Dog Walking Pittsfield

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

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Over 42
pet parents in Pittsfield have booked dog walking

Pittsfield, Find top rated dog walking

Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Deborah L.
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Deborah L.
Star Sitter
$28
total per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
50 years of experience
Pittsfield, MA, 01201

Deb was really great with my dog, a German shepherd. She showed no hesitation with him and just "took over" his walk in a way that made him feel comfortable and not stressed in the least (and I felt the same, I might add!). She was very responsible and caring, wanting to know all the details about him and his walk so that his routine would not be broken. I would totally recommend her and am most appreciative.

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Rose S.
Sitter Profile Image: Tara D.
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Tara D.
$23
total per walk
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Pittsfield, MA, 01201

About: grew up surrounded by animals—some more traditional, like cats and guinea pigs, and some a bit more unexpected, like free-roaming turtles, pet rats, and even a rescued crow. No matter the species, I believe every pet is a family member and deserves love, care, and attention. My primary experience is with cats, from playful kittens to senior cats requiring special medical care, prescription diets, and extra attention. I’ve also cared for a variety of small animals, including hamsters, guinea pigs, and ferrets, and I’m knowledgeable about setting up and maintaining freshwater fish tanks. I had a 10-gallon tropical tank for years and now have a betta fish. In addition to pet care, I’m responsible and detail-oriented when it comes to maintaining a home. I understand the importance of keeping things tidy, watering plants, and ensuring everything runs smoothly while you’re away. You can trust that both your pets and your home will be well cared for in your absence! I am currently between jobs, so my schedule is very flexible. Outside of occasional appointments and workout classes, I am available most days to care for your home and pets. Since I work remotely when I do have work, I will be home often to provide plenty of companionship and attention to your pets. I can easily accommodate feeding schedules, medication routines, and any other specific care needs your pets may have. The safety and well-being of pets is always my top priority. In a client’s home, I ensure pets follow their regular routines, including feeding, exercise, and medication schedules. I keep a close eye on their behavior, ensuring they are comfortable and stress-free. I also make sure the home remains secure by locking doors, monitoring surroundings, and keeping hazardous items out of reach. Cleanliness is important, so I maintain tidy spaces, fresh water, and a clean litter box or pet area. My goal is to provide a safe, loving, and familiar environment for pets while their owners are away.

Sitter Profile Image: Caitlin H.
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Caitlin H.
$17
total per walk
5.0 out of 5 stars
17 reviews
3 repeat clients
4 years of experience
Pittsfield, MA, 01201

About: I acknowledge that routine is important with pets and therefore will mold my style to fit your pets norm. (This includes your rules for your pet, anything you are training them to do, and any medication). Before taking care of your pet I make sure I fully understand their daily routine to make sure their schedule isn’t thrown off. I have experience administrating medicine to pets. I also have experience giving baths to pets as long as their grooming supplies are supplied. Also I have taken care of pets for around 3 years and am very flexible as I want to make it as easier on you as possible. I am a teacher so I have all day to spend with your pup during summer months. Also during the school year, I get off in the late afternoon on Weekdays so I can be there to take care of your pup by early evening. I respect my clients space and I am also happy to take care of any additional things around the house (watering plants, bringing in mail, etc.) if asked.

Sitter Profile Image: Amanda W.
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Amanda W.
$25
total per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Pittsfield, MA, 01201

Amanda is an absolute phenomenal pet caretaker. Great communication throughout the booking process, and is very attentive and thoughtful with walking our pup. She told us she has had experience taking care of pets in the past, and it definitely shows. We live in a home and gave her an access code to go in during the day to walk our pup, and have had no issues trusting her going in and out of our home. She takes pics of our dog during every walk. Would highly recommend without any hesitation.

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Dan C.
Sitter Profile Image: Aura G.
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Aura G.
$28
total per walk
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Pittsfield, MA, 01201

About: Compassionate and experienced pet caregivers with a proven track record of providing top-notch care for dogs, including those with special needs. I am skilled in managing medical conditions such as convulsions and cancer, and I take a gentle, loving approach with every pet. I’m also well-versed in supervising curious eaters who love to snack on anything they can find! My husband, Nick, and I work as a team to ensure pets are cared for throughout the day. I’m home until 3 PM to handle mornings, walks, and plenty of daytime love and attention. Nick takes over in the evenings and overnight, so your pets continue to receive care, comfort, and companionship. Above all, we shower every furry friend with affection, making sure they feel safe, happy, and adored while in our home. As a dog walker, pet care is a regular part of my morning routine. I typically schedule dog walks Monday through Saturday, usually between , 8am-12pm. This allows me to provide a fun and energizing start to the day for the dogs in my care. I provide fun and safe dog walking services, giving your furry friend the exercise and attention they deserve. Here's how I care for your dog: - 30-minute to 1-hour walks tailored to your dog's individual needs and energy level - Safe and secure walks on a leash, with regular checks for comfort and happiness - Plenty of praise, affection, and treats to keep your dog happy and engaged - Regular updates and photos so you can stay connected with your dog's adventure Your dog's safety, comfort, and happiness are my top priority. I'll work with you to understand their unique needs and personality, ensuring a fun and enjoyable experience for both of us!

Sitter Profile Image: Adrienne H.
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Adrienne H.
$28
total per walk
5.0 out of 5 stars
88 reviews
24 repeat clients
20 years of experience
Pittsfield, MA, 01021

Five stars! Adrienne was FANTASTIC with our pit bull mix and Brittany spaniel. She was easy to communicate with, always on time, and cared for our dogs just as we would. I have lots of confidence in her ability to manage our crazy boys. I highly recommend Adrienne and I will definitely use her again!

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Kate S.
Sitter Profile Image: Jess L.
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Jess L.
$27
total per walk
5.0 out of 5 stars
86 reviews
21 repeat clients
5 years of experience
Pittsfield, MA, 01201

Jess is mature, reliable, and kind...a great combination for someone taking care of your pup.

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Gail B.
Sitter Profile Image: Hannah L.
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Hannah L.
$23
total per walk
7 years of experience
Lenox, MA, 01240

About: I have many years of experience caring for dogs, cats, bunnies and chickens and am comfortable with feeding, walking, playtime and daily care routines. I understand that every pet has unique needs and will make sure they receive plenty of attention and proper care! I work remotely, providing me with a flexible schedule and plenty of time to care for your pets. I currently work remotely as a paralegal so I have plenty of time to tend to your pets. I do serve some nights but aside from that will be fully available for walks, potty breaks, feeding and all other activities. I have a large house with a big lawn. I also have a large crate and smaller carriers as well. I do have a pet bunny who will stay in my room and away from all pets.

Sitter Profile Image: Yenifer V.
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Yenifer V.
$42
total per walk
5.0 out of 5 stars
23 reviews
4 repeat clients
3 years of experience
Pittsfield, MA, 01201

About: I’ve taking care of dogs since I was a child, from my neighbors, friends and family. It was like a hobbie, but now I want to do it like a loving additional job. NOTE: the rate for day care is the whole day. My husband and I are a loving couple who adore pets! Although we both work, our schedules complement each other perfectly, ensuring our furry friend will have companionship most of the time. We're excited to welcome a new pet into our family and provide a stable, nurturing environment where they'll thrive and feel cherished." 💕☘️✨ I only receive one pet at the time, because I know they are very territorial and I like the exclusivity for them. We have plenty of energy to play with your pet and bunch of love to give. Our home is filled with love, attention, and playtime. We like to take them out not just to do their neccessities but to enjoy quality time, even more than twice a day, then your pet can drink filter water 🤗.

Sitter Profile Image: McKenna P.
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McKenna P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
382 reviews
146 repeat clients
8 years of experience
Lenox, MA, 01240

You can tell McKenna is a big animal & dog lover. She was incredibly sweet & gentle during our meet & greet. She asked all the right questions and our pups felt instantly comfortable around her. We’re glad to establish a relationship with someone we can trust AND with someone who goes above & beyond during her visits. Thank you McKenna, we’ll be booking you again soon!

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Graham S.
Sitter Profile Image: Emily P.
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Emily P.
$22
total per walk
5.0 out of 5 stars
4 reviews
1 repeat client
35 years of experience
Pittsfield, MA, 01201

About: Pet/animal care is part of my soul and my heart. From puppies to seniors I shower them with love, patience and dignity. I love it! I have the time and the space for your sweet fur babies on the weekends and after work. If I can help you, please let me! I will always adapt to the needs of each animal. If I can accommodate any needs, cautions or desires, It will be my pleasure! :)

Sitter Profile Image: Gabrielle H.
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Gabrielle H.
$18
total per walk
15 years of experience
Pittsfield, MA, 01201

About: I have been a volunteer at the Berkshire Humane Society for about 6 months now working within the kennel and have been trusted with friends and family's dogs throughout my life! I have personally trained both of my large breed pups and have experience with both puppies and senior dogs! <3 I currently work part-time from Fri-Sun so I have full availability throughout the week to play with your pup(s)! I will always find the best time and place to give your pets what they need. I am not able to bring pets to my apartment, but will gladly give them all the care and attention they need in their home, or out and about!

Sitter Profile Image: Becca S.
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Becca S.
$23
total per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Pittsfield, MA, 01201

About: I’ve always loved animals. I volunteered at a dog groomers bathing, walking, etc. when I wasn’t old enough to get a job yet just so I could be around the animals. I grew up with a cocker spaniel and rescued my own dog as an adult as soon as I lived somewhere that would allow it. I’ve been around all different types and sizes of dogs and cats and love them all. I am currently working per diem and looking for a remote job so my schedule is very flexible. I am a morning person but don’t mind being up late either so all times are doable. I have a lot of common sense and spacial awareness so I am able to make good decision and be aware of anything that could be harmful to your babies.

Sitter Profile Image: Darlene D.
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Darlene D.
$20
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Pittsfield, MA, 01201

About: I’ve dog sat on numerous occasions for friends and family with dogs. I’ve sat bigger dogs, smaller dogs. Older and younger. I love dogs and their kisses and loves. I love playing with them and help getting exercise or just cuddles in. I do work but I can be flexible to help care for needs of the pets. I will always check in and keep open communication to ease anyone’s mind on their pets check ins. I will always make sure the fur baby feels comfortable in their home, as I will just be a guest in it. I will give them the care and love they need though.

Sitter Profile Image: Karla C.
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Karla C.
$18
total per walk
5.0 out of 5 stars
7 reviews
7 years of experience
Lenox, MA, 01240

About: I love to care for my dog and love to meet other dogs. I am open to any dog and its unique personality. I have taken care of all sizes of dogs and always want to meet their needs. I don't mind taking them on walks around the neighborhood and am happy to take pictures or videos of how they are doing. I am primarily available on the weekends but will make time for weekday evenings. I am currently applying to other weekday jobs and will update my schedule accordingly. I’m moving to Amherst on August 26th so I recommend not booking after this date. I will not be in the area I let my dog outside when he asks for it and keep a close eye on him. I also supervise all dogs outside, making sure they don't go into places they should not go. I will also provide baths when asked and can give oral medication.

Sitter Profile Image: Reymon B.
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Reymon B.
$23
total per walk
20 years of experience
Pittsfield, MA, 01201

About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.

Sitter Profile Image: Rick & Autumn C.
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Rick & Autumn C.
$95
total per walk
5.0 out of 5 stars
28 reviews
7 repeat clients
12 years of experience
Pittsfield, MA, 01201

Our dog was so happy with his visit ❤️

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Sara L.
Sitter Profile Image: Lindsay L.
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Lindsay L.
$28
total per walk
5.0 out of 5 stars
4 reviews
20 years of experience
Canaan, NY, 12029

Thank you Lindsay! You were exactly on time and a last minute life saver for us - we had a great evening out. Great communications too. 🐶

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Teri T.
Sitter Profile Image: Breanna L.
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Breanna L.
$23
total per walk
12 years of experience
Pittsfield, MA, 01201

About: I’ve grown up with large and small breed dogs my entire life and all over love animals. I have a handsome Pac-Man frog boy named Berry Bruno and two goofy spoiled poodles Jackie and Jordan. I have a slight allergy to cats but it’s never stopped me from living with and taking care of them. I currently am a private contractor who from Monday to Wednesday 11-3 can walk and play with your pets. I love entering animals with small projects to work on skills!! Thursday to Friday 3-10pm is when I’m available for your use!! When I have a clients pet in there home I love trying to get energy out and teaching pets new things. Lots of love and gentle generous hugs and pets are definitely something that I do. Making sure you animal has fresh water and food is also always going to be done if needed or asked bye my client. I don’t want to drink old water and have no food so it’s not fair for them not to.

Sitter Profile Image: Madison M.
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Madison M.
$18
total per walk
17 years of experience
Pittsfield, MA, 01201

About: I have owned a dog since I was 3 years old, I grew up with her and she is the greatest blessing! I truly believe dogs have many skills and a way of communicating that no one else can while showing you the most live and affection! I am available anytime Monday-Friday and can be scheduled for availability on weekends if needed! I am very flexible and willing to work with you and your needs! I show any puppy love and compassion. I take time to allow them to get comfortable and get to know me. I do not force dogs to get along with someone they do not like

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The median cost per walk for dog walking in Pittsfield is $22

Dog parents share their Rover experiences - Pittsfield

1 / 1
5.0 out of 5 stars

Deb was really great with my dog, a German shepherd. She showed no hesitation with him and just "took over" his walk in a way that made him feel comfortable and not stressed in the least (and I felt the same, I might add!). She was very responsible and caring, wanting to know all the details about him and his walk so that his routine would not be broken. I would totally recommend her and am most appreciative.

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Rose S.
Dog Walking
5.0 out of 5 stars

Cortnee is simply amazing. So patient. Extremely kind. Very knowledgeable about animals. And, my pup loves her! 🩷

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Emily W.
Dog Walking
5.0 out of 5 stars

Elizabeth was a perfect match for what we were looking for, it couldn’t have gone better and I’d rebook again as we are in the area often. Elizabeth was immediately responsive when we were looking to book. Worked with us on a time to meet our dog, us and my in-laws who would be taking care of the dog for the week. She communicated throughout the week, provided updates and answered a few questions we had. Our in-laws weee very appreciative of her time to give our dog some exercise and love while we were away. Great review and experience all around.

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Michael M.
Dog Walking
5.0 out of 5 stars

So thankful for this wonderful walker who pulled through even on cold windy snowy days in early November to assure my pup got out and fed when I had really long days of work scheduled.

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Deb S.
Dog Walking
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Sitters in Pittsfield average 3
repeat dog walking clients

FAQs for Dog Walking - Pittsfield

Frequently asked questions about Rover

The average cost for Dog Walking in Pittsfield on Rover is $22.2 per walk (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of June 2026, there are 669 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:

  • 92% of walkers can help with special care needs
  • 100% can help with giving oral medications or injections
  • 98% 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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