Dog Walking Chester
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 2 pet parents in Chester have booked dog walking
Chester, Find top rated dog walking
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I have been Professionally Pet sitting for 10 years now. I’m passionate about all animals especially dogs and cats. I love going for hikes, and being outside with nature. Having a dog by my side makes it even better :) I am exclusively one on one with your pets, so there is no stress for them. I am a professional dog and house sitter, I don’t just take care of your dog I take care of your home while you’re away, and I will always leave the home exactly as I left it or tidier : ) I look forward to meeting you and your fur babies in the future : ) I have a part time serving job where I work 5 hours max at a time 4/5 days out of the week, I would still be able to walk in the morning and right after I get back to them I always meet my new clients and their pets ahead of time to talk about the dog’s personality and behaviour and the daily routine. I can offer dog sitting at my clients homes or my tiny house where I do have a kitty at home
About: I've been loving on and taking care of pets since I was a little kid. I'm that person who gets along with pets more than people and go straight to them at a party 🙃 I love to take dogs out on lots of walks, cuddle cats while I'm crocheting, and make sure that they are well taken care of. I'm currently between jobs and looking to pick up some work ASAP. I have lots of timt to spoil ypur pets. Open for weekends and holidays as well. I am a great guest and responsible house keeper. I love to go on lots of walks and provide lot of attention to your pets.
“My dog is very excitable but she was comfortable with Lyne right away, and relaxed and rolled over to be petted. She had a good time on her walk and was tired after meeting a new friend! Thanks Lyne!”
About: Looking for Furry Company in My Free Time I’ve grown up with pets and I’m always happiest when I’m around animals. Now that I have some free time, I’d love to hang out with your pets and give them the attention they deserve while you're away. Whether it's playtime, walks or just chilling together, I’m here to keep your furry friends company. Why I’m a great fit for your pet: Lifelong Pet Lover: Growing up with pets has taught me a lot about understanding and caring for animals. Casual, Low-Key Fun : I’m not in this for the money—just a chance to enjoy some quality time with your pet while you’re away. Tailored Attention: Every pet has their own vibe, and I’ll mak sure to spend time doing what they love most. I work full-time during the week, but my sister is at home all the time and I’m available every morning o spend time with your pet. I also have flexibility on weekends and holidays, so I can offer extra care and attention when you need it most. Whether i’s a morning walk or some chill time, I’m here to keep your furry friend company! Safety, Trust & Environment Your pet’s safety and comfort are my top priorities. In your home, I follow teir routine and keep everything secure. In my home, I offer a pet-friendly space where they can relax and play. Trust is key, and I enure your pet feels safe and cared for at all times.
About: I am the owner of Kayla’s Dog Services! I offer pack walks, solo walks, daytime care, Boarding, and Drop ins, I am a certified dog trainer and have worked at multiple doggie daycares I am now currently working from home as a new small business owner!! I have 4 of my own dogs, all rescues, I am a foster mom to multiple rescues!!! Feel free to check out my Facebook page at “Kayla’s Dog Services” to see more photos and live footage of a home away from home for your pups! I am working from home so I am able to give all the loving and attention and exercise needed to the pups! I love to go on walks and explore the outdoors with my furry friends🥰❤️ I have a fenced in yard, 2 streets over there is 2 dog parks that are never busy! And right down the road is a beautiful trail I love to take the dogs on adventures to! I rent out fields etc to enjoy time with my crew, I have crates to crate them if needed however I only use them in emergency situations or if you require them to sleep in one at night time/ have down time!
The median cost per walk for dog walking in Chester is $20
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
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 near you
Select a filter and find qualifying Chester sitters!Sitters in Chester average 3 repeat dog walking clients
FAQs for Dog Walking - Chester
Frequently asked questions about Rover
The average cost for Dog Walking in Chester on Rover is $27.75 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
There are 387 sitters on Rover for Dog Walking in Chester. About 81% of Chester sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in Chester. Since all dog walkers are local, they may have a neighbourhood dog who is a good walking companion to yours.
Tip: Keep in mind that many cities in Canada require your dog walker to have a permit or licence for group walks.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance travelled, so you know exactly where your dog has been walking in Chester.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits, dog walking, and doggy day care. 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 walkers in Chester with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they do not have any disqualifying offences.
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.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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!
Yes, you can find walkers who have experience administering medication or managing dietary requirements. On Rover:
- 100% of walkers can help with special care needs
- 100% can help with giving oral medications or injections
- 80% 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.
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