Dog Sitting Winona

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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: Linda R.
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Linda R.
from
$28
per visit
5.0 out of 5 stars
23 reviews
4 repeat clients
10 years of experience
Longview, TX, 75603

About: I have been in the veterinary field and pet sitting field for over 10 years, I love animals so much! and will care for yours with love and respect, as if they were my own. I am a full time veterinary technician, but make time for part time pet sitting and pet transportation. I will usually do check ins between 7-8am on the weekdays and Night time check ins around 9pm depending on the week. one week I'll work Friday-Sunday and my check in may be later at night, and the next week I have the weekends free and check ins can be anytime of the day. Depending on distance from my work I can do mid day check ins. I also do over night stays, and have a spot open for 1-2 small animals- same family for boarding. I follow every instruction that is left for me, go above and beyond to keep pet happy. I take pictures and send updates always. I make sure my pets are always left comfortable and safe, well fed and happy. I have a separate, very spacious room where i can safely board 1-2 cats of the same family, or one cat and one small dog, same family. I do have cats of my own but they do not have access to that area. I also accept small critters- reptiles as well. Cage and supplies will need to be provided.

Sitter Profile Image: Linda D.
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Linda D.
from
$30
per visit
5.0 out of 5 stars
2 reviews
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: Marina R.
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Marina R.
from
$15
per visit
10 years of experience
Tyler, TX, 75701

About: I have had dogs my whole life until I got horses at 13. At one point in my life, I was taking care of 4 dogs (almost 6), a bunny, and 6 horses. Over the years, I have lost some of my animals, so now I care for 1 dog and 4 horses. I love animals; I honestly can't imagine my life without them. Also, I worked at a vet's office as a kennel tech for 3 years. So I am very comfortable with anything that your pet might need within reason. I'm currently doing online classes in college. My schedule is flexible, and I will communicate if it changes. Weekends can be free, but I love spending time with my family and having my own time to do whatever I need to do. When I go to someone's home, I like to ask questions that will help me better understand their pet. I am very patient, willing to go at their pace. I am good at following instructions. I will be there on time, make sure they have everything they might need, and communicate if I can't find it, if your pet may need something, or if I have questions. Also, I will tell you if I see anything out of the ordinary

Sitter Profile Image: Alyviah B.
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Alyviah B.
from
$22
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Tyler, TX, 75707

About: Hi, I’m Alyviah! I’m 24, a veteran, and a lifelong animal lover. My crew includes two mini schnauzers, two cats, and a banana ball python, so caring for different personalities and species is part of my everyday life. I’ve had dogs big and small throughout my life. For the past 4 years, I’ve provided walks, drop-in visits, overnight stays, and boarding for dogs, cats, and reptiles. I’ve also rescued and fostered stray animals and volunteered with local adoption centers. Life can be unpredictable, so I’d love to help when you need an extra hand. I would love to create new memories with your furry, feathered, and scaly babies and hopefully become your go-to gal! Pet care is a natural part of my everyday life. I have a flexible schedule and am available most days, including weekends, allowing me to provide reliable care when needed. I enjoy getting to know each pet’s unique personality and following their routine to help them feel safe, comfortable, and well cared for while their owners are away. Every pet is different, so I do my best to follow their normal routine and make their time away from their owner as stress-free as possible. I pay close attention to feeding schedules, exercise needs, medications, and any special instructions. I also believe communication is important, so I like to provide updates and photos when possible. My goal is for both pets and their owners to feel comfortable, safe, and cared for.

Sitter Profile Image: Andrea L.
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Andrea L.
from
$30
per visit
4.9 out of 5 stars
33 reviews
18 repeat clients
6 years of experience
Tyler, TX, 75709

She worked with me with my 3 puppers, and was able to drop in without meeting them ahead and made them feel so safe and happy. One of my little ones has bad anxiety and I’m so grateful to her that she came and saw them in the middle of my long shift and gave them an outside break to play!

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Hailey G.
Sitter Profile Image: Hanlla O.
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Hanlla O.
from
$16
per visit
4 years of experience
Tyler, TX, 75706

About: I've been caring for dogs for four years, I'm experienced and walking, feeding, and playing with them, making sure they get all the exercise and attention they need. Animals have always been a huge part of my life, and I've had a whole menagerie at home, from dogs and ducks to fish and bunnies - I love them all! I am currently on vacation and dedicating my full attention to pet care. I am available for your free friends as my full-time job right now. Pets are most comfortable in there family home environment. Knowing their surroundings helps them feel relaxed and secure when I'm there to walk or feed them.

Sitter Profile Image: Katie D.
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Katie D.
from
$45
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
32 years of experience
Flint, TX, 75762

About: Training and playing and teach them from my sign language and give them my love and cuddle and ride in car and treat them good Anytime and any day as needed holiday as needed I will be available mostly if need watch dogs I will love take care as needed Will be there for them and take care of them and play with our dogs friendly, as needed watch them I glad get petting sitting

Sitter Profile Image: Paola C.
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Paola C.
from
$25
per visit
2 years of experience
Tyler, TX, 75701

About: I have experience dog sitting small and big dogs, and pet sitting for families I know, including caring for my bosses’ dogs and cat when they were away. I also grew up with a dog, so I understand how important it is to give pets love, attention, and a safe routine. I’m comfortable helping with feeding, walks, basic care and keeping owners updated while they’re away. I always make sure to follow each pet’s normal routine and any specific instructions from the owner, because every dog has their own personality and needs. I currently work part time and remote, so my schedule is very flexible. I can help during the day and/or over night as needed I cannot bring pets home as I live in an apartment where no pets are allowed, but I can definitely go and stay at clients house as needed

Sitter Profile Image: Brandi M.
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Brandi M.
from
$40
per visit
4.9 out of 5 stars
19 reviews
4 repeat clients
30 years of experience
Longview, TX, 75603

She is on time keeps me informed on Rocky takes good pictures. Rocky really likes her. Would recommend her for anyone that wants professional care of the animals

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Bobby V.
Sitter Profile Image: Gabriella L.
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Gabriella L.
from
$21
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Longview, TX, 75605

Gabriella was really great with our animals. She went above and beyond, would highly recommend her for pet sitting!

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Peter S.
Sitter Profile Image: Chelbi H.
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Chelbi H.
from
$25
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Gilmer, TX, 75645

About: I’ve taken care of dogs since I was young. Also I’be work at different vet clinics through my life.so I have the experience to take care of your animals in best way possible. I’m currently a bather at my clinic so if baths and nail trims is something you want added on that is something I can do for you as well. I do work during the week but have weekends off and if it close to work during the week I can stop by during my breaks to play and let them out to potty. I have my own furry babies that are super friendly to play with if you want that environment or they can have my divided attention.

Sitter Profile Image: Carol H.
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Carol H.
from
$15
per visit
40 years of experience
Gilmer, TX, 75644

About: I have had a dog or cat in my life for over 5 decades. My parents raised dogs and taught me early in life how to care for pets. My heart has always belonged to some sort of pet from rabbits, guinea pigs to dogs and cats. Big dogs, smaller dogs and everything in between. I have loved them all. I am confident in my love and ability to care for all pets and appreciate my time with them. I feel pets are an essential part of my every day life. I am a Doggie Mama to 3 Basset hounds and a Rat Terrier who thinks he is a Basset hound. Our life is really blessed and very good and we wouldn't change a thing.

Sitter Profile Image: Matthew D.
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Matthew D.
from
$18
per visit
25 years of experience
Hideaway, TX, 75771

About: ****Why are my prices lower than most sitters?**** I am looking to establish myself here, get regular customers and of course earn 5 star reviews! So take advantage of my rates before they go up! I’m Matt and I am a medically retired Los Angeles County Sherriff Officer. I am available most days and I do my best to be very flexible. I am obviously a lifelong animal lover and proud pet parent to four wonderful dogs—from a gentle Great Dane mix to a spirited little but old Chiweenie, an old grump Beagle mix, and a high energy talk your leg off Blue Healer mix. Living with such a fun and diverse pack has given me a deep understanding of dogs of all sizes, breeds, and personalities. But my heart doesn’t stop at dogs—I’ve also had the joy of sharing my life with cats, and I truly enjoy working with them too. i have had several cats in the past and know they have a wide range of personalities and quirks. Whether your cat is outgoing, shy, playful, or independent, I know how to earn their trust and make them feel safe and loved in your absence. Whether you have a couch-loving kitty, a high-energy pup, or a full fur family, I bring calm, caring, and attentive support tailored to your pet’s needs. What you can expect from me: -Consistent, on-time care with thoughtful updates and plenty of photos -Genuine affection, one-on-one attention, and enrichment activities -Experience handling pets with unique routines, medication needs, or senior care -A calm and respectful presence in your home, plus basic household tasks as needed I know how hard it can be to leave your pets, and I treat every animal as if they were my own—because that’s what I’d want for mine. Whether you’re away for the weekend or an extended trip, I’ll make sure your pets are happy, well cared for, and loved. Let’s set up a meet-and-greet—I’d love to connect and see how I can help! My furry fuzz balls are my family. I’m already up early feeding, walking, and playing with my own four dogs, and I make time throughout the day to check in, interact, and keep them comfortable. Because animals are already such an important part of my everyday routine, caring for your pets fits right in. Whether it’s morning drop-ins, midday play breaks, or evening check-ins, I structure my schedule around what your pets need most. I’m organized, flexible, and always make sure each visit is calm, unrushed, and full of attention—just like I would want for my own pets. I am a medically retired Los Angeles County Sherriff Officer so you can feel at ease that I am respectful of your home, property and your fur babies at all times. When caring for pets in their own home, my top priority is maintaining their normal routine and environment to reduce stress and keep them happy, loved and secure. I follow your instructions closely—from feeding and medication schedules to favorite toys, walking routes, and cuddle preferences—so your pet gets consistent, personalized care. Each visit is more than just a check-in. I take time to connect with your pet, offer affection, play, and enrichment, and keep an eye on their behavior and well-being. I’m calm, respectful, and tidy in your space, and I ALWAYS keep you updated with photos and notes so you feel confident and connected while you're away.

Sitter Profile Image: Liv S.
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Liv S.
from
$15
per visit
15 years of experience
Whitehouse, TX, 75791

About: I focus on making dogs feel safe, comfortable, and genuinely cared for while their owners are away. Whether I’m providing drop-in visits, walks, or house sitting, I stick closely to each dog’s normal routine. This can include walks, playtime, feeding schedules, potty breaks, cuddle time, and simply keeping them company so they feel relaxed and secure in their own environment. I’m dependable, attentive, and provide regular updates and photos so you can feel confident knowing your pet is happy and well cared for. As a proud dog mom to a husky, caring for dogs is already a big part of my daily life. Beyond caring for my own dog, I’ve helped family and friends by looking after their pets while they travel or have busy schedules. These experiences have taught me how important consistency, patience, and trust are when caring for someone else’s furry family member. I work full-time as a manager, but pet care fits naturally into my routine. I carefully manage my schedule to ensure pets receive the attention, exercise, and companionship they need during my visits. My goal is to provide reliable, loving care and give pet parents peace of mind while they’re away. Because I have a dog at home, I do not offer boarding services. While my husky is friendly, I believe being realistic about the services I can provide helps ensure the best experience and safety for every pet in my care. Dog mom to a husky, caring for dogs is already part of my routine — through walks, care, and helping my family pets feel loved Because of the dog I have at home, I do not offer the boarding service. Although friendly, it just is not a realistic service for me.

Sitter Profile Image: Carli A.
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Carli A.
from
$20
per visit
12 years of experience
Lindale, TX, 75771

About: I have personal experience with all pets; small and large animals [ dogs, cats, horses, and cattle]. I have helped with animal feedings and bathing. I care for other's pets like they are my own. I am a full time outdoor education instructor at Sky as well as getting my master’s degree through DBU online, so I am available to pet sit/do overnight trips anytime with my flexible schedule! In my client's home, I will make sure that the yard and house is secure and safe. I will also check for accidents around the house, including upset stomach accidents. I will make sure that the pets are fed on a schedule, and fresh water is provided.

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

About: I am an animal lover though and through. I have professional experience working at vet clinics, humane societies and zoological facilities. With this experience you can feel relieved in knowing your pet will be cared for in the best way possible. I work part time with Wednesday, Thursday and Friday off. I am available whenever needed on my free days! We can work together to figure out a plan that works best for all parties. I can customize care plans based on individual needs. I understand that every pet is an individual with different likes and care needs. Assuring that our furry family members get the care they need is top priority.

Sitter Profile Image: Kailey Z.
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Kailey Z.
from
$15
per visit
24 years of experience
Flint, TX, 75762

About: I’ve had dogs my whole life and have cared for my very own as long as family members and friends. My goal is to give you total peace of mind when you’re away and make sure your pup feels loved, safe, and happy. My schedule is flexible. I work part time so I am unavailable Tuesdays , Thursdays, and Fridays 4pm-11pm. I am also unavailable Saturday 11am-5pm Available all other times when needed I have 2 mid-size dogs that are highly energetic and playful. They love attention and affection. I guarantee to treat all dogs the same as my very own <3

Sitter Profile Image: Beslyn W.
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Beslyn W.
from
$30
per visit
15 years of experience
Chandler, TX, 75758

About: Animals have always been a big part of my life, both professionally and personally. I worked at Shelley Drive Animal Clinic for four years, where I cared for dogs and cats by administering medications, feeding, cleaning kennels and litter boxes, monitoring their health, and ensuring they were comfortable and well cared for. Outside of work, I have a farm where I care for my horse and two dogs, giving me hands-on experience with animals of different sizes and personalities. I earned a bachelor’s degree in Animal Science and am currently pursuing my master’s degree in Animal Science. Whether your pet needs playtime, medication, or extra patience and attention, you can trust that they will receive compassionate, reliable, and knowledgeable care with me. Pet care is woven into my life through work, farm responsibilities, and animal science studies, giving me hands-on experience and compassion for animals each day. Your pet’s safety, happiness, and comfort are my top priorities. I will provide a loving, safe, and stress-free environment where your pet feels secure while you’re away. Every pet will receive plenty of attention, affection, playtime, and personalized care based on their individual needs and routine. Whether it’s feeding, administering medication, going for walks, or simply providing companionship, I’ll care for your pet as if they were my own. My goal is to give you peace of mind, knowing your furry family member is in compassionate, trustworthy, and capable hands.

Sitter Profile Image: Amber W.
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Amber W.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Mount Pleasant, TX, 75455

If I could leave Amber a million stars I would! She went above and beyond to care for our fur babies! We will definitely be using her in the future when we are away.

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Delilah K.
Sitter Profile Image: Carson T.
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Carson T.
from
$13
per visit
5 years of experience
Longview, TX, 75605

About: Veterinary-experienced pet sitter specializing in cats, senior pets, medications, and pets needing extra care. Injections, medications, and a little more love go a long way! I work full-time, but I have 2 cats as well, that would love to meet your pets! I would love spending my off days watching or keeping your pets too! I am well trained on medicines and foods. I’m good with crate training or anything else known before hand. My pets will be at my house, but they are very excited to see other animals. I can feed your food at request or what I have on hand!

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The median cost per visit for dog sitting in Winona is $20

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Popular requests for dog sitting - Winona

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Sitters in Winona average 5
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FAQs for Drop-In Visits - Winona

Frequently asked questions about Rover

The average cost for Dog Sitting in Winona on Rover is $19.26 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 310 sitters on Rover offering Dog Sitting across Winona. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Winona stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winona choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Winona with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Winona. On Rover:

  • 96% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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