Pet Sitting in Winchester Center
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 Center pet sitters

“Justin was amazing. Followed instructions, was timely and took some really great photos with every check in. He went above and beyond what we expected of a cat sitter. While we were away there was a leak caused by our AC unit, he not only took precautions to contain the leak but continued to monitor and control it with every check in. Because of him we returned not only to a happy kitty but also an undamaged home.”


“Super happy with how communicative Loren was. She was patient with my little princess and spent a lot of time playing with her. I will definitely recommend Loren as well as book her again!”


“Hunter was very accommodating as we are new to the area and she cared for our pup out of an extended stay hotel! She had great communication which put us at ease with the new environment we're acclimating to. I highly recommend using Hunter and will myself for future needs!”



“Kimberly is the BEST! Spends time with my kitty, captures adorable pictures and even fed the fish and watered the plants! I booked her last minute once and had an emergency and she still Shows up! Highly Recommend 😊”



“We're so glad we were able to book Kristy and Chris to do drop-ins for our cat while we were on vacation over the weekend. Kristy and Chris were extremely professional and took detailed notes on the instructions to care for Pemi. We really appreciate their courtesy and timeliness. Would highly recommend them to anyone else in the area!”


“My husband and I knew upon meeting Tara for the first time that she was the perfect fit with our cat, Charlie. Charlie is very shy and usually hides when people come to visit. However, this was not the case when Tara entered our home. Tara did a top-notch job taking care of Charlie during her drop in visits over a period of one month. We were so happy when she sent up pictures and updates. Tara is reliable, kind, professional, and a true animal lover. Cats can be messy with the litter, etc. But with Tara on the job, we came home to a very neat home and well-fed, content cat. We will definitely seek Tara services again. Furthermore, we highly recommend her. Thanks a million, Tara.”


About: I’ve taken care of my personal dogs as well as friends and family dogs for years now. I am experienced with dogs of all sizes, as well as all personalities. I am familiar with low energy and high energy breeds, and know how to cater to each of them. I also specialize in dogs that have anxiety as well as reactivity, and know how to monitor their behavior and understand them in a way that most humans and other animals do not. I currently work full time, Monday-Friday so all animals would need to be able to be home alone for around 8-9 hours during the weekdays. My current hours are 6:30am-3pm, so I make a point to be available in the morning before I leave for work, and then after I return from work. This also applies to drop-ins. I make a point to be fully available on weekends since I am away often during the weekdays, but am also home early enough during the week that I can spend the afternoon, evening, and night with your furry little ones. I will care for your pets by following the owners’ and pets’ needs, I never stray from instructions. I will ensure safety precautions are always taken, as your animals safety is my highest priority.

“Daizy (dog) LOVES Rhys! Me, too. Rhys is always on time, very pleasant and enjoyable, did a great job with pet clean up and Daizy always came back from their walks a bouncy, happy dog! Definitely will work with Rhys again!”


About: I'm available to provide the best care for all your furry (or fur-less), scaly, and or feathered friends. I understand that each pet has unique needs, from daily walks and belly rubs for dogs to creating the perfect habitat for reptiles and keeping your cat’s world enriched with toys and cuddles. I offer compassionate care tailored to your pet’s specific personality and requirements, ensuring they feel loved, safe, and happy while you're away. No matter the species, I treat every pet like they’re part of my own family, with lots of attention, patience, and of course, treats! I'm currently working and going to school part-time, but feel free to reach out and I'll see what I can do to help you out! I always prefer to provide care in your home, and will treat your home, property and of course your pets with the upmost respect. In addition to caring for your pets, I am happy to bring in the mail or delivered packages, and provide other random services at your request as needed. I may be able to provide boarding care in my home with notice on a case by case basis provided your pet is house-trained and gets along well with my personal pets.

About: Hi, I'm Rusty! I've spent my entire life caring for dogs and truly believe that pets are family, deserving only the best walks and care. With experience handling a wide variety of breeds, sizes, and needs, I’m ready to offer your dog the attention they deserve. As a recent retiree, I now have the time and passion to help your pups live their best life! 🐶 I have recently retired, so I have a very flexible schedule! I am available for dog walks and drop-in visits on weekdays between 8:00 A.M. and 3:00 P.M. I treat dogs with the same love and care as any family member. Each day, I ensure they receive plenty of attention, exercise, and affection. Whether it's a morning walk or playtime in the yard, I make sure they’re always happy and comfortable. I am attentive to their individual needs, providing them with a routine that keeps them healthy and active. I also make sure the dogs have fresh water at every visit. Above all, I believe in building a strong bond based on trust, love, and mutual respect, making sure they feel safe and loved every single day.


“Lynsey is absolutely phenomenal! She took fabulous care of our wonderful cat, Inga, who is often shy with new people. Lynsey made Inga feel comfortable immediately and this continued for the entire time we were away. Lynsey was reliable, communicative, and it was a true privilege to work with her. We'd give her ten stars if we could, and cannot.say enough good things about her.”


About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.

“We were so happy to find Marissa! She was loving, responsible and developed a wonderful rapport with all our cats. She has great instincts and is an excellent communicator. I can’t say enough good things about her!”


About: I have a very loving home, Calm, never any yelling. I take pride on our home. I am always willing to make things work and as stressless as possible. I know it can be very hard to leave your fur baby. I am available all hours of the day to chat to make you and your fur baby feel comfortable I work from home full time, I own a septic business. My office is right in my home. If you Choose for me to come to your house, I have open availability as well. I will take very good care of your pet if it’s in my home or your home. I have two small dogs myself. We are always on walks, outside, food and water are always available. If we were to come to youtr home, i will always follow the routine you lay out for me. I will never guess on things i will always have you if i am unsure of something.

About: I've taken care of variety of dogs and cats. When living in California I took care of two senior Dachshund with a series of medications and injections. I am also great with younger animals, I love to play with them and work out their energy. I’m currently working full time as a health care worker Monday through Thursday 7:30am-4:30pm and 7:30-12:00pm on Friday. I am available for walks, feeds, pop ins outside of those hours. My time is more flexible on weekends! Ask me about a day and I will do whatever I can to make it work! I will make sure all the pets needs are met. Water bowl refills, plenty of play time, feedings if needed. Overall safety for your pet is my first priority! I have had digs of my own with tons of energy. I currently have a senior cat and a kitten (two ends of the energy spectrum) I will treat every animal like my own.

“Sara was amazing with all of my dogs. She came and met them and they were at ease with her as soon as they met her. she sent pictures and updates and kept us informed. She is our new go to doggie sitter!!!”


About: I have worked in veterinary medicine since 2017 (and still do) work at a specialty hospital! Caring for animals comes natural to me. Having the background and knowledge in this field will help you to feel confident with your loved ones in my care. I work a very flexible schedule, and I am available on the weekends as well. Plenty of play time. Lots of walks, naps & snuggles. My Rudy boy and I run together, I take him to the dog park on the weekends and if we don’t get too we absolutely MUST play ball or tug of war and we’re outside in the yard. He is crate trained and is comfortable there during my work hours and is on my bed at night. I will fit the needs of the client based on their lifestyle. Whatever is most comfortable for clients is the care I want to deliver all of which can be discussed. I hope to make the time spent away from your baby stress free knowing he/she is getting all the love and attention from Rudy and I. Photos and videos included of course!
Loving pet sitters in your neighborhood
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Justin P.Star Sitter

“Justin was amazing. Followed instructions, was timely and took some really great photos with every check in. He went above and beyond what we expected of a cat sitter. While we were away there was a leak caused by our AC unit, he not only took precautions to contain the leak but continued to monitor and control it with every check in. Because of him we returned not only to a happy kitty but also an undamaged home.”


Loren V.

“Super happy with how communicative Loren was. She was patient with my little princess and spent a lot of time playing with her. I will definitely recommend Loren as well as book her again!”


Hunter F.Star Sitter

“Hunter was very accommodating as we are new to the area and she cared for our pup out of an extended stay hotel! She had great communication which put us at ease with the new environment we're acclimating to. I highly recommend using Hunter and will myself for future needs!”




Kimberly H.Star Sitter

“Kimberly is the BEST! Spends time with my kitty, captures adorable pictures and even fed the fish and watered the plants! I booked her last minute once and had an emergency and she still Shows up! Highly Recommend 😊”


Theresa C.Star Sitter

“Theresa helped us at the very last minute when we needed someone to check on our three dogs. She was very responsive, sent pics, and even washed the dog bowls!”


Kristen N.

“I would highly recommend Kristen she's wondetful”




Kristy & Chris B.


“We're so glad we were able to book Kristy and Chris to do drop-ins for our cat while we were on vacation over the weekend. Kristy and Chris were extremely professional and took detailed notes on the instructions to care for Pemi. We really appreciate their courtesy and timeliness. Would highly recommend them to anyone else in the area!”


Tara N.Star Sitter

“My husband and I knew upon meeting Tara for the first time that she was the perfect fit with our cat, Charlie. Charlie is very shy and usually hides when people come to visit. However, this was not the case when Tara entered our home. Tara did a top-notch job taking care of Charlie during her drop in visits over a period of one month. We were so happy when she sent up pictures and updates. Tara is reliable, kind, professional, and a true animal lover. Cats can be messy with the litter, etc. But with Tara on the job, we came home to a very neat home and well-fed, content cat. We will definitely seek Tara services again. Furthermore, we highly recommend her. Thanks a million, Tara.”


Paige R.
“Paige has a wealth of experience with reactive dogs and is patient and understanding with all types of animals. She is reliable, consistent and communicates as much or as little as requested. I have no hesitations in recommending Paige to pet and/or house sit.”


Rhys M.

“Daizy (dog) LOVES Rhys! Me, too. Rhys is always on time, very pleasant and enjoyable, did a great job with pet clean up and Daizy always came back from their walks a bouncy, happy dog! Definitely will work with Rhys again!”


Jesse R.
“I can't thank Jesse enough for the amazing care he provided to my dog over the weekend! From the moment I met Jesse, I felt completely at ease knowing my couch hippo would be in great hands. They kept me updated with pictures and messages, which reassured me that my dog was happy and comfortable. Jesse went above and beyond to ensure my dog’s needs were met, from playtime to walks and even a cozy nap on the couch. My dog came home relaxed and content, which is always a sign of a great sitter. I highly recommend him to anyone looking for a trustworthy and caring sitter. I’ll definitely be reaching out again next time!”


August "Rusty" N.
“I highly recommend Rusty! He goes above and beyond to ensure the dogs he cares for are not only happy but also comfortable and well taken care of. Rusty is incredibly caring, dependable, and trustworthy—qualities that make him stand out as the best dog walker you could ask for.”




Lynsey M.

“Lynsey is absolutely phenomenal! She took fabulous care of our wonderful cat, Inga, who is often shy with new people. Lynsey made Inga feel comfortable immediately and this continued for the entire time we were away. Lynsey was reliable, communicative, and it was a true privilege to work with her. We'd give her ten stars if we could, and cannot.say enough good things about her.”


Katie O.
About: I have been around dogs my whole life, I took animal science in High school and worked in dog related jobs for about 5 years. I currently have five of my own fur babies. 3 pups and 2 cats I currently am out of work for the summer and I have open availability. Late August I will return to work as a preschool teacher and will be available evenings and weekends. I will take care of your dog as if they were my own, following all the requirements that you set up before hand. Giving your dog all my attention and love.


Marissa W.

“We were so happy to find Marissa! She was loving, responsible and developed a wonderful rapport with all our cats. She has great instincts and is an excellent communicator. I can’t say enough good things about her!”


Danielle L.
About: I have a very loving home, Calm, never any yelling. I take pride on our home. I am always willing to make things work and as stressless as possible. I know it can be very hard to leave your fur baby. I am available all hours of the day to chat to make you and your fur baby feel comfortable I work from home full time, I own a septic business. My office is right in my home. If you Choose for me to come to your house, I have open availability as well. I will take very good care of your pet if it’s in my home or your home. I have two small dogs myself. We are always on walks, outside, food and water are always available. If we were to come to youtr home, i will always follow the routine you lay out for me. I will never guess on things i will always have you if i am unsure of something.


Stacey G.

“Stacey was great! She communicated very well with me, took lots of great pictures of my pets and did a great job taking care of them! I will definitely book with her again!”


Alexis T.
“Alexis is the most trustworthy pet helper i’ve ever used! I have had her help with my cats on multiple occasions, she provides updates and pictures of my babies and loves to play with them! My cats adore her and so do I!”


Sara N.

“Sara was amazing with all of my dogs. She came and met them and they were at ease with her as soon as they met her. she sent pictures and updates and kept us informed. She is our new go to doggie sitter!!!”


Amanda I.
“she is fabulous!! Amanda is trustworthy and reliable, shes also extremely kind and polite. i'm sure she will be the perfect fit for anyone who has the pleasure of working with her!”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet 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.
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 Center on Rover as of Aug 2025 was about $25 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.
As of Aug 2025, there are 151 pet sitters in Winchester Center. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Winchester Center pet sitters respond in under an hour.
Pet sitters in Winchester Center have an average of 15 years of experience. Pet sitters with repeat customers have an average of 4 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winchester Center.
Rover makes it easy to find Winchester Center 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
There are 151 pet sitters in Winchester Center on Rover, so you’re sure to find the perfect match for your pet! In Winchester Center, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
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.
