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: *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: 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: From young pups to aging/declining dogs, I have cared for their specific needs. I have also taken care of friendly cats as well as scaredy cats. My personality seems to make animals feel safe and loved. I work part time for The Cleveland Metroparks. I believe health & fitness is good for us and for our fur babies! I can help. I am flexible and can follow the routine you provide for your pet. I enjoy being friendly to all animals and truly care for them.
About: I have taken care of pets my entire life. I have cared for dogs of all sizes as well as cats. It’s not a job it’s a passion. I am full time active duty in the military so my schedule varies I work essentially a firefighter type schedule so schedule will be custom with each client. On my days off I will be available all day. I am able to travel for my clients. I am patient and enjoy pets. My care will be honest and done with integrity and be authentic.
About: I’ve taken care of dogs for a long time as they have always been a family pet for me, as we typically had 4 at time. I’ve also pet sat for neighbors and friends. I am currently not working so I have open availability. I have no pets at home so I am able to stay and pet sit. I have a car so can take dogs on rides and take them to parks and out for walks. I will make sure they are comfortable.
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.
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 to book dog walking
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 November 2026, there are 1,216 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 Pittsfield. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Pittsfield after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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:
- 90% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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