Cat Sitting Winchester

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Winchester, Find top rated cat 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: Amy M.
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Amy M.
from
$20
per visit
5.0 out of 5 stars
23 reviews
8 repeat clients
35 years of experience
Okmulgee, OK, 74447

Amy is fantastic! She was able to help me out at the last minute when my plans had changed. She is always extremely thorough with her visits to my house. I really love how she takes pictures to show me that all my animals have been fed and she takes time to play with them and make sure they’re feeling happy. 100% I would recommend!!!

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Camille E.
Sitter Profile Image: Ryan R.
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Ryan R.
Star Sitter
from
$15
per visit
4.9 out of 5 stars
34 reviews
7 repeat clients
13 years of experience
Sapulpa, OK, 74066

Ryan was great petsitting for us! We have 2 rambunctious big dogs and 2 smaller dogs, and he was able to handle them with ease! Will definitely be using again when we go out of town! ⭐️⭐️⭐️⭐️⭐️ Go Ryan!! He’s great!

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Abigail J.
Sitter Profile Image: Omni B.
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Omni B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
27 reviews
12 repeat clients
39 years of experience
Jenks, OK, 74037

I have been using Omni regularly for daily check ins on my 6 month old puppy. She does an amazing job with him! She is incredibly responsive to messages, and has been very reliable. It is such a relief to have someone we can trust to check on our little guy.

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Emily C.
Sitter Profile Image: Kylee T.
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Kylee T.
from
$15
per visit
8 years of experience
Mounds, OK, 74047

About: I’ve always taken care of pets whether they were mine, or someone who needed a sitter for the weekend! Pets are our babies as well! I’m currently between jobs, and have more than enough time in my life right now, and would love to take care of your fur babies! We have 5 acres for them to play on! I have two of my own dogs, who are little social butterflies. They would gladly take on some new friends!

Sitter Profile Image: Jessa C.
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Jessa C.
from
$18
per visit
5.0 out of 5 stars
22 reviews
7 repeat clients
10 years of experience
Kiefer, OK, 74041

About: I’ve been with dogs ever since I can remember. I grew up with cattle dogs and have lots of experience with dogs and cats as I foster often. I have a border collie pit mix and a Lab! I am able to help with medication administration, senior dogs, and puppies I am all for it! I’ve always been a pet lover. I am able to provide potty breaks during working hours. I’m home and available most of the week for lots of playtime and potty breaks😊. I love to go on walks with the pups and give the love and attention they deserve. We just built our house last! I live on 2 acres and have part of it fenced. I have 2 fenced areas in the yard and dogs have access to water in both. My 2 sweet fur babies will be sure to keep your pups company. If I need to run an errand all dogs including mine will be crated or in separate room for safety. I’m usually with my dogs at all times so they are in good hands with me! I DO REQUIRE IDENTIFICATION ON COLLARS.

Sitter Profile Image: Austin D.
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Austin D.
from
$13
per visit
25 years of experience
Kiefer, OK, 74041

About: I have many years' experience with large and small dogs, cats, and small pets, including gerbils, hamsters, guinea pigs, fancy rats, hedgehogs, and more. Open availability and attention to detail. I have open, flexible availability to help best fit your pets needs. I am centered in the Keifer area with access to much of south Tulsa. I am available for drop-in check-ups, with the convenience of your pet staying in their home, a space they are comfortable in and used to.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
20 years of experience
Bixby, OK, 74008

Elizabeth is a very kind and flexible person and loves what she does! It's never easy leaving my babies with a stranger I've spoken to once or twice but Elizabeth made me very comforted and reassured that my babies would be in the very best hands. My kitties were happy and healthy when I came home. (And she's really good at taking pictures)

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Kris C.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
20 years of experience
Jenks, OK, 74037

About: I’m a lifelong dog lover with an energetic, cuddly 4-year-old goldendoodle. We enjoy daily walks, playtime, and cozy evenings. I can guarantee giving your pet loving and reliable care! ❤️ I work full time Monday-Thursday. My hubby is home during the days, and I am home during the evenings. Your dog will only be alone for 2 hours at the most during the day! I have a fenced yard and a goldendoodle to keep your fur baby company (if they enjoy dog friends!). I can easily crate your dog if needed. Always supervised safe play and calm environment.

Sitter Profile Image: Nicole H.
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Nicole H.
from
$15
per visit
14 years of experience
Sapulpa, OK, 74066

About: Over my lifetime I have had the pleasure of providing care to a multitude of animals. I am very familiar with care for dogs and cats! Comfortable with administering medications as well. Pet care is my life! Whether I'm caring for my own critters, researching ways to take the best care of them, or sharing the love with another familys pets, petcare is always on the brain! I have a large fenced backyard, and a smaller fenced area in the front yard, plenty of room for Rover to roam. I also live in a very hilly neighborhood, which creates a great, yet enjoyable walking experience. I do have 1 small dog (a corgi) and 1 large dog (a Pyrenees) and 9 cats to keep your pet company, as well as ample space for a quieter experience. Surfaces are disinfected, and food and water bowls are cleaned daily.

Sitter Profile Image: Jessica S.
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Jessica S.
from
$15
per visit
20 years of experience
Tulsa, OK, 74132

About: ​Hi there pet parents, I'm Jessica!. I’m a passionate animal lover offering reliable pet sitting and dog walking services in the local area. From energetic pups who need a good walk and play time, to senior cats who just want a quiet companion, I’m experienced in caring for all personalities and needs. I’d love to help keep your pets happy and safe while you’re out. Let's connect for a meet-and-greet! Im available early mornings to early afternoon, Monday through Wednesday. I currently a stay at home wife so I have morning open for fur babies. I spend my days taking care of my home and helping my husband manage his work so I have Monday through Wednesday mornings wide open. I only need 1 day notice for changes and I can almost always rearrange schedules to fit some extra time in. If you have a fenced yard I have no problem taking the pups out to run off energy and give them some fun. If they prefer walks ill stick to what route you are most comfortable for your pet. If you have cats, I can sit and cuddle or play depending on their personalities.

Sitter Profile Image: Kaitlin L.
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Kaitlin L.
from
$13
per visit
10 years of experience
Tulsa, OK, 74105

About: I have had a dog and a cat in my home my whole life and love all pets! My favorite part about meeting new people is letting them brag about their pets and showing all the amazing pics! Please reach out with any questions or concerns 🤍 I work full time from 8-5 near the Tulsa airport but am free before 8am and after 5pm when needed to get your pet all the attention. I also have a lunch break everyday that depending on distance I could stop and hang with your pet! I am free most weekends and my availability is always up to date. I am a big believer in positive reinforcement for pets and repetition to encourage the proper behavior! Walking a pet is about them not me and I love to take a sniff walk. As for dog sitting I would treat any pet like my own with lots of care, love, and concern!

Sitter Profile Image: Amy K.
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Amy K.
from
$15
per visit
4.7 out of 5 stars
6 reviews
1 repeat client
14 years of experience
Tulsa, OK, 74146

Amy was great. She went to my place while I was out of town and refilled food/water and cleaned litter box for my cat. She also sent pictures. Thank you, very much appreciated and will contact her again when I go out of town.

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Rebekah O.
Sitter Profile Image: Maci W.
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Maci W.
from
$40
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
12 years of experience
Glenpool, OK, 74033

Maci was PHENOMENAL! The sweetest soul with lots of picture updates, she went to save my pups from a disaster left by the sitter before her and her empathy for the condition our pups were left in after 10 days of my husband and I being on a vacation where we thought our dogs were being taken care of, was absolutely astronomical. 10/10 would use her again!

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Destiny A.
Sitter Profile Image: Francine L.
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Francine L.
from
$20
per visit
4.8 out of 5 stars
8 reviews
3 repeat clients
1 year of experience
Tulsa, OK, 74120

About: Hello! Let me help you and your pet feel safe and secure. I've been a pet lover for years and now have the time to offer care on a larger scale. In the past I have fostered animals, primarily cats and dogs with the SPCA. During that time I worked with small and larger breeds of various personalities. I have the patience to work with dogs that may be anxious or shy, and dogs that are more rambunctious as well. I love learning about animals, and would even like to become a dog trainer. Let's connect! My schedule is flexible and open at this time. I can work mornings, afternoons, or evenings, and I'm always open to discuss what needs you may have. It's essential to build a relationship with the pet. You want the dog to feel secure, ensure that you can change behavior if needed, and pay attention so that they don't find themselves in trouble.

Sitter Profile Image: Maggie N.
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Maggie N.
from
$25
per visit
18 years of experience
Tulsa, OK, 74104

About: I’ve trained 3 dogs to be pet pals. I have had and cared for dogs my whole life. I have cared for puppies to senior dogs and have experience administering medication to elderly dogs. I am currently in college so I have plenty of time to care for pets! I am available to house sit or walk dogs as needed! I am able to crate dogs if needed and have experience dealing with multiple dogs. I also have experience with food aggression and other special needs.

Sitter Profile Image: Kyla U.
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Kyla U.
from
$30
per visit
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Tulsa, OK, 74136

Kyla was a fantastic sitter for our kitty! She was very attentive and friendly, and did a great job communicating. We loved getting all of the updates throughout our trip!

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Morgan I.
Sitter Profile Image: Christian E.
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Christian E.
from
$30
per visit
5.0 out of 5 stars
18 reviews
8 repeat clients
2 years of experience
Broken Arrow, OK, 74014

About: Updated 2/14/26 So I have been pet sitting for a year now on Rover and I have had plenty of my own pets growing up. I have recently moved into an apt as June of last year. I have enjoyed my experience on Rover and watching other the little family members of others. I still currently work from home so it has enabled me to be able stay at anyones house and pet sit while working. So you will know thay I will be there with your little ones from 7am-330pm. I love taking care of pets and they tend like me too haha. I have a little girl and she is 12 years old and she does great with dogs and cats. She has been wanting one of her own for quite sometime and these gives us a great oppurtunity to love on your pets! The white dog in the picture is my parents dog and we have enjoyed being able to take care of her and love on her. I would love to be the one you pick to take care of your little pets while you are away, and giving you a peace of mind knowing that your pets are in great care 😁. Also can do drop in visits to see how they are doing or taking them out for walks. My current work from homes schedule is Fri-Tuesday 7am-330pm off Wednesday and Thursday House sitting I can do any day of the week since I work from home and I can take them out during my breaks and lunch With love and affection. I love dogs and always have as a kid. I taken them out for walks, go and play catch outside if they are able, and making sure they are feed and well hydrated and sending you pics of them to give you a peace of mind. 🙂

Sitter Profile Image: Stacy C.
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Stacy C.
from
$25
per visit
5.0 out of 5 stars
1 review
12 years of experience
Tulsa, OK, 74104

About: I've taken care of all kinds of dogs since I was 13. I personally have 5 current pets right now. This includes 1 dog 3 cats and even a turtle. I got a degree to be a veterinarian assistant and worked in an animal clinic for almost a year. Right now I am a kennel attendant at a doggy daycare. Where required online training was required. We get a variety of different dogs. Ranging from small to large, young to old, even a few dogs with some medicine issues. I'm currently working part-time. In my free time, I take my son out for walks, so I can possibly bring dogs with me. I do have my own car for transportation. I'm available Monday and Tuesday anytime after noon, Wednesday and Thursday 11 am to 2 pm. Friday anytime before 2:00 p.m., Saturday early morning to 1 p.m., and Sundays free all day. I live in a neighborhood where there is a lot of strays, so when I walk my dog, I carry a spray shield, which is citronella and animal deterrent from Pet Safe. Working at a dog daycare, we get a lot of dogs with some type of medical condition. From clean Bulldogs folds to make sure dogs take their medicine when needed.

Sitter Profile Image: Susan S.
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Susan S.
from
$30
per visit
25 years of experience
Tulsa, OK, 74105

About: Certified Professional Dog Trainer available to help with your dog walking, pet sitting and training needs. I’ve been training and showing dogs for many years - it’s my passion! My schedule is very flexible, so we can set up visits when it’s convenient. I’m also available for drop in visits over the greater Tulsa area. Your pets needs and safety, both physical and mental, are my priority. I closely monitor the animals in my care at all times to be sure they’re comfortable and secure. Enrichment and positive reinforcement are vital for happy, healthy pets.

Sitter Profile Image: Julie H.
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Julie H.
from
$13
per visit
10 years of experience
Tulsa, OK, 74107

About: I have taken care of dogs and cats my entire life and currently parent dogs and cats of my own. Friends and family have relied on me to care for their pets while out of town, let out for bathroom breaks, and spend overall time loving their pets! I currently work full time however, I have availability every day during the day until around 3 pm as well as all day Monday, and evenings Tuesday and Sundays. I have experience with crating dogs as well as monitoring dogs of all sizes while taking on leashed bathroom breaks or bathroom breaks in a fenced in yard

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The median cost per visit for cat sitting in Winchester is $20

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your cats like family

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Sitters in Winchester average 6
repeat cat sitting clients

FAQs for Drop-In Visits - Winchester

Frequently asked questions about Rover

As of July 2026, there are 322 sitters on Rover offering Cat Sitting across Winchester. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

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.

A Meet & Greet is a short introductory meeting between you, your cat, 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.

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

  • 98% of sitters can help with special care needs
  • 96% 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.

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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