Dog Sitting in Winona

Book a Winona dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Winona dog sitters

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

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Sitter Profile Image: Carol C.
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Carol C.
from
$13
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Tyler, TX, 75706

About: I have so much energy for walks and training puppies I’ve taken care of dogs of every kind since I was 15 Neighbors, friends and family have relied on me to walk, feed, training and bathe their pets I have a mariachi band and we just work on Saturdays, we have a big indoor space and 2 large outdoor spaces for the animals I like to play ball with the dogs in the fenced-in yard at least twice a day to expend their energy. I like to have meal times and also a little training in case it's a puppy, I always have fresh water and toys

Sitter Profile Image: Chole H.
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Chole H.
from
$20
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
6 years of experience
Tyler, TX, 75701

Chole is doing a great job with our two big dogs that bark a lot at strangers. They have not scared her away yet. Chole seems to have even-keeled personality that suits her well to take care of dogs. We plan on having her watch our dogs this weekend.

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Jack S.
Sitter Profile Image: Teja K.
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Teja K.
from
$20
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Tyler, TX, 75703

Teja did an excellent job caring for our cat. She followed all instructions. Our cat is usually shy but she warmed right up to teja because of her skill with animals.

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Alex L.
Sitter Profile Image: Addison H.
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Addison H.
from
$35
per visit
4 years of experience
Tyler, TX, 75706

About: I am very genuine and loving towards animals and love hanging out and spending time with all kinds of fur babies . I have 2 pups of my own and a cat, I have worked at 3 boarding/ daycare facilities for 4 years, I can administer medication to all kinds of animals. I am pet sitting full time and have plenty of time to attend to your animals and be on time to take care of your daily routines . In my own home I have a huge fenced in back yard, I supply you with many pictures of your baby twice a day . I take pups on walks and rides to get a pup cup .

Sitter Profile Image: Marti J.
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Marti J.
from
$20
per visit
5.0 out of 5 stars
4 reviews
40 years of experience
Gladewater, TX, 75647

My fur babies are happy and healthy, and Marti was in constant communication with me regarding their care during my week away. Everything went smoothly and I would definitely recommend her to care for any and all fur babies!

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Sarah G.
Sitter Profile Image: Cobi D.
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Cobi D.
from
$13
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
6 years of experience
Lindale, TX, 75771

Cobi was GREAT! Our girls loved her for sure, and we really enjoyed the updates and pictures.

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Monse S.
Sitter Profile Image: Charlie B.
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Charlie B.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Tyler, TX, 75785

We are so happy we found Charlie! We can tell our pup really enjoys her visits. She is reliable, leaves good notes and pics in the app, highly recommend.

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Michelle D.
Sitter Profile Image: Harleigh W.
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Harleigh W.
from
$15
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Tyler, TX, 75701

Harleigh goes above and beyond. We had a family emergency and had to leave town quickly. She helped on me out on such short notice and made a very stressful time so much easier. I know my crazy pups are in safe hands with Harleigh. We are so appreciative of her and will continue to rebook with her!

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Savanna K.
Sitter Profile Image: Ramiro C.
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Ramiro C.
from
$16
per visit
5.0 out of 5 stars
1 review
3 years of experience
Tyler, TX, 75702

About: I enjoy walks along with training them new tricks. I like giving them lots of love and attention as you can see in my profile picture with Nala. I grew up with a lot of animals when I was younger and it’s just always been a passion to be around animals and enjoy there presence. My mother would always be upset when I brought every stray home and nurtured it till it got adopted. Feeding them and giving them shelter always made my heart smile. Making sure they enjoyed human contact was a big thing for me especially when they were separated from there parents or if they were just strays. If I could I would have every stray stay with me to care for them.

Sitter Profile Image: Kendra P.
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Kendra P.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
54 reviews
21 repeat clients
30 years of experience
Tyler, TX, 75703

Kendra has taken amazing care of my mother's cat while she has been recovering from a health event. Kendra truly loves animals and it is evident in the attention to care and detail. It is such a relieve to know my mother's "fur-baby" is well taken care of during this difficult time.

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Julie W.
Sitter Profile Image: Kayla M.
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Kayla M.
from
$16
per visit
5.0 out of 5 stars
1 review
22 years of experience
Gladewater, TX, 75647

Very good service. Sent several pictures and updates!

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Jennifer P.
Sitter Profile Image: Ali T.
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Ali T.
from
$20
per visit
10 years of experience
Tyler, TX, 75702

About: I have had pets my entire life. I’ve always wanted to be a veterinarian and live on a huge farm with as many animals as I can imagine. While this is not my overall goal job, it would be a dream to be able to care and spend my days with dogs and/or cats of any & every kind! When I was about 15 I volunteered at the SPCA for about a year and a half, along with caring & sitting my own animals that have included cats, dogs, rabbits, chickens, and even reptiles! Just about anything you can name to be a house pet, I’ve had and/or cared for/sitted! What you’re looking for in a sitter is what I can provide! I’m open to just about any and every animal, any time of the day, whenever you need it, I’ll be there! I am in school part time but still have plenty of time to play with your fur babies! I have two dogs of my own and care for them on an hourly basis so a couple extra pups is no big deal! I am only in school two days a week and am available full time other than that! I have a large fenced yard and two sweet girl dogs that can keep your pup company! I can also crate your dog if needed! If we are in your home, I will do every part of your normal routine & more to ensure your pup feels safe & comfortable!

Sitter Profile Image: Shanice J.
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Shanice J.
from
$15
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
Tyler, TX, 75703

Shanice was excellent taking care of Kori while we were away for the weekend. She even went above and beyond to make time in her schedule to come early one of the evenings to make sure Kori got her walk to avoid a huge rainstorm that came! Thanks Shanice!

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Connor L.
Sitter Profile Image: Emily R.
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Emily R.
from
$15
per visit
4.8 out of 5 stars
7 reviews
4 repeat clients
15 years of experience
Gladewater, TX, 75647

Emily was lovely and very professional. She took excellent care and took the time to engage with my Picca.

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Jacqueline B.
Sitter Profile Image: Linda D.
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Linda D.
from
$30
per visit
40 years of experience
Lindale, TX, 75771

About: I am retired. I will spend quality time with your dog! I have owned dogs all of my life. Our little Maddie went over the rainbow bridge November 2025 (at age 13 1/2). We miss her but have not taken the plunge for our next dog. Waiting on that special one to enter our lives! In the meantime, I am just pet sitting and enjoying other's dogs. When friends and relatives visit, their dogs are welcome too. Our home is totally dog friendly. We have a fenced in yard, as well as 7 acres to roam with a leash. If they enjoy riding in a side by side, we will go for rides. I am retired. I have plenty of time to play with your pup, and I will make sure they are well cared for, never left alone outdoors, and I have experience with giving medication too. Walking, playing and snuggling will be a part of each day. I have a fenced yard. I get up early to let them out to go potty. Potty breaks are as often as needed. I have experience with all size dogs.

Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$20
per visit
Gladewater, TX, 75647

About: My experience may not be as much as some but I’ve worked with my own dog (standard golden doodle) enough to know what kind of care and fun they need! I work the early shift so I’m able to provide afternoon care. Walks, potty breaks and doggy parks provide just the relief your babies want! After a long day cooped up while your at work, your pet will be sure to be happy for a little friendly visit and some exercise.

Sitter Profile Image: Meagan G.
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Meagan G.
from
$20
per visit
1 repeat client
5 years of experience
Tyler, TX, 75701

About: I have taken care of dogs and cats ever since I was young. Family, friends, and others have trusted me to take care of their babies while they were away. I will walk, feed, bathe, and play with your pets while you’re away so that they are safe and comfortable until you come home. I currently am just going to school. I am available anytime! I have my own transportation and can come check in on your pets anytime you need. I have a cat of my own and I frequently take care of my neighbors 5 dogs, (2 little, 3 big) and my sisters 5 cats. I have had my own smaller dogs. I promise that you can trust in me to make sure your pets are okay and taken care of at all times.

Sitter Profile Image: Amber S.
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Amber S.
from
$25
per visit
5.0 out of 5 stars
2 reviews
25 years of experience
Tyler, TX, 75701

About: I have a passion for animals since as long as I remember and believe they should be loved and cared for and they will show you more love than ever. I am a animal lover and can be there to care for them like they were my own fur babies. I have a large fenced in yard for them to play and jump about in and I can provide baths for long stays. I live in a safe neighborhood and can provide walks often for great exercise. I have a wonderful husband and son that can help me with extra care to your pet. Please let me know if you have any questions and I look forward to meeting you and your fur babies soon. I'm avalible for full time care on the weekends and can do drop in visits anytime durning the week. I have dogs and cats of my own and now how to make sure they are taken care of. I have a large fenced in yard with lots of space to run and play. I also have 3 pups to keep your fur babies company.

Sitter Profile Image: Rebekah B.
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Rebekah B.
from
$12
per visit
5.0 out of 5 stars
9 reviews
20 years of experience
Tyler, TX, 75701

About: Having my own dog and being raised in a family who always had two dogs has given me expertise in caring for dogs, I will treat all dogs as if they are my own I’m currently not working while I wait to start residency in July, I am open and available to care for your dog anytime of day! My house has a fenced in yard and no cats. I’m willing to come to your house, if that is preferred, just let me know and I can work with you

Sitter Profile Image: Ashlee N.
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Ashlee N.
from
$20
per visit
5 years of experience
Tyler, TX, 75707

About: I’ve taken care of all sorts of pets over the past 5 years, 4 legs 2 legs and no legs! I have pet sat for Friends, family, neighbors and also worked at a doggy daycare/boarding place for a year with all kinds of dogs I just moved to Texas so I will have plenty of time to spend time with your furry or scaly babies, I am free anytime! I have two cats I love to take Flynn outside sometimes because he loves the sun, and long naps with Piper. I would love to take your dog to a dog park to let out energy.

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Dog Sitting FAQs

Frequently asked questions about Rover

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

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

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Winona.

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

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

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

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.