Dog Walking in Pittsfield

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check
Sitter Profile Image: Tiffany A.
Verified Enhanced Background Check

1. Tiffany A.

A walk a day will keep the vet away
Pittsfield, MA, 01201
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$20
per walk

Tiffany is professional, communicative, and responsive. I feel very comfortable with her taking care of my pup and I highly recommend her!

Sitter Profile Image: Caitlin H.
Verified Background Check
Sitter Profile Image: Caitlin H.
Verified Background Check

2. Caitlin H.

Flexiblity to meet your pet needs
Pittsfield, MA, 01201
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$15
per walk

Caitlin took care of my emotionally needy and vocal cat (basically a dog) while I traveled out of the country for a week. She properly fed and cared for her, not caving into her very cute requests for extra food, and reciprocated many of her requests for attention/affection.

Sitter Profile Image: Connie R.
Verified Enhanced Background Check
Sitter Profile Image: Connie R.
Verified Enhanced Background Check

3. Connie R.

Caring for a pet is a blessing! I
Pittsfield, MA, 01201
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$15
per walk

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: Steph F.
Verified Enhanced Background Check
Sitter Profile Image: Steph F.
Verified Enhanced Background Check

4. Steph F.

Animal lover who's happy to help!
Dalton, MA, 01226
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per walk

About: I've taken care of pets since I was 13 years old, back then it was mostly drop ins but now I do overnights and walks for dogs or any animal that cant be alone at night! Many friends and family have relied on me to take care of their pets and I can't wait to meet yours! I'm currently available pretty much whenever is needed. I have a lot of free time so spending time with your pets won't be a problem! If I am doing drop-ins or an overnight stay I will do everything I can to keep your pet's routine the same as when you are home! Of course, I'd love to take your fur baby on a walk as well!

Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check

5. Tetiana M.

I care for the dogs
Lenox, MA, 01240
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$20
per walk

About: I love dogs and cats since I remember myself, gentle and good behavior to any animal in the world. Safety, happiness and great care are my number one priority, always treat pets like my own pet. I am new in the rover and I have been care for the dogs during 1 year. I am available all the time, can drive to your home to take care about dog. walk with them, feed them. I am a student. I have a fenced yard, I can walk dogs, I can take care about dogs at your home, I know how to make dogs playful and enjoy.

Sitter Profile Image: Dana G.
Verified Background Check
Sitter Profile Image: Dana G.
Verified Background Check

6. Dana G.

Rover 101
Kind and loving leader
PITTSFIELD, MA, 01201
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
39 reviews
11 repeat clients
from
$30
per walk

Dana is the best! Our pets love her, we love her, I trust her entirely going into my home. Highly recommend.

Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Sitter Profile Image: Jess L.
Verified Enhanced Background Check

7. Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
6 repeat clients
from
$19
per walk

Jess is great with our dogs. She has watched the two of our dogs on multiple occasions and sometimes 3 or 4. She takes the time out of her day to make sure they get plenty of attention and time outside to play. She also stays at our house when she watches the dogs and the house is always in great shape afterwards too. I would highly recommend her to anyone who is looking for someone to stay with your dogs and make sure they get at the loving and attention they need while you are away.

Sitter Profile Image: Heather M.
Verified Enhanced Background Check
Sitter Profile Image: Heather M.
Verified Enhanced Background Check

8. Heather M.

Your pets new best friend
Lanesborough, MA, 01237
4.8 mi. away
Boarding, Doggy Day Care, Dog Walking
5 reviews
from
$20
per walk

I’ve known Heather for a couple years now. I went away on a four day vacation to Maine with my family during the summer and she was kind enough to watch my crested geckos. I got updates and pictures of my geckos while I was away. She cared for them as if they were her own pets. She takes animal care seriously and is willing to work with others in regards of proper care. She has experience with various animals and is someone I would go to if I needed my animals to be cared for in my absence.

Sitter Profile Image: Rick & Autumn C.
Verified Enhanced Background Check
Sitter Profile Image: Rick & Autumn C.
Verified Enhanced Background Check

9. Rick & Autumn C.

Rover 101
Loving Doggy Care
Pittsfield, MA, 01201
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
6 repeat clients
from
$19
per walk

Great job as usual!

Sitter Profile Image: Chelsea S.
Verified Enhanced Background Check
Sitter Profile Image: Chelsea S.
Verified Enhanced Background Check

10. Chelsea S.

Experience sitter and dog lover!
Pittsfield, MA, 01201
1.2 mi. away
Boarding, House Sitting, Dog Walking
2 reviews
from
$20
per walk

If you are looking for the absolute ideal pet sitter, look no further. Chelsea is not only a highly responsible, dependable, and effective caretaker, she is also extremely loving, caring, patient, and kind with pets of all shapes and sizes. Chelsea has acted as caretaker for my dog Lemon countless times while we lived together (I literally refer to her as Auntie Chelsea), and is still beloved by Lemon every time they are reunited. Lemon is an anxious, slightly high maintenance 9yo chihuahua/mini pinscher girlie who doesn't take quickly to other people, and Chelsea is one of the few individuals beyond myself that she loves and trusts enough to be walked by, pet by, cared for, etc., and likewise is one of the few people I can confidently entrust Lemon's care to. Fun bonus fact: Chelsea is responsible for having taught Lemon 90% of the tricks she knows! I can't think of any other person to whom animals of any and all dispositions and all shapes and sizes take so easily to, or who would make a better pet sitter. Your pets will absolutely be in the best of hands with Chelsea!

Sitter Profile Image: Colleen W.
Verified Enhanced Background Check
Sitter Profile Image: Colleen W.
Verified Enhanced Background Check

11. Colleen W.

Pet loving retired Postmaster!
PITTSFIELD, MA, 01201
3.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$25
per walk

Colleen was a wonderful sitter for my two elderly dachshunds. She was very attentive to their needs and made sure they got their medications daily. Overall, Colleen is very warm and compassionate and you can tell she really loves animals! She’s also very communicative and would send us updates and pictures several times a day which made us feel much more relaxed and at ease. Would have her watch our pups again anytime!

Sitter Profile Image: Adrienne H.
Verified Enhanced Background Check
Sitter Profile Image: Adrienne H.
Verified Enhanced Background Check

12. Adrienne H.

Love dogs!
Pittsfield, MA, 01021
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$20
per walk

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!

Sitter Profile Image: Jenna G.
Verified Enhanced Background Check
Sitter Profile Image: Jenna G.
Verified Enhanced Background Check

13. Jenna G.

vacations for animals big and small
pittsfield, MA, 01201
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$16
per walk

Jenna watched my cats when I was on vacation. I was very nervous about it because my cats are so shy. She sent me a picture showing one of my cats touching noses with her, it put me at ease on my vacation. Jenna is very reliable and terrific with animals. I recommend her highly.

Sitter Profile Image: Emily P.
Verified Enhanced Background Check
Sitter Profile Image: Emily P.
Verified Enhanced Background Check

14. Emily P.

I’m here for pets, kisses and wags!
Pittsfield, MA, 01201
0.5 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$16
per walk

Emily is an amazing dog sitter! She fully understands the details that come with caring for a pet, and you can just tell that she adores animals. She was kind and compassionate with my dog and very flexible with scheduling, and my dog loved her. She even sent pictures periodically. Would highly recommend Emily!

Sitter Profile Image: Kara R.
Verified Enhanced Background Check
Sitter Profile Image: Kara R.
Verified Enhanced Background Check

15. Kara R.

Dog lover, plays and walks
Pittsfield, MA, 01201
2.1 mi. away
Dog Walking
1 review
from
$18
per walk

Kara is my sister, she helps me with my animals all the time. she comes over and plays with the dogs and walks them. she sits and pets the cat and gives him lots of love. She is a true animal lover

Sitter Profile Image: Becca S.
Verified Enhanced Background Check
Sitter Profile Image: Becca S.
Verified Enhanced Background Check

16. Becca S.

Lover of all animals big and small!
Pittsfield, MA, 01201
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$20
per walk

I can't say enough about Becca. She's responsible, loving and very caring. She will treat your pet like her owne. I've watched her with her owe dog and he loves her.

Sitter Profile Image: Logan A.
Verified Enhanced Background Check
Sitter Profile Image: Logan A.
Verified Enhanced Background Check

17. Logan A.

Sitter, Walker, Sled Dog Handler
Pittsfield, MA, 01201
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
15 reviews
9 repeat clients
from
$25
per walk

About: I have been a pet sitter with Rover for 3 years and am just coming back part time after taking a break. I work with a pack of sled dogs during the day. I love my job and can't wait to meet your pets! I am currently available during early mornings, evenings, and overnight. I work with a pack of sled dogs for a few hours a day, several days a week part-time. I am available the rest of the time. I strive to please pets and owners alike and take the utmost care in following care instructions provided by owners. I love to see happy faces and wagging tails.

Sitter Profile Image: Kacey H.
Verified Enhanced Background Check
Sitter Profile Image: Kacey H.
Verified Enhanced Background Check

18. Kacey H.

Trusted care for your fur babies!
Pittsfield, MA, 01201
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$18
per walk

About: Family, friends and friends of friends have trusted me to care for their dogs, cats, horses and their homes for over 8 years now! I would love to provide the quality care and love that I provide to my own fur babies and home to yours! I’m currently available 24/7 as my schedule is very flexible. I do overnights as well to spend as much time with your fur baby as possible and work with your schedule to the best of my ability! I currently have a dog ( German shepherd ), cat, and guinea pig residing in my home. I’ll provide detailed care tailored to their needs and a meet and greet ahead of time to make sure you and your little ones are comfortable with me spending time with them!

Sitter Profile Image: Talya F.
Verified Enhanced Background Check
Sitter Profile Image: Talya F.
Verified Enhanced Background Check

19. Talya F.

I love animals
Pittsfield, MA, 01201
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4 years of experience
from
$16
per walk

About: I have volunteered at numerous shelters caring for many different dog breeds and ages. I have had pet rabbits for 4 years and currently house 3 bunnies. Very available during the day and need a distraction from real life and animals help me deal with stress. Would love to help care for dogs since I can’t house one myself. My bunnies in my home live better than me. They are in my bedroom so for temporary arrangements your dog would have the rest of my apartment to play.

Sitter Profile Image: Kelly B.
Verified Enhanced Background Check
Sitter Profile Image: Kelly B.
Verified Enhanced Background Check

20. Kelly B.

Dog lover with 4 of my own
Pittsfield, MA, 01201
0.3 mi. away
Dog Walking
15 years of experience
from
$20
per walk

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.

Search Map

Pittsfield Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Pittsfield are rated on average 5 out of 5 stars based on 54 reviews.

Rover also offers Dog Walking in:

Rover also offers other services in Pittsfield:


Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money as a dog walker in Pittsfield, MA. If you're not sure where to start, visit our page about how to become a dog walker. We're always happy to include new dog walkers in our dog walking service listings, and the simple review process means you can start your own dog walking business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog walkers have access to premium pet insurance, a third-party background check, and cashless payment feature, so you don't have to worry. Join our pack today!

When you use Rover to discover dog walking services in Pittsfield, MA, you'll be surprised at how easy it can be to find a dog walker who's the ideal match for you, your dog, and your schedule. If you're the sort of dog parent who doesn't like to miss a minute of your puppy's day, your dog walker can send you dog walking updates including the time they started and stopped the walk, a map showing the distance and route of their outing, details on food and bathroom breaks, and real-time action shots of your dog's experience. And to give you even more peace of mind, each Rover-booked dog walk includes premium pet insurance, 24/7 support, and a reservation guarantee.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog walking app. In minutes, you'll be able to view hundreds of experienced dog walkers no matter where you are, or re-book on-demand with your puppy's favorite dog walker. You'll get to check in in real-time to see how your dog's day is going. And if you hate carrying cash or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment for your dog walker without money needing to change hands.

Speaking of payment, the cost of dog walking in Pittsfield, MA may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.

When you need dog walking services in Pittsfield, MA, you'll be amazed at how easy it is to find the ideal dog walker with Rover.com. We take the guesswork out of selecting the perfect Pittsfield dog walking services for your needs. The dog walkers listed on Rover have been reviewed and approved, and - most importantly - they love dogs. In fact, 95% of reviewed stays and walks have a perfect five-star rating. When a dog walker in Pittsfield, MA joins our site, they complete a background check. You'll be able to see that they've passed the background check when you view their individual dog walker profile. No matter what level of support you're looking for, you're sure to find a great fit for all your dog walking needs in Pittsfield, MA with Rover's dog walking services, whether it's a one-time emergency or a daily appointment.

In short, when you use Rover to find a dog walker in Pittsfield, you can rest easy knowing that your dog is having a great time.

Dog Walking