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

Over 61 pet parents in Holliston have booked dog walking
Holliston, 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%.

About: I’ve been taking care of not just only my dogs, but other people’s for as long as I can remember! My family has rescued dogs, adopted old dogs, and adopted puppies. I have a wide variety of care I that I can’t wait to provide. Dogs are great best friends and I have loved them all my life, so I’m excited to meet yours! I’m pretty available for drop ins whenever you need, aside from my class times which we can work around! I can come walk your pups or hang out with them, play with them and feed them, whatever you would like! I can come to your home and care for your pets, I’ll provide a comfortable, fun and safe environment for them! I always feel bad when I have to leave my dogs for any reason, so I know how important it is to leave them in good hands, which is what I can be for you!
“Keri was great with our two dogs. She was very responsive and followed all my instructions. The dogs loved her. She sent me live updates and photos which were great! I’ll definitely use her again in the future.”


“I can’t recommend Sam enough! We’ve booked her for recurring weekly walks, and she’s been fantastic every time. She’s very responsive, reliable, and always sends updates with photos after each walk, which we really appreciate. She handles our energetic black lab with ease, and he always comes back happy and tired. Highly recommend Sam for dog walking or sitting!”

“Georgina is wonderful! Our 1 year old pup absolutely adored her, and she provided great updates and photos after each walk while we were away. We hope to work with Georgina again soon!”


“I had Jaycee take my dog Oreo for a few walks while I was out of town and would highly recommend her for any pet sitting or walking. She stuck to the times she mentioned in the window provided and updated with cute pictures. She even left a few treats for Oreo to enjoy after the booking was over. I'll look to have her take care of any pet again if needed.”
“Nick took such great care of my dog Lana while I was abroad! He kept me updated with regular photos and messages, which really helped me feel at ease being so far away. I could tell he was attentive, responsible, and genuinely cared about her well-being. It meant so much to be able to trust someone with her during that time. Because he is so familiar with dogs and knows some dog training, he was also able to keep her calm when they would encounter another dog (with treats of course!) I’d absolutely recommend him to anyone looking for a kind and reliable sitter!”

About: I have had pets my entire life. Dogs, cats, birds, fish, rabbits…I love animals of all kinds. My mom became paralyzed and I walked and took care of her 2 senior dogs for about 8 years until they passed. I gave them oral medication, cooked their food, walked and groomed them. Then she adopted a puppy and I took care of him as well as trained him. I currently have 2 french bulldogs of my own. One is a hyper little puppy and the other is a calmer 5 year old. I love caring for pets whether they are my own or someone else’s. I currently work part time in home care until 2pm 4 days a week. I am available most afternoons. My schedule changes if a client is in the hospital and does not need care those days which gives me the flexibility to pick up more last minute walks or check ins. I have children so I cannot work all weekend but i can be flexible and am open to them. I am open to walking your dogs in your neighborhood or wherever you prefer. I am also open to check ins and feeding dogs or cats. I will do my best to keep your routine with them if that is what you prefer. I would like to know a little bit about them beforehand and any preferences or habits they have.
“Ana is always prompt & really enjoys Clover. It’s obvious she has a great move of animals. And she always flexible with times & days to walk. Clover seems to really enjoy time with Ana.”

“Julia was great! She braved it out in the rain to give Feta his big walk for the day. She even went back to pick up his poop after I forgot to give her poop bags! Not to mention Feta had a great time.”

“Nicole was great and exceeded my expectations. She came over to meet our dogs before we left on vacation and they instantly liked her. While on vacation she sent videos and pictures after every walk and was ALWAYS on time. She made my vacation worry free and I can’t thank her enough!”

“Cassandra is a wonderful person and so happy we found her! We have an 18yo dog who’s essentially deaf and blind and last minute Cassandra agreed to help us, not once but twice. She took exceptional care of him and was a pleasure working with.”

About: Lifelong animal lover and wildlife rescuer, here for you and your pets About: I've cared for animals my whole life: dogs, cats, birds, lizards, and fish. I'm the person friends, family, and neighbors call when they need someone they trust with their pets, for walks, feeding, playtime, or just good company. I'm also the one who stops for hurt wildlife and brings them to the Tufts wildlife rehab clinic, so I stay calm in unexpected situations and I'm comfortable with animals of every temperament. I have a flexible daytime schedule, which means I'm available for weekday walks, drop-in visits, and day care. Your pet gets real attention plus plenty of updates and photos while you're away. I treat every animal like my own. I have a large yard where dogs get plenty of supervised outdoor time, plus a dog park just a 3-minute walk away for extra play and socializing. Dogs are never left unattended outside, and I keep a close eye on every pup in my care.
About: I treat every dog like family-with love, patience, and attetion. I make sure each pyp feels safe, happy, loved and cared for while you're away. Pet care is part of my daily routine. I set aside time every day for walks, feeding and playtime. i enjoy spending time with animals and always make sure they are well cared for. During walks, I focus on the dog's safety and wellbeing. I choose quiet routes when possible, bring water if it's hot, and make sure they get exercise and simulation. I always treat them withcare and respect

About: I am 19 years old and I have an 11 year old Aussie who is just the best. I would love to expand my love for dogs to any other pups who need it! I currently work part time so this is perfect for me to pick up walks whenever I am off work! Though my availability will change weekly because my work schedule is never the same. I have an electric fence for my dog but she still goes on walks occasionally to get her out of the yard. A fenced in yard would be ideal for me to work with because it’s secure.
The median cost per walk for dog walking in Holliston is $24
Dog parents share their Rover experiences - Holliston
Brenda stepped in last minute to take Ms. Jackson on a couple of walks and feed her dinner. She was great about keeping me updated on her visit and she even cleaned up a little excitement piddle (Sorry Brenda!!! 😱😱😱). When I got home my little girl was completely tuckered out and in the best mood. Zero complaints, would recommend Brenda every time!

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 - Holliston
Select a filter and find qualifying sitters offering dog walking.Sitters in Holliston average 4 repeat dog walking clients
FAQs for Dog Walking - Holliston
Frequently asked questions about Rover
The average cost of Dog Walking in Holliston is $28 per walk as of October 2026. Most bookings cost between $22 and $44 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 11,109 sitters on Rover offering Dog Walking across Holliston. 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 Holliston. 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 Holliston 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 Holliston. On Rover:
- 85% of walkers can help with special care needs
- 90% can help with giving oral medications or injections
- 95% 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.







