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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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: Alicia R.
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Alicia R.
from
$17
per visit
5.0 out of 5 stars
• 56 reviews
12 repeat clients
12 years of experience
Irvine, KY, 40336

“Alicia went above and beyond to visit my cats during a snowstorm. Kept great communication with me to ease my mind. Her devotion n capability with my pets was such a blessing in our time of crisis.”

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Diana F.
Sitter Profile Image: Tyler S.
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Tyler S.
from
$15
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Richmond, KY, 40475

“We have used Tyler on numerous occasions. He is always our go to when we need our animals cared for. He takes great care of our animals and always goes on the long walks our dog takes him on when she is running around our property lol 10/10 recommend!”

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Rachael & Jacob C.
Sitter Profile Image: Christopher C.
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Christopher C.
from
$15
per visit
10 years of experience
Berea, KY, 40403

About: I've taken care of friends and families pets for the past 10 years, I've worked in pet retail for more then 9 years. My growth and passion for animals is every evolving. I treat every pet like they are my own! Very passionate and understanding with all animals. I am completely open to any needs. My schedule is very flexible. I am completly open to last minute needs and long term schedules to make sure the fur pals are taken care of. I have 8+ years of pet education along with nutrition and training, I have more then 40 hour of positive/ positive reinforcement training to help keep things under control.

Sitter Profile Image: Brooklyn R.
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Brooklyn R.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
13 years of experience
Richmond, KY, 40475

About: I’ve taken care of dogs practically my whole life. It’s one of my greatest passions and most of my life I would dogsit for anyone who would let me growing up. I would love to make sure all of the animals are safe and well cared for while their owners are gone. I currently go to school and work part time, but there is most certainly time for me to fit in helping these families with their animals when they need it. I do live in an apartment complex but I have many years of experience with walking dogs of all kinds so I could walk it when needed. As for as toys, a crate or bedding at my apartment, I don’t have much of that, but could get some if needed.

Sitter Profile Image: Tanika L.
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Tanika L.
from
$20
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
12 years of experience
Richmond, KY, 40475

“I recently moved from NY to KY and was in need of someone to help care for my four dogs. I had spoken to many people and wasn’t comfortable with anyone as I had my prior dog walker in Ny for over 10 years. I found Tanika and she and I hit it off right away: she was super accommodating to my ever changing schedule. I was nervous to have my one rescue dog meet anyone because he could be unpredictable. Tanika came armed with treats and was relaxed and so easy going with all the dogs that he took to her first!!!! Tanika had been above and beyond amazing . She helps with my dogs that have medical issues and she is always there when and if I need her. She takes care of my dogs as if they were her own and I’ve never had to worry about them when I’m away. She is an absolute god send and I highly recommend her!”

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Kimberleigh M.
Sitter Profile Image: Hannah A.
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Hannah A.
from
$13
per visit
2 years of experience
Berea, KY, 40404

About: I’ve taken care of many different dogs over a period of time. I love all dog breeds and enjoy taking care of each of them. Along with that I have also have care for senior dogs and will be able to accommodate to any medication or specific routines needed I am currently a junior nursing major in college . Pet care comes into play as I have owned dogs and fostered cats myself. I will also be willing to accommodate to your dog if needed I have a fenced in yard and I am a walking distance from the local dog park. There is also a space to easily crate any animal if needed

Sitter Profile Image: Bailey B.
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Bailey B.
from
$40
per visit
15 years of experience
Richmond, KY, 40475

About: I adore animals, and with me, your pet will always remain safe and pampered. I have a long history of animal care, having grown up raising and caring for just about anything you could imagine. I am a college student and athlete, and I am an expert at juggling my workload. I can be wherever needed at any point, except when I have class or soccer games. I believe in treating everything with proper respect and care, especially when that entails others' property. I have no issue cleaning messes made by pets, and will always do my best to prevent any misshaps.

Sitter Profile Image: shantasia w.
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shantasia w.
from
$13
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
3 years of experience
lexington, KY, 40509

About: I have been caring of a variety fur babies since I was a kid. I have experience with working with both younger and older fur babies. I am currently working while coming my masters online in counseling so I do have flexibility with working overnights. If need more availability please contact me. I have a fenced area at my apartment complex for dogs if needed. I have a variety of treats and toys for cats if needed.

Sitter Profile Image: Casey  P.
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Casey P.
from
$50
per visit
5.0 out of 5 stars
• 17 reviews
2 repeat clients
18 years of experience
Nicholasville, KY, 40356

About: I've had at least four dogs as long as I can remember. As a child, they were my first companions and my second caretakers. Even as I grew into an adult, they were always there to comfort me and to brighten the darkest of days. Dogs hold a very special place in my heart and I am eager to give back what they so willingly give; love, acceptance, understanding, comfort, and joy. In the last two years, I have gone from four dogs to one, due to Cancer and Congestive Heart Failure, and I must admit that their absence has affected me deeply. I miss them so so so much!! I'm one of those people that celebrated their dog's birthdays and bought them copious presents for Christmas. While my friends were pulling out their family pics, I was always pulling out my dog pics. I share this same sentiment towards birds, rabbits, and cats; all of which I had growing up. Being surrounded by animals as a child was a great experience. It even prompted me to volunteer at the ASPCA for almost a year. As I hope you can tell, I will not only provide what your pet (s) needs to survive, but I will also provide him/her with special attention and love. I look forward to meeting with both you and your pet! Until then, take care! I will be able to fulfill any house/pet sitting duties without any issues, as I am able to balance my obligations responsibly and with respect to myself and those that hire me. While pet/house sitting, I will abide the rules given to me. This could include when they play, where they sleep, any medications needed, when to eat, etc.

Sitter Profile Image: Glenn & Terrill M.
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Glenn & Terrill M.
from
$25
per visit
5.0 out of 5 stars
• 226 reviews
75 repeat clients
15 years of experience
Lexington, KY, 40511

“We had such a wonderful experience with Glenn and Terrill! They went above and beyond in caring for our furbaby, giving him plenty of attention, affection, and consistency while we were away. Their communication was excellent, and it gave us such comfort (and relief!) to know he was in capable, loving hands. Thank you so much!! We would happily trust them again with our precious baby.”

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Ashley F.
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Pet parents share their Rover experiences - Winston

1 / 1
5.0 out of 5 stars

Alicia is dependable, professional and my cats’ best friend. She has made it possible for us to leave home and know that our cats are going to receive the same attention as we give. They literally greet her as if she has never left!

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Diana F.
Drop-In Visits
5.0 out of 5 stars

We have been using Alicia for drop-in visits. Ellie Mae and Peanut enjoy their visits with Alicia. I appreciate the report cards and pictures she sends of my babies.

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Crystal O.
Drop-In Visits
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Book with peace of mind

  • 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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

How to book pet sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Winston

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FAQs for Pet Sitting - Winston

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 .

sitters on Rover set their own , 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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