Dog Walking Ashland

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

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Over 102
pet parents in Ashland have booked dog walking

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%.

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

“Dee saved my bacon. After being left with necessary dog care for a last minute need, she kindly fit in a meet and greet with my precious pup. This is my child. My dog means very much to me. And it was plainly evident that my pup was extremely comfortable when she first met Dee…my dog brought one of her favorite toys to her. By all intents, Dee’s visit with my pup went very well and I did not worry about my dog the entire time I was away from home. She communicated with me to let me know that she was running a little bit late and would be there five minutes after the agreed-upon time which I thought was far above and beyond what I would expect. I trust my dogs assessment of people better than I trust my own. Anybody’s fuzzy children are in good hands with Dee.”

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Sabrina B.
Sitter Profile Image: Jaycee & James B.
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Jaycee & James B.
$34
total per walk
5.0 out of 5 stars
• 9 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: Brittany R.
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Brittany R.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 185 reviews
67 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: Madeleine F.
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Madeleine F.
Star Sitter
$28
total per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
6 years of experience
Framingham, MA, 01702

“Maddie was amazing with our anxious girl! Was a relief to have her walk Jane while I was gone 💕”

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Madison M.
Sitter Profile Image: Sarah A.
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Sarah A.
$28
total per walk
30 years of experience
Ashland, MA, 01721

About: I’ve taken care of dogs and cats since I was 14 years old. I’ve had both large and small dogs, and have trained puppies and taken care of senior cats and dogs. My friends and family refer to me as a “Disney princess” because of how well animals respond to me. I work from home, but cannot board in my home. That being said, my equipment is portable, which means I am able to stay at your home to give your pets a constant presence if needed. It also allows me some flexibility in visiting times. I am capable of crating dogs if needed, maintaining puppy training, and walking all sizes and temperaments. For cats I ensure fresh food, water, and litter daily, as well as some pets and scritches if they accept them (we all know how picky cats can be!)

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: Robin G.
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Robin G.
$16
total per walk
20 years of experience
Hopkinton, MA, 01748

About: I’ve been an animal lover my entire life! I grew up with dogs and cats, and currently have a 4-year-old black cat named Mavis, who loves belly rubs, attention, and treats. I’m comfortable caring for all types of animals and pets with different personalities, routines, and needs. I’m happy to help with feeding and fresh water, walks, bathroom breaks, litter box cleaning, playtime and exercise, basic grooming, medications when appropriate, and lots of love and attention. I’m also happy to send regular photos and updates while you’re away! I nanny part-time, so I have pretty open and flexible availability for pet sitting, drop-ins, walks, and longer visits. I’m responsible, patient, dependable, and very attentive to routines and instructions. I know how important it is to have someone you trust caring for your pets, and I’ll always treat them like they’re my own! I nanny part-time, so my schedule is very flexible and leaves me with plenty of availability throughout the week for pet care. I’m able to work pet sitting, walks, feeding, playtime, and drop-in visits into my daily routine pretty easily. I also have a cat of my own, so caring for animals is already a natural part of my everyday life! I always try to keep pets as close to their normal routine as possible so they feel safe and comfortable while their owners are away. In a client’s home, I carefully follow all instructions for feeding, walks, bathroom breaks, litter boxes, playtime, medications if needed, and any other parts of their normal routine. I make sure they get plenty of attention, exercise, and affection based on their personality and comfort level. I’m also respectful of my clients’ homes and am happy to send pictures and updates so you can feel comfortable knowing your pet is happy and well cared for!

Sitter Profile Image: Bo & Xiaosong C.
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Bo & Xiaosong C.
Star Sitter
$38
total per walk
5.0 out of 5 stars
• 67 reviews
22 repeat clients
2 years of experience
Natick, MA, 01760

“Responded to a last-minute request and provided prompt response to questions. She was also willing to meet my pup before walking. Showed up on time and was very sweet and patient with my little princess Vizsla!”

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Benjamin B.
Sitter Profile Image: Hailey C.
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Hailey C.
$38
total per walk
5.0 out of 5 stars
• 10 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: Adam B.
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Adam B.
$39
total per walk
5 years of experience
Framingham, MA, 01702

About: I’ve had dogs for a majority of my life. I specialize in dogs that pull, are reactive, or have trouble walking on a leash. I do pet care and dog walking full-time, so I am very dedicated to providing the best care to your animal. I am available whenever needed and love to go above and beyond for your animal. I tried to provide the same care for your animal that you would. Providing meals and walks at the same frequency and time as there usual routine.

Sitter Profile Image: Alicia S.
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Alicia S.
$73
total per walk
10 years of experience
Ashland, MA, 01721

About: I’ve taken care of animals since I was 12 years old. I’m passionate about animals. I prioritize their needs, and well being. I’m experienced in beginners dog training, grooming, and dispensing medications when needed. I’m available to cater to your pets needs weekdays and weekends. I can always accommodate my schedule to my clients needs if needed. Keeping your pets happy and active is my main focus. I own two dogs and two cats. I enjoy taking my dogs for long walks in wooded areas, dog parks and in the neighborhood. I plan to give my clients pets the attention they require while their owners are away.

Sitter Profile Image: Avery G.
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Avery G.
$34
total per walk
10 years of experience
Ashland, MA, 01721

About: I am a reliable dog sitter with lifelong caring experience for dogs. I grew up with two dogs, so I understand routines, behavior, and different personalities. I’m comfortable with all kinds of dogs and will always provide loving attention and care. I treat every dog like my own and will keep owners always updated. I work part-time at a restaurant, which gives me a flexible schedule with strong availability on weekday mornings and early afternoons for fun time with your Pup/Dog! I will prioritize safety by following your dogs routine, keeping your environment secure and giving them needed and loving attention and care at all times!

Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 23 reviews
16 repeat clients
30 years of experience
Marlborough, MA, 01752

About: I have had animals in my life all my life. I am comfortable working with dogs, cats, and small animals. I have also worked with animals that have special needs, specifically related to senior care. I am capable of giving meds and shots to animals. I currently work part-time for myself so I'm able to schedule around your animal's needs. I am able to walk animals up to three times today. The most important thing for an animal is to feel safe while it's owners are away. I am here to follow any routines that your pet already has to maintain a sense of security and calm.

Sitter Profile Image: Gabryella R.
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Gabryella R.
$28
total per walk
10 years of experience
Framingham, MA, 01702

About: Hi there! My name is Gabby. From caring for baby birds that have fallen from their nest to taking in runaway pups and reuniting them with their owners, I have always shared a soft spot for animals. I have had plenty of experience babysitting pets, especially puppies, over the last few years. I will undoubtedly treat, care, and adore your beloved pets as if it were my own. Im often out and about going on walks myself and enjoying the fresh air regardless of the weather, so some company would just be marvelous! I can’t wait to meet you and your sweet pup :) I have a part-time remote job, so I have plenty of time to play and take care of your lovely pets! I don’t have any commitments throughout the day so I’m am often available throughout the week, if needed. My house includes a fenced in a years for your furry friend’s enjoyment! I don’t have any pets at the moment so there’s no need to worry if your pet is often uncomfortable with others; however, if they enjoy a lot of company it would be my absolute pleasure as I love to give cuddles and attention all day long.

Sitter Profile Image: Stella R.
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Stella R.
$28
total per walk
5.0 out of 5 stars
• 13 reviews
3 repeat clients
8 years of experience
Hopkinton, MA, 01748

“Stella is a lovely young woman and her warmth and enthusiasm toward our pup was heartening! We hope that when we move to our new town, in a few months, that she can walk Misty regularly!”

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Joan K.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$34
total per walk
5.0 out of 5 stars
• 65 reviews
28 repeat clients
6 years of experience
Dover, MA, 02030

“We’re so grateful for the care Monty received during Sam’s visits while he was recovering from surgery. She provided patience, TLC, and close attention to his medical needs. We couldn’t recommend her more highly, especially for pets needing extra care.”

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Siga R.
Sitter Profile Image: Thomas & Amy F.
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Thomas & Amy F.
Star Sitter
$32
total per walk
5.0 out of 5 stars
• 23 reviews
3 repeat clients
22 years of experience
Hopkinton, MA, 01748

About: 3 sitters for the price of one! Long time dog trainers with big, open hearts & an open home for your fur baby, while you're out of town. We would be honored to be chosen to care for your beloved pets. We have been dog owners for over 2 decades and know how special that bond is. At the moment, our family doesn't have any dogs of our own, but our home is open to yours! Our entire family is very hands on when caring for your babies. Our guests are never alone, constantly have access to our fenced in property. We run a professional dog training service for young puppies and those stubborn and aggressive breeds, as well as regular work out sessions and grooming services !! We provide constant text & picture updates, as well as FaceTime and are available 24/7 for support. NO BREED IS TOO BIG or too small Please feel free to ask any and all questions, we look forward to hearing from you! (NOVEMBER & DECEMBER dates are booking fast!) We work from home so we're always around and would love to include your babies in our everyday life. We've been boarding for many years and are very comfortable with any breed. We care for them as if they're our very own kids. You can find kennels aplenty but your babies couldn't possibly feel more at home, than when they're with us!

Sitter Profile Image: Paul B.
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Paul B.
$27
total per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Natick, MA, 01760

About: I’ve grown up around pets and animals and am very comfortable with them. I raised a lab when I was a teenager and love cats too. Currently available any day and time. All weekdays are available and I’m usually free on the weekends. Happy to help take care of the pets I am very patient and like to play with the pets. I want to make sure they have enrichment and exercise time. I am great with cats and dogs

Sitter Profile Image: Caroline G.
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Caroline G.
$23
total per walk
5.0 out of 5 stars
• 26 reviews
13 repeat clients
20 years of experience
Westborough, MA, 01581

“We originally asked Caroline if she could walk and feed our two dogs as we were planning to a long day trip. However, we woke up to find our oldest dog not doing very well. It turned out that he had cancer and that we would have to put him down. It was a long agonizing day trying of running tests and considering options before finally deciding that the most humane treatment would be to euthanize. Through all this, we are thankful to Caroline who took care of our remaining fur children--a dog and a cat. It was a great relief to not have to think or worry about them so we could focus on our oldest dog in his time of need.”

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Chris P.
Sitter Profile Image: Kim K.
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Kim K.
$34
total per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
1 year of experience
Marlborough, MA, 01752

About: I just left my job after many many years. I worked in the addiction recovery sector. I have found myself still having so much in my heart to give I am retired and home so while I am babysitting your fur baby I will be sure to schedule things remotely. That way he or she will get the attention they need while you are away I take dogs on a walk regularly on a leash. Also, there is lots and lots of love to go around here for your fur baby while yo are away.

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

Dog parents share their Rover experiences - Ashland

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5.0 out of 5 stars

Nikkita walked my 2 frenchies bi-weekly for the entire summer and was SO wonderful! She was responsive and flexible with schedule changes and coordination. She was so good with my pups THEY LOVED HER. She left the sweetest parting gift when she left us to go back to school. So thoughtful and kind!

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Annie H.
Dog Walking
5.0 out of 5 stars

Deirdre is great with my dog Leo. She’s also great with communicating about how her time with my dog was. I highly recommend her to anyone needing their dog to be taken care of.

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Todd G.
Dog Walking
5.0 out of 5 stars

Hailey provided great care for my two Boston terrier. On the first day there was trouble with access to my apartment due to my leasing office being closed. Hailey stuck with it & waited till I could get home to let her in to take care of pups. She’s a great communicator. 10/10 would recommend & would ask for help in the future.

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Andrew S.
Dog Walking
5.0 out of 5 stars

Kianna was great with Finn! He immediately warmed up to her and had a great time on their walk. Will definitely book again :)

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Claudia D.
Dog Walking
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

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

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
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How to book dog walking

  1. 1. Search

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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 of Dog Walking in Ashland on Rover is $27 per walk as of October 2026. Most bookings cost between $7 and $31 per walk. 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 11,093 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 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 , 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 Ashland 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 , 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 .

Yes, you can find walkers who have experience with handling special pet needs in Ashland. 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 .

walkers on Rover set their own , 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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