Cat Sitting in Winchester
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Top rated Winchester cat sitters

“Savannah was absolutely fantastic! She was very cognizant of letting my kitten slowly get used to the other dog that she was sitting. She is very knowledgeable about animal care and made me feel at ease when bringing my kitten over. She is very accommodating with dates and time and I know she genuinely cares about all of the animals she cares for. Thank you so much Savannah, I will be using you again soon:)”


“It was such a relief to find Emily so we could go on our trip and not worry about our kitties. She did an excellent job taking care of everything!! I will certainly contact her again when we plan to be gone again.”


About: My name is Chelsea. I am married and have two daughters and a son. They are 10, 6, and 3. I have a wonderful German Shepherd and a 20 pound cat named Karen. We love caring for other animals. We also live on three acres so there is plenty of room to run and play! I can come to your home or board in ours. We are very active individuals. Both my husband and I are runners. Just let me know if you have anymore questions and I would be more than willing to answer them! We are very flexible with our schedules. My husband works full-time, but I drive for Uber so I can make my own schedule when needed. We try to stay as active as possible and play with pets in the home. We have a German shepherd that loves the extra play time!

About: Animals have always had an extremely special place in my heart. Ever since I was a kid I’ve helped care for my family’s own pets: feeding them, caring for their health, giving baths, taking them outside and on walks, and pretty much anything else having a pet entails. I also am in the process of beginning volunteering with the cats and dogs at Lawrence Humane Society! I am a full-time student, but I am available whenever I am not busy with classes. I also have a few volunteering shifts throughout each week that I need to work around, and a job (that I will be done with next month). I provide them with food and water, clean up their litter, play with them, take the dogs on walks, and show all the animals lots of love! I am also flexible and open to doing whatever I am able to.

About: Hello pet parents my name is Octavia (i prefer to go by my middle name)! I HAVE EXPERIENCE WITH MORE THAN JUST DOGS AND CATS SUCH AS CHICKENS AND DUCKS !! I am military and I am able to access base when needed. I am 20 years old and I LOVE animals!! Due to my Army career I live in a lot with my wife, my dog, and my kitten. Taking care of animals is my calling! I have now been in the Army for two years. I joined to further pursue my college education and become a veterinarian in the future. Iam extremely passionate about the care that animals receive. I have volunteered for lots of shelters since i was young to learn all about animals and their needs, so it is my duty to ensure that your fur baby is well taken care of. Being that i worked with a lot of trained animal handlers, I have experience with animals who have many special needs such as diabetes, aids, cancer, seniors, etc. I also have experience with many different ages and breeds of dogs/cats. I previously worked at a groomers and volunteered at a pet shelter. At both establishments I fed the animals, bathed them, played with them, and took them out for restroom breaks. | love to stay active so I go on a daily walk/run and I would love for your pet to accompany me. I have plenty of room in my schedule to spend quality time with your pet. This would include going to the park, play time, and even cuddle time! While you are gone from your sweet fur baby, I will be available for communication 80% of the time. I am more than happy to send updates on how your pet is doing upon request. Anything that makes you and your pets comfortable I am more than happy to do. The less stress there is for you and your fur baby the better! I am here for your needs!! I am extremely excited to be pet sitting again as l did this before I joined the military. I work from 9-5 for the time being until my shift changes but am truly excited to be able to rush home and care for your pets. I will always keep you updated on my schedule being that my hours change every 3 months. I have a dog and a kitten right now and I constantly do research on their diet and behavior and their well being to make sure I am giving them the best possible life that they deserve.

“Tara was great! She completed all tasks very well. She left my house neat and clean w dishes done and garbage and recycling taken out. I’ve only used 3 other pet sitters and she was by far the best! We had a little difficulty communicating and operating around the bitter cold, snow and ice conditions, but she rallied. Tara is personable and conscientious - I would definitely book her again.”


About: **About me** I have always wanted to move to the country and care for animals all my life. My husband (Patrick) and I currently have three rescue dogs and 5 outdoor rescue cats. We also have two horses Valentine and Peanut that love to walk the trails with us. My passion is caring for animals and I have had years of experience raising all breeds and types of pets! We live in a small home built on 31 beautiful acres. We have a fully fenced large back yard and several wooded trails, a beautiful pond in the front yard and lots of room to play! Your pets will love coming here and it will truly be like they are on vacation. I have 4 grand pups that come to the farm regularly and they get very excited to visit. **About my home/services** I will provide a loving and fun environment for all pets that come here to stay! They will be safe and will love every minute of their stay! **About my neighborhood** We live on 31 acres with only 1 neighbor close. We have a fully fenced back yard and a pond to fetching toys if your pet loves to swim. We have wooded trails that we often take walks on and we will have lots of exercise or just hanging out in the back yard.

“Natalie was great! She took our last minute holiday booking request and our cat and dog seemed very happy with her visits. It was nice to get daily updates and photos of the critters. We squeezed in a meet and greet so everyone could get acquainted and go over routines. Thanks!”

About: I’ve been loving and taking care of animals all my life. I’ve loved them since I was a baby. I try to save every stray! I’m retired and looking for something to do that brings me joy and this is it. I’m available anytime during the day and the evening I will be caring for pets in other peoples homes but I have a fenced yard for my babies but monitor their time in the heat and cold.

About: I have an immense love for animals and treat my own as if they were my children, giving them endless care, respect, and affection. Their happiness and well-being are my top priorities, and I go above and beyond to ensure they feel safe, loved, and understood. This deep connection extends to every pet I care for, making me an exceptional pet sitter. I am patient, responsible, and attuned to each animal’s unique needs, whether it’s playtime, special diets, or just providing comfort. My dedication and genuine passion for animals make me someone pet owners can trust completely. I am always at home. I do work from home. But that is a few hours per day and my schedule can be adjusted to the needs of any animal. I have a lead setup but all dogs will be taken on multiple walks a day. During bed time they would be with me unless requested by owner to be crated.

About: I am a canine enrichment coordinator at a boarding facility and I teach basic and intermediate manners training classes. I have a degree in behavior science and I'm hoping to complete my KPA training certification in the near future. Ask about enrichment and basic training add-ons! I work as a full-time enrichment coordinator and dog trainer. As such, I have restricted availability. In general I am free Monday, Tuesday, and Friday evenings and all day on Saturdays. I am available for dog walking, check-in visits, and house sitting. I can also offer enrichment and basic training services as add-ons. Let's talk about some enrichment strategies to help your dog live a happy and full life!

About: I have loved animals since forever. I cannot recall a time in my adult life that I did not have a furry friend. I have a long history of animal rescue transportation and some fostering in-between transportation runs. I have been house sitting and dog watching for friends and family for several years and truly enjoy it! Unfortunately, I recently lost my sweet Lucy at the age of 14. (She is the first picture with her blue stuffie ☺️) She fought the good fight! However CHF, an enlarged heart and heavy seizure activity became too much for her aging body and the good lord came calling to help her cross on over the rainbow bridge where she can roam and run pain free again. So, I decided to offer my love of animals to others' companions instead of adopting again and went to work part time for the veterinarian that walked the walk with us. The love of an animal is unconditional and healing and within that, there is peace 💛 I currently work for a vet clinic and also as a massage therapist with full control of my schedule therefore have the ability to adjust my days as needed. I pride myself in working hard to keep your pets schedule as close to their normal routine as possible. I feel consistency is important for them when their humans are absent.

About: I’ve taken care of dogs and cats since I was around 10 years old. My family, friends and neighbors have all asked me to dog sit before as well as just take their dogs on runs or walks. I’m currently working part time from 11AM-5PM. I will be able to check in on any pets I am taking care of throughout the morning and evening. My weekends are completely open for house sitting with your pet as well as being able to be with them all weekend. I have a house with a fenced yard, and a fury little dog to keep your pet company. My dog is super friendly and young, full of energy. In the past I’ve also been able to stay at clients houses with the pets and take them to daycares, give them medications, and be with them most of the day to day basis. My girlfriend also helps me out

About: I come from a farm happy family and managed a doggy daycare, with extensive work in animal rescue. I have dealt with just about any animal you can imagine. Dogs, cats, horses, goats, guinea pigs, fish, snakes, birds, etc. Not only that but I also have two fur baby's of my own, a black lab and a golden retriever. I have had my lab since he was about 2, and my golden retriever I got when she was about 12 weeks old. I love animals and am just looking to fill some of my free time and earn a little extra cash. My lab has since passed due to old age in 2019 but my golden loves the occasional company! I do work M-F and would be out of the home from 715am-5pm. I work full time for a nonprofit in Ottawa, so I am out of the house from 715am-5pm. I love going on walks and being outside before and after work! On the weekends aside from some errands I would be around. I take animal safety very seriously, especially after managing a doggy daycare, things can be unpredictable. I take extreme caution, and pay attention to all the signs your pet is giving me along with your requests to ensure they have a fun, safe time while in my care.

About: Hello! I’m Jordan and I’ve been surrounded by animals my whole life, thanks to my mom being a dog groomer and breeder. From attending flyball competitions and dog shows to pet sitting during high school, I’ve developed a deep love and understanding for animals of all kinds. I currently have a cat of my own, so I’m well-versed in caring for different types of pets. Originally from South Florida, I’m using the income from this app to support my graduate school journey. Your pet will be in loving, experienced hands, and I’m excited to offer my care and attention to your furry friend! My schedule is usually pretty flexible. Message me and I'm sure we can set something up. Looking forward to care for and play with your doggies. I tend to follow the owners instructions since they are the experts of their fur babies comfort. I treat every animal as if they were my own.

About: I personally have had a lot of pets that have been properly loved and taken care of by me all of my life, this will be a great opportunity! I am a stay at home mom so this works perfectly to keep my busy! My little loves all kinds of animals! she will be a big help! I am very good when it comes to learning the animals language and will give and get what they need! I am very active when it comes to pets!

About: I'm grew up life at farm which with many animals. I love pets. There many story to telling. It can't explain.:) just ask me any.:) I work at home and I am always free and take my dog for a walk! I love to walk too which is known we me busy and I make a dogs happy and dogs make me happier! My parent has a big fence back yard. So the dog can play, enjoy, and be free! I always walk through the forest too and I can take the dog with me to hike on leash too in back forest tho!

About: I’ve taken care of dogs and cats for a while now! I have had the responsibility to feed, walk, bathe, play, and love for the animals of friends, family, and coaches! Currently for the summer, I only work in the evenings! I will have plenty of time during the day to take care and love on your animals! I have many toys for my cats they keep them stimulated, I also have travel gear to take them in car rides with me! My dogs have a big fenced in backyard, they love going for walks and hikes, and love to play in kiddie pools!
Loving cat sitters in your neighborhood
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Savannah A.Star Sitter

“Savannah was absolutely fantastic! She was very cognizant of letting my kitten slowly get used to the other dog that she was sitting. She is very knowledgeable about animal care and made me feel at ease when bringing my kitten over. She is very accommodating with dates and time and I know she genuinely cares about all of the animals she cares for. Thank you so much Savannah, I will be using you again soon:)”


Emily F.

“It was such a relief to find Emily so we could go on our trip and not worry about our kitties. She did an excellent job taking care of everything!! I will certainly contact her again when we plan to be gone again.”


Skylar C.

“Skylar was awesome! Super communicative, made sure my cat had everything she needed while I was gone. I will definitely use her again.”


Ryan D.

“Ryan was very communicative and I can tell Asic enjoyed his time! Thanks, Ryan!”


Chelsea L.
About: My name is Chelsea. I am married and have two daughters and a son. They are 10, 6, and 3. I have a wonderful German Shepherd and a 20 pound cat named Karen. We love caring for other animals. We also live on three acres so there is plenty of room to run and play! I can come to your home or board in ours. We are very active individuals. Both my husband and I are runners. Just let me know if you have anymore questions and I would be more than willing to answer them! We are very flexible with our schedules. My husband works full-time, but I drive for Uber so I can make my own schedule when needed. We try to stay as active as possible and play with pets in the home. We have a German shepherd that loves the extra play time!


Gwyneth H.
“Gwyneth has been around all kinds of animals her entire life including dogs, cats, fish, and even a turtle. She is a a loving individual that believes in the care of all sentient beings. She has managed a busy work and class schedule successfully demonstrating her commitment and accountability.”


Tori T.
About: Hello pet parents my name is Octavia (i prefer to go by my middle name)! I HAVE EXPERIENCE WITH MORE THAN JUST DOGS AND CATS SUCH AS CHICKENS AND DUCKS !! I am military and I am able to access base when needed. I am 20 years old and I LOVE animals!! Due to my Army career I live in a lot with my wife, my dog, and my kitten. Taking care of animals is my calling! I have now been in the Army for two years. I joined to further pursue my college education and become a veterinarian in the future. Iam extremely passionate about the care that animals receive. I have volunteered for lots of shelters since i was young to learn all about animals and their needs, so it is my duty to ensure that your fur baby is well taken care of. Being that i worked with a lot of trained animal handlers, I have experience with animals who have many special needs such as diabetes, aids, cancer, seniors, etc. I also have experience with many different ages and breeds of dogs/cats. I previously worked at a groomers and volunteered at a pet shelter. At both establishments I fed the animals, bathed them, played with them, and took them out for restroom breaks. | love to stay active so I go on a daily walk/run and I would love for your pet to accompany me. I have plenty of room in my schedule to spend quality time with your pet. This would include going to the park, play time, and even cuddle time! While you are gone from your sweet fur baby, I will be available for communication 80% of the time. I am more than happy to send updates on how your pet is doing upon request. Anything that makes you and your pets comfortable I am more than happy to do. The less stress there is for you and your fur baby the better! I am here for your needs!! I am extremely excited to be pet sitting again as l did this before I joined the military. I work from 9-5 for the time being until my shift changes but am truly excited to be able to rush home and care for your pets. I will always keep you updated on my schedule being that my hours change every 3 months. I have a dog and a kitten right now and I constantly do research on their diet and behavior and their well being to make sure I am giving them the best possible life that they deserve.


Tara N H.

“Tara was great! She completed all tasks very well. She left my house neat and clean w dishes done and garbage and recycling taken out. I’ve only used 3 other pet sitters and she was by far the best! We had a little difficulty communicating and operating around the bitter cold, snow and ice conditions, but she rallied. Tara is personable and conscientious - I would definitely book her again.”


Marilyn O.Star Sitter
“Your pets could not be in better hands! Marilyn is one of the most loving and caring pet sitters I have ever known. She has had pets her entire life and her love for them and all animals is extremely evident. I have left my animals with her more times than I can count and I always feel so comforted knowing how well cared for and loved they are when they're in her home. Our two dogs are always so excited when they hear that they get to go spend some time with Marilyn and her family. I highly recommend Marilyn and her home as a safe and loving place for your furbabies.”


Natalie S.
“Natalie was great! She took our last minute holiday booking request and our cat and dog seemed very happy with her visits. It was nice to get daily updates and photos of the critters. We squeezed in a meet and greet so everyone could get acquainted and go over routines. Thanks!”


Karla C.
“Karla is amazing with my pets! She has watched my cat and my dog many times and they always get so excited to see her! Would definitely recommend.”


Kasey L.
About: I have an immense love for animals and treat my own as if they were my children, giving them endless care, respect, and affection. Their happiness and well-being are my top priorities, and I go above and beyond to ensure they feel safe, loved, and understood. This deep connection extends to every pet I care for, making me an exceptional pet sitter. I am patient, responsible, and attuned to each animal’s unique needs, whether it’s playtime, special diets, or just providing comfort. My dedication and genuine passion for animals make me someone pet owners can trust completely. I am always at home. I do work from home. But that is a few hours per day and my schedule can be adjusted to the needs of any animal. I have a lead setup but all dogs will be taken on multiple walks a day. During bed time they would be with me unless requested by owner to be crated.


Matthew P.
About: I am a canine enrichment coordinator at a boarding facility and I teach basic and intermediate manners training classes. I have a degree in behavior science and I'm hoping to complete my KPA training certification in the near future. Ask about enrichment and basic training add-ons! I work as a full-time enrichment coordinator and dog trainer. As such, I have restricted availability. In general I am free Monday, Tuesday, and Friday evenings and all day on Saturdays. I am available for dog walking, check-in visits, and house sitting. I can also offer enrichment and basic training services as add-ons. Let's talk about some enrichment strategies to help your dog live a happy and full life!


Alecia S.Star Sitter
About: I have loved animals since forever. I cannot recall a time in my adult life that I did not have a furry friend. I have a long history of animal rescue transportation and some fostering in-between transportation runs. I have been house sitting and dog watching for friends and family for several years and truly enjoy it! Unfortunately, I recently lost my sweet Lucy at the age of 14. (She is the first picture with her blue stuffie ☺️) She fought the good fight! However CHF, an enlarged heart and heavy seizure activity became too much for her aging body and the good lord came calling to help her cross on over the rainbow bridge where she can roam and run pain free again. So, I decided to offer my love of animals to others' companions instead of adopting again and went to work part time for the veterinarian that walked the walk with us. The love of an animal is unconditional and healing and within that, there is peace 💛 I currently work for a vet clinic and also as a massage therapist with full control of my schedule therefore have the ability to adjust my days as needed. I pride myself in working hard to keep your pets schedule as close to their normal routine as possible. I feel consistency is important for them when their humans are absent.


David M.
“David Mooney did a great job watching and taking care of my dog while I was away. He did everything I asked him to do and followed the list I gave him. He's very trustworthy, responsible, and patient. He's incredibly good with animals and able to control and adapt to my dog's energy. I really appreciate his help and always go to him if I ever need someone to watch my dog.”


Nicole M.
“Nicole recently watched our animals while we were out of town for business. We have 2 dogs, 3 cats, a bird and a Guinea pig. She gave us constant updates (with pictures!!) and made sure we felt at ease even with all of our questions and concerns. She was easy to reach and all of our animals were happy and healthy when we returned. Will definitely be using her again!”


Jordan P.
About: Hello! I’m Jordan and I’ve been surrounded by animals my whole life, thanks to my mom being a dog groomer and breeder. From attending flyball competitions and dog shows to pet sitting during high school, I’ve developed a deep love and understanding for animals of all kinds. I currently have a cat of my own, so I’m well-versed in caring for different types of pets. Originally from South Florida, I’m using the income from this app to support my graduate school journey. Your pet will be in loving, experienced hands, and I’m excited to offer my care and attention to your furry friend! My schedule is usually pretty flexible. Message me and I'm sure we can set something up. Looking forward to care for and play with your doggies. I tend to follow the owners instructions since they are the experts of their fur babies comfort. I treat every animal as if they were my own.


Kaylee C.
About: I personally have had a lot of pets that have been properly loved and taken care of by me all of my life, this will be a great opportunity! I am a stay at home mom so this works perfectly to keep my busy! My little loves all kinds of animals! she will be a big help! I am very good when it comes to learning the animals language and will give and get what they need! I am very active when it comes to pets!


Tiffany M.
About: I'm grew up life at farm which with many animals. I love pets. There many story to telling. It can't explain.:) just ask me any.:) I work at home and I am always free and take my dog for a walk! I love to walk too which is known we me busy and I make a dogs happy and dogs make me happier! My parent has a big fence back yard. So the dog can play, enjoy, and be free! I always walk through the forest too and I can take the dog with me to hike on leash too in back forest tho!
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Cat Sitting FAQs
Frequently asked questions about Rover
Cat sitters on Rover are free to set their rates. The median cost to hire a cat sitter in Winchester on Rover as of Aug 2025 was about $18 per night, after factoring in Rover’s service fees. A cat sitter’s rate may also change as you customize your booking to fit your and your cat’s needs.
As of Aug 2025, there are 74 cat sitters in Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.
Rover makes it easy to reach out to multiple cat sitters about your booking. Typically, 74% of Winchester cat sitters respond in under an hour.
Cat sitters in Winchester have an average of 14 years of experience. Cat sitters with repeat customers have an average of 10 repeat clients. Experience can vary from cat sitter to cat sitter, but you can view reviews, years of experience, and number of repeat clients when you compare cat sitters in Winchester.
Do you simply need someone to stop by and play, feed, and scoop? Winchester cat sitters are happy to take care of your cat while you’re at work, on vacation, or unavailable for the day, even if all you need is a quick drop-in! Your cat sitter will stop by to feed, play with, and snuggle your cat as many times a day as you like. And the best part? Your cat gets to stay on their home turf.
There are 74 cat sitters in Winchester on Rover, so you’re sure to find the perfect match for your cat! In Winchester, 91% of cat sitters offer daily exercise, 100% offer medication administration, and 87% have experience with senior cats and cats with special needs. We know each cat is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect cat sitter near you. As a reminder, cat sitters joining Rover must pass a background check for you and your cat’s safety.
Yes! Cat sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your cat sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your cat sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your cat is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your cat 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 cat sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your cat sitter’s cancellation policy.
