Dog Walking Holliston

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

End
Search

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%.

1 / 1
Sitter Profile Image: Jamie P.
Verified Enhanced Background Check
Jamie P.
$17
total per walk
10 years of experience
Medway, MA, 02053

About: I have taken care of dogs for as long as I can remember, and I’ve not lived a single day without having one or two dogs in my home. I have such a special place in my heart for dogs and no matter what kind how big, how mean, or nice it is I will make sure it is cared for and loved as much as it can be. I work part time at a nursing home in Medway, but my hours are not extremely long, and I have the flexibility to leave when needed to care for pets if they are located nearby. During the school year, I am a student at Bridgewater State University, so I will primarily be looking for pet care services in that area. My classes end no later than noon each day, which gives me plenty of availability in the afternoons and evenings, as well as in the mornings when needed before class. When caring for pets in my home, I treat them like family. I love spending time with them, playing with them, and giving them plenty of attention to make sure they feel loved and not ignored. My dogs at home and I spend a lot of time on walks and hikes. I also have a fenced in backyard where they can safely run and play. I am very comfortable handling larger dogs on leash and can manage any that may pull. When I care for a pet at a client's home, I make sure they have everything they need while I am there, like fresh food and water. I also make sure they get lots of playtime and attention, and toys to keep them entertained. I will ALWAYS follow every pet's individual routine and make sure they are comfortable, safe, and cared for at all times.

Sitter Profile Image: Brenda S.
Verified Enhanced Background Check
Brenda S.
Star Sitter
$27
total per walk
5.0 out of 5 stars
• 10 reviews
2 repeat clients
35 years of experience
Holliston, MA, 01746

“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!”

Profile image
Calvin S.
Sitter Profile Image: Keri M.
Verified Enhanced Background Check
Keri M.
Star Sitter
$32
total per walk
5.0 out of 5 stars
• 78 reviews
30 repeat clients
18 years of experience
Medway, MA, 02053

“Keri has been an amazing find for us! She responds quickly, is accommodating and flexible! Love that she tailors her approach with each dog needs! Highly recommend her!”

Profile image
Lisa R.
Sitter Profile Image: Robin G.
Verified Enhanced Background Check
Robin G.
$16
total per walk
20 years of experience
Hopkinton, MA, 01748

About: I’ve been an animal lover my entire life! I grew up with dogs and cats, and currently have a 4-year-old black cat named Mavis, who loves belly rubs, attention, and treats. I’m comfortable caring for all types of animals and pets with different personalities, routines, and needs. I’m happy to help with feeding and fresh water, walks, bathroom breaks, litter box cleaning, playtime and exercise, basic grooming, medications when appropriate, and lots of love and attention. I’m also happy to send regular photos and updates while you’re away! I nanny part-time, so I have pretty open and flexible availability for pet sitting, drop-ins, walks, and longer visits. I’m responsible, patient, dependable, and very attentive to routines and instructions. I know how important it is to have someone you trust caring for your pets, and I’ll always treat them like they’re my own! I nanny part-time, so my schedule is very flexible and leaves me with plenty of availability throughout the week for pet care. I’m able to work pet sitting, walks, feeding, playtime, and drop-in visits into my daily routine pretty easily. I also have a cat of my own, so caring for animals is already a natural part of my everyday life! I always try to keep pets as close to their normal routine as possible so they feel safe and comfortable while their owners are away. In a client’s home, I carefully follow all instructions for feeding, walks, bathroom breaks, litter boxes, playtime, medications if needed, and any other parts of their normal routine. I make sure they get plenty of attention, exercise, and affection based on their personality and comfort level. I’m also respectful of my clients’ homes and am happy to send pictures and updates so you can feel comfortable knowing your pet is happy and well cared for!

Sitter Profile Image: Emma-Claire V.
Verified Enhanced Background Check
Emma-Claire V.
$23
total per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
14 years of experience
Sherborn, MA, 01770

“Emma-Claire was an excellent dog walker, she was very responsive from the start, responsible, followed all my direction on how to get access to the house, put the harness on and kept our two doggies happy and safe. She sent us photos of the walk, we felt that they were in good hands. Will definitely recommend her to others and plan on using her again.”

Profile image
Sharon M.
Sitter Profile Image: Lucy L.
Verified Enhanced Background Check
Lucy L.
Star Sitter
$29
total per walk
5.0 out of 5 stars
• 410 reviews
161 repeat clients
10 years of experience
Framingham, MA, 01701

“Lucy is a great pet sitter! She took our puppy Athena on a long walk and didn't mind her pulling and being her usual puppy-self. Tons of photos and video updates!”

Profile image
Bee D.
Sitter Profile Image: Tricia R.
Verified Enhanced Background Check
Tricia R.
$34
total per walk
5.0 out of 5 stars
• 90 reviews
32 repeat clients
27 years of experience
Framingham, MA, 01702

“Tricia was wonderful with our puppy Toby! This was our first time leaving him for a longer period of time, but we knew he was in good hands with her!”

Profile image
Lily M.
Sitter Profile Image: Marina B.
Verified Enhanced Background Check
Marina B.
$28
total per walk
5.0 out of 5 stars
• 74 reviews
19 repeat clients
14 years of experience
Holliston, MA, 01746

“Marina is great, she arrives on time and is able to take Hensley out on walks in the woods. Our pup is a little on the shy side and she has been kind enough to gently introduce her to another dog to help with that. Thank you, Marina!”

Profile image
Justin O.
Sitter Profile Image: Rachel B.
Verified Enhanced Background Check
Rachel B.
$35
total per walk
5.0 out of 5 stars
• 15 reviews
7 repeat clients
20 years of experience
Holliston, MA, 01746

“Rachel has been amazing for Piper! She totally gets dogs and was patient with Piper as she opened up and got to know her. Piper was so happy and we look forward to working with Rachel more in the future!”

Profile image
Helena N.
Sitter Profile Image: Sophia C.
Verified Enhanced Background Check
Sophia C.
$34
total per walk
4.8 out of 5 stars
• 8 reviews
1 repeat client
6 years of experience
Holliston, MA, 01746

About: I have two rescue dogs of my own (one 6 years old and one 2 years old), and I love them more than anything. For both of my dogs, I have taken a big part in taking care of them and training them, especially over the summers when my parents have to go to work. I have also cared for family and friends’ dogs, as well as a variety of breeds and ages through Rover. I am looking for dog sitting opportunities primarily during the summer, but I could also provide services during my other school breaks. I am working remotely this summer so I can provide walks during the day. I will provide your dog with lots of love and affection, and I will ensure that they are well taken care of and are healthy and happy!

Sitter Profile Image: Jaycee & James B.
Verified Background Check
Jaycee & James B.
$34
total per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Ashland, MA, 01721

“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.”

Profile image
Jay J.
Sitter Profile Image: Georgina H.
Verified Enhanced Background Check
Georgina H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 129 reviews
22 repeat clients
45 years of experience
Ashland, MA, 01721

“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!”

Profile image
Alex and Annie
Sitter Profile Image: Brittany R.
Verified Enhanced Background Check
Brittany R.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 183 reviews
66 repeat clients
20 years of experience
Framingham, MA, 01702

“Brittany was amazing with our female labradoodle Mia! She clearly loves animals and was very attentive and provided a very nice summary and photos of Mia after every visit. She’s great and we highly recommend her!”

Profile image
Enrique C.
Sitter Profile Image: Christine L.
Verified Enhanced Background Check
Christine L.
$32
total per walk
1 repeat client
10 years of experience
Medway, MA, 02053

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.

Sitter Profile Image: Nathalia J.
Verified Enhanced Background Check
Nathalia J.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 13 reviews
6 repeat clients
18 years of experience
Natick, MA, 01760

“Booked Nathalia for a last minute dog walk. She arrived on time and most importantly the dogs loved her. Will definitely use Nathalia in the future.”

Profile image
Mathew K.
Sitter Profile Image: Brianna P.
Verified Enhanced Background Check
Brianna P.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 53 reviews
23 repeat clients
20 years of experience
Milford, MA, 01757

About: I've grown up around dogs and cats my whole life. I have cared for pets while friends/family were away and enjoy doing so. I love spending time with animals. At the moment I am part time and have my daughter. My schedule is very open. Even on my work days I am free the first half of the day. However you want them taken care of is how I will do so. Always with love and kindness. I see my pets as my family.

Sitter Profile Image: Alexandra M.
Verified Enhanced Background Check
Alexandra M.
$28
total per walk
12 years of experience
Holliston, MA, 01746

About: Hello & Welcome to my page! ℹ️ Background: My name is Alex, and I am a new Holliston resident and a life-long dog owner. I have ample availability and experience with dogs of all kinds - big, small, docile, reactive and everything in between. From 13 pounds to 142, I have experience handling, caring for and loving dogs of all sizes and would love to do the same for your dog! 🐶 My Dog: I have a dog of my own, Pepperoni, who is a 45lb lovebug, hound-mix who loves playing with other dogs, meeting new people and playing fetch. 🏃‍♀️Exercise: I enjoy running, so if your dog is able and willing, we could take them on a run or a standard walk depending on desired exercise. Default will be a walk! 🗓️ Schedule: I have a flexible work schedule as I mostly WFH! My calendar is always up to date so please request services as needed. I work full-time in a hybrid model so I am available for walks, runs or home care on my work from home days and weekends! I am very polite with preparation, home cleanliness and privacy so I am able to care for your dog in your home with the upmost respect to your space. We do not traditionally care for pets in our home but exceptions can be made upon request.

Sitter Profile Image: Jessica I.
Verified Enhanced Background Check
Jessica I.
$28
total per walk
5.0 out of 5 stars
• 11 reviews
6 repeat clients
15 years of experience
Medway, MA, 02053

About: I have been a true pet lover my entire life. Now I raise two daughters who feel the same way. There has never been an animal we did not love. I have been the one all of my friends and family always rely on to help walk, feed, bathe, and take care of their pets. I have a lot of energy so love being active and going on walks and hikes and running around with a dog. I am happy to have an animal cuddled onto my lap and do not even mind being licked all over my face! I treat every pet as if it was my own. I trained two dogs from 8 weeks old, on so understand what it takes. I have had a cats my entire life and I love kitties as well! I am comfortable with big and small animals. My children are the biggest animal lovers I know and both want to be vets when they grow up. We would treat your pet like it was our own with more love than you can imagine! My girls and I are around most of the summer, as I work in a school. We are very active so we would love to be out and about walking and taking care of your dog or taking care of your cats! If I were to come to your home and take care of your pet or walk your dog, I would be very comfortable letting myself in and approaching any time of animal. I would give them all the love in the world an any care or exercise they need!

Sitter Profile Image: Cassandra M.
Verified Enhanced Background Check
Cassandra M.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 30 reviews
11 repeat clients
8 years of experience
Bellingham, MA, 02019

“Cassandra is great! She is very reliable and has built a fantastic relationship with Maizy in a short amount of time (just a few walks). Maizy excitedly awaits her arrival every morning and goes nuts when she sees Cassandra's vehicle pull up.”

Profile image
Shane C.
Sitter Profile Image: Nicholas C.
Verified Enhanced Background Check
Nicholas C.
$34
total per walk
5.0 out of 5 stars
• 30 reviews
15 repeat clients
8 years of experience
Natick, MA, 01760

“My dog is absolutely in love with Nicholas! She usually doesn't like guys but bonded instantly with him and is deliriously happy when he comes.”

Profile image
Cedonia P.
1 / 1
View more

The median cost per walk for dog walking in Holliston is $24

Dog parents share their Rover experiences - Holliston

1 / 1
5.0 out of 5 stars

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!

Profile image
Calvin S.
Dog Walking
5.0 out of 5 stars

Katie did an amazing job! She was reliable and I believe my dog was well cared for. She walked him and played with him so he got some good attention while she was here.

Profile image
Allison C.
Dog Walking
5.0 out of 5 stars

Professional, reliable, polite. We will absolutely choose Rachel again in the future and I’d recommend her to others as well.

Profile image
Hunter M.
Dog Walking
5.0 out of 5 stars

Becki is great! She is very responsive and good at handling my energetic princess with care and concern.

Profile image
Benjamin B.
Dog Walking
5.0 out of 5 stars

Christie was able to help me out even though I contacted her at the last minute due to changes in my plans. My Zoey loves her and I always feel confident she is in very good hands.

Profile image
Cindy C.
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

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 on Rover is $28 per walk as of October 2026. Most bookings cost between $22 and $44 per walk. 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 11,232 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 a map of the walking route , 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 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 Holliston. On Rover:

  • 90% 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 Meet & Greet .

walkers on Rover set their own cancellation policy , 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge