Dog Walkers in Holliston, MA

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Holliston dog walkers

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: Katherine M.
Verified Enhanced Background Check
Katherine M.
$23
total per walk
5.0 out of 5 stars
2 reviews
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!

Profile image
Allison C.
Sitter Profile Image: Tricia R.
Verified Enhanced Background Check
Tricia R.
Star Sitter
$34
total per walk
5.0 out of 5 stars
66 reviews
27 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!

Profile image
Mark F.
Sitter Profile Image: Keri M.
Verified Enhanced Background Check
Keri M.
Star Sitter
$32
total per walk
5.0 out of 5 stars
68 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: 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: Jessica G.
Verified Enhanced Background Check
Jessica G.
Star Sitter
$28
total per walk
5.0 out of 5 stars
37 reviews
16 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.

Profile image
Andrew S.
Sitter Profile Image: Lucy L.
Verified Enhanced Background Check
Lucy L.
Star Sitter
$23
total per walk
5.0 out of 5 stars
374 reviews
137 repeat clients
10 years of experience
Framingham, MA, 01701

Great with communication! Lucy agreed to my last minute booking and was kind enough to make a meet and greet happen given tight schedules. My plans fell through last minute so I no longer needed her service, but I would absolutely try again!

Profile image
Caitlan N.
Sitter Profile Image: Alessandra M.
Verified Enhanced Background Check
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: Sophia B.
Verified Enhanced Background Check
Sophia B.
$18
total per walk
10 years of experience
Milford, MA, 01757

About: I’ve grown up surrounded by dogs and cats. I have always been involved in pet care, as early as 9 years old by feeding my family cats and walking my dogs. I have experience with diabetic dogs, giving them their shots. I also have experience with anxious dogs, especially ones that come from troubled pasts. I am a college student currently home for the summer so I have plenty of time to devote to taking care of your pups or cats! I am experienced with dogs that tug on leashes or aren’t exactly well trained. I am good at reading dogs’ emotions and giving them what they need. I am also detail oriented and will make sure to follow any instructions left for me to the T.

Sitter Profile Image: Cassandra M.
Verified Enhanced Background Check
Cassandra M.
Star Sitter
$22
total per walk
4.9 out of 5 stars
18 reviews
8 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.

Profile image
Katie B.
Sitter Profile Image: Brenda S.
Verified Enhanced Background Check
Brenda S.
$23
total per walk
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: Kaylee K.
Verified Enhanced Background Check
Kaylee K.
$23
total per walk
10 years of experience
Ashland, MA, 01721

About: Not only do I have a dog of my own, but I also have dog sat multiple dogs including those of family and friends. Able to provide dog with love when their family is unavailable and very calm in high-stress situations. Currently, I’m in between jobs as a registered nurse. Trying to fill my time with something I love, so I’m very flexible with my schedule! I think dogs are more comfortable at their own house, that’s why I’m offering dog sitting at their homes. I will care for them like I’m a part of their family and provide them with enough love until you get home!

Sitter Profile Image: Dana D.
Verified Enhanced Background Check
Dana D.
Star Sitter
$28
total per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
20 years of experience
Bellingham, MA, 02019

Dana was great even when peppermint was nervous when she came she was always able to calm her and she would be able to take her on her walks

Profile image
Cheryl M.
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

Nicholas was really friendly and on time! He was very good at handling Kona (who tends to jump) and was able to handle his pull-y nature. Very grateful for all of Nicholas’s help and I would not hesitate to ask for his services in the future.

Profile image
Eden P.
Sitter Profile Image: Caroline D.
Verified Enhanced Background Check
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: 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: Nina O.
Verified Enhanced Background Check
Nina O.
$28
total per walk
1 repeat client
10 years of experience
Holliston, MA, 01746

About: I’ve been taking care of dogs and watching over them for 10 years. I have a dog of my own and I also have cared for other dogs. I used to work at doggy daycare and boarding place where my job was to love and care for the dogs when they were away from their homes. I made sure that every dog was comfortable in the space and with the dogs around them. I learned to read their body language more and understand them better. My passion for animals has grown even more with the experiences I have. I’m currently on summer break from college and was looking for a part-time activity where it fits into my open schedule besides my other job that I have. I would give the same love and attention to their dogs as I would give my own dog in my own home. Any instructions given, I would make sure that I follow them exactly and follow the schedule the owner makes. I always prioritize the pets safety and know what protocols to follow if anything were to happen. I would immediately contact the owner if needed. I would keep the owner updated by sending pictures and videos of what their pet is doing, as well as I will be playing with the dog to ensure it feels comfortable with being away from their owner and with a new person!

Sitter Profile Image: Rebecca N.
Verified Enhanced Background Check
Rebecca N.
$39
total per walk
5.0 out of 5 stars
23 reviews
5 repeat clients
15 years of experience
Ashland, MA, 01721

About: Hey There! I'm Becky. I'm a mother, small business owner, and life-long dog lover. For my entire life I've always had dogs, but a few years my sweet dog crossed the rainbow bridge to doggy heaven. When that happened, my children started asking for a new dog, but I wasn’t quite ready. As an alternative we started helping others with theirs. It’s become an incredible journey for our family, and brings us so much joy! We’re happy to have dogs here for boarding. I only take ONE dog at a time, unless there are multiple dogs coming from the same home that already live together. I have two children (11 & 15) who both love dogs as well. However, my son is nervous around bigger dogs and certain breeds. For this reason, a trial visit is required. Dog sitting has brought an unexpected amount of happiness into our home and family. We get very excited with each new furry friend that we get to love while you’re away. ​ I have a fenced yard and a cozy home. I allowed my dog on the furniture when I had him. I don’t have a crate. Whatever rules apply in your house are what we try to do here. Dogs can run free in my fenced yard or walk on a leash around my neighborhood and in the nearby nature trails. I run a small part-time preschool enrichment program out of my basement, in a separate area where dogs would not have access. During work hours I am generally able let dogs out as needed in a separate fenced area. ​ If you are interested in having your dog stay with us, please feel free to contact me. We would love to provide a safe, happy home away from home for your beloved pet while you're away. Your pet will be treated as if they were our pet. We try our best to make our routines look like yours, creating a safe, happy home away from home. I live in a cute neighborhood abutting conservation land. It is beautiful! We use an organic pest company to keep ticks out of our yard and I keep my home tidy.

Sitter Profile Image: Marina B.
Verified Enhanced Background Check
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!

Profile image
Justin O.
Sitter Profile Image: Robert (Chip) D.
Verified Enhanced Background Check
Robert (Chip) D.
$28
total per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
50 years of experience
Holliston, MA, 01746

About: I grew up on a farm, and always cared for multiple dogs at the same time. My wife and I have had, or cared for dogs almost all our adult lives. I enjoy caring for dogs and spending time walking with them, playing with them, and just being with them. I recently retired, and my wife works from home, so we’re both here all day. I take daily walks, and spend a lot of time outdoors. I have a good-sized yard, live in a quiet neighborhood, and my property borders conservation land. I can easily accommodate a crate, dog bed, etc.

Sitter Profile Image: Brittany R.
Verified Enhanced Background Check
Brittany R.
Star Sitter
$28
total per walk
5.0 out of 5 stars
126 reviews
50 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!

Profile image
Mary Kay P.
1 / 1
View more sitters

Over 86
pet parents in Holliston have booked dog walking

Holliston dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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!

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

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per walk for dog walking in Holliston is $22

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 dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

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

Sitters in Holliston average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Holliston on Rover as of Jun 2026 was about $22 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Holliston dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 9,404 dog walkers in Holliston. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Holliston dog walkers respond in under an hour.

Dog walkers in Holliston have an average of 13 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Holliston.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 9,404 dog walkers in Holliston on Rover, so you’re sure to find the perfect match for your dog! In Holliston, 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.