Pet Boarding Winona

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

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Over 193
pet parents in Winona have booked pet boarding

Winona, Find top rated pet 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: 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: Sheryl B.
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Sheryl B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 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: Aj D.
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Aj D.
from
$55
per night
4.7 out of 5 stars
12 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.
Sitter Profile Image: Mikayla S.
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Mikayla S.
from
$45
per night
5 years of experience
La Crosse, WI, 54601

About: What sets me apart is my wide range of hands-on experience caring for pets with all kinds of needs, personalities, and ages. I’ve worked with young dogs, senior dogs, medium and large breeds, tiny dogs, blind cats, and multi-pet households—and I’m confident handling just about any situation. I’ve cared for 1–3 dogs at a time, 2–5 cats, and households with both dogs and cats together, making me comfortable managing different temperaments and routines at once. I’m also experienced with pets in heat, pets requiring extra patience, and animals who need gentle guidance or special attention. Above all, I’m calm, responsible, and detail-oriented. I make sure every pet feels safe, understood, and loved—whether it’s through slow introductions, careful monitoring, maintaining routines, or giving them the extra comfort they need. I am currently enrolled in college at the University of Wisconsin-La Crosse. I have access to a car, so I have the ability to travel to get to jobs. I have frequent breaks throughout my days and nights, and weekends are open. I also have the ability to stay overnight if needed or desired. I’ve grown up with animals my whole life and currently have two cats and two dogs back home, so I’m very comfortable providing consistent, loving, and attentive care. I also participate in the Doggy Day Out program through the Coulee Region Humane Society, which has given me hands-on experience with dogs of many different breeds, ages, and temperaments. In addition, I frequently help care for friends’ cats, giving me experience with a variety of feline personalities and needs. When caring for pets in a client’s home, I focus on maintaining their normal routines so they feel safe and comfortable. This includes following feeding schedules, providing plenty of exercise, giving treats (if allowed), cleaning litter boxes, refreshing water, and offering lots of affection and companionship. I always make sure the home stays clean and secure, and I communicate regularly with updates and photos. My approach is calm, reliable, and detail-oriented—I make sure every pet feels cared for, understood, and stress-free while you’re away.

Sitter Profile Image: Jenna A.
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Jenna A.
from
$30
per night
5.0 out of 5 stars
4 reviews
5 years of experience
La Crosse, WI, 54601

Jenna is great! She met me for drop off and pick up and sent updates and pictures during my pup’s stay with her. Will definitely book with her again!

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Michelle
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: 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: 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: 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: Makayla D.
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Makayla D.
from
$50
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: 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: Amber Ann G.
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Amber Ann G.
from
$30
per night
4.9 out of 5 stars
33 reviews
11 repeat clients
12 years of experience
La crosse, WI, 54603

Amber took good care of Kinsey and I appreciated her flexibility with drop off and pick up timing. We will definitely be reaching out to her again in the future.

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Claire U.
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: Linsie M.
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Linsie M.
from
$45
per night
4.9 out of 5 stars
71 reviews
12 repeat clients
11 years of experience
La Crescent, MN, 55947

Linsie was very nice and inviting! She gave daily updates about Shiloh and kept me informed on what Shiloh was doing. She also is very dedicated to keeping the same routine for your dog and is always flexible and helpful if you have questions! Thank you so much :))

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Chloe L.
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: 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!

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

Pet parents share their Rover experiences - Winona

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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
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

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  3. 3. Book & Pay

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Sitters in Winona average 8
repeat pet boarding clients

FAQs for Boarding - Winona

Frequently asked questions about Rover

The average cost for Pet Boarding in Winona on Rover is $34.71 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Boarding. For more information on service fees, click here .

There are 83 sitters on Rover for Pet Boarding in Winona. About 89% of Winona sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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