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
• 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!”

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Calvin S.
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.

Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 13 reviews
7 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: Georgina H.
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Georgina H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 130 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: Jaycee & James B.
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Jaycee & James B.
$34
total per walk
5.0 out of 5 stars
• 10 reviews
3 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.”

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Jay J.
Sitter Profile Image: Adreine L.
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Adreine L.
$33
total per walk
5.0 out of 5 stars
• 12 reviews
2 repeat clients
35 years of experience
Franklin, MA, 02038

“Adreine was great, made herself available to walk our dog on a holiday, the 4th of July! Totally reliable and punctual. Definitely recommend and will use again!”

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Wende M.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$34
total per walk
5.0 out of 5 stars
• 66 reviews
28 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: Daniel H.
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Daniel H.
$17
total per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
4 years of experience
Framingham, MA, 01701

About: My experience encompasses daily walks, meticulous feeding schedules, and recognizing subtle signs of distress. I prioritize creating a safe, loving, and stimulating environment, ensuring your pets feel secure and happy in your absence. My approach is tailored to each animal's unique needs, fostering a bond of trust and affection. I am going back to school to show my son it can still be done at my age. Your pets will fit into my schedule perrrfectly. I have a very loved 8 year old rescued cat that my son adores. Although I don't offer services at my home your pets will be loved and cared for like my own.

Sitter Profile Image: Elizabeth R.
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Elizabeth R.
Star Sitter
$29
total per walk
5.0 out of 5 stars
• 42 reviews
13 repeat clients
27 years of experience
Medfield, MA, 02052

About: I've cared for kittens, adults, and senior cats my whole life. Love walking dogs from Great Danes to Minature Poodles as well. Frequent volunteer at animal shelter for changing cat and dog cages and socialization. Currently have my cat Meadow. Last two photos are my old pets Nessie the axolotl and Plissken the Sinoloan milksnake. I'm flexible around your schedule and needs, so reach out and we can discuss. Can work weekdays and weekends with more availability weekends. Can work days and nights. I take expert cat care seriously as I want to give your cat the same love as my own: toys, clean boxes, fresh food and water, and plenty of pets. As for dogs, I want them to have fun walking and playing outside in nature.

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: Dana D.
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Dana D.
$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”

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Cheryl M.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 21 reviews
8 repeat clients
4 years of experience
Framingham, MA, 01702

“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.”

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Cheryl F.
Sitter Profile Image: Kristen L.
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Kristen L.
$28
total per walk
5.0 out of 5 stars
• 12 reviews
2 repeat clients
30 years of experience
Milford, MA, 01757

About: I’ve grown up around dogs my whole life and have always loved caring for them. Whether it’s going for long walks, playing outside, or just spending quality time together, I genuinely enjoy being around dogs and making sure they’re happy and well cared for. I understand how important it is to keep pets active, loved, and safe, and I treat every dog like they’re part of the family. As a teacher currently on summer break, I have a very flexible schedule that allows me to dedicate plenty of time and attention to pet care. My days are open, so I’m available for walks, drop-ins, or extended stays throughout the week. I love having the opportunity to spend my break doing something I enjoy—being active, outdoors, and taking care of pets. It’s the perfect way to combine my love for animals with my free time during the summer months. When school starts, I’m available after 3pm. When caring for pets in my home, I provide a safe, comfortable, and fun environment. I have a fenced yard where dogs can run and play freely under supervision, which gives them a great outlet for exercise and fresh air. Inside, pets have plenty of space to relax and feel at home. I follow each pet’s routine as closely as possible, whether that means regular walks, feeding schedules, playtime, or cuddles. When caring for pets in a client’s home, I’m respectful of their space and routines, making sure their pets feel secure and cared for while maintaining consistency in their daily lives.

Sitter Profile Image: Charles N.
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Charles N.
$23
total per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Walpole, MA, 02081

About: I got my first dog through the foster care system three years ago, and that experience completely changed the way I see dogs. Since then, I’ve come to appreciate the happiness, comfort, and companionship they bring to our often chaotic lives. I treat every dog with the same patience, care, and attention I’d want for my own. Whether it’s a walk, playtime, or simply keeping them company, my goal is to make each visit a positive experience so both you and your dog feel comfortable and confident in my care. There’s nothing quite like being greeted by a wagging tail and an excited smile, and I love being part of that happiness. As a full-time student, I have dedicated time each week for pet care and make reliability a priority. I’m available Tuesday and Thursday mornings, Wednesdays from 11:00 AM to 3:00 PM, and weekends from the morning until 7:00 PM. I look forward to giving your dog the attention, exercise, and care they deserve. I understand that trusting someone with your dog is not a easy decision. I’ll care for your pet as if they were my own by following your routine, prioritizing their safety, and giving them plenty of attention during every visit. I’ll also keep you updated with messages and photos so you always know how your pup is doing.

Sitter Profile Image: Carolyn F.
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Carolyn F.
$56
total per walk
4.9 out of 5 stars
• 90 reviews
32 repeat clients
40 years of experience
Sherborn, MA, 01770

“Great with fur babies!”

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Tammy B.
Sitter Profile Image: Joshua V.
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Joshua V.
$28
total per walk
3 years of experience
Milford, MA, 01757

About: Animal care is a big part of my life — I have four pets including a pit-bull, two lab mixes and a cat of my own, plus a year of experience walking and house sitting dogs and cats through my partner's pet care business. I treat every pet like my own, and your animal's safety and comfort always come first. I have just recently left my full time teaching job, so I can now give my full time, attention and effort into your furry family I care for pets by sticking to their normal routine — feeding, water, and exercise on schedule. Since I don't watch dogs at my own home, visits happen at the client's house, whether that's a drop-in, walk, or house sitting. I do a quick safety check, send photo updates, and leave things just as I found them.

Sitter Profile Image: Ashley C.
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Ashley C.
$28
total per walk
1 year of experience
Franklin, MA, 02038

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.

Sitter Profile Image: Jessica T.
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Jessica T.
$23
total per walk
5.0 out of 5 stars
• 1 review
1 repeat client
8 years of experience
Franklin, MA, 02038

“Jessica was wonderful! She responded so quickly to my last-minute dog walking request. She’s very knowledgeable with dogs and handled Cali’s high energy and jumpiness so well. We will definitely book her again!”

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Caroline L.
Sitter Profile Image: Yasmin A.
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Yasmin A.
$23
total per walk
10 years of experience
Framingham, MA, 01702

About: Hi! I’m Yasmin, and if there’s one thing you should know about me, it’s that I’ve never met an animal I didn’t love. I grew up on a farm, so being around animals has been part of my life for as long as I can remember. From furry to feathery to scaly, they’ve always had a special place in my heart. Over the years I’ve had all kinds of pets, from hermit crabs and fish to cats and dogs, and I can’t wait to have even more when the time is right! Because I genuinely love animals, I’ve spent a lot of time learning about their care, behavior, and what helps them feel happy and safe. I know every pet is different, and I love getting to know their unique personalities. When I’m not spending time with my own pets, I work as a realtor, which gives me a flexible schedule and plenty of time to care for yours. Whether your pet loves long walks, playtime, cuddles, or just having someone nearby, I’m happy to match their pace and make them feel comfortable while you’re away. I’d love the chance to meet you and your best friend! My goal is to make sure you can leave knowing they’re in loving, reliable hands and maybe make a new furry (or scaly!) friend along the way. 🐾 My schedule is pretty flexible! During the week, I’m typically available after 2:00 PM unless I have a work appointment scheduled. Since I’m a realtor, my schedule can vary from day to day, but I do my best to keep my calendar up to date and communicate any changes. Fridays and weekends are a little less predictable. Some weekends I’m completely available, while others I may be booked with work or personal plans. When I am available on weekends, it’s usually between 9:00 AM and 2:00 PM. If you have a specific date or time in mind, feel free to reach out! I’m always happy to see if I can make it work for you and your pet. 🐾 While I won’t be caring for pets in my own home, I’d be more than happy to care for them in yours! I know every pet has their own routine, personality, and needs, so I always appreciate detailed instructions. The more information you can share, the better I can make sure your pet feels comfortable, safe, and cared for while you’re away. Your pet’s safety, happiness, and well-being will always be my top priorities. I’ll treat them with the same love, patience, and attention I’d give my own pets, and I’ll always keep you updated for extra peace of mind. When it comes to walks, I’m especially mindful during the summer months. I prefer walking dogs on grassy or shaded paths whenever possible, and if it’s too hot outside, I’ll adjust our plans to keep them safe. Hot pavement can burn paw pads, and dogs can overheat quickly, so I always prioritize their comfort and safety over sticking to a schedule.

Sitter Profile Image: Erin K.
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Erin K.
$28
total per walk
10 years of experience
Millis, MA, 02054

About: Personal experience caring for dogs for over 10 years. I have a Mini Aussie who is the love of my life! I have watched friends' dogs for extended periods and done dog walking for up to 2 dogs. I also have the availability to transport one dog in my car. As a teacher, I have summer off, with a wide range of availability during the weekdays as well as some weekend time. I am able to spend ample time with your pet! If your dog also loves dogs, I would be happy to bring Luna along as a playmate! I am comfortable watching your pet(s) in your home environment. I am open to spending time outside in a backyard area, taking your pet for a walk, and spending time within your home with your pet. I am happy to follow any house rules you have with your pet.

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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
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Holliston

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Sitters in Holliston average 4
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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 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:

  • 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 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.

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