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

Pittsfield, 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.
“Extremely reliable, communicative, and the dogs absolutely love him—we couldn’t ask for a better daily visit than our walks with CJ! He provides so much peace of mind, knowing my dogs are being well cared for when I can’t be there. The adorable photo updates are always a joy, and it’s clear that he puts a lot of effort into building relationships with his clients—human and furry friends alike.”

“Amanda communicates to me with our dog’s behavior and makes me feel confident that our dog is happy. Would recommend her to anyone needing care for any dog big or small, young or mature.”

“Shadia is great! Shadia is quick to respond to a request for a dog walk, shows up on time, can handle my very old hearing impaired dog, and follows my overly detailed instructions! 😂”


About: Hi! Farm girl raised around various types of animals. Genuine love for all animals & offering pet care on my off days. I'm reliable, punctual, sincere, and honest. I'm currently working FT, & am looking to help care for your pets on my off days. I'm available Wed & Th evenings, as well as all day Sat & Sun. I am willing to learn your routines & mimic my services to match your needs. I am an active person, so short or long walks/runs are welcomed. Willing to feed, walk, play, brush, bathe, remove pet waste, & am open to any other services you may need.

About: I have loved animals for as long as I can remember! My family has always had multiple pets in our home at a time. I currently own a dog named Jax, and two cats named Milo and Lee! I have experience with dogs of all sizes, ages, and temperament. I have taken care of puppies, blind/deaf dogs, big dogs who like to take you on a walk instead 😅, cuddly and energetic labs, shy dogs who may hide, and I love them all the same! I am a nanny, so I also take my part in loving and taking care of their animals in their home or when they may travel! As a pet mom myself, I understand how big of a decision it is to search and trust for someone to look after your fur baby. That’s why I will always focus on communication and providing updates and pictures so you can feel at ease and comfortable. All animals are family, and I will treat your pet as if they were my own. When I come to your home, I promise to come with all the extra snuggles, belly rubs, or anything your pet may need to feel comfortable, keeping up with routines, required needs, and all different personalities. If your pet may need special medications, I also have experience with that area! I’m currently a college student, home full time for the summer! I go to a community college, so long term care is also available! Some hours may just change once I start again this Fall semester :) I care for each pet as if they were my own. My animals are my babies, my world, and I expect it is the same for all pet owners. You putting your trust in me to care for your babies means the world to me, and you won’t regret it! :)

About: I’ve been surrounded by pets my whole life! I’ve had dogs, cats, birds, and a chinchilla that I’ve taken care of. I currently have two German Shepherds and two cats! I will provide patient, personalized care and treat every pet like my own. I understand that every animal has different needs, routines, and personalities, so I will focus on making them feel safe and comfortable while you’re away! I am entering summer break and only have track practices, so I have a lot of available time to make visits! You can also reach out any time, even same-day messages! I have a large front and back yard, and the back is also fenced in for extra safety. My dogs at home are also friendly to have a pet friend! If needed, there are also plenty of rooms in my house to separate animals too.
About: *covered by both Rover and personal PCI insurance! My name is Kimberly and I am currently 31 years old - I have been taking care of all kinds of animals since I was a child, however I moved to working with dogs professionally at the age of 20; I have enjoyed every moment since! My husband & I recently moved to Elyria however we previously lived in Cleveland Heights where I worked at a local dog boarding and daycare center where I was responsible for the well being of upwards of 35-50 dogs, ensuring each and every dog was able to relax in their new environment, providing all meals and medication as well as ensuring the safety of all social dogs in a group together. This position gave me the most valuable knowledge possible and has solidified my idea that stress free care is one of the most important things I can do for the pets entrusted in my care. My husband & I currently own 3 cats and they are all our world and best friends; while I love all animals, dogs are my true passion however and I have extensive experience with many different breeds, sizes, temperaments, energy drives, worker breeds/service dogs, etc. I am also able to provide you with the comfort of knowing all medications and health needs will be met, as I have plenty of experience providing care for senior/health compromised dogs that follow a strict medication/feeding schedule. I am very comfortable with administering shots, pill shoots as well as old fashion 'pilling' a dog with some PB! After the pandemic and working an office job remotely for 2 years, I have stepped aside from that life and am looking to focus more on spending my days enjoying my passion: taking care of your pup and creating a relaxed, stress free experience for you both. I have a background in customer service so bringing you peace of mind, going above and beyond, and creating special experiences is something im happy to be able to do! This is my full time position so you don't need to worry about my schedule pulling me in different directions; there is extra security with my dog experienced/dog obsessed husband being close by and able to help in an kind of possible emergency that might keep me from my usual schedule. I treat house-sitting as if I am working from home and I will not be away from your pets for longer than 4-5hrs at a time, and am happy to/prefer to spend the night so your pet/home aren't alone or unsupervised. If I am in your home you can find peace in the fact that not only your pets will be safe but your home is protected as well! I treat others homes just as sacredly as ones pets, and I am more than happy to take in all mail/packages, water your plants, be home for any needed maintenance or to alert you of any home changes or emergencies. I also have extensive knowledge of what to do for all weather emergencies as well such as tornado warnings, winter storms, heavy flooding etc and you can rest easy on your vacation knowing that your pet is safe and all steps are taken to ensure your home and pet will stay protected!
About: I have two dogs of my own that my parents rely on me for to help walk, feed, and play with daily. I have taken my dogs to the vet for their check ups and for illness. I also have learned how to take care of my dog who is almost deaf. I’ve also taken care of the neighbors dogs when have gone on vacation! I work a couple days a week, so i have lots of availability. i’m available pretty much every morning and evening for dog walking/house visits. Weekends vary. I have two healthy, loving dogs who love other dogs company. My dogs have retractable leashes that way they can experience a good walk while also being safe. I’ve used crates when my dogs were puppies to help train them.
About: I’ve been caring for dogs of all sizes, breeds, and personalities for over 20 years. As a neonatal nurse practitioner, providing attentive, compassionate care is part of who I am, and I bring that same level of responsibility and love to every pet I watch. I’m the proud owner of Kona, my friendly 9-year-old Lab/Shar-Pei mix, and I have two young children who have grown up around dogs and are gentle and respectful with animals. Because of my flexible schedule, I’m available most days of the week and can provide plenty of attention, playtime, potty breaks, and companionship. Whether your dog loves long walks, playing fetch, or simply relaxing with people, I’ll make sure they feel safe, comfortable, and loved while you’re away. Because of my flexible schedule, I’m available most days of the week and can provide plenty of attention, playtime, potty breaks, and companionship. Whether your dog loves long walks, playing fetch, or simply relaxing with people, I’ll make sure they feel safe, comfortable, and loved while you’re away. I’ve been caring for dogs of all sizes, breeds, and personalities for over 20 years. As a neonatal nurse practitioner, providing attentive, compassionate care is part of who I am, and I bring that same level of responsibility and love to every pet I watch. I’m the proud owner of Kona, my friendly 9-year-old Lab/Shar-Pei mix, and I have two young children who have grown up around dogs and are gentle and respectful with animals.

About: I have house and dog sat for 6 years. I have also handled cats. I have handled anywhere from puppies to senior dogs and love to take them on walks! I work full time during the school year as a pediatric COTA but part time over the summer. My schedule varies but I am available for the most part! I just moved into my own home but I grew up with cats and have had a dog for 10 years. Feeding them and making sure running water was available was my number one priority!
About: Hi, I’m Cassidy, and I’ve been taking care of pets for over 5 years. I know how important it is to keep your pet’s routine as normal as possible while you're away, so I make sure to follow their schedule closely—whether it’s meal times, walks, or play sessions. 🐾 I’m flexible and adapt to whatever your pet needs, whether they prefer quiet time or a little extra attention. Your pet’s comfort is my priority, and I treat them like they’re my own. Let me know how I can help keep your pet happy and relaxed while you’re gone! This is my full time gig! It’s my passion! I can accommodate to all your pets needs! Your pets will be well taken care of! I will make sure your pets feel the most at home. I try to stay close to their typical day routine. So they feel safe.
About: Had/ Have my own animals since I was born in which all were my responsibility when. Clean, feed and love any and all animals, as I pet sit for all the family members when needed. Available at anytime of any day, weekends even. Whether it is watching your animal for a day or 2, overnight or just a stroll or even walk at anytime! Always looking for a new buddy, to either walk or play with as I am very active but if the animal is not active, I will care for all its needs- even if they have so other extras that come along with them!
About: I’ve had all kinds of pets throughout the years, some have been special needs or needed extra attention and medication, so I have a lot of experience with pets that have special needs. I always take care to read instructions and procedures and try to make the experience as painless as possible for our furry friends. I’m currently on a break from work so my time and schedule are flexible for all the fluffy clients for whatever they need. Long walks, short walks, playtime, cuddle sessions, I can do it all. Everyone’s home needs to be respected, I will make sure that clients feel comfortable with me being in their homes and taking care of their cats and like my grandma used to say “take care, stay in your lane, and clean it up if you can”.
About: I've been dog and cat sitting for 4+ years, and have experience with walking, cleaning, and feeding. I will take care of your pets necessities, as well as play with and give them attention. I am available Saturdays and Sundays to help you and your furry friend out! Whether it's a quick potty break or a quick weekend trip, I'll be available to house sit, potty break or walk your pet! I care for my dog by feeding, brushing, and walking her. We have a fenced in yard, and I know how to properly walk a dog to ensure their safety. I will provide care and nurture to your pets by providing those same services to ensure safety and well being to everyone.
About: A little about me! I have been dog sitting for over four years and truly enjoy caring for animals. My professional background includes working with children through the Boys & Girls Club of America in both after-school and summer programs, as well as working in senior assisted living communities, where I currently work full-time. I also earned my esthetician license, but I continue working in assisted living because I love building relationships and caring for others. Outside of my full-time career, pet sitting is something I genuinely enjoy. I’ve always been an animal lover and have a soft spot for both dogs and cats, which I could never choose a favorite! I currently provide pet care for friends, family, coworkers, and referrals through mutual connections. I understand how important it is to find someone trustworthy to care for your pets when you’re away. My goal is to make both you and your pets feel comfortable, safe, and cared for. You can also expect plenty of photos, videos, and updates while you’re away. I believe staying connected with your pet brings peace of mind and helps you enjoy your time away worry free!! I currently work everyday until 2 pm except Wednesdays and Fridays I am off and work every other weekend. However I still am available everyday for house sitting. I never leave the animals longer than 8 hours! I strive to maintain your pet’s regular routine as closely as possible. Feeding times are scheduled according to your preferences, though there may occasionally be slight adjustments based on my work schedule. I make it a priority to keep pets active, engaged, and happy through playtime, walks, and other activities. My goal is to provide a comfortable, familiar environment that helps your pet feel safe, relaxed, and well cared for while you’re away.
About: I have always been passionate about animals! My first job was in a pet kennel when I was 15. I walked, fed, and cleaned up after the animals there. I have always had pets in my house and have cared for many pets for friends, family, and neighbors. I’m currently working full time (three twelve hour shifts) at Nationwide Children’s Hospital. I will usually know my schedule in advance and can move some dates around if necessary. I am mostly free on weekends and evenings. I am very loving and compassionate to pets. I like to cuddle and play with them! I am reliable and timely. I ensure they are well fed, have a clean and safe living area, and go outside when necessary.
The median cost per walk for dog walking in Pittsfield is $20
Dog parents share their Rover experiences - Pittsfield
Extremely reliable, communicative, and the dogs absolutely love him—we couldn’t ask for a better daily visit than our walks with CJ! He provides so much peace of mind, knowing my dogs are being well cared for when I can’t be there. The adorable photo updates are always a joy, and it’s clear that he puts a lot of effort into building relationships with his clients—human and furry friends alike.

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 - Pittsfield
Select a filter and find qualifying sitters offering dog walking.Sitters in Pittsfield average 4 repeat dog walking clients
FAQs for Dog Walking - Pittsfield
Frequently asked questions about Rover
As of August 2026, there are 1,280 sitters on Rover offering Dog Walking across Pittsfield. 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 Pittsfield. 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 Pittsfield.
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 Pittsfield. On Rover:
- 95% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 99% 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.



