Dog Walking Pittsfield
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 5 pet parents in Pittsfield have booked dog walking
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.
About: Hello, My Name is Ashley and Ive always had a passion for animals. Between cats, dogs of all breeds and sizes, and exotic animals, I have experience with them all! I went to a technical high school and completed a vet assisting program, where I learned how to administer meds and work as a vet assistant. After that I worked as a Kennel Technician for a couple years. I went to grooming school and learned how to become a professional groomer. After leaving the field, I have started doing pet sitting and dog walking. I am moving to New Hampshire and wanted to join Rover to provide quality care to dogs of all sizes! I also have experience working with senior pets that may need a little extra care and patience! I am currently planning on providing boarding from my home with only one or two pets at a time, so they get all of the extra love and attention! With the boarding services I provide, I plan to be with your pet 24/7! That may change as I also plan on doing walks and drop-ins for pets in my area! While I do not have a fenced in yard, your pup would get lots of responsible on-leash walks and hikes per owner request! When I enter a clients home, I always pay close attention to the pups and make sure everything is clean and your pet is happy!
“Leilani was very understanding when we had to cancel our bookings for the rest of the week due to family illness. She was still willing to come over and walk our puppy Yamper for us. She's so good with her and we truly appreciate her. I strongly recommend anyone to book with Rover and Leilani.”
“Thank you again, Zachary!! I feel so comfortable with you as my dog walker when I’m away, and it makes my day when you send updates and photos. Thank you for always taking great care of Tyson!”
About: I’ve taken care of dogs since I was 16. I’ve owned a black lab growing up, and a German Shepard that my parents got. I currently own a Black Cat named Lucky for the last 6 Years. Hes sweet. I take care of my girlfriend’s dog all the time who is a 5 year old Morkie. I also have always been a huge help with friends and family in dog care taking, dogs and cats are one of my true passions! My schedule varies, but I always try my best to be open. Most weekends I am free. Some weekdays as well. It all depends. I am a co parent. I treat every pet like they’re part of the family. I follow the owner’s normal routine closely, including feeding, walks, playtime, medications or special instructions. I’m patient, attentive, and make sure pets feel safe and comfortable while their owner is away.
“Her first time out with my girl. It was very hot that day, and her attention and concerns with Marlowe becoming over heated was much appreciated! She's very professional and prompt with great communication!”
“Owen came to walk our big Shepsky while we were out of town. My dog loved him! Owen was reliable, friendly, and clearly really good with dogs. We will definitely use him again in the future! Thank you from Timber and us!”
“Andrea is fantastic. I have a very nervous rescue dog and she provides a very calm and friendly presence. I will be using her for all my future dog walking needs. Provided pictures and updates of the walk.”
About: I have taken care of pets my entire life. Growing up I had 6 fish, 2 bunnies, 2 Guinea Pigs, and a dog. I would often pet sit for many of my neighbors. Working at a wildlife shelter gave me experience caring for and handling wild animals. Working at a veterinary clinic I learned how to work in a team with animals, and how to make sure that pets get the care they need, even under pressure. I am available three days every week. I will allow notice of care how ever many days in advance you need, and a day of cancellation policy. Unfortunately I live in a dorm, and cannot house pets in my apartment. How ever, I have a reliable car and can drive anywhere needed, as well as transport dogs any where needed.
“Ashley M. Is great. We got lots of pictures. Ashley was a great communicator in the run up to her visit. She was here exactly when expectes. Jasper was thrilled to have her here. Two paws up.”
About: I’ve cared for dogs from a young age and have always had a strong love for animals. I’m passionate about providing reliable, attentive, and loving care for every pup! I’m a nursing student with a flexible schedule and a genuine love for animals, looking to spend my free time caring for your pups. I’m dependable, attentive, and patient, and I’ll make sure your pets feel safe, comfortable, and loved while you’re away. I have a spacious fenced-in yard and maintain a clean, safe, and pet-friendly home. I’m always mindful of ways to create the most comfortable, secure, and welcoming environment for your pets :)
About: I have always had a passion for animals, which I have actively pursued through animal care work and volunteering. These experiences have taught me the importance of having a safe, clean, loving, and happy environment for all animals! I currently have open availability, I am available on demanding hours such as; weekends, weekdays, holidays, and long hours. I have no problem with transportation, and can show up when needed! I have a fenced in yard with two of my own dogs at home. I also have animal daycare experience and can easily prioritize the safety and well being of all animals!
About: I’ve had furries since I was 4, dogs, cats, fishes! I believe all dogs and cats deserve to be treated with love compassion and attention no matter the size, breed, or species. I will love your pet like it’s mine and make them feel as comfortable as possible so you and your furry can have calm, fun and comfortable getaway! I work a part-time job so I’ll have plenty of time for the weekend all day long and doggy care/drop in visits/house sittings after 2pm I am available to take care of your furry at your home and provide them with the best care as well as attention and exercise!
The median cost per walk for dog walking in Pittsfield is $25
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?
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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
The average cost of Dog Walking in Pittsfield is $16 per walk as of October 2026. Most bookings cost between $12 and $21 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 1,038 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 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 , 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Pittsfield. On Rover:
- 91% of walkers can help with special care needs
- 95% 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 .
walkers on Rover set their own , 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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