Dog Walking Pittsfield

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

End
Search

Over 46
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%.

1 / 1
Sitter Profile Image: Deborah L.
Verified Enhanced Background Check
Deborah L.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 11 reviews
3 repeat clients
50 years of experience
Lenox/Pittsfield, MA, 01201

“So lovely meeting Deborah. Can’t wait for my pup and I to work with her. Can’t say enough good things!!!! Can’t wait to start this new chapter 😆”

Profile image
Emily W.
Sitter Profile Image: Aura G.
Verified Enhanced Background Check
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: Amanda W.
Verified Enhanced Background Check
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.”

Profile image
Dan C.
Sitter Profile Image: McKenna P.
Verified Background Check
McKenna P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 383 reviews
149 repeat clients
8 years of experience
Lenox, MA, 01240

“McKenna came to walk my pup today and I came home to a happy and tired dog. McKenna is a very reliable, punctual, and caring dog sitter. She is extremely trustworthy and I recommend her wholeheartedly. My dog loves her!”

Profile image
Diana K.
Sitter Profile Image: Tara D.
Verified Enhanced Background Check
Tara D.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
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: Adrienne H.
Verified Enhanced Background Check
Adrienne H.
$28
total per walk
5.0 out of 5 stars
• 89 reviews
25 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!”

Profile image
Kate S.
Sitter Profile Image: Reymon B.
Verified Enhanced Background Check
Reymon B.
$23
total per walk
5.0 out of 5 stars
• 2 reviews
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: Yenifer V.
Verified Enhanced Background Check
Yenifer V.
$42
total per walk
5.0 out of 5 stars
• 25 reviews
5 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: Caitlin H.
Verified Background Check
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: Jess L.
Verified Enhanced Background Check
Jess L.
$27
total per walk
5.0 out of 5 stars
• 88 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.”

Profile image
Gail B.
Sitter Profile Image: Darlene D.
Verified Enhanced Background Check
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: Jeanicia S.
Verified Enhanced Background Check
Jeanicia S.
$15
total per walk
10 years of experience
Pittsfield, MA, 01201

About: I have years of animal care experience. Starting with watching my GSD and American Husky as a teenager. I personally own a cat and an American Staffordshire Terrier mix. I have experience with large dog breeds, medium, and small. I currently am in school asynchronously, therefore allowing me full time scheduling for pet care needs. I also have a work from home position outside of Rover that allows me to adjust my own hours. 1. As a responsible dog sitter, I prioritize the well-being and happiness of your furry friend by ensuring regular walks, playtime, and affectionate attention throughout the day. 2. Your dog's comfort and safety are my top priorities, maintaining a clean and welcoming environment while following any specific care instructions or dietary needs provided. 3. With frequent updates and photos, I aim to provide peace of mind to pet owners, reassuring them that their beloved companion is in good hands and receiving the care and attention they deserve.

Sitter Profile Image: Maia L.
Verified Enhanced Background Check
Maia L.
$26
total per walk
5.0 out of 5 stars
• 2 reviews
14 years of experience
Pittsfield, MA, 01201

About: I have been loving and caring for dogs my entire life! Nothing makes me happier than spending quality time with a furry friend. I have experience with basic obedience training and grooming (including nail trimming), and I'm more than happy to take your dog on a long-distance walk if needed. I work from home, so your pet will enjoy around-the-clock company! I can board throughout the week and am available for short or long-term stays. I have a very friendly Beagle who will love becoming your pet's next best friend! If needed, I'm able to crate small dogs (below 25 lbs). Though I don't have a backyard, I'm near plenty of green spaces where your pet can enjoy time outside. Your pet can expect multiple daily walks, plenty of play time, and an experienced and caring sitter.

Sitter Profile Image: Helen D.
Verified Enhanced Background Check
Helen D.
$18
total per walk
9 years of experience
Pittsfield, MA, 01201

About: I've been helping family and friends take care of their pets while they are gone since I was a teen. This has been cats, dogs, and dog walking along with the occasional chicken and parakeet. Currently I have a cat but I grew up with a dog and love them just as much. I will happily give your pets and home the attention to detail they deserve! Plus lots of love, pets, and play if they want it. I am available any time of the week between 8 am and 8 pm as I do not have a full time job. My schedule is flexible and I can work with you. Walk me through what you and your pet need and I will be happy to provide. Your home and furry friends will be safe and sound! I can do play time, walks, general care, and simple medical needs. If you need other things done when I visit, let me know and we can talk.

Sitter Profile Image: Becca S.
Verified Enhanced Background Check
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: Dana G.
Verified Background Check
Dana G.
$34
total per walk
5.0 out of 5 stars
• 40 reviews
11 repeat clients
20 years of experience
PITTSFIELD, MA, 01201

“Dana is the best! Highly recommend.”

Profile image
Peter W.
Sitter Profile Image: Christina D.
Verified Enhanced Background Check
Christina D.
$34
total per walk
5.0 out of 5 stars
• 5 reviews
20 years of experience
Pittsfield, MA, 01201

About: My experience in pet care began during my childhood on my grandparents’ farm, where I was surrounded by a wide variety of animals every day. From an early age, I learned the importance of responsibility, compassion, and attentive care. I gained hands-on experience feeding, grooming, and nurturing animals of all kinds—including dogs, cats, livestock, and small animals—each with their own unique needs and personalities. More than just daily routines, I developed strong, loving bonds with the animals I cared for, treating them as family. That foundation shaped my deep understanding of animal behavior and my commitment to providing patient, personalized, and reliable care for every pet I work with. I bring a deep love and understanding of dogs of all ages, sizes, and personalities. From playful pups to sweet seniors, I tailor each walk to fit their needs. I prioritize safety, communication, and fun—always engaging with your dog and even teaching basic cues like sit, stay, and wait during our adventures. I’m passionate about nature and I believe dogs thrive when they can safely explore their environment —sniffing the breeze, feeling the grass under their paws, and soaking up the world around them. I’m dependable, energetic, and treat every dog like my own. Whether it’s a gentle stroll or a playful outing, your pup will be in great hands and have a tail-wagging good time! Dog walking fits perfectly into my current routine. I’m a part-time healthcare worker with a consistent schedule, working from 8 a.m. to 1 p.m. on Monday, Tuesday, Thursday, and Friday. Outside of those hours, I have a flexible schedule and plenty of availability and plenty of time to dedicate to your pup. I truly enjoy incorporating walks into my day—they keep me active, bring me joy, and let me connect with more wonderful dogs. Your dog will receive dependable, loving care from someone who’s already made this a part of daily life. Safety, trust, and a positive environment are at the heart of every walk I take. I prioritize clean, open, and dog-friendly spaces—like the Rail-Trail, local parks, and secure walking paths—where pups can enjoy fresh air and nature safely. I always use leash control, stay highly observant of their behavior, and make sure every walk is calm, comfortable, and secure. Whether we’re exploring a quiet trail or playing at a safe dog park, your dog’s well-being is my top priority. You can trust that your pup is in caring, capable, and experienced hands every step of the way.

Sitter Profile Image: Emily P.
Verified Enhanced Background Check
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: Connie R.
Verified Enhanced Background Check
Connie R.
$17
total per walk
1 repeat client
30 years of experience
Pittsfield, MA, 01201

About: I have been taking care of animals since I lived at home when I was younger with my parents I was very responsible I love talking to my animals I love taking time with them, making sure that they feel loved And that they felt like they were part of the family! I do work full-time, but during the day, I am able to have a flexible schedule and care to animals. I have more availability during the weekends. I care for pets in my home I make sure that my home is pet proof specially, since I have a dog of my own I make sure that everything that would be unsafe to my dog is put away if areas need to be gated off and make sure that they’re gated off and they make sure that she has all the food that she needs healthy foods and water to drink. If I was caring for a pet and someone else’s home, I would follow instructions that they leave for me and I would also make sure that their pet was comfortable and safe

Sitter Profile Image: Kelly B.
Verified Enhanced Background Check
Kelly B.
$23
total per walk
15 years of experience
Pittsfield, MA, 01201

About: I care for 4 pups of my own and I love spending time with animals. I will treat your pup as if they were my own. I am currently available on weekend days and early evenings. During the week, I am available early evenings Thursdays, and Friday. I look forward to meeting new pups! I have a fenced-in yard, I have 4 pups of my own. Pets are allowed on furniture, there is a doggie door for smaller pups.

1 / 1
View more sitters

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

Deborah is wonderful with Joey and really cares about a good experience for him. I get photos and videos that are reassuring that Joey is having a good time :) She is extremely professional and I highly recommend her service.

Profile image
Cynthia B.
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! 🩷

Profile image
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.

Profile image
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.

Profile image
Deb S.
Dog Walking
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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 July 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 July 2026, there are 681 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:

  • 94% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge