Dog Walking Chester

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Chester, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Joshua P.
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Joshua P.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 31 reviews
15 repeat clients
6 years of experience
Derry, NH, 03038

“Highly recommend! We use Josh for dog walks and couldn’t be happier. Our dogs LOVE Josh and so do we. He is extremely dependable, an amazing communicator, and treats our girls like their one of his own. One of our girls can be very reactive towards other dogs while on walks and Josh took the time to help with this. He was even able to include one of his dogs on a walk with our reactive pup after some training. The walk went great and we can see such a difference in our girls behavior for the better! We truly couldn’t ask for better care for our girls. 10/10!”

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Katie D.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$23
per walk
5.0 out of 5 stars
• 198 reviews
28 repeat clients
12 years of experience
Derry, NH, 03038

“Ashley walked my dogs a couple of days this week and she was wonderful. My dogs seemed happy and she sent me pictures and updates which was much appreciated while I was away. I would recommend her to anyone in need of a pet sitter/walker.”

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Melissa A T.
Sitter Profile Image: Jaimie C.
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Jaimie C.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
4 years of experience
Derry, NH, 03038

“We are so lucky we found Jamie she is amazing and I’m so grateful my dog Blanca gets so excited to see her it makes me so happy she definitely is the greatest Thank you so much Jamie for all the help”

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Tracy H.
Sitter Profile Image: Antonia S.
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Antonia S.
from
$20
per walk
1 repeat client
20 years of experience
Derry, NH, 03038

About: I’ve always had animals growing up and have always had an interest in taking care of animals. As soon as I was old enough family and friends have had me watch their animals. Dogs, cats, rats, bunnies, reptiles, you name it! I could not imagine having a life without animals. Currently I have two Siberian huskies, two cats, and one bunny. I’ve also had a lot of experience giving dogs and cats medication, and know all the tricks to get them to take it in a quick and easy manner. I’d like to say I’m very responsible, and will absolutely treat your animals like my own. My mornings and afternoons are typically very available, because I own an aerial studio and those classes are mainly held at night. I am a very active person so I am always looking to add more walks into my daily routine. At my home I have a fenced in yard, and two friendly, playful dogs. I do have two cats as well, but they can easily be separated. I also have two crates at my house that both of my dogs comfortable can go in when needing to be separated. At clients homes I can do anything you need me to for your pet. Treats, walks, playtime, crate time, and even snuggles.

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$12
per walk
5.0 out of 5 stars
• 3 reviews
15 years of experience
Derry, NH, 03038

About: Looking for someone to care for your pets as well as you do? I have 15 years of experience caring for animals ranging all different sizes, ages, and health needs. I’ve had animals my whole life from dogs, cats, horses, and exotic birds. I am the designated care giver for my friends’ and family’s pets and wanted to give Rover a try to put those skills to more use. I currently have two cats of my own and will not be accepting to board animals in my home at this time, but am more than happy to care for your furry or feathered friends in their current space and make sure they’re exercised, fed, and not missing you too much while you’re away! My rates are all negotiable, please connect with me directly for pricing questions. I look forward to befriending and caring for your pets and keeping them safe for your return home whether it be from a vacation or just from work. I currently work remotely part time during the week and have plenty of flexibility in my schedule to drive and visit your pets to care for them. Drop in visits typically take about 15-20 minutes, walking or exercising can be 1-2 hours, and sitting can be booked for multiple days. Since I will be only caring for pets in their own homes, my care is fully personalized and customizable to meet your specific needs and requirements. I am comfortable giving medication to pets and am experienced with reactive and emotionally triggered animals.

Sitter Profile Image: Hannah M.
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Hannah M.
from
$20
per walk
12 years of experience
Derry, NH, 03038

About: I grew up with cats and dogs and now own both as an adult. I have trained my dogs and built trust with them, and I have built a loving relationship with my cats. I trained my puppy when we got him and helped teach our rescue dog manners and trust. My cat trusts me and has learned to come when called, and my new rescue cat already follows me around! I am a part time worker so I have plenty of time on the weekends! I will work with you on my scheduled days to try to make things work for the both of us! I care for my pets with lots of love and respect. My cats get the best food I can afford and lots of pets throught the day. My dogs are walked often and fed morning and night. They enjoy outside time and staying close by.

Sitter Profile Image: John V.
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John V.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
6 years of experience
Raymond, NH, 03077

About: I have had 2 dogs for the last 6 years although one recently passed and have helped out with dogs since I was 16. Not great with cats but could watch it needed. I can administer medication as well as I had to for my dog. Monday and Friday I can use my lunch break for a visit, middle of the week days , I am available after 3, weekends are wide open I have a fenced in yard with plenty of space and our dog cannoli is very very friendly and will love to have a friend. She is up to date with all vaccinations.

Sitter Profile Image: Christopher & Erin M.
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Christopher & Erin M.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
13 years of experience
Auburn, NH, 03032

About: We treat animals as parents would with a child. It's all about knowing that every creature has a personality of their own and taking the appropriate approach for positive behavior and training. We work full-time, yet we make time for evening walks with our youngest dog (if the temperature is bearable). On the weekends, we take her for 1-2 walks within the two days. Late Spring to mid Fall is the best time for outdoor fun. We have another older dog that is crate trained if they need to be caged in because of visitors. If a dog is trained well enough to not run off, we do have a wide open backyard they can run around in.

Sitter Profile Image: Kristina T.
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Kristina T.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
Derry, NH, 03038

“Kristina is amazing! She is so great with our pups and they warmed up to her very quickly. She gives detailed notes about her walks and goes over and above of what we asked of her. I love getting the notes and photos about their walks. She is very reliable and has been great to work with.”

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kimberly h.
Sitter Profile Image: Danya P.
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Danya P.
from
$20
per walk
10 years of experience
Derry, NH, 03038

About: I have worked at 3 animal shelters and 3 zoos I can handle any critter you throw at me. I have experience with big, small, young and old. I am comfortable with administering medication and handling behavior needs. I have also worked extensively with birds. I am a new mom so I am flexible on weekdays and weekends on a part time basis. More flexible if I am allowed to bring my daughter I have worked in every environment with many different care needs. I can accommodate to any service you need regarding your pet in your home

Sitter Profile Image: Kelly M.
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Kelly M.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
50 years of experience
Londonderry, NH, 03053

About: Hi! I am a 50-year-old Mom living in Derry. I have a lifetime of experience with animals such as cat care, dog care, turtle and tortoise care, rabbits, chickens, hamsters. I am also experienced in many household chores, cleaning, moving, personal assistant work, office work. I have experience in senior care with light housekeeping, meal prep, errands and companionship. I am open and caring and love to help all people. I like to volunteer when able. In my free time I enjoy being outdoors. I have a small townhouse where I live with my 4 beautiful cats. I am looking forward to meeting you and helping care for your loved ones. I have a flexible schedule to spend quality time with your pets as well as enough time for feeding, cleaning and playing. I am currently on disabilityand spend my days helping care for pets. My pets are a high priority in my house. They are treated with kindness and respect and it is understood that they all have different personalities. They have their own room in the house and various beds and toys in different places. We do 2 feedings a day, a fountain water bowl and treats.

Sitter Profile Image: Shannon M.
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Shannon M.
from
$20
per walk
5.0 out of 5 stars
• 14 reviews
6 repeat clients
15 years of experience
Londonderry, NH, 03053

About: Hi everyone! My name is Shannon and any dog I have met I have loved like my own! My husband and I both grew up with pets and can't wait to have one of our own one (one day!!). From pet sitting, long or short walks, boarding, we have experience with it all! Your dog will be in great hands and receive all the attention they need. If you would like any references please just ask! I can't wait to meet you and your pet family. I currently work from home, so will have plenty of time to play and walk your pups! I am available for walking, sitting, and boarding any day of the week. I have a large house and fenced in yard with plenty of safe space to run around and play. I can easily crate your dog if needed.

Sitter Profile Image: Skylar P.
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Skylar P.
Star Sitter
from
$28
per walk
4.9 out of 5 stars
• 35 reviews
14 repeat clients
4 years of experience
Londonderry, NH, 03053

“Skylar has been available last minute a couple of times now and has done great with Annie!”

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Colson K.
Sitter Profile Image: Allisyn S.
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Allisyn S.
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Derry, NH, 03038

About: I have had senior care with a few pets including administering medications. I have experience with different types and sizes of pets from 4 lbs to 1500 lbs! Had a 4 lb dog, 80 lb dog and many sizes in between. All size cats. Experience with dogs, cats, horses, birds, hedgehogs, chickens, and cows! I work part time and have flexibility at my work. I generally have Fridays and Saturdays off. I can generally accommodate last minute schedule needs or changes. Pets are cared for with love and respect. I enjoy getting to know the different personalities of the pets. I am careful to follow owner given directions.

Sitter Profile Image: Debra B.
Verified Background Check
Debra B.
from
$25
per walk
5.0 out of 5 stars
• 34 reviews
23 repeat clients
20 years of experience
Derry, NH, 03038

“Debra has done a phenomenal job with our dog Lucy. Highly recommend to everyone!! She is very quick to respond to requests, did a great introductory meeting and is always great on walks with our pup. Thank you Debra!!”

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Jake S.
Sitter Profile Image: Heather Q.
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Heather Q.
from
$28
per walk
5.0 out of 5 stars
• 16 reviews
10 repeat clients
30 years of experience
Danville, NH, 03819

“Heather was wonderful with my dog, she gave him a nice long walk & wrote such a nice note! Plus, she communicated w/ me during the day to keep me updated on her ETA, which I really appreciated!! Will definitely book with Heather again!”

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Marcia M.
Sitter Profile Image: Jeanne W.
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Jeanne W.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 49 reviews
15 repeat clients
20 years of experience
Salem, NH, 03079

“Jeanne was amazing and took great care of Max! She went above and beyond for him. It was a VERY last minute booking and she was extremely accommodating.”

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Aly C.
Sitter Profile Image: Joe S.
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Joe S.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Derry, NH, 03038

About: I regularly care for friends' dogs when they're out of town or need someone to swing by during a long day. Walks, fetch, general snuggles. I work full time but can get away during the day for activities. Love early morning walks and a good game of fetch in the evening. General dog sitting and care. Feeding and medicine, walks, fun and games, and of course some good snuggling. Dogs of all shapes and sizes are welcome.

Sitter Profile Image: Hunter & Antonia G.
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Hunter & Antonia G.
from
$25
per walk
15 years of experience
Derry, NH, 03038

About: Work from home! Medicine treatment experience! Dogs and cats experience Fenced in yard for playtime! Lover of animals Safe and friendly neighborhood for walks Pets are family! Here for some new side hustle work for your furry friends! Already was working from home, and will be remote, so will always be present for animals. We have a fenced in yard where your dog can run and play all day! We have 2 huskies who would love to do the same with your furry friend and can join us on our neighborhoods walks! We also have 2 cats so as long as the dogs like cats that’ll be fine! We also have 2 crates If the dog requires to be crated.

Sitter Profile Image: Allison P.
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Allison P.
from
$30
per walk
5.0 out of 5 stars
• 9 reviews
28 years of experience
Derry, NH, 03038

About: I've always had animals in my life since the day I was born. I was brought up to love all creatures big and small. My true passion and love in this life is for the animals. I have worked with mainly cats and dogs. Volunteered in many animal shelters in NH and CT. At one time I lived in Cabo San Lucas, Mexico where I helped run an animal shelter. Saving many animals from bad situations. I also went around to the schools down there educating the children on how to care for an animal. When I moved back to the USA I started volunteering at my vet where I brought my dogs for care. My vet ran a rescue called All Better Pets. She turned it over to us volunteers. We created a Board where I became Treasurer. I have no children so my animals are my children. This is just a brief description of the many things I have done to help. Thank you for reading this and Happy Tails!! I am an LNA and currently I work Monday through Friday with seniors through a private company. I would eventually like to get back into working with animals full time. I am looking to walk, feed and or care for your furbaby in your home. Currently I can not Board an animal as my friend who I live with has 3 cats, 1 which is old and sick. Sorry! Currently in my home we have 3 cats. Our dog has passed. They have free range of the home and many places to look out the windows along with climbing towers etc. When my dog was alive she had an electric fence where she was free to roam while we were home.

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The median cost per walk for dog walking in Chester is $25

Dog parents share their Rover experiences - Chester

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5.0 out of 5 stars

Calvin took great care of Nala she was very happy with her walks. Calvin was dependable and always on time! Thank you for taking such good care of Nala.

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Angelina T.
Dog Walking
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Popular requests for dog walking - Chester

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Sitters in Chester average 4
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 September 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 .

As of September 2026, there are 2,694 sitters on Rover offering Dog Walking across Chester. Enter your ZIP code to see which available sitters are closest to your home.

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 your Chester. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

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 traveled, 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.

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.

Every walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Chester. On Rover:

  • 93% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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.

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.

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.

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