Dog Walking West Chesterfield
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

West Chesterfield, 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’ve spent the last 5 years working in professional dog kennels. My first kennel was in Berlin, MA, and now I work at a local kennel here in western MA. During that time, I’ve cared for dogs of every size, age, and personality. From shy seniors who need gentle patience to high-energy wiggle butts who never slow down. As a kennel supervisor, I’ve handled dogs with medical needs, administered medications safely and on schedule, and monitored behavior to keep every pup calm and comfortable. I’ve also been trusted to run the kennel independently, managing feeding routines, cleaning, enrichment, and safety from open to close. Now, I’m excited to bring that same level of professional, loving care into your home. Whether your dog needs a simple walk, extra patience, medication support, or someone who treats them like family, I’m here to make sure they feel safe, happy, and loved one walk, one wag, one kiss at a time. I’m available 7 days a week, almost 24 hours a day, outside of my kennel shifts. I work five 8‑hour shifts per week, and everything outside those hours is open for walks, drop‑ins, and overnight care. Availability: • Open 7 days/week • Early mornings, afternoons, evenings, and late nights available • Flexible scheduling around my kennel shifts • Advance requests welcome — I can accommodate most times! Now that I’ve graduated, I’m able to take on more walks, drop‑ins, and extended care. I love what I do, and I’m committed to giving your pets reliable, loving, stress‑free care every single visit. <3 When I’m caring for pets in your home, my goal is to keep their routine as normal, comforting, and stress‑free as possible. I follow your instructions closely and make sure your pet feels safe, loved, and understood while you’re away. Here’s what you can expect: Routine‑Focused Care — I stick to your pet’s usual feeding, walking, play, and medication schedule so everything feels familiar and calm. Clear Instructions Welcomed — Written instructions (paper or text) are always helpful. I’m happy to follow detailed routines, special notes, or anything that keeps your pet comfortable. Open Communication — I keep communication easy and consistent. If anything comes up or you’d like updates, I’m always reachable and responsive. Optional Update Photos — I can send pictures and check‑ins so you can see how your furry family member is doing and feel connected while you’re away. Walks & Outdoor Time — I tailor every walk to what your dog enjoys, whether it’s relaxed neighborhood strolls, peaceful nature walks, or extra sniff‑time to burn off energy. Medication & Special Care — I’m very comfortable with pets who have medical conditions (cats or dogs!), including administering medications safely and on time — even insulin. Clean & Comfortable Spaces — I keep litter boxes clean, fluff up dog beds, refresh water bowls, tidy feeding areas, and make sure your pet’s space stays cozy and stress‑free. Behavior Awareness — With my kennel background, I’m trained to read body language and keep pets comfortable, especially shy, senior, or anxious animals. My goal is simple: to make sure your pet feels safe, happy, and loved until you’re home again.
About: I've worked in multiple areas of animal care including breeding and puppy development, dog daycare, and veterinary care. I have experience caring for all different breeds and ages of dogs! I don't have much professional experience with cats, but I have lived with many cats throughout my life and am a huge cat lover! I do not have any pets myself as I recently lost my dog. So i am in serious need of some dog time! I am available any time after 2:00pm sunday-thursday and all day friday and saturday(: some days i am available earlier than that, typically sundays and mondays im available around 12:30-1:00pm. I am happy to accommodate any of your pet's needs! I can walk, play, just give love, whatever makes your baby feel the most enriched and happy. I know every dog and cat has their own specific needs and I'm very dedicated to that! I live in a small studio apartment. There is plenty of great space to take walks near my house (i live right on the bike trail) but i do not have a fenced in yard. If this sounds like it could be suitable for your pet, i'm more than happy to board them(:

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.
About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.
About: I have taken care of family and friends pets (cats and dogs) for many years and have regular clients for pet sitting and dog walking. I have had my own pets as well for most of my life. I have fostered many cats through a local animal shelter and have volunteered with a local organization to walk dogs. I have completed a Pet Sitter and Dog Walking Certification. I will treat your pets as I do my own and will provide loving care and I will ensure that your requests are met for your pet. I am organized and trustworthy and am available for pet sitting in my home, drop in visits and some house sitting. I am available on weekends and weekdays depending on the request. I work from home so if your pet is staying in my home I am able to let them out as needed (for dogs) and provide lots of loving attention throughout the day. Depending on the service-Boarding/pet sitting is provided in my home. We have a big yard and trails in the woods so dog walking is easy and enjoyable. Drop in visits can be set up at your home for cats or dogs as well.

“Michael is an amazing dog walker for Theo. He is always available for us, even if it’s only a day or so warning and Theodore absolutely adores him. He sends photo updates to me which makes me so happy to see Theo when I’m gone from work! Thank you Michael!!!”

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.
“We are so grateful to Lori, who hopped in the car and came a long way to help us out at the very last minute. She took our high energy 3-year-old lab on a fun hiking adventure and took so many cute photos. We will definitely use Lori again!”

About: I've had many different pets including dogs and cats! Experienced with different ages and needs including medications, behavioral, and sizes. Available for boarding, drop in, and walks I currently work mostly from home so I'm flexible for boarding and daytime visits. Love taking long walks and spending time at home with animals. Happy to take dogs on long walks and nature adventures with permission. I have cats and rabbits at home as well. I also have separate space for boarding or day care. Looking for consistent clients to build lasting relationships between me and your pet(s), as well as any last minute needs from new clients.
About: I’ve Taken care of my personal pets (4 dogs 1 cat) since they came to us. Providing Meals, Daily exercise, and a Loving Environment for them to live in. In more recent years i have house and dog sat for a majority of my family and friends, Providing Exceptional care to their Homes and Four legged Friends, I’m currently working part time so House and Pet sitting is no problem at all, Walks are also easily convenient to fit into my day Providing a loving and safe presence whilst being with your pets is my number 1 priority, also making sure they are well cared for during the duration of the stay
About: Hi, I’m Jaclyn! I’ve always been an animal lover. I have taken care of family, friends, and coworkers pets for over 15 years, and consistently pet sitting since 2020. My experience ranges from cats and kittens, senior dogs and puppies, to rabbits, chickens, guinea pigs, ferrets, mice, rats, fish, and even tropical frogs. I make sure to keep your space tidy; laundry, dishes, vacuum, take in mail, take out trash. I want your home to be a safe haven, with nothing to tend to when you return. I am a wonderful companion, and I ensure your pet is happy, clean, fed, with lots of love and playtime. I always respect body language and boundaries, for everyone’s comfort. Animals love me! Whether they enjoy playing ball or love walks, or snuggles on the couch, I want to make sure your fur-babies are content. I provide one free meet-and-greet before sitting dates; I want to meet you and your pet, and ensure they are comfortable with me ahead of my visit. I love check-ins for longer stays and taking photos. My house sitting overnight services are in high demand so please book ahead for best results. Let me know how I can help! I look forward to meeting you ☺️🐶🐾 I provide pet care full time, and I love what I do! I began working at a doggy daycare in 2025. My shifts are Tuesday 12:30-6:30pm, Wednesday 1-6:30pm, and Friday 1-6:30pm. Please ensure your dog is okay at home for this time during the week. Some of my clients opt to have a neighbor by for a potty break, but it works for many dogs that I go right there, let them out and feed them. My main focus is providing care for animals by overnight house sitting, drop-by care, or dog walking. There may be a small travel fee added for houses outside my service area. My house sitting is very in demand, so please book early for best availability! Thank you! I will go over your regular routines for your furry family member, and chat about keeping your pet safe. I love a harness for walks, I’m familiar with gentle leads, and I carefully supervise backyard playtime. Wood trails are great for walks and I always keep a close eye to make sure your pet is not getting into any mischief! I have a good eye for ticks. I exercise the utmost caution when walking on the street, keeping alert for traffic or other hazards. I carefully assess dogs we may meet to ensure safety and distance, with skills I’ve learned working at a doggy daycare. I care for dogs in a reassuring, calm way, with lots of praise and patience. Your best friend is in good hands with me!
“We have been working with Erin now for about a month and are SO happy to have found her! She is communicative, prompt, thorough and - most important - she LOVES our sweet old dog! I get excited every time I see pictures and their map route of their daily (short but important) walk. I know I can count on her and that she is responsible. So grateful!”

About: I've been house and pet sitting for ten years plus, besides that I've been an owner of many dogs and cats. There is nothing that makes me happier than the well-being of them. When you choose me for the care of your fur babies, they'll be taken care of to the maximum comfort and standard. I'm flexible in that I work remotely... So i huge amount of the time i will be around to cater to your pets. And also will be able to walk them often and keep them stimulated I'll make sure their safety and the environment they're in are safe and nurturing. If it's the owner's house I won't change a thing, if it's my house I'll have them have access to all that they would have at their home.
About: I have taken care of animals since I was little. Home pets mostly. But also my neighbors dog. I love any kind of animal Cats, dogs, bunnies, birds all!! I am currently retired and am free most days and nights. I have 2 grandchildren and big helpers! But if not comfortable with that please let me know I have an un fenced yard and 2 very friendly dogs, I would be willing to stay at your home or bring them my way
“So happy!!! I always stress about leaving Odys at home when I’m working longer days and Alexis has been AMAZING! Sending me videos, pictures, and summarizing their time together! So great!”

About: Animals kept me safe my entire life, now I return the favor by keeping your babies safe while you’re away. ❤️ I have been working with animals my whole life. At only 3 I moved in with my step father onto a small farm(yes this means I can feed your chickens, gather your eggs, clean your stalls, and feed your cattle, pigs, or even horses). I spent three years working in the veterinary field where I learned to better understand and triage animal emergency and how to deal with them calmly and safely. I have 3 dogs, and 2 cats of my own as well as a bearded dragon and a few chickens, whom I love more than life. I have minimal boarding experience, but have had or worked with everything from fish and birds, to dogs to cattle, from snakes to horses, and I love each one of these creatures just as much as the rest. I adore all animals, and cherish my pets so much, and finding some one you can trust to REALLY care for them can be a challenge, so let me make your life a little easier with flexible, reliable, patient and gentle care. As a pet mom to 11 furry, scaly, and feathered babies, I know how hard it can be to find reliable pet care. My animals are my children, my babies; the most important things in my world. I promise to love yours the way I’d love my own. I am currently unemployed and taking a leap. What I’d LOVE is to start my own pet care company. I know how hard it is to find pet care in and around the Berkshires, especially the holidays when all the day cares and well known sitters are booked - so let me take some of that weight off you. I’m flexible and reliable and can do drops ins, walks, day stays, over nights, or multiple day stays. I’m open to any animal type, including pocket pets, exotics and special needs. What can I say? Pets are really the only thing most of us like in this crazy world; so it’s kind of the perfect job. 😉 I am open to all types of care, all types of animals, and all types of situations. I have experience in vet medicine and have had elderly and special needs animals my whole life. No matter how long my interaction with your baby is, I assure you it will be filled with love.
About: I'm available for all holidays starting with Thanksgiving, Christmas, Hanukkah, Kwanza and New Year's Eve I'm a lifetime pet owner and pet sitter with strong references 🙏 I'm not employed by anyone else, so my time is wide open and I live on a quiet dead end street and close to regular parks and dog parks / trails. I always take the owners preferences seriously, but I do like to spoil with good food and treats. I also am good with grooming calmingly.
About: I have experience taking care of pets with varying attachment styles - ranging from anxious, young dogs to elderly, affectionate cats who need lots of attention! I am very adaptable and can match a pet's energy levels well. I appreciate taking the time to get to know a pet in order to build a comfortable bond. I am a local graduate student, I mostly have classes in the mornings during the week and currently have limited responsibilities outside of school, so I have lots of time to dedicate to pet care. I like to learn pets' physical boundaries, so I ease into how I approach playing and petting with them. When I have cared for anxious pets who experience separation anxiety when away from their owners, I focus my care on maintaining a calm environment in the home while making sure they are fed and hydrated.
The median cost per walk for dog walking in West Chesterfield is $23
Dog parents share their Rover experiences - West Chesterfield
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.
Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
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 walking - West Chesterfield
Select a filter and find qualifying sitters offering dog walking.Sitters in West Chesterfield average 3 repeat dog walking clients
FAQs for Dog Walking - West Chesterfield
Frequently asked questions about Rover
As of September 2026, there are 837 sitters on Rover offering Dog Walking across West Chesterfield. 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 West Chesterfield. 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 West Chesterfield.
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 West Chesterfield. On Rover:
- 94% of walkers can help with special care needs
- 97% can help with giving oral medications or injections
- 97% 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.


