you would like me to care for them. I do really good with lists, and love to keep the animals company :)

Sitter Profile Image: Aj D.
Verified Enhanced Background Check
Aj D.
from
$55
per night
5.0 out of 5 stars
11 reviews
1 repeat client
25 years of experience
La Crosse, WI, 54603

Great communication and our dog was very happy upon our return! Would definitely recommend!

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Augusta W.
1 / 1
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Winona pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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.
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
5.0 out of 5 stars

Very responsive and highly recommend. Her Golden’s were a perfect fit for mine to play with. Flexibility and booked on shorter notice yet still accommodating. Thank you!

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Steve I.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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!

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

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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Winona average 7
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Winona on Rover as of Jun 2026 was about $40 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Winona pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 88 sitters provided pet boarding in Winona. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Winona pet boarding sitters respond in under an hour.

Pet boarding sitters with repeat customers have an average of 7 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winona.

Rover makes it easy to find Winona pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

There are 88 pet boarding sitters in Winona on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.