Pet Sitting Winchester

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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Winchester, 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: Austin D.
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Austin D.
from
$13
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
25 years of experience
Kiefer, OK, 74041

“Austin does a great job with my cavapoo puppy. He’s responsible and reliable. I would recommend him for your sitting needs”

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Teresa A.
Sitter Profile Image: Hailee T.
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Hailee T.
from
$20
per visit
13 years of experience
Mounds, OK, 74047

About: After 13 years of working in the veterinary field as a technician/assistant, I’ve decided to retire from that and work from home. I have been trained in fear free practices and work well with anxious/aggressive pets specifically. I have experience with all kinds of medical conditions and medications, including intramuscular and subcutaneous injections, mobility assistance, etc. I am available for overnight care in your home, drop by visits or daycare/boarding in my home. I have 3 senior dogs(two large poodles who are 11 and one maltese who is 13) and one cat in my home with no children or smoking, along with a large, fenced in yard of over half an acre for the pets to roam. I work part time from home, so I have plenty of time to interact and let pups out for potty breaks in between phone calls. My retired parents also live with me at the moment and are able to give pets and love all day as well. We love lap dogs. My 3 dogs are all seniors and fairly lazy, so my house is ideal for older pets or introverted pets that need personal space from other dogs. All of my dogs have been well socialized and trained while raised in veterinary clinic environments, so they’re used to others as long as they are well behaved. We love seniors here and create a calm, safe space for them.

Sitter Profile Image: Ryan R.
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Ryan R.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 58 reviews
18 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: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 20 reviews
9 repeat clients
20 years of experience
Bixby, OK, 74008

“Elizabeth took great care of our dog and kitty! They have seemed to warm up to her quickly! She was very thorough & sent feedback and pictures. 😊”

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Jennye B.
Sitter Profile Image: Kylee T.
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Kylee T.
from
$15
per visit
5.0 out of 5 stars
• 1 review
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: Amy M.
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Amy M.
from
$20
per visit
5.0 out of 5 stars
• 32 reviews
9 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: Cameron B.
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Cameron B.
from
$13
per visit
10 years of experience
Morris, OK, 74445

About: I am disabled so this is my primary source of income and your fur babies will have my full attention! Ive taken care of many cats and dogs since I was 9 years old and since ive grown up ive petsit for friends and family. I dont have any professional experience yet but id love to get some! I will treat your baby like I would treat my own :) Im home all the time helping watch my younger sisters, so Im available almost always! I love taking care of animals but dont have any of my own so there are no other animals in the house. I have a fenced in yard that they could run around in with supervision, because I couldnt handle losing someone elses pet :( I can take them outside as often as I need and I can take them on walks Every 3-4 hours.

Sitter Profile Image: Gwynne I.
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Gwynne I.
from
$17
per visit
4 years of experience
Bixby, OK, 74008

About: I currently work for a local animal hospital, I previously worked at an animal shelter, and I frequently volunteer with other local rescues! Also, I am attending college to become a registered veterinary technician! Altough I do currently work full time, but with lots of flexibility so I have plenty of availability to meet you and your pets needs! I have several years of experience working with animals of all different personalities. Whether your pet is shy or outgoing, I can adapt my approach to fit their needs!

Sitter Profile Image: Louise V.
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Louise V.
from
$25
per visit
37 years of experience
Bixby, OK, 74008

About: I have had dogs all my life. Growing up we had Golden retrievers, and since moving out and having my own family I have a 4yr old doodle mix and a rescue pup. I love training them both, I like to call them my little circus pups! I have vast experience with dogs, there has never been a time in my life when I havent had a dog at home. We even brought coco, our doodle over when we moved from the UK3 and half years ago. There was not a chance I was leaving without her. My home is always open to friends and family when they are in need of pet care and they are always treated like royalty. I would love to be able to do the same for you. I am a stay at home mom with the occasional doordashing job when I can. I can provide petcare whenever needed. Free to take care of your pet at a moments notice, no ties or commitments that cant be shifted around to make space for you. I have a fenced yard and a beautiful walking trail right out the back of my neighborhood for long strolls and open space for dogs that are able to be unleashed. I do have 2 dogs at home who are very friendly, so pups that are good with other dogs are always welcome. For those who are not I can accommodate by coming to you. Whatever you need we can make it work.

Sitter Profile Image: Kaitlyn M.
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Kaitlyn M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 44 reviews
18 repeat clients
15 years of experience
Bixby, OK, 74008

About: I’m currently a SAHM and have plenty of time to care for your pups! I absolutely love dogs— they are a huge part of our family. I'm happy to provide the same care for your pups as I do my own. I can take dogs under 1 *if* they are completely potty trained. I know it can be hard to find a great dog sitter who loves on your dogs and understands their quirks, so please let me know if you have specific requests! We have a fenced in yard and plenty of comfy places for them to sleep. And because I’m “that” dog mom, I have a FURBO camera, so I can check in on them anytime I leave the house. It even dispenses treats! I typically feed dogs twice a day, but please let me know if you have a different schedule for your pups! I’m happy to accommodate. I have a fenced yard and 2 sweet dogs that will keep yours company. They will have access to filtered water, and be given organic treats daily! They will all have their separate eating spaces.

Sitter Profile Image: Presley R.
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Presley R.
from
$17
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
18 years of experience
Bixby, OK, 74008

About: I have been a lover of dogs for my entire life. I grew up with 2 dogs, one small and one medium, I have had several more dogs since then, and I currently have a german shepherd and a golden retriever who are my entire life. I also have cared for and rescued several dogs. I have done volunteering at petsmart for adoption events and I also volunteered at a shelter where we just cared for and played with the animals. I have had dogs of all sizes so I'm pretty well versed in how to play and care for any sized dog. I work at a boutique but can usually fit in walks before or after and would be happy to check in and do walks on my days off! I live in Midtown Tulsa and am willing to travel within Tulsa to provide pet care! I do not currently board but am willing to discuss details.

Sitter Profile Image: Reed H.
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Reed H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
10 years of experience
Tulsa, OK, 74114

“Reed was amazing with our dog. Queso is known to be reactive and a bit of a grump, but Reed took the time to let him get comfortable and ended up having a great time together. Highly recommend!”

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Sophia F.
Sitter Profile Image: Brittany C.
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Brittany C.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
10 years of experience
Tulsa, OK, 74107

About: Hi! I’m Britt, and animals have always been a huge part of my life. I’m an animal lover who truly enjoys caring for animals of all kinds, sizes, breeds, and personalities. I treat every pet in my care like they’re part of my own family. I have professional experience working at Woodland West Pet Resort, where I became a Certified Kennel Technician. This experience taught me how to safely care for multiple animals, recognize their individual needs, maintain clean and comfortable environments, and make sure every pet receives plenty of attention and care. I also have experience caring for a variety of animals, including wildlife. Caring for so many different types of animals has given me a great appreciation for how unique every animal can be. Needless to say I’m up for anything! In addition to my kennel experience, I have experience providing drop-in pet sitting and dog walking, as well as caring for pets in their homes. I’m comfortable with feeding, fresh water, walks, playtime, medication routines when needed, and giving pets the companionship and attention they need while their owners are away. I also have hands-on dog bathing and nail-trimming experience and understand the importance of keeping pets clean, comfortable, and well cared for. Whether your pet needs a fun day of play, a walk around the neighborhood, a drop-in visit, or simply some extra love and attention while you’re away, I would love the opportunity to care for them! Your pets’ safety, happiness, and comfort are my top priorities. Pet care fits naturally into my daily life and schedule. I am a mother of three boys, and my youngest is one. I am also a full-time caregiver to my autistic son when he is not in school. Because of this, I am already structured around being home and available when my family needs me. Providing pet care allows me to support other families while still being present for my children and maintaining a schedule that works around school hours and my caregiving responsibilities. It’s a meaningful way for me to do something I love while balancing my family’s needs. Whether your pet needs a fun day of play, a walk around the neighborhood, a drop-in visit, or simply some extra love and attention while you’re away, I would love the opportunity to care for them! Big or small, I can care for them all! I love animals of all species. Canines, felines, reptiles, avian’s, and exotics. I have a big backyard with plenty of room for playtime, exercise, and potty breaks. Whether your pet stays in my home or I care for them in yours, I’ll always make sure they have fresh water, attention, and everything they need to feel comfortable. Every pet is different, so I’m happy to follow their individual routine and personality. We can enjoy open play and cuddle time with naps in between, or give them space if they prefer some quiet time. My goal is to make every pet feel safe, loved, and right at home!

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.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
• 12 reviews
5 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: Petra Z.
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Petra Z.
from
$13
per visit
15 years of experience
Tulsa, OK, 74104

About: Providing a fun, playful, and routine space! 10+ years experience with medium to large size dogs. Ive always had a dog of my own. Right now I have a 10 month Bernadoodle. He is neutered and fully vax. He is very friendly and loves to play. My boyfriend has a handicap dog that he is very considerate of. He slows down around her and is super gentle. I have a big back yard and my house is beaide TU. So lots of safe walking and playing space. I would love to find a couple recurring dogs to play and walk with but I also wouldn't mind having a relaxing boarding space for your pup either! I work from home writing a magazine that I publish. I do that late at night once my dog is asleep. Other than that, I am ready to play and watch for babies all day long! I have a fence backyard and a very, very friendly pup. He is super energetic. We live right beside the TU campus. We have plenty of safe, walking space and a lot of yard space for doggies to run and play.

Sitter Profile Image: Stacy C.
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Stacy C.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
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 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: Austin G.
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Austin G.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
8 years of experience
Tulsa, OK, 74137

About: I've adopted senior dogs and one cat. I can do long walks on the trail and dog park visits! I love animals and take care of all pets as if they were my own. I work remote and have a flexible schedule. Available for drop ins or stays with your pet. I'm free most weekends and can take the pets out as frequently as every hour if needed. I have a fenced yard for pets boarding with me. Meet and greet required in advance to ensure they our pets get along. My cat is dog friendly.

Sitter Profile Image: Emily C.
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Emily C.
from
$50
per visit
20 years of experience
Tulsa, OK, 74103

About: My history with dogs began the day I was born. My family has always had at least one dog, and I've always had responsibilities regarding dogs. My dog, Oscar, is a rescue and recently turned one. He loves people, other dogs and all other animals he’s met so far. I began house sitting when I was 17, and have been taking care of pets and homes for 15 years.

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.

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How to book pet sitting

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FAQs for Pet Sitting - Winchester

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 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 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 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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