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.”
“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.”
“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.”
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 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: Hello, there my name is Kate. My experience with animals is both personal and professional. I have pet sit for clients for 10 years. I've taken care of all sorts of dogs small and large. When watching other's dogs, I provide them with the love and attention they need. I can feed, check up on, walk, and/or let your dogs out to play. My personal experience with animals dates back to early childhood. My first pet was a Maltese named mortimer. I love animals and I enjoy spending time with dogs. I am very active and I love taking dogs on walks. I am a graduate of Case Western Reserve University Class of 2016. I graduated with a Bachelor's degree in chemistry. I am currently pursuing a graduate degree. I am currently working part-time so I have plenty of time to play with your pets. I am available weekdays after 3:00 PM eastern time. I am currently not accepting pets in my home but I am happy to visit and attend to your pets as needed at your location.
“Kaleigh was an amazing sitter for our dog! She offered a meet and greet prior since it was our first time booking so that everyone was comfortable. She was punctual, attentive, and made sure to communicate so we knew exactly what was going on and when. We will definitely be using her again! 100% recommend her for your pets 🫶🏼”
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’ve grown up with dogs my whole life and have always loved taking care of animals. I have experience with dog and cat sitting, as well as some experience with dog training. I currently have two Border Collies and a Border Collie/Australian Shepherd mix, so I’m very comfortable with high-energy dogs and keeping them active and entertained. I know every pet is different, and I’ll make sure your pet gets the same care, attention, and love I’d give my own. 🐾 I currently work part-time at a local restaurant, but my schedule is pretty flexible, so I can easily work around pet care. I’m also taking college classes online, which gives me the flexibility to be available wherever I am. This makes it easy for me to give your pet plenty of time and attention! I take the safety and well-being of my own pets very seriously, and I would give your pet that same level of care. I’ll make sure they are safe, comfortable, and properly cared for while they’re with me, treating them with the same responsibility and attention I would give my own pets.
About: Growing up, we always had multiple dogs that were my responsibility to care for, and I loved every moment of it! I have spent the last several years helping my family and friends with watching, caring for, and walking their dogs when need - I'm the go-to person for them because they know their fury friends are in good hands with me! I have two cats of my own (one male and one female - both spayed/neutered), but I do not have any dogs of my own. I work full time - typically Monday-Friday away from home from 8:30amuntil between 3-5:30pm. Occasionally I work a few hours on a Saturday or Sunday, but this is the typical. If your home is near my work, I usually am available to do walks or check-ins on my lunchbreak. I have a small, non-fenced, yard that works well for quick outside potty breaks but live in an area that is good for dog walks. I have a decent sized home, so any size dog would feel comfortable playing inside. All pets are welcome on the couch - especially for cuddle time - and I have a spare bedroom where they would be welcome in the bed. I have space to hold dog crates if your dog is more comfortable in their own space for sleep.
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: 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 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.
About: I have been around dogs and cats almost my whole life. I have dropped in to feed my grandmas dogs and my aunts dogs plenty of times. Right now I am looking to have this as my full time job because I love feeding and taking care of animals. When i am around them it makes me happy! I live in a apartment on the 7th floor so it would be kinda difficult to bring other animals here and I also have a cat that doesn't like other animals. I can take care of animals at my mothers house with no problems.
About: I have been a lover of animals for as long as I can remember. From horses, to kitties, to dogs and rabbits, I’ve watched and cared for them all. I love meeting new critters! I have a very flexible schedule working retail and picking up substitute teaching so I can work with you to make sure your pets get the car they need when they need it! I have a sweet baby boy cat who has not had problems with other animals, but can play or leave alone if needed. We have a large house with plenty of room. A nice backyard as well to run and play! If I am at your home, I will follow any directions you have to make sure that your pets get the same care that you would give them!
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.
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
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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 September 2026, there are 1,266 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
- 97% 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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