Pet Sitting Winston

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 88
pet parents in Winston have booked pet sitting

Winston, Find top rated pet sitting

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: Megan D.
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Megan D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
12 years of experience
Lakeland, FL, 33815

About: I am experienced, responsible, friendly and loved by pets of all ages. Get reliable pet sitting from someone who’s raised a Westie and wrangled puppies. I live and work locally in Lakeland. Available for midday walks and sitting evenings/weekends. I am happy to provide snuggles, walks, park trips, feeding and treats. I previously worked in a pet store providing care for puppies and I currently have a 12 year old Westie. She is very friendly & loves to play with other animals.

Sitter Profile Image: Gavin K.
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Gavin K.
from
$20
per visit
4.9 out of 5 stars
• 69 reviews
13 repeat clients
17 years of experience
Lakeland, FL, 33811

“Gavin was so good to our cat Ollie. Gavin ensured that Ollie was fed, kept with a clean litter box, and given plenty of attention. Gavin went above and beyond vacuuming the litter our cat tracks out of the box, which is not something I expected him to do. We also came back to a clean food trays, which was an excellent surprise. We will certainly be using Gavin again in the future if the need arises.”

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Daniel M.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$13
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
17 years of experience
Plant City, FL, 33563

About: I was a veterinary technician for 13 years. Fully capable and experienced in medication administration for cats and dogs. Including but not limited to insulin injections, pill administration, and SQ Fluid administration. Then, I pursued other opportunities in the veterinary field. During my tenure as a vet tech I also pet sat for clients. Experience with dogs, cats, sugar gliders, birds Currently, I am only accepting cats or small dog. I have a flexible schedule but will require at least 2 days notice to meet a new pet. Once established then same day or next day can potentially be accommodated. I go over the care requirements during our meet and greet. During the visit I will not only ensure your pet receives basic care but also attention in the form of play or pets depending on the animals preferences for interaction.

Sitter Profile Image: Gavin L.
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Gavin L.
from
$15
per visit
19 years of experience
South Lake Morton, Lakeland, FL, 33803

About: Dogs have been a part of my life for most of my life. My first dog was our family’s black Lab, Nya. Then I got my own dog, Henry, a Jack Russell Terrier mix who was by my side for 12 wonderful years. As Henry got older, he experienced a variety of health issues, so I became very comfortable administering medication, including oral medications and eye drops. I’m also familiar with caring for dogs who require a specific diet and a little extra patience and attention. I recently had to say goodbye to Henry, and while I’m not quite ready to welcome another dog of my own, I deeply miss the companionship and joy that comes with having a furry friend around. I know how much trust it takes to put your dog in someone else’s care. Whether they need a good walk, playtime, companionship, or just someone to give them a little extra love while you’re away, I’d love to be someone your family can count on. I’ll treat your dog with the same patience, affection, and care I would want someone to give my own. ❤️ My schedule is very flexible right now, which allows me to make pet care a regular part of my day. I’m available Monday through Friday from 7 AM to 7 PM for walks, drop-in visits, playtime, feeding, or just some extra companionship while you’re away. I have plenty of flexibility throughout the day, so I’m happy to work with your pet’s normal routine and schedule whenever possible. If you need care outside of those hours, feel free to reach out! I’m happy to be flexible when I can. I know that trusting someone with your pet also means trusting them in your home, and I take both seriously. I’ll always follow your instructions closely and do my best to keep your pet’s normal routine consistent so they feel safe and comfortable while you’re away. I’m mindful of doors, gates, leashes, and anything else that helps keep your pet secure, and I’ll treat your home with the same care and respect I would my own. I’m also happy to send photos and updates during my visit so you can feel confident that your furry family member is happy, safe, and well cared for.

Sitter Profile Image: Alexis H.
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Alexis H.
from
$25
per visit
5.0 out of 5 stars
• 36 reviews
17 repeat clients
15 years of experience
Dixieland, Lakeland, FL, 33815

“My fur-babies love Alexis & Luca, and their fur-mama does, too! Alexis is very hands on, and very vested in the well-being of my fur-babies! Anytime I have to go out of town, I always reach out to Alexis to see if she’s available!”

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Ariel G.
Sitter Profile Image: Christina G.
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Christina G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 14 reviews
2 repeat clients
12 years of experience
New Jersey Rd, Lakeland, FL, 33803

“Thank you so much for taking care of our two kitties! This was the first time we had left them alone for more than a couple days, and it was such a relief knowing someone was going to check on them and make sure the older cat got her medication.”

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Crystal K.
Sitter Profile Image: Blythe W.
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Blythe W.
from
$16
per visit
5.0 out of 5 stars
• 3 reviews
8 years of experience
South Lake Morton, Lakeland, FL, 33801

About: I’m a caring, dependable, and attentive pet sitter who will treat your pets like they’re my own! I have experience caring for dogs of different ages, sizes, and personalities, and I’m comfortable with walks, feeding schedules, playtime, and lots of cuddles. I’m patient with puppies who may need extra attention and consistency, and I’m also happy to provide a calmer environment for older pets. I understand that every pet has their own routine and personality, so I’ll always follow your instructions closely to make sure they feel safe, comfortable, and loved while you’re away! ’m a full-time college student, but all of my classes are in the early afternoon, which leaves me plenty of time in the mornings, evenings, and between classes to care for pets. I’m able to make time for walks, feeding, playtime, potty breaks, and lots of attention. I’m also happy to follow your pet’s normal routine so they feel comfortable and well cared for while you’re away. When caring for pets in a client’s home, I do my best to keep their normal routine consistent so they feel safe and comfortable. I follow all instructions for feeding, walks, potty breaks, playtime, and any other specific needs. I make sure they get plenty of attention and love while also respecting their space and personality. I’ll also keep their area clean and make sure they have fresh water and everything they need while you’re away!

Sitter Profile Image: Carly B.
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Carly B.
from
$20
per visit
5.0 out of 5 stars
• 26 reviews
8 repeat clients
15 years of experience
East Lake Morton, Lakeland, FL, 33801

“Carly was super flexible and able to help us out in a pinch. It seems like our puppy loved her!”

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Mikehla
Sitter Profile Image: Bethany & Nathan P.
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Bethany & Nathan P.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
• 173 reviews
87 repeat clients
8 years of experience
Lakeland, FL, 33813

“Thanks to Bethany and Nathan, my wife and I were able to enjoy a much-needed vacation with each other. One that we haven't been able to take in years due to not having anyone at home with the animals. Everything was handled spectacularly with no issues at the house whatsoever. Photos were provided, updates were given, and all instructions were followed to the letter. All communications throughout were clear and delightful, we highly recommend this Duo, and we will be reaching out to them again when the time comes to take another vacation.”

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Alec O.
Sitter Profile Image: Miriah V.
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Miriah V.
from
$17
per visit
5.0 out of 5 stars
• 14 reviews
9 repeat clients
7 years of experience
Lakeland, FL, 33805

“Miriah did a great job looking after our cats while we were away on vacation, cleaning the litter box with the pine pellet system we use, cleaning the water fountain and changing the filters. Our cats are scared of people and hide, but she tried to find them and take pictures for us every time she went, and gave us updates. Thanks Miriah!”

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Rachel D.
Sitter Profile Image: Alexandra G.
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Alexandra G.
from
$24
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
Florida Southern College, Lakeland, FL, 33801

“Thank you for visiting my babies”

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Nancy G.
Sitter Profile Image: Amber M.
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Amber M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 210 reviews
50 repeat clients
6 years of experience
Lakeland, FL, 33801

“Amber goes above and beyond with our kitties. I appreciate all she does when she visits for drop-ins, and it’s such a relief having someone I can trust while we’re away.”

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Amy G.
Sitter Profile Image: Rashana T.
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Rashana T.
from
$12
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Lakeland, FL, 33811

“Rashana was super communicative and respectful of the things we needed done for our cat while we were out of town. Her kindness really separates her from everyone else on Rover and exemplifies professionalism. Will book Rashana from now on with any of our pet-sitting needs.”

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Jeremy M.
Sitter Profile Image: Amber M.
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Amber M.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Lakeland, FL, 33805

“Amber was amazing! We felt totally at ease while we were away knowing she was taking care of our dog. Her updates were reassuring and she cared for our our dog with so much kindness and love. We would definitely book with her again for our next trip!”

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Gabriella H.
Sitter Profile Image: Kyndal L.
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Kyndal L.
from
$20
per visit
3 years of experience
Mulberry, FL, 33860

About: Ive had 4 animals a Labrador, 2 orange tabbys, I've had a pitbull and a Rottweiler and I walk my grandma's dog for over a year, I've had animals since I was young In August at the end on the 30 I'm going to college from Monday to Thursday in the morning until June and I take my grandma's dog out in the morning and night 7:30 in the morning and 7 at night I have a fenced in yard I keep my dog in the house until time for her to go outside and I feed her morning in night and I give her hugs and loves throughout the day

Sitter Profile Image: Devonee’ S.
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Devonee’ S.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Plant City, FL, 33565

About: Hello doggy parents! I am a mama who loves animals! I have owned dogs all of my life and currently have a 5 year old Standard Poodle. Feeding and walking can be done on the dogs normal schedule by request. Dogs staying over the weekend can be taken to dog friendly places such as dog parks, farmers markets, etc. Upon request. Thank you ! I look forward to meeting your pup soon! I’m home almost all the time :) pups will be played with multiple times throughout the day including walks and the park. There is a designated doggy park in my neighborhood along with my fenced yard. Pictures and videos will be sent multiple times throughout the day:) for added comfort pup parents may even FaceTime me to see how the pups are doing!

Sitter Profile Image: Lacie G.
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Lacie G.
from
$14
per visit
15 years of experience
New Jersey Rd, Lakeland, FL, 33803

About: I work from home and have a ton of availability. I currently have 1 pet dog. He is 15 years old. Hes very much an old man and a loner. I love all animals but my favorite are dogs. I am salary so my job is very flexible. & I live an active lifestyle so incorporating activities for your dogs will fit right in! I currently work from home. I am salary so my job is very flexible. I live an active lifestyle so incorporating activities for your dogs will fit right in! I have a fenced in backyard. I currently have 1 dog (yorkie) that is 15 years old. He is an old man and a loner so he sleeps most of the day.

Sitter Profile Image: Mikala F.
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Mikala F.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Plant city, FL, 33566

About: When I was in high school I took 3 years of veterinary technician class and got my cva. I’ve worked at a vet clinic taking care boarding and hospital pets for 4 years. I’ve own my own dogs and even fostered some. I’m currently unemployed but I am a single mother so I have plenty time for any scheduling and time for your furry babies. At the moment I’m available for most times. I don’t have a fenced in yard and I have a roommate, who has a cat, and two young children so I won’t be providing any boarding services at my home.

Sitter Profile Image: Lia V.
Verified Enhanced Background Check
Lia V.
from
$25
per visit
4.9 out of 5 stars
• 50 reviews
13 repeat clients
15 years of experience
Crystal Lake, Lakeland, FL, 33801

“Lia showed up on time and accommodated my cats needs. She sent pictures and communicated very well. I had peace of mind on my trip knowing Alia was taking care of my pet. 10/10 would have her back to take care of him.”

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Brody J.
Sitter Profile Image: Eliana Marcela S.
Verified Enhanced Background Check
Eliana Marcela S.
from
$15
per visit
1 year of experience
South Lake Morton, Lakeland, FL, 33803

About: Although I don’t have professional experience as a pet sitter, I have always had cats and have also had dogs, so I’m very comfortable living with and caring for them. I have also cared for my friends’ dogs on several occasions. I’m a responsible, patient, and caring person. I believe every pet deserves attention, respect, and lots of love. I always make sure they feel comfortable, safe, and cared for while they are with me. 🐾❤️ Trabajo de lunes a viernes hasta las 5:00 p. m., por lo que estoy disponible para cuidar mascotas después de ese horario. Los fines de semana también tengo disponibilidad por horas, tanto en la mañana como en la tarde. Cuando cuido una mascota en la casa de su dueño, me aseguro de seguir su rutina habitual y las indicaciones de su familia. Me gusta brindarles compañía, cariño y atención, además de asegurarme de que tengan comida y agua fresca. También puedo jugar con ellos, sacarlos a caminar si es necesario y mantener limpio y ordenado su espacio.

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The median cost per visit for pet sitting in Winston is $20

Pet parents share their Rover experiences - Winston

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5.0 out of 5 stars

Pennie was amazing! She was always communicating with me about how my cats were doing. She left the cats bowls/area clean and even got my mail while I was gone. Pennie sent pictures of my boys & went above & beyond what I asked. Would highly recommend her for drop-in visits.

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Ellen H.
Drop-In Visits
5.0 out of 5 stars

Sarah is very professional, and very knowledgeable with all types of pets . Sarah has been very flexible for me and my schedule, she's the best. Definitely recommend her services !

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Jesse A.
Drop-In Visits
5.0 out of 5 stars

Gavin has done an excellent job feeding and taking care of our 4 cats. He has even gotten the shy one to say hi to him! We look forward to hopefully booking him in the future.

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Justin F.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Winston

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Sitters in Winston average 6
repeat pet sitting clients

FAQs for Pet Sitting - Winston

Frequently asked questions about Rover

The average cost of Pet Sitting in Winston is $26 per visit as of November 2026. Most bookings cost between $18 and $36 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 4,800 sitters on Rover offering Pet Sitting across Winston. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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