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.”
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 make sure they’re taken care of properly just like the owner wants. I’m all around an animal lover. I enjoy the walks, playing, and bonding. Availability is whenever. I love teaching dogs tricks! I like setting goals for myself and animals. I like making them feel loved. Giving them the attention and care that they need. I will do anything for anyone. I love helping others. If your animal needs special care then that’s what they will get. I will give them the best care that you ask for. I have a year old puppy that loves attention. He would love a playmate as well. We have had him since he was a month old and he’s been potty trained since about 2 weeks after we had picked him up.
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: My 3 years experience house sitting for multiple types of animals and birds, along with 5 years of dog grooming experience, put me in a position to help you with your animals while you are away. Additionally, 2 years supporting a traveling nail clipping business (different types of animals) gives me the experience of helping with stressed pets. Currently I work part-time with animals and attend school locally, so I can spend time with your pets during the weekday. My availability is limited on the weekends. Animals in my care will not leave the house without a leash/leadline (smaller animals in carriers). Please contact me with your pets security concerns and we can work through them to find what works best for you and your fur babies.
About: I have taken care many dogs in my family. As well as senior dogs that needed medication when it came to feeding time. I have taught my dogs to do little tricks. Pet care can fit into my daily and weekly routine very easily and I have a car so I can be to the home on time. I follow what the owner wants for the pets. I will always make it a point to have the pet go to the bathroom before I leave, and play with toys or outside before I fully leave each time.
“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 awesome! I appreciate all that she does for our dog. When she comes over, I think our dog is excited to see her. Shadia gives us info and a picture in her communication with us.”
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’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: 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: I have always had dogs my whole life growing up. Recently our two dogs have gone through a board and train program and I have learned alot from that! I’m currently working a full time job. I am available in the afternoons usually and could do pop in visit during the day depending on the time. I am usually available after 5pm for sure but can work out times during the day that would work! I have a fenced in yard on my property. I can take your dog for a walk ; let them out for potty breaks however you usually do. I can Crate your dog as I have experience with that as well.
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 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!
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.
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 Pittsfield sitters!Sitters in Pittsfield average 4 repeat dog walking clients
FAQs for Dog Walking - Pittsfield
Frequently asked questions about Rover
As of July 2026, there are 1,285 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.
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