Dog Walking Ashland
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 95 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%.
“Dee has been a great dog walker for Rex. She always takes him on nice, long walks. Which he loves! She provides detailed reports with plenty of photos. Very happy with her service!”
“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!”
“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!”
About: I have had dogs my whole life. I have taken care of all of my dogs since I can remember, but have also dogsitted for other peoples dogs as well. I am very energetic so I love to play, take dogs on walks, and meet to any of their needs! I am currently a full time student at Framingham State University, but I am able to have my car on campus, I have breaks throughout the day and early ending classes, so I am able to be flexible! I am unable to have pets come to my home, as I live in a dorm, but I am fine with an overnight stay on the dates I am available.
“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!”
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!
“Theresa was great with Finn! She was very responsive in coordinating the meet and greet and the walk, and Finn warmed up to her right away! Looking forward to scheduling more walks :)”
“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!”
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.
About: I have been walking dogs and pet sitting in the Metrowest now for about two years. Prior to that , I raised two large, mixed-breed dogs in the White Mountains of New Hampshire. I have stellar references from many happy customers. I also enjoy photographing your pet and providing you with these pictures at no cost. As a former teacher, I am loving, patient and kind and utilize my teaching skills to help me communicate with animals as well as support basic training goals. The pet sitting fee covers a 24 hour period of which I am totally committed to your “baby.” I may leave the home for an hour or two to do one other dog walk, or pick up some groceries, but I would not be away from your dog for more than three hours max, or less as determined by a discussion with pet parents. If your dog needs less time, opening up my availability to add additional walks, I would consider lowering the fee. This would be determined on a case by case basis and after a discussion with the dog parents. Pet Sitting in the pet’s home provides animals with the comfort and security of following their daily routine and remaining in a secure and familiar environment, thus alleviating any anxiety they might suffer from your absence.
About: I've grown up around dogs and cats my whole life. I have cared for pets while friends/family were away and enjoy doing so. I love spending time with animals. At the moment I am part time and have my daughter. My schedule is very open. Even on my work days I am free the first half of the day. However you want them taken care of is how I will do so. Always with love and kindness. I see my pets as my family.
“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!”
About: I recently lost my beloved 13 year-old Lab, Lucy, who was a very special part of my family. Caring for her throughout her life gave me experience with dogs at every stage, from puppyhood through their senior years. I understand how important it is to provide each dog with patience, love, attention, and care tailored to their individual needs. I recently retired and am home every day, so I’m able to give your pet plenty of attention, care, and companionship. I’m happy to care for your dog in my home or yours and I’m available for both short-term and longer stays to provide a comfortable, loving, and stress-free experience for your pet. I currently work majority of days from home. I am available early mornings and evenings for walks and drop ins . i also am availability for day care and overnights weekdays and weekends. Looking forward to meeting your furry family member! 🐶💕 I am very loving and cautious with any pet i would treat your animal like my own and since i have my own lab who is 12 . I take excellent care of her
About: With over 20 years of experience caring for a wide variety of dog breeds both personally and professionally. I bring deep knowledge, patience, and heartfelt dedication to every pup I meet. My love for dogs runs deep, and I always strive to make each one feel safe, loved, and truly at home. Whether it's energetic playtime, long walks, or cozy cuddle sessions, I tailor my care to each dog’s unique needs and personality. Your furry family member will be treated like one of my own with compassion, consistency, and lots of belly rubs! Providing the best care possible isn’t just my job, it’s my passion and my priority. I currently work from home, which allows me to give dogs plenty of time, attention, and care throughout the day. I’m also supported by my two mature and responsible children, who have hands-on experience with dog-sitting, walking, and even cat care. They fully understand the responsibilities that come with caring for animals and love being involved. With our home full of warmth and care, your pet will feel like part of the family. We live in a wonderful, dog-friendly neighborhood that’s known as one of the safest in Massachusetts. Our area is peaceful, welcoming, and perfect for regular walks, with nearby dog parks and friendly neighbors. I have all the necessary dog-walking supplies on hand, and as an active, athletic family, we love spending time outdoors. Your dog will enjoy plenty of fresh air, exercise, and outdoor play always in a safe and stimulating environment.
About: We have taken care of our dog for 4 years. “Loving care, safe play, because your pet deserves the best every day. We have a 4 year old labradoodle who is very friendly and playful. Most of the days I work from home, easier for us to care for your furry friend. Have a big unfenced yard and plenty of pathway for long walks I have a big unfenced yard and a big deck and patio and we have a four year old labradoodle who can give company to your furbaby
“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!”
The median cost per walk for dog walking in Ashland is $25
Dog parents share their Rover experiences - Ashland
I have three dogs ages 14, 4 and 2 with the 2 year old needing special care since she can be aggressive when she firs meets someone. Both being dog trainers, in the past, they both understand how the 2 year old needs to be handled. In addition they are very patient with the 14 year old as she tend to move slower due to her age. I feel very lucky to have found them to walk my dogs
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!
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.
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!
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.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Ashland
Select a filter and find qualifying sitters offering dog walking.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 is $27 per walk as of November 2026. Most bookings cost between $13 and $33 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 November 2026, there are 11,024 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 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 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 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 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:
- 85% of walkers can help with special care needs
- 89% 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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