Dog Walking Holliston

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

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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%.

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Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
$27
total per walk
5.0 out of 5 stars
9 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!

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Calvin S.
Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$25
total per walk
5.0 out of 5 stars
405 reviews
158 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!

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Bee D.
Sitter Profile Image: Joseph & Alexandra C.
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Joseph & Alexandra C.
Star Sitter
$38
total per walk
5.0 out of 5 stars
218 reviews
114 repeat clients
15 years of experience
Medfield, MA, 02052

About: Hi! I’m Alexandra. My husband and I have been dog sitting for several years and love providing a loving home away from home for our furry guests. We have a fully fenced yard where our dogs and their doggy friends can run, play and enjoy extra company safely. I’m a full-time dog walker during the week with the flexibility and time to give your pup the care they deserve. I previously worked at a veterinary clinic and have volunteered with various animal rescue organizations. I have experience with many breeds and personalities, ensuring each dog gets individualized attention. Your pup’s safety and comfort are our top priorities. We do not have children, so dogs who prefer a child-free environment are always welcome here.

Sitter Profile Image: Jamie P.
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Jamie P.
$23
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: Tricia R.
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Tricia R.
$34
total per walk
5.0 out of 5 stars
87 reviews
31 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia is fantastic! This was our first time using her to walk our dog, and we couldn’t be happier. She showed up exactly on time and was immediately great with our black lab, Cooper. After just one hour with her, Cooper was listening to her better than he listens to us! You can tell she truly loves animals—she’s kind, patient, and clearly a pro. Cooper came back happy, well-exercised, and tired out, which is exactly what he needed. If you’re considering a new dog walker, I highly recommend Tricia. We will definitely be booking her again!

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Mark F.
Sitter Profile Image: Keri M.
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Keri M.
Star Sitter
$32
total per walk
5.0 out of 5 stars
76 reviews
30 repeat clients
18 years of experience
Medway, MA, 02053

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.

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Sharon M.
Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$28
total per walk
5.0 out of 5 stars
12 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.

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Mathew K.
Sitter Profile Image: Rachel B.
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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!

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Helena N.
Sitter Profile Image: Georgina H.
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Georgina H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
128 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!

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Alex and Annie
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$34
total per walk
5.0 out of 5 stars
64 reviews
26 repeat clients
6 years of experience
Dover, MA, 02030

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!

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Kristen V.
Sitter Profile Image: Ava S.
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Ava S.
$22
total per walk
10 years of experience
Framingham, MA, 01702

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!

Sitter Profile Image: Hannah C.
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Hannah C.
$34
total per walk
10 years of experience
ashland, MA, 01721

About: I've been looking after dogs, cats, and exotic pets for about 10 years now. I have a dog, 2 cats, and a leopard gecko of my own, so I know how to take care of all types of animals! I originally started my pet care journey with family pets, and slowly began gaining clients through family friends and being recommended to other people. I have handled all age ranges from kittens to seniors, so I'm able to do a wide array of services (administering medicine, being extra observant, correcting behavior, training, etc.) I'm able to be outside in all kinds of weather, and I can walk or play with your animals for as long as you prefer! I currently work full-time, but I still have plenty of time to care for your animals! My work is very flexible and I am often able to step away to visit your animals. I am completely free on Saturday afternoons, all day Sunday, and all day Monday. Depending on what environment your animal has at your home, I cater to your every preference. On leash, off leash, crated, no pets on furniture, etc. I always make sure to respect my clients homes and most importantly their wishes!

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

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.

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Katie B.
Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
$28
total per walk
5.0 out of 5 stars
174 reviews
64 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!

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Enrique C.
Sitter Profile Image: Nicholas C.
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Nicholas C.
$34
total per walk
5.0 out of 5 stars
30 reviews
15 repeat clients
8 years of experience
Natick, MA, 01760

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!

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Milica K.
Sitter Profile Image: Marina B.
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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!

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Justin O.
Sitter Profile Image: Emma-Claire V.
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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.

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Sharon M.
Sitter Profile Image: Christine L.
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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: Jessica I.
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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: Alexandra M.
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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.

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

Dog parents share their Rover experiences - Holliston

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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!

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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.

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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.

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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.

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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.

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Cindy C.
Dog Walking
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Popular requests for dog walking - Holliston

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Sitters in Holliston average 4
repeat dog walking clients

FAQs for Dog Walking - Holliston

Frequently asked questions about Rover

The average cost for Dog Walking in Holliston on Rover is $27.75 per walk (as of September 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 September 2026, there are 11,165 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 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 Holliston.

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 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 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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