Dog Walking Holliston

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

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Over 62
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: 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: Jessica G.
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Jessica G.
$28
total per walk
5.0 out of 5 stars
43 reviews
17 repeat clients
30 years of experience
Hopkinton, MA, 01748

Jessica takes excellent care of my dogs! Giving them fresh air & exercise while I’m stuck at the office. She’s punctual & an A+ communicator.

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Andrew S.
Sitter Profile Image: Tricia R.
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Tricia R.
Star Sitter
$34
total per walk
5.0 out of 5 stars
71 reviews
29 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!

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Lily M.
Sitter Profile Image: Marina B.
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Marina B.
$28
total per walk
5.0 out of 5 stars
72 reviews
18 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: Deirdre H.
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Deirdre H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
43 reviews
19 repeat clients
12 years of experience
Framingham, MA, 01702

Deirdre was very communicative and responded to my last minute request right away! Deirdre made sure to address any concerns and came right on time. My dog warmed up to her really quickly. Would highly recommend!

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Eden P.
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: Katherine M.
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Katherine M.
$23
total per walk
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Sherborn, MA, 01770

Katherine did a wonderful job with our 1.5 year old high energy Boston Terrier. In one of the pictures she sent, he brought her his ball to play with, so I know he felt comfortable with her!

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Allison C.
Sitter Profile Image: Keri M.
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Keri M.
Star Sitter
$32
total per walk
5.0 out of 5 stars
70 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!

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Lisa R.
Sitter Profile Image: Brenda S.
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Brenda S.
$23
total per walk
5.0 out of 5 stars
3 reviews
35 years of experience
Medway, MA, 02053

About: I have been an animal lover since I was born and a veterinarian for the past 20 years. I will provide expert, loving care for your pets. I am currently working a flexible part time job so I have lots of time to care for your pets. I am available for visits and overnight stays. I am available to stay in your home and care for your pets so that they can stay in their usual, comfortable environment. I can also help with watering plants, and any other chores you may have.

Sitter Profile Image: Eliza G.
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Eliza G.
$20
total per walk
6 years of experience
Medway, MA, 02053

About: I have done many dog and cat sitting jobs since I was 12, for multiple people in my neighborhood. I am an animal behavior major and love working with animals! I also have two dogs and cats of my own who I love very much! I am currently home from college for the summer and have lots of free time! I am available any day of the week day or night! I am happy to care for your pets in any capacity you need! Your pets will get lots of love and exercise while I am there!

Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$20
total per walk
5.0 out of 5 stars
11 reviews
6 repeat clients
18 years of experience
Natick, MA, 01760

Nathalia was wonderful - a great communicator, reliable and helped us in a pinch when we really needed it!

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Liz S.
Sitter Profile Image: Caroline D.
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Caroline D.
$23
total per walk
4 years of experience
Medway, MA, 02053

About: I have been providing in-home pet care for over 4 years now, with plenty of experience walking, caring for, and loving dogs. I have administered medicine, and am cpr and first-aid certified. I currently have 1-2 daily walks scheduled everyday Monday-Friday, and am looking to add up to 6 walks everyday! I’m hoping to have breaks between every 2-3 walks in order to care for any pet I am currently caring for in-home. I will always meet you and your pet(s) before any one on one care to ensure that we are a perfect match! Your pet’s comfort and happiness is my top priority.

Sitter Profile Image: Lucy L.
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Lucy L.
Star Sitter
$23
total per walk
5.0 out of 5 stars
381 reviews
141 repeat clients
10 years of experience
Framingham, MA, 01701

lucy helped out last minute w a walk for my pup, it was so appreciated ! she replied quickly and left an awesome detailed post-walk card. highly recommend!

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Christina A.
Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
$28
total per walk
5.0 out of 5 stars
132 reviews
55 repeat clients
20 years of experience
Framingham, MA, 01702

Brittany was great with Reese, very reliable and accommodating when Reese presented some nervous behaviors. Highly recommend!

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Mary Kay P.
Sitter Profile Image: Sophia C.
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Sophia C.
$34
total per walk
4.8 out of 5 stars
7 reviews
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: Sara D.
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Sara D.
$28
total per walk
2 years of experience
Hopkinton, MA, 01748

About: Hello! I am 25 years old with a ton of animal experience. I’ve grown up around dogs my whole life, and for the most part have trained my families dogs. I went to High school at Norfolk Agricultural High School and was a Veterinary Major there. My High School gave me the opportunity to meet, handle, groom, and train dogs that were not my own. I was also in a 4H club at Natick Organic Farm in which I took care of the live stock that lived there. I have always been the go to dog sitter for my extended family. Due to this I also had to handle dogs of all different sizes and temperaments. I am currently working on becoming an Airline pilot so my days are very wide open and can be manipulated to better suit the care for your pets. I am familiar with most dog training tools. Depending on what is best for your dog I am comfortable using and have been trained to use. I also understand that every dog has different needs.

Sitter Profile Image: Georgina H.
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Georgina H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
126 reviews
21 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: Alessandra M.
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Alessandra M.
$28
total per walk
9 years of experience
Medway, MA, 02053

About: I have 2 dogs and 2 cats, they are my everything! I used to do dog walking when I was younger and am excited to start again! I am working part time right now but am a full time dog AND cat mom so I always have to make sure their needs are first! I helped train my dogs when they were younger so they are very good and listen well. I know they trust me and I trust them.

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: 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

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.

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Cedonia P.
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The median cost per walk for dog walking in Holliston is $23

Dog parents share their Rover experiences - Holliston

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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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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog walking
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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 June 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 June 2026, there are 11,287 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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