Pet Sitting in 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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Top rated Winchester pet sitters
“Julie did great at looking after our cat. She was polite, responsive, respectful and kind from the start. Fred the cat took to her straight away. We’re really grateful for Julie’s help and will use her again.”
About: Hi friends! I enjoy exercising and animals especially dogs, why not just do both? If you or someone you know needs a reliable dog walker, I'd be happy to walk and play with your pets. I'm flexible with times and will commit to making sure your pup will be tired and happy! My schedule is yours, morning, afternoon, or night will always work for me. I'm excited to treat your pup like my own and I hope to meet you and your fur friends soon! I am always exercising and walking, so why not included your furry friend? I would love to be on your schedule and help your dogs loose their energy! I am not offering care at my home since I have two myself. I would always keep an eye on them no matter what and always see what I could do to help them out!
About: I’ve taken care of dogs for over a decade. I help family, friends and neighbors while they are away or out of town. I love animals of any kind. I’m currently working full time but looking to make Rover a part time job. I work with children on the autism spectrum and am passionate about my job! I leave the utmost respect for your furry friend and for being inside your home. I promise to take care of your animals as if they are my own.
About: I live on a farm and have always been around animals all of my life, I love each and everyone of them and would love to take care of yours as my own!! I’m working part time so I’ll have plenty of time to check on your fur babies just let me know when and I can make arrangements I can drop in check up, play with your fur babies and take them on walks whatever is needed to properly accommodate for your loved ones
About: I’ve grown up around dogs and animals my entire life! All of my dogs have been raised by me since birth, and I easily fall for puppy dog eyes I’m currently a college student back home for summer break with a ton of extra time! I’m looking to keep my schedule busy helping others around and near me. I treat any animal I see or visit as if they were my own!! I have so much love for every fur baby out there.
About: I have taken care of and owned all types of dog breeds from a young age. I am great with them as well as other animals like cats, bunnies, hamsters, etc. I can handle any dog breed, high or low energy, timid or excited. I love animals and I always give 100% to the care I provide. I am currently working part-time on my own business, so pet care will fit great into my schedule. I have two dogs myself and they are easy to take care of. I would prefer to care for pets in the clients home, as I already have two dogs in my own home. I am great with walking them and keeping the clients home clean.
About: We love our dogs and also yours, we only accept when we can make sure your dogs and our dogs will have fun and be safe which is mean we don’t take all request if we don’t feel safe to take. We have the best place I can say in Rover dog sitter service. 1200 sqft truf dog run which is mean even weather is bad your dog still can play and potty also stay clean and our yard is 0.4 acres 6foot wood private fence. we have been doing it for 6 years with 5 stars review !!never ever have any bad review We are working from home so which is mean we will be home most of the time but please be reasonable there is no people will be home 24hr so please allow us still can go out to do our stuff if we need to but of course will not be more than 3hr All dogs we accept must be up to date vaccined and no social issue! Protect your dog and our dogs is the goal and then happiness
About: I intern at an animal sanctuary where I provide full animal care to cats, dogs, foxes, birds, wolves, horses, a beaver, a bear, an elk, and much more. I have been there for over a year as well as taken care of many other animals for families over night and daily check ins. I am studying environmental science where I hope to work with animals so I have been gaining a lot of experience and knowledge with all kinds. I work another job currently as well as school so my check ins would be early morning and nights. My schedule varies from day to day so I’m willing to work it out as needed. I am available for over nights almost every night. I have watched animals with and without fences. I have gained a lot of experience in how to keep both me and the animals safe from my internship knowledge.
About: I was raised around cats and dogs. I've had a total of two dogs in my adult life. I was bit by a dog but that didn't stop me from relearning to trust them. I currently work full time hours Monday thru Friday. I have availability before and after work, as well as a lunch break. I currently have full availability Saturdays and Sundays. I can crate an animal if needed. I have a lot of energy and can throw a ball for a dog for a while. They usually get tired before I do.
About: Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be cherished. Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be safe and cared for per your specifications.Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet.
About: I have had dogs and cats all my life. I live on a farm and raise other animals. Currently have a 10 year old Golden Doodle named Gunnar and 2 cats Finn and Autumn. I have 2 rabbit hunting dogs in outside kennel. I have kept friends dogs while they were vacationing here and been to their home. Let me love your fur babies while you are not home ! ❤️❤️ I currently work as a dental hygienist Monday -Thursday. I am home at lunch time on work days. I am home Friday-Sunday all day. I have an outdoor kennel for your fur baby to get some fresh air if needed. Otherwise they will be inside with me. I live on a farm and my yard is not fenced in. However I live back a private lane and parents live across from me. No other neighbors.
About: Woof! Im a responsible and trustworthy military veteran with a true passion for dogs.I have ample experience, having helped run a nonprofit dog rescue for many years. I’m kind, gentle, patient, and extremely comfortable around canines. Being an active and energetic kind of gal, your babies will have a blast during their time with me! Their paws will be in good hands. P.S ( I’ll treat your dog as if they were my own). I work from home, (free lance writing) and have plenty of time to host your dog. Being a homebody, I only step out for a few hours, for kickboxing and weight training. I have an extremely large yard with lots of room for: exercise, playtime, and exploring. And I’m well equipped with several doggy condos (crates and cages).
Loving pet sitters in your neighborhood
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Rhonda C.
“Rhonda is amazing! She is a great communicator, sent me photos, and was so good to the kitty! Highly recommend.”
Julie B.
“Julie did great at looking after our cat. She was polite, responsive, respectful and kind from the start. Fred the cat took to her straight away. We’re really grateful for Julie’s help and will use her again.”
Maddie F.
“Maddie took exceptional care of our cat while we were away! Our cat is normally very timid, but he warmed up to her immediately. She’s great!”
gabby b.
“Gabby took such wonderful care of my animal. She was attentive,kind, and made sure all their needs were met. I felt completely at ease knowing my pet was in such good hands.”
Erica G.
“Erica was great to work with. She was very understanding and accommodating. My pup loved her and always has a great time playing with her dog. 10/10 would recommend”
Stephanie M.
“I would definitely give Stephanie a five star rating.”
Alli M.
“Alli was great to step in at the last minute when our sitter plans fell through. She was timely and played with the dogs a full 30 minutes. Thank you, Alli!”
Jenna T.
“Great to see Astro happy! On time and a good play o our pup”
Mackenzie S.
“Mackenzie is an extremely personable friendly outgoing young lady. She is an animal lover and has done a very good job taking care of my dogs. She always is on time and does what is asked of her. I would definitely recommend her to anyone who is looking for great care for there animals.”
Cailyn H.
“Cay loves all animals. She has kept our pets on multiple occasions when we have gone out of town. She is trust worthy and our pets love her. She loves cats and dogs and can accommodate the unique needs of all pets.”
Sarah M.
“Sarah is a wonderful pet caregiver, she has taken care of my dogs when I have gone out of town. She does an excellent job with them, they are both german shepherds and have a lot of energy, but they are never bored with her around.”
Lexy B.
“Lexy was wonderful. She communicated with me throughout the whole process and is very flexible with whatever i needed. My pup loved her”
Jihting C.
“She is an amazing woman. I even seen anyone love dogs like her. She walk my dogs for two years and my dogs love her very much”
Shelby S.
“Shelby was so great with a drop in visit for our new puppy while we were gone during the day. Wally loved his playtime with Shelby and she made sure he went potty too!”
Savannah S.
About: I intern at an animal sanctuary where I provide full animal care to cats, dogs, foxes, birds, wolves, horses, a beaver, a bear, an elk, and much more. I have been there for over a year as well as taken care of many other animals for families over night and daily check ins. I am studying environmental science where I hope to work with animals so I have been gaining a lot of experience and knowledge with all kinds. I work another job currently as well as school so my check ins would be early morning and nights. My schedule varies from day to day so I’m willing to work it out as needed. I am available for over nights almost every night. I have watched animals with and without fences. I have gained a lot of experience in how to keep both me and the animals safe from my internship knowledge.
Alexis K.
“Alexis was perfect for my pets care. I have 2 dogs and 2 cats. An emergency that landed me in the hospital, I called Alexis to see if she was able to help me. She quickly took care of my pets for the week I was in the hospital. My dogs stayed with her and the cats were checked on twice a day. Plenty of playing and food for all my pets. Alexis helped leash train my black lab. She was a heavy puller but once I gave Alexis the leash, she was trained in no time. My dogs developed a wonderful relationship with Alexis and her dog, Crosby. My lab spends the night with them occasionally and they always go for walks and play. I highly recommend Alexis. I can not brag on her enough.”
Jenny W.
About: Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be cherished. Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be safe and cared for per your specifications.Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet.
Rebecca R.
“Rebecca will love your pets the same way you will. As a responsible pet owner herself she knows how to care for and handle all animal breeds. Growing up on a farm has given her the dedication and knowledge to give proper care and love to anyone's babies. My own pups love spending time with her and I know yours will too!”
Jamie G.
“Jamie is the best!!!! Benjamin my golden doodle loves loves her! She is a Hod send!!!”
Emily W.
About: Woof! Im a responsible and trustworthy military veteran with a true passion for dogs.I have ample experience, having helped run a nonprofit dog rescue for many years. I’m kind, gentle, patient, and extremely comfortable around canines. Being an active and energetic kind of gal, your babies will have a blast during their time with me! Their paws will be in good hands. P.S ( I’ll treat your dog as if they were my own). I work from home, (free lance writing) and have plenty of time to host your dog. Being a homebody, I only step out for a few hours, for kickboxing and weight training. I have an extremely large yard with lots of room for: exercise, playtime, and exploring. And I’m well equipped with several doggy condos (crates and cages).
Popular requests near you
Select a filter and find qualifying Winchester sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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The median cost per night for pet sitting in Winchester is $35
Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
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Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winchester on Rover as of Aug 2025 was about $35 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Winchester.
Rover makes it easy to find Winchester pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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