Dog Sitting in Chester
Book a Chester dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Chester dog sitters

About: I love dogs and would love to host your furry friend during your getaway. It's no trouble to give medication as needed (I can give pills without treats and I can give meds by dropper) and your pup would get at least 1/2 hour walking per day if they are up to it, on trails if you're ok with that. Please let me know beforehand if there are any exercise restrictions. I'll be happy to send pictures of your pup during their stay. I will house sit medium sized dogs and smaller. For boarding, my apartment is small and is better for dogs on the smaller side. I would board a dog 40lb or smaller, who is current on their shots and not sick at the time. Please feel free to ask if you have any special requirements for your dog that I haven't mentioned. I have plenty of time to play with pups and I can walk dogs during the day. If they stay with me, they will hang out while I work from home, and go on at least 2 walks for 20-30 minutes. I do daily pupdates, sending pictures so you can see what your furry baby is up to. If I house sit for you, I can watch a 2 medium/small sized dogs and/or cats. I will be mindful in your home and be a good guest. I can give pills or dropper medication to dogs if needed. If you board with me, pets are welcome on the furniture (because snuggles matter!). I live in a small apartment, best suited for chill or medium-energy pups—not zoomies. I am keeping the happiness and well-being of your pet in mind - we will play and walk 2-3 times per day.

“We were very blessed to have found Anastasia for the care of our cat while vacationing. Anastasia was always caring and loving to our pet. She's very responsible and has been available for us even with short notice request. We recommend Anastasia to anyone that might need home visit pet care. She communicated with us very well daily and shared videos and photos of our pet. Our cat was very well cared for and loved during our time away, thanks to Anastasia.”


About: I’ve grown up around dogs and am very comfortable around all types and ages of dogs! My own puppy was a senior so I’m willing and able to administer medicine, put on doggy diapers and whatever else your senior may need! I’m also very available lately so I’ll be able to walk your puppy as long as they want to! I can also stop in to visit or house your dog if you’re traveling! Let me know if there’s anything else you may need! I’m always happy to help. Home for the summer after graduating this May!! I start a new job in October so I am free for most of the summer besides a few trips I have planned. I am pretty flexible with pet care and want to make sure you can enjoy your summer too! I will do my best to make sure your pet is comfortable and feeling safe!! I have a roomy house with no other pets. I also have a big yard for your dog to explore!! When at your home, i will follow your dog’s lead and respect their boundaries!!

“Stephanie is great. Super communicative and flexible with scheduling. We did an intial meet and greet and then she did a few walks for our cavapoo while we were out of town. So nice to have someone local you can trust with your pet. Highly recommend! Thank you Stephanie :)”


About: I've been caring for pets since I was a child, and family, neighbors, and friends have trusted me to look after their pets while they are away. I always strive to go the extra mile to ensure your pet remains healthy and happy. 😊 As a passionate animal lover, I offer personalized, loving care for your furry companion. Whether it's a cozy stay at my place, engaging walks, or attentive in-home sitting, I ensure your dog is safe, happy, and well-cared for with tailored attention to their needs. From feeding to playtime and everything in between, I’ve got it covered. Contact me to discuss your dog’s specific needs and let’s create a perfect plan together! I will ensure a clean and happy environment for your pet, providing plenty of affection, attention, and exercise. This way, you can feel confident leaving your pet knowing they are in good hands.

“Nicole did drop ins for my two dogs for a long weekend. She was very attentive and thorough at keeping you informed on how your dogs are doing. We are repeat customers and would highly recommend her!”


About: I grew up on a dairy farm with all sorts of animals around. I have had many dogs, cats, parrots, chickens, rabbits, rats, and horses over the years. I have a degree in Equestrian Science and have taken care of animals my entire adult life. I have always been an avid hiker as well and love to take the pups on walks around the area. I currently own 3 dogs, a parrot, and 2 chickens and will give your animals the same love and attention that I give my own! I'm currently working part time and so have plenty of time to play with your fur babies. I am currently available for house sitting, drop in visits and dog walking. If your dogs get along with mine I might be able to do boarding as well. I have a dog door at my house with a fenced in yard along with 5 acres of fields to walk in. When coming to your home, I use my deep knowlege of dogs, cats, and other animals to keep your animals happy in their own home where your pets are MOST comfortable. They have the comfort of knowing they are safe in a place where they can learn to trust me and we can develop a bond so I can give your pets the same level of love and care as I would give my own pets.


“Danae took care of my cats for three days by stopping in twice per day. Each visit was on schedule and followed up with a photograph. She did a great job and took away any worry or concern while I was away from home. I highly recommend her and will absolutely use her services in the future. ”



About: Hello ! I’m Danielle and I am a special education teacher, so I am lucky enough to have summers, holidays off and some flexibility on weekends throughout the school year. My husband and I are huge animal lovers for all different dog breeds. We are active volunteers at an animal shelter and love our three pets very much and can provide that same care for your fur babies. I can provide long walks, attentive care and a safe environment. I am open and understanding to your pet’s individual needs. I am happy to share personal and professsional references with you so that you feel safe and comfortable with my services. Please contact me for more information I look forward to meeting you and dog(s). Thank you!

About: I have a 6 year old pit mix who I’ve raised since she was 8 weeks old and previously had two family dogs since the age of 3. I’ve never experienced living with out a dog/pet and I’ve grown to love every second of it. Not only do I have experience with my own pets but I have helped out my neighbors in the past taking care of their dogs as well. I work full-time but I am available most week day evenings and most Tuesday mornings. I am also available for walks during select weekends as needed I can help provide walking, feeding, playing, or whatever fits the needs of you and your pet in a safe and fun environment at your home

About: I'm Jonathan (though I mainly go by Jack). For years, I've been providing top-quality pet care in the New York area. I put in the time to get to know your pet's unique needs. I take my responsibility to care for your animal very seriously and will do whatever it takes to help them (and you!) feel safe and happy. Trust me to be there for your beloved pet when you can't be! My schedule is currently very flexible. I'm available for daytime drop-ins, walks, feeding, etc. for dogs and cats. Very open for overnight stays, though I may need to go visit other clients. I can't take pets at my home, but I'm willing to do whatever it takes to care for your pet at yours. I do a quick "get to know you" session before agreeing to a new client, so that I can meet you and your animal, get acquainted with your home, ask important questions about your and your pet's needs, and make sure that I understand exactly how to give your pet the highest level of care!

About: Life long animal lover and care taker. I've worked on several horse and dairy farms. Neighbors, friends and family have come to me for reliable and loving pet care. Cats and dogs have been a constant in my life from new borns to grey fur seniors. Never met a pet I didn't love! Currently in a positon in my life that I can make most schedules work between pet parents and myself. Whether it's for drop in bathroom breaks, long walks to get some of that energy out or pet sitting while you're away on vacation. I live in an area that enables me to take dogs on long walks and get that fresh air in! (ONLY ON LEASH) I take all animals health and safety seriously. An ounce of prevention is worth. more than a pound of cure!

About: I love animals. I am very compassionate, honest, and have empathy for Animal parents who need someone to trust!! I know what it feels like to search for trusted help. I have two small dogs and one young cat. I also have fish and a rabbit. I love animals. It is part of my life for many years and will continue to be. Animals are part of me. I will care for each individual pet according to the owners rules. I will give each pet proper love and attention. Each animal will be treated as if they are mine.

About: I have taken care of my own dog for 15+ years of my life, while also looking after family friends pets. I am trustworthy of getting the job done, and genuinely enjoy taking care and playing with the pets. I am currently working part time, so my availability is very open in order to meet your needs. I can look after your pets any day during the week. I am very respectful of any clients home and will never wander in any rooms that do not require me to be in. I make sure the pet is being fed properly, with water in the bowl at all times. I follow any and all instructions left by clients.

About: Hi! While I’ve had A LOT of pets growing up, a grand portion of my animal experience comes from a professional setting. I took animal science courses specializing in veterinary assistance for two years which gave me the technical skills of administering medicine, reading animal behavior, and basic care for various pet species. During holidays I’d volunteer to bring animals home so I’m also comfortable with caring for animals outside of dogs and cats (ie. rodents, snakes, lizards ranging from iguanas to beardies, even chinchillas and sugar gliders!). I also worked at a local doggy daycare during breaks which taught me about grooming and how to deal with 10+ dogs of different personalities and ages who constantly wanted attention at the same time XD I work part-time (fri-mon) so if you’re looking for help during the middle of the week, I’m your sitter! On days I work, I get home around 8:15PM so if you’re doing late night shifts or doubles, I’d still be able to pop in to give your paw-babies some company before you’re home I have a SUPER friendly Puggle named Nutmeg (7yrs old, neutered) that would keep your paw-babies company. I don’t have a fenced yard, but I live in a community with trails, ponds, and fenced areas that can easily turn a walk into an hour+
Loving dog sitters in your neighborhood
Search Results


David G.Star Sitter

“Amazing. Communicative and available right away for me. My Sadie loved him!”


Vicky A.

About: I love dogs and would love to host your furry friend during your getaway. It's no trouble to give medication as needed (I can give pills without treats and I can give meds by dropper) and your pup would get at least 1/2 hour walking per day if they are up to it, on trails if you're ok with that. Please let me know beforehand if there are any exercise restrictions. I'll be happy to send pictures of your pup during their stay. I will house sit medium sized dogs and smaller. For boarding, my apartment is small and is better for dogs on the smaller side. I would board a dog 40lb or smaller, who is current on their shots and not sick at the time. Please feel free to ask if you have any special requirements for your dog that I haven't mentioned. I have plenty of time to play with pups and I can walk dogs during the day. If they stay with me, they will hang out while I work from home, and go on at least 2 walks for 20-30 minutes. I do daily pupdates, sending pictures so you can see what your furry baby is up to. If I house sit for you, I can watch a 2 medium/small sized dogs and/or cats. I will be mindful in your home and be a good guest. I can give pills or dropper medication to dogs if needed. If you board with me, pets are welcome on the furniture (because snuggles matter!). I live in a small apartment, best suited for chill or medium-energy pups—not zoomies. I am keeping the happiness and well-being of your pet in mind - we will play and walk 2-3 times per day.


Rhylee R.

“Rhylee was thoughtful and kind and took great care of our pets. We are new to the area and needed some last-minute care, and she really came through in a pinch.”


Anastasia A.

“We were very blessed to have found Anastasia for the care of our cat while vacationing. Anastasia was always caring and loving to our pet. She's very responsible and has been available for us even with short notice request. We recommend Anastasia to anyone that might need home visit pet care. She communicated with us very well daily and shared videos and photos of our pet. Our cat was very well cared for and loved during our time away, thanks to Anastasia.”


Teresa L.
“I have watched Teresa care for her family dog, who lived to be 16 years old. She has always been patient and attentive to the pets in her care. She has also been the primary caregiver to our 14 year old cat. I recommend her for pet care because of her maturity, reliability and compassion for animals.”


Stephanie B.

“Stephanie is great. Super communicative and flexible with scheduling. We did an intial meet and greet and then she did a few walks for our cavapoo while we were out of town. So nice to have someone local you can trust with your pet. Highly recommend! Thank you Stephanie :)”


Bridget P.Star Sitter

“Bridget was AMAZING!! she did a wonderful job taking care of our american bully Patton. will definitely use her again. I would highly recommend her.”


Dorothy S.
About: I've been caring for pets since I was a child, and family, neighbors, and friends have trusted me to look after their pets while they are away. I always strive to go the extra mile to ensure your pet remains healthy and happy. 😊 As a passionate animal lover, I offer personalized, loving care for your furry companion. Whether it's a cozy stay at my place, engaging walks, or attentive in-home sitting, I ensure your dog is safe, happy, and well-cared for with tailored attention to their needs. From feeding to playtime and everything in between, I’ve got it covered. Contact me to discuss your dog’s specific needs and let’s create a perfect plan together! I will ensure a clean and happy environment for your pet, providing plenty of affection, attention, and exercise. This way, you can feel confident leaving your pet knowing they are in good hands.


Nicole S.

“Nicole did drop ins for my two dogs for a long weekend. She was very attentive and thorough at keeping you informed on how your dogs are doing. We are repeat customers and would highly recommend her!”


Robbie O.
“Robbie has taken excellent care of my American Eskimo dog when I had to leave for vacation and go out of town for visits with family. I dropped my dog off and she did overnight stays. I was confident and in Robbie and knew she was in good hands. Robbie gave her daily walks in which my dog loved walking . I highly recommend Robbie to take good care of your pets. She is a long term dog owner and lover of animals and will take good care of your pets.”


Amy D.

“Amy was fantastic with my fur baby. He was in high spirits when I returned home. She was super punctual and also very respectful of our no shoe home.”




Danae C.


“Danae took care of my cats for three days by stopping in twice per day. Each visit was on schedule and followed up with a photograph. She did a great job and took away any worry or concern while I was away from home. I highly recommend her and will absolutely use her services in the future. ”




Danielle A.
“I’ve known Danielle for many many years and I could truly say she is such an animal lover. She helps with our dog Lucy often and is understanding of Lucy’s specific needs. She treats her as if Lucy as if she was her own. I highly recommend Danielle, she is sweet, reliable and very attentive.”


Ryan S.
About: I have a 6 year old pit mix who I’ve raised since she was 8 weeks old and previously had two family dogs since the age of 3. I’ve never experienced living with out a dog/pet and I’ve grown to love every second of it. Not only do I have experience with my own pets but I have helped out my neighbors in the past taking care of their dogs as well. I work full-time but I am available most week day evenings and most Tuesday mornings. I am also available for walks during select weekends as needed I can help provide walking, feeding, playing, or whatever fits the needs of you and your pet in a safe and fun environment at your home


Jonathan C.
“Jack did an excellent job for our family when we went on vacation, taking care of a sweet but wary dog who doesn't warm up to strangers easily. I received regular updates and pictures when I was on the road, and our dog seemed happy and healthy when we returned. I would use Jack again for walks and extended care without reservation.”


Gina C.

“Gina was great! We got aQL”


Brianna P.
“Brianna cares very much for all creatures great and small! She will keep your dog or cat exercising, happy, entertained and socialized. The best thing is she has a passion for all pets, and does the work out of her heart.”


Tina T.
About: I love animals. I am very compassionate, honest, and have empathy for Animal parents who need someone to trust!! I know what it feels like to search for trusted help. I have two small dogs and one young cat. I also have fish and a rabbit. I love animals. It is part of my life for many years and will continue to be. Animals are part of me. I will care for each individual pet according to the owners rules. I will give each pet proper love and attention. Each animal will be treated as if they are mine.


Dominick M.
“Dominick is responsible, compassionate, friendly, and trustworthy. He has watched our two cats on a few occasions and I always know they will be looked after with care. Additionally, Dominick respects our home when he stops by to feed the cats, refresh their water bowls, clean the litter, and play with them. It's so nice to be able to go on vacation and relax knowing that they're in good hands!”


Sade P.
About: Hi! While I’ve had A LOT of pets growing up, a grand portion of my animal experience comes from a professional setting. I took animal science courses specializing in veterinary assistance for two years which gave me the technical skills of administering medicine, reading animal behavior, and basic care for various pet species. During holidays I’d volunteer to bring animals home so I’m also comfortable with caring for animals outside of dogs and cats (ie. rodents, snakes, lizards ranging from iguanas to beardies, even chinchillas and sugar gliders!). I also worked at a local doggy daycare during breaks which taught me about grooming and how to deal with 10+ dogs of different personalities and ages who constantly wanted attention at the same time XD I work part-time (fri-mon) so if you’re looking for help during the middle of the week, I’m your sitter! On days I work, I get home around 8:15PM so if you’re doing late night shifts or doubles, I’d still be able to pop in to give your paw-babies some company before you’re home I have a SUPER friendly Puggle named Nutmeg (7yrs old, neutered) that would keep your paw-babies company. I don’t have a fenced yard, but I live in a community with trails, ponds, and fenced areas that can easily turn a walk into an hour+
Chester dog parents share their Rover experiences
Jenna was amazing! Our usual sitter had to cancel last minute after we had already left. Jenna accommodated a VERY last minute request and saved the day so we didn’t have to leave our event! She was reliable, caring, and gave us total peace of mind. Highly recommend her! Thank you Jenna!!

Sydney is amazing! I have an older dog and I honestly don’t know what we would have done without her. She’s super dependable, and was always on time. It’s clear she really cares, and she was so good about sending updates with cute pics and little notes about how the walk went. It’s such a relief knowing my dog was in good hands. I Highly recommend her to anyone looking for a trustworthy and kind dog walker!

Popular requests near you
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It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Chester.
Rover makes it easy to find Chester dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog 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 dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
