Dog Walking Ashland

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

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Over 100
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Ashland, 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: Kimberly A.
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Kimberly A.
$25
total per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
30 years of experience
Hopkinton, MA, 01748

I have used Kim to walk my 14 year old Rhodesian Ridgeback and my 4 year old pit mix. Both are different personalities and I am very happy with how punctual Kim is and the patients has walking my dogs

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Joseph M.
Sitter Profile Image: Brittany S.
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Brittany S.
$28
total per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Framingham, MA, 01702

About: I have hands-on experience caring for geriatric, diabetic, and epileptic dogs and cats, making me comfortable with special needs pets who require extra attention. I’m skilled at administering oral medications, giving insulin injections, and monitoring pets for any changes in their health or behavior. I also have plenty of experience walking dogs of all sizes—from tiny lap pups to large, energetic breeds—always focusing on their safety, comfort, and happiness. I currently work part-time as a Veterinary Assistant, which gives me hands-on experience with animal care and handling in a clinical setting. I’m also a student enrolled in an online Veterinary Technology program, so I’m always learning and expanding my knowledge about animal health and behavior. Because of my flexible schedule, I have availability on some weekdays and weekends for pet sitting, dog walking, and drop-in visits. This allows me to combine my passion for animals with my professional training while giving pets the love and attention they deserve when their families can’t be there. Whenever I’m in a home with pets, I make it a priority to tune into their needs, read their body language, and make sure they feel safe, comfortable, and happy. Every pet has their own personality—some love long walks and playtime, while others just want cuddles and belly rubs. If your pet is the snuggly type, I’m always happy to curl up with them and give all the love, scratches, and attention they need!

Sitter Profile Image: Tricia R.
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Tricia R.
$34
total per walk
5.0 out of 5 stars
76 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia is awesome! So friendly and easy to communicate with, and a real pro! She bonded instantly with Mojo, and even showed up a little early for their walk, which worked out perfectly! Can’t wait to work with her again!

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Jonathan Z.
Sitter Profile Image: Nikkita L.
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Nikkita L.
Star Sitter
$23
total per walk
5.0 out of 5 stars
21 reviews
11 repeat clients
4 years of experience
Framingham, MA, 01702

Thanks so much Nikkita for taking Winnie out while I was gone! Nikkita came to meet Winnie the night before which was awesome to put my mind at ease as a new dog owner! She has great communication and was so sweet with Winnie 💕

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

Lucy helped us out while we were on vacation in the springs. She was so thorough and loved our boys so well. If we are ever back, we will be using again!!

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Alexandria T.
Sitter Profile Image: Deirdre H.
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Deirdre H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
44 reviews
20 repeat clients
12 years of experience
Framingham, MA, 01702

Winston had a great walk and excellent care with Deirdre! She included great photos and he had the best time. Will 100% book again, trustworthy and reliable

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Julia V.
Sitter Profile Image: Hailey C.
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Hailey C.
$25
total per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Framingham, MA, 01701

Hailey has been great with Sassy! She has responded with last minute requests quickly, which we are so grateful for! We love the pictures and updates!

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Madison F.
Sitter Profile Image: Georgina H.
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Georgina H.
Star Sitter
$28
total per walk
5.0 out of 5 stars
127 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: 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: Jessica G.
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Jessica G.
$28
total per walk
5.0 out of 5 stars
50 reviews
19 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: Brittany R.
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Brittany R.
Star Sitter
$28
total per walk
5.0 out of 5 stars
144 reviews
58 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: Kianna C.
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Kianna C.
$23
total per walk
5.0 out of 5 stars
26 reviews
9 repeat clients
10 years of experience
Framingham, MA, 01702

Flexible, professional, excellent communication is Kianna’s business side. Creative, adventurous, intuitive, loving and warm is how Kianna is with our painfully shy rescue pup. Our pup Sally adores her. Kianna takes many photos of their time together ( which brightens my busy workdays!) and just took a beautiful video of the two of them - as their relationship has blossomed over the months - that I will save and cherish forever. Kianna is special! Thank you Kianna!

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Kristin B.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
$28
total per walk
5.0 out of 5 stars
18 reviews
7 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: Alyssa W.
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Alyssa W.
$20
total per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
4 years of experience
Framingham, MA, 01702

Alyssa did a great job walking my dog. This was a last minute request from my side, and she responded well. She arrived on time and was able to walk my dog around the neighborhood. She communicated well and performed services as expected. Will definitely recommend her for any dog walking services.

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Ramesh G.
Sitter Profile Image: Madeleine F.
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Madeleine F.
$17
total per walk
6 years of experience
Framingham, MA, 01702

About: I have worked as a vet tech for 4 years, and am well versed in caring for dogs and cats of all ages and degrees of health. I have also worked in shelters, and have 4 dogs of my own including 2 German Shepards, a pit-bull, and a golden, so I am comfortable about dogs of all temperaments. I am currently working with flexible hours, mostly from home. I am available most hours and can work around your schedule. I am more than happy to plan my day around the needs of your pet! I am familiar with how to introduce myself to a pet in their own environment in order to build their trust and leave them at ease. I am happy to follow any instruction on crating or other requests to ensure your pet is safe.

Sitter Profile Image: Julianna C.
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Julianna C.
Star Sitter
$43
total per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Framingham, MA, 01702

Julianna was great, she took our black lab Sophie on several walks this week and played ball with her outside despite the cold/heavy snow. She is reliable, kind and clearly comfortable with dogs.

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Greg W.
Sitter Profile Image: Stella T.
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Stella T.
$28
total per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
4 years of experience
Framingham, MA, 01702

Stella is great! She accepted a last minute request and was timely and great with my high energy dog!

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Karina W.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
$39
total per walk
5.0 out of 5 stars
29 reviews
11 repeat clients
7 years of experience
Framingham, MA, 01702

Lindsey clearly has a heart of gold and will take care of your pet as her own. She's responsive and open to coming up with a plan that works for everyone. A+

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Michael T.
Sitter Profile Image: Nathalia J.
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Nathalia J.
Star Sitter
$28
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: Eleanor G.
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Eleanor G.
$23
total per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Framingham, MA, 01701

Eleanor was great! Super detailed, timely and super caring about our dogs as they struggle with anxiety!

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Warren J.
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The median cost per walk for dog walking in Ashland is $23

Dog parents share their Rover experiences - Ashland

1 / 1
5.0 out of 5 stars

My dog Luna loves going in her walks with Georgina! She uses the commands that we have trained Luna with and is very respectful of the rules we have for Luna. We have recurring walks set up 4 days a week and some add on weekend walks. Georgina is awesome to work with!

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Candi P.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
5.0 out of 5 stars

She is awesome and is always considering my doggie’s health and safety. My dogs loved her so much and I love her updates

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Annie H.
Dog Walking
5.0 out of 5 stars

Hailey was so lovely with our girl! She is slow to warm up to new people, but took to Hailey quickly. We always appreciated the hilarious photos she captured of her personality, as well.

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Madison F.
Dog Walking
5.0 out of 5 stars

Maanya is amazing with my dog Ingrid. She does exactly the things we tell her and is very responsive always. I am glad we found her for my dog. Ingrid seems to have a good time with Maanya.

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DR. SUCHISMITA H.
Dog Walking
5.0 out of 5 stars

Kianna is so sweet! My dog liked her instantly. She is great with communication and on time. I loved the feedback on how the walk went and just a general check in on my dog. Will use Kianna’s services again!

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Maegan
Dog Walking
5.0 out of 5 stars

Deirdre is wonderful! Always on time and very professional. My dog loved his walks with Deirdre. Highly recommend!

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Eden P.
Dog Walking
5.0 out of 5 stars

Erin was so great with Finn, he immediately warmed up to her and had a great time on his walk. Will definitely book regular walks with her!

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Claudia D.
Dog Walking
5.0 out of 5 stars

Stella is great! She accepted a last minute request and was timely and great with my high energy dog!

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Karina W.
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

Nat was great! She was very professional, asking lots of good questions about our dog to help us feel comfortable with her. She was very communicative and sent lots of pictures. We would definitely use her again!

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David B.
Dog Walking
5.0 out of 5 stars

Paula is an excellent dog walker/care taker. She always treated our Rex like her own. Always attentive & thoughtful.

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Aeisha G.
Dog Walking
5.0 out of 5 stars

Abby has been absolutely wonderful with Remi. I really appreciate how communicative and responsive she is, and it’s clear how much Remi enjoys her time with her. Abby doesn’t just take her for a walk - she makes sure she’s hydrated, comfortable, gets her treats, and feels cared for. What I value most is how loving she is toward Remi. The cuddle time and attention she gives her genuinely matter, and it shows.

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Danika C.
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 - Ashland

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Sitters in Ashland average 4
repeat dog walking clients

FAQs for Dog Walking - Ashland

Frequently asked questions about Rover

The average cost for Dog Walking in Ashland on Rover is $24.42 per walk (as of July 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 July 2026, there are 11,372 sitters on Rover offering Dog Walking across Ashland. 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 Ashland. 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 Ashland.

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 Ashland. 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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