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

Over 20 pet parents in Chester have booked dog sitting
Chester, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: About Me🫶🏻 Hi! I’m a lifelong dog lover with hands-on experience caring for dogs of all sizes, breeds, and personalities. I work remotely so I have plenty of time to give attention and love to your baby! I grew up in a household with large dogs and was involved in their daily care from puppyhood through their senior years. I have experience caring for dogs with health issues, including administering extra attention to senior and sick dogs. I understand that every dog has unique needs, whether that’s high energy playtime, structured walks, gentle senior care, or simply companionship and reassurance while you’re away. I’m attentive, responsible, and genuinely invested in making sure your dog feels safe, loved, and comfortable at all times. Dogs have always been a huge part of my life, and I treat every dog I care for as if they were my own. I truly can’t wait to meet your pup and spend time giving them the care, attention, and affection they deserve. I’m self-employed with the ability to work remotely, which gives me a very flexible schedule. This allows me to plan my days around your pet’s needs. My husband and I are both big animal lovers. We don’t currently have pets of our own, which is one of the reasons I’m so happy to be on Rover! I have lot of time, attention, and love to give to yours. Your pet will never feel like an afterthought, they’ll be a welcomed part of our daily routine while you’re away. I tailor my care to each pet’s individual needs, routine, and personality. For walks and drop ins, I focus on safe outings, fresh food and water, playtime, and plenty of affection. I’m mindful of energy levels, weather conditions, or any special instructions you provide. For overnight care in your home, I aim to keep your pet’s routine as normal and stress-free as possible. This includes feeding on schedule, walks or litter care, medication if needed, companionship, and ensuring your home is left clean and secure. I’m attentive to behavior changes and always prioritize your pet’s comfort and safety, making sure to communicate with you so you have live updates on your baby🫶🏻 If your pet likes to go outside, I’m happy to take them for a long hike on trails in the area, or a normal leash, walk, whatever you would typically do with them! Whether care takes place in my home or yours, your pet will receive consistent attention, supervision, and love treated as if they were my own.
About: I’m super flexible with high availability. I’ve been caring for dogs my entire life and come from a family of dog breeders. I love all animals and have 5+ years of experience in dog walking/sitting. I have my own dog walking business as well called Hiking Hounds. I’m young and able to handle big dogs and can keep up with energetic puppies. I’m free to come play with your dog at your house or take them for a walk in your neighborhood. I can’t wait to meet your hound! I’m working part time, so I have plenty of free time to hangout with your pup! I’m also very flexible on my hours as well. Following what directions you give me regarding your dog, & respecting house rules you have in place. And as mentioned before I have a lot of personal experience caring for dogs.
About: I grew up having dogs, cats, chickens, a turtle and a mouse and always wished to have more! And then started pet sitting for other people’s furry babies. I have experience with the most active and excited, as well as shy and quiet souls. I’ve learned how to take care of puppies and senior dogs. I’ve taken some classes for my mom’s dog to train him which gave me even more of an understanding of their behavior. But most of all, I truly love each pet I meet! I work as a nanny 9am-4pm on Monday& Tuesday. I do volunteer work a few hours throughout the week. please let me know your pet’s needs in advance! I mostly care for pets at your home. Let me know what your expectations are so I can carefully consider if I'm a good match for your pet!
About: Ive taken care of dogs for basically my whole life. I grew up with many pets since I was a child. This includes dogs, cats, and birds. I am very reliable and have no problem caring for pets. I’m currently not working at the moment. So I’m available full time to care for any pet. My schedule is very flexible so I have more than enough time to bond with your pets. I have a spacious fenced backyard and live in a very good neighborhood where I can safely take your pet on walks. I also like to spend my free time in nature at parks and would love to spend time there with your pet as well.
“Vinny helped me ensure my pets had great care during a family emergency. I am forever grateful for his prompt help and excellent care, it was such a comfort to know my pets were taken care of and I didn’t need to worry about them at all. Thank you!!”

About: • Specialized Senior Pet Care – Gentle handling, mobility support, medication administration, and extra patience for slower-paced walks or special routines. • Health & Comfort Focused – Attentive to changes in mood, appetite, or mobility, with prompt updates if something seems off. • Customized Care – From joint-friendly play to warming up meals, I tailor every visit to your pet’s needs. • Reliable & Communicative – Daily updates with photos and videos so you feel connected and reassured. • Compassionate & Calm – I take my time, ensuring your pet feels safe, loved, and never rushed. Pet care is a priority in my daily routine. I’m available for morning, midday, and evening visits, as well as overnight stays when needed. My flexible schedule allows me to adjust to your pet’s feeding, walking, and medication times. Consistency is key, so I make sure my visits are always on time and unrushed—your pet gets my full attention every time. When caring for pets in a client’s home, I treat their space and their animals with the same respect and care as I would my own. I follow the pet’s regular routines—feeding, walking, playtime, and any special instructions—to keep them comfortable and stress-free. I make sure fresh water is always available, litter boxes are cleaned, and living areas are tidy. If medications are needed, I administer them exactly as directed. I also spend quality time giving affection and companionship, so your pet feels secure while you’re away. Before leaving, I ensure the home is secure, lights and doors are as you prefer, and you receive an update with photos so you know everything is safe and well.
“Tammie was an absolute lifesaver while I was on vacation! She came three times a day to care for my cat, including administering oral medication, which can be a challenge—but she handled it with total professionalism and care. She was always on time, incredibly communicative, and sent regular updates that really helped me relax while I was away. When our flight was unexpectedly delayed, she didn’t hesitate to make additional last-minute visits to make sure my cat was safe and comfortable. Her flexibility and dedication truly went above and beyond. It’s such a relief to know my pet is in such capable and compassionate hands. I will 100% be booking with Tammie again and can’t recommend her highly enough!”

“Elisha is quiet & calm, and gentle with Bo. She was reliable and took good care of Bo when we booked the first time. We look forward to her caring for him again this summer! Thank you!”

About: My dog Chanel is my world so it would be a pleasure to share that same love to others. I’ve grown up around dogs between all of my family so this is a joy to experience. I currently work day shifts and very loyal to my schedule of care with my dog at home. It would be no burden or issue at all to care for others 4 legged friends. The same care I provide to my own as if she was my daughter is the same care I’d give to others pets. Any dog in my care is my family.
About: I’ve taken care of animals for over 15 years. I pet sat many times as a child and continued through adulthood including, walking, feeding, administering medicine, baths & snuggles! I also volunteered at a local animal shelter as a dog walker. Currently 3 cats and a rambunctious German Shepard/Siberian Husky 3 years old. I have cared for all kinds of pets including but not limited to goats, chickens, horses, pigs, donkeys etc I’m currently working full time but have a very flexible schedule and can move my hours around to meet your needs especially for early morning and later evening check ins or during work hours! I have worked with leash trained and non leash trained dogs if you have a fenced in yard. I prefer leash trained dogs for public walks with a standard leash. I love animals, their snuggles & kisses too! I have kids & animals so drool & slobber don’t bother me!
“Tracy and Steven were awesome—our pets were clearly in great hands. They really took the time to bond with them, playing with our dog and giving lots of attention and cuddles to our cats. They showed up three times a day like clockwork and even grabbed a couple packages from the front door, which we really appreciated. The updates and photos after each visit were thoughtful and reassuring. It made a big difference not having to worry about our animal children while we were away. We’d definitely book them again.”

About: I’ve taken care of several different dog breeds since the age of 8. Mostly larger breeds ranging from a golden retriever to an Alaskan Malimute. My care ranges from basic walking , bathing, and grooming, down to medication management and insulin shots. Currently I’m looking for another part time job, but at the moment I’m eager to get started working with your pets full time. When I do secure employment it will just be part time in the mornings. With the utmost respect. Our pets are like our children and I would want someone to handle mine with care, compassion, and respect and I plan to do the same for you.
About: I have a love for animals and it shows in my level of care. I am a future veterinarian. Growing up my house always resembled a zoo, I’ve had dogs , cats, rabbits , turtles, fish , iguanas , birds, and even a crow. Yes a crow! Lol. I was always that person to bring home animals and take care of them whether I asked my mother if I can have them or not. I’m a caring soul with a caring heart and I hope to see and connect with you and your fur baby soon. A side from being a mother my other full time job would be this. I have a large amount of free time so my schedule is open. As things start to pick up availability is subject to change. I offer a safe and controlled home for your fur baby to relax comfortably. My home is clean and animal friendly. Plently of space for long walks and new scents.
About: Been taking care of dogs since middle school, been a dog walker in NYC for 4 years. Trained my family members pets and close friends. I work from home 2 days out of the week, my schedule is usually open during the week and flexible for your pet needs t. Your pet is free to roam around the house, dividers are up for safety. My schedule is very flexible so 98% of the time your pet has my attention.
About: What sets me apart as a sitter is my deep love for animals combined with a calm, reliable, and intuitive approach to care. I specialize in both energetic puppies and gentle senior dogs, understanding the unique needs of each stage. Whether it’s crate training, potty schedules, or administering medications, I provide attentive, tailored support. I treat every dog like family—always ensuring they feel safe, loved, and understood. With a background in wellness and a natural sense of routine, I’m great at maintaining structure while giving plenty of affection and play. Pet care is a natural and joyful part of my daily routine. I build my schedule around the needs of the pets in my care—whether that means early morning walks, midday playtime, or relaxed evening check-ins. I work remotely and have a flexible lifestyle, which allows me to give pets consistent attention, structure, and affection throughout the day. Your pup’s well-being becomes my top priority, and I love creating a rhythm that keeps them happy, healthy, and at ease. Safety, trust, and comfort are my top prioritie- whether I’m caring for your pet in your home or mine. I always take time to understand your dog’s routine, preferences, and personality, so I can create a stress-free, familiar environment. In your home, I maintain your pet’s usual schedule and surroundings to help them feel secure. In my home, pets are treated like family with a clean, calm space that’s both cozy and supervised. I follow any feeding, medication, and exercise instructions exactly and keep you updated with messages and photos, so you feel confident and connected while you’re away.
About: Greetings, I’m Tyler, a 24-year-old professional with four years of dedicated experience in canine care. My journey began at a kennel-free doggy daycare, where I honed my hands-on skills in nurturing and safeguarding dogs. Prior to my transition to Rover, I participated in a boarding school program known as Hands-to-Work, aligning with the Shaker lifestyle. This initiative involved contributing to the community by tending to animals in shelters, exemplifying my commitment to service. As a dedicated dog walker, I take pride in my approach, which is distinguished by patience and a profound understanding of canine behavior. I firmly believe in the importance of recognizing each dog’s unique needs and preferences. During our walks, I prioritize creating an environment where it is truly their walk—I serve as a guiding and protective presence, never resorting to pulling or force. My commitment to gentle handling and respect for the individuality of each canine companion sets me apart in the field. Ensuring the well-being of every dog under my care is paramount. I am dedicated to providing a nurturing environment that emphasizes comfort, safety, and companionship. Within my capacity as a pet care professional, I emphasize flexibility, reliability, and trustworthiness as cornerstones of my dedication to excellence. If you are seeking a dog walker who prioritizes your pet’s well-being and tailors each walk to their specific needs, I would be honored to be of service. I look forward to the opportunity of building a lasting and positive relationship with you and your furry friend. I offer dog walking and house sitting services every day of the week, ensuring flexibility and availability at any time. My schedule allows for a dedicated commitment to the well-being of your pets, guaranteeing they receive ample love and care during our time together. Ensuring the comfort of every canine companion is my top priority. When entrusted with house sitting, I meticulously adhere to the established guidelines for each pup, facilitating neighborhood exploration and keenly observing their body language to ensure their well-being. Clients can expect regular updates, complete with pictures, provided every three hours, offering reassurance that their cherished pets are in capable and caring hands.
The median cost per visit for dog sitting in Chester is $25
Dog parents share their Rover experiences - Chester
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
How to book dog sitting

1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Chester
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chester average 5 repeat dog sitting clients
FAQs for Dog Sitting - Chester
Frequently asked questions about Rover
The average cost of Dog Sitting in Chester is $33 per visit as of November 2026. Most bookings cost between $22 and $52 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 2,429 sitters on Rover offering Dog Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.
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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chester choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Chester with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, 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 use the Meet & Greet to walk your sitter through your expectations.
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.







