Dog Walking Chestnut Hill
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 42 pet parents in Chestnut Hill have booked dog walking
Chestnut Hill, 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%.
About: I’ve taken care of dogs since I was a young girl. Growing up, I’ve owned and been trusted to watch a wide range of pets, but I love being around dogs of all ages! I’m currently a graduate student, with classes only taking up half of my week, so I have multiple days I can devote to pet care! Usually, Thursdays/Fridays/Saturdays are my pet days. When entering your home, respect is my top priority. It’s a privilege to be let into your space, and I will respect your home and pet as if they were my own.
About: Hi! I'm a lifelong dog lover with years of hands-on experience caring for dogs of all ages and personalities. I grew up with two family dogs, spent two years walking dogs through Wag!, and now have a dog of my own who I trained myself using positive reinforcement. In addition to professional dog walking, I've also cared for the dogs of family and friends, whether that meant walks, drop-in visits, or overnight care. I understand that every dog has their own personality and routine, and I always take the time to make them feel comfortable, safe, and cared for. I know how important it is to trust someone with your pet, and I treat every dog as if they were my own. Whether your pup needs an energetic walk, plenty of playtime, or just some extra love and attention while you're away, I'm committed to providing dependable, compassionate care and keeping you updated along the way. I have a flexible schedule and do my best to accommodate my clients' needs whenever possible. I understand how important consistency is for dogs, so I'm committed to being reliable, punctual, and communicating clearly if anything comes up. Whether your pup needs a midday walk or regular weekly visits, I'll make sure they receive the care and attention they deserve. Your dog's safety and comfort are always my top priorities. I take the time to learn each dog's routine, personality, and any special instructions before every visit. During walks, I stay alert to our surroundings, use secure leash handling, and make sure your pup gets plenty of exercise while staying safe. I'll also send photo updates so you can feel confident your dog is happy and well cared for.
“Kiril was very conscientious and communicative. I really appreciated his reports and photos! He arrived at my house at precisely the time we had agreed on which I really appreciated. I will definitely be requesting to use him again”
About: I’m a lifelong animal lover and have been caring for cats and dogs on Rover for about three years. I also shared my life with a beautiful cat for 16 years, and through her health challenges, I learned a lot about patience, empathy, and attentive care. I believe the key to connecting with animals is to respect and appreciate them in a gentle, thoughtful way, that’s what allows me to build real trust and closeness with them. I am a graduate student with relatively flexible schedules. I will be available during day times when I am not having classes and most of the nights. I can offer cat sitting, giving food and medicine, socialization, cleaning the litter, etc. I can also walk, groom and give food to small and medium sized dogs.
“Zilalai is so great with my large husky! She learned the commands he knows and uses them for him. This helps us so much, and him, with sticking with routine. It’s a breath of fresh air to have Zilalai!”
“Stuart is great to work with, I’d highly recommend him for any of your dog walking or other care needs. He is a clear communicator, proactive with updates, and flexible with scheduling…plus our dog loves him!”
About: I’ve been caring for pets and animals since as far back as I can remember! Once I got my very own pets (a dog and two cats) outside of my family home, it became a whole new world of understanding what it takes to train and care for fur babies. My sweet Aussie, Poppy, like most, is high-energy and anxious, but getting her at just 8 weeks old gave me the opportunity to dive into the world of dog behaviorism and training. She has come leaps and bounds from the over-excited, reactive pup she was, and the work that goes into helping a dog feel more calm and confident in the world means a lot to me. I've worked with dog trainers and have researched for countless hours to understand how and why dogs and cats behave the way they do to give my own the best lives possible, and I would love to take the same care with your own fur baby! I have a flexible WFH schedule on Mondays and Thursdays, as well as weekend availability, that gives me the opportunity to fit in extra walks / visits with new fur babies! I'm comfortable administering medication, crating dogs, cleaning litter boxes, etc. as needed! If it has to do with the day-to-day for cats or dogs, it's all good with me! I do appreciate detailed instructions to make sure that I take the best possible care to follow the routines you already have in place with your pets :)
“Wendy’s great with Bebe! I love that she can always accommodate my last-minute requests. She has walked Bebe a few times, and Bebe always has a great time with her. Wendy always makes sure she’s okay after the walk and feeds her if needed. I really appreciate how reliable and caring she is!”
“Kristen was absolutely terrific. Our old dog has to spend long days alone when we are at work and Kristen came to visit her for walks and friendship while we were gone. She always sent wonderful updates about their adventures and was clearly very sweet to our old girl in addition to getting her some exercise. She even brought her a toy and left us a sweet card. I can't say enough about Kristen and how much we appreciated her. I can enthusiastically recommend her to anyone who wants peace of mind knowing that their pet will be well loved and cared for.”
About: As a lifelong pet lover and daughter of a vet tech, I have lots of experience spending time with and caring for cats and dogs of all ages. All through my life my family has had pets and we often fostered animals, especially kittens and puppies, at my home. As I renter I haven’t been able to have dogs of my own since moving out of my family’s house. Our dogs are the highlight of visiting home and I would love the opportunity to care for your dogs while you are away! I work from home during the day with a very flexible schedule. I could make some visits in the mornings, but I am mostly available in the evenings during the week and all day Friday - Sunday. I might have more time around the holidays, as well. I can also housesit if I have notice since I can work from anywhere. I’m not able to host any pets at my home due to having my own spicy kitties, but I’m happy to housesit or do drop in visits or walks. Let me know what you are looking for and I’m happy to help!
About: I’ve grown up caring for pets, including dogs, cats, and hamsters, so being around animals has always been a big part of my life. What sets me apart is how much attention I give to making each pet feel comfortable, safe, and genuinely cared for. I know every pet has their own personality and routine, so I take the time to learn what makes them happiest—whether that’s lots of playtime, long walks, cuddles, or simply having someone nearby. I’ll treat your pet like they’re my own and make sure they get plenty of love and attention while you’re away. I’m also happy to send regular photos and updates so you can relax knowing your pet is happy and in good hands. My goal is for you to come home to a pet who feels just as loved and cared for as when you left! 🐾❤️ I’m currently a student, which gives me a flexible schedule and plenty of availability between classes and during breaks. I’m able to plan my day around walks, feeding, playtime, check-ins, and other pet care needs, and I’m happy to work with each owner’s preferred routine. I make sure pets feel safe, comfortable, and cared for by following their normal routines and any instructions provided by their owner. I keep their environment clean and secure, provide plenty of attention and playtime, and make sure they have fresh food and water. I also pay close attention to their behavior and communicate with owners regularly so they know their pet is happy and safe.
About: I love pets! I’ve been taking care of animals since I was a kid, but I got my own dog 5 years ago. I raised my dog since he was a baby, and have trained him. I also have experience walking and feeding neighborhood animals, taking care of all breeds and sizes, and I am great at following instructions. I will make sure your dog is loved and taken care of as if it was my own. I am a recent college graduate who just finished an internship. During the last few months I have helped a housemate with taking care of their dog by walking and feeding him, and I fell in love. Living out of my home state I miss my own dog, Bobby, a lot, but by helping out other pet owners I feel better. My schedule is incredibly flexible and I am willing to adjust based on you and your pet’s needs. Whether it be a walk, play time, or just cuddling on the couch, I will make sure your pet is loved and taken care of during my time with them! I have had my own dog for 5 years and he operates well on a scheduled routine. When caring for other dogs I typically like to follow the instructions of the owner. I also understand that sometimes pets can have a lot of energy and I am always willing to match whatever vibe they have.
“Diane is always attentive to our dog’s needs and is good at communicating how our dog has behaved during the walk. It’s so nice to know how my dog is when I’m not around. I highly recommend Diane.”
“Andreas warmed up to her immediately and loves his daily walk with Nhu Theiu! She’s also very responsive, communicative and reliable every time I’ve needed her. Can’t recommend her enough!”
About: We are a stay-at-home family of lifelong dog lovers, and caring for animals has always been a huge part of our lives. Dogs have been a cherished part of our family for the past 16 years, and our experience has taught us just how much joy, companionship, and unconditional love they bring. We truly enjoy caring for animals and understand how important it is to know your pet is safe, comfortable, and loved when you're away. We treat every pet as if they were our own family member, giving them plenty of attention, affection, exercise, and personalized care. Whether your pet loves playtime, cuddles, walks, or simply having someone nearby, we're committed to making them feel right at home.
“Really excellent, did everything we asked and arrived right on time. Super professional and great energy for meeting and taking care of dogs she's never met. Will definitely be using her services again!”
“Maegan took such good care of our pup! She was sick this week, and we were devastated to have to leave her. But Maegan was sweet to her and made us feel so much better. We really appreciate her!!!”
About: Hi there! I’ve been caring for animals my whole life—dogs, cats, bunnies, fish… you name it! Growing up as the go-to pet sitter in my New Hampshire hometown, I’ve had the joy of looking after pets of all kinds, ages, sizes, and personalities. Now based in Boston, I’m excited to connect with new furry friends and provide them with the same love and attention I’d give my own. I’m patient, responsible, and truly passionate about animals. Whether your pet needs a walk, a cuddle buddy, or just someone to keep them company while you’re away, I’m here to help! Let’s make your pet’s day a little brighter! I’m currently a graduate student, with most of my classes and commitments happening Monday through Wednesday. That means I’m wide open Thursday through Sunday to spend quality time with your pets! I also have flexibility throughout the week, so if you need a quick drop-in or walk outside of those days, just reach out—I’m happy to make it work! My experience caring for pets has taught me that safety always comes first. Whether we’re at home or out for a walk, I’m always mindful of the little things that make a big difference—double-checking that doors are secure, food is stored safely, leashes are properly fastened, and any potential hazards are out of reach. Your pet’s well-being is my top priority every step of the way.
About: Long-term animal owner, I responsible, caring, pay close attention to detail, I like to establish trust and mutual respect with animals, with being attentive to their needs, and responding accordingly, but not spoiling! I'm newly relocated to Boston after graduate school, looking for jobs in research and science, so I have plenty of time to care for pets. Keeping my rates low because I will prefer house sits: pet care in exchange for accommodation, as I'm also looking for apartments in the area, so getting to know different areas of Boston is a huge plus! I'm newly relocated to Boston after graduate school, looking for jobs in research and science, so I have plenty of time to care for pets. Keeping my rates low because I will prefer house sits: pet care in exchange for accommodation, as I'm also looking for apartments in the area, so getting to know different areas of Boston is a huge plus!
The median cost per walk for dog walking in Chestnut Hill is $24
Dog parents share their Rover experiences - Chestnut Hill
I cannot say enough good things about Roshni ! When my regular dog walker broke her leg, I needed a last-minute dog walker, and Roshni graciously stepped in. From the start, the communication was great. I received prompt updates and photos that gave me peace of mind while I was away. From the pics, it was clear that Roshni bonded with Betsy and my pup was relaxed, and happy when I returned. Roshni is reliable, professional, and wonderful with dogs!
Priscilla is reliable, kind, and a great communicator. She even went above and beyond when my dog Milo ended up with a tummy ache while in her care. I loved all the pictures she sent and felt at ease knowing Milo was in good hands. I would definitely hire her again!
Wendy’s great with Bebe! I love that she can always accommodate my last-minute requests. She has walked Bebe a few times, and Bebe always has a great time with her. Wendy always makes sure she’s okay after the walk and feeds her if needed. I really appreciate how reliable and caring she is!
Susie saved us for last minute walks with my partner’s broken leg and me out of town for work. She was so patient to meet tulip, who’s been protective of the home with partner injury barking at strangers entering our home. She knelt down and calmly waited for tulip to settle and then did some tricks/commands before taking her out to walk to develop trust in tulip. Thanks !
I’m so happy we found Jeremy to care for our dog! He is attentive and very communicative. I also loved that he thinks ahead of time. For example knowing it would rain he asked us to leave a towel to dry Jackson knowing he would get wet. We’ll definitely ask for his services again!
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?
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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.
Meet local walkers who will treat your dogs like family
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
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Popular requests for dog walking - Chestnut Hill
Select a filter and find qualifying sitters offering dog walking.Sitters in Chestnut Hill average 3 repeat dog walking clients
FAQs for Dog Walking - Chestnut Hill
Frequently asked questions about Rover
The average cost for Dog Walking in Chestnut Hill on Rover is $22.2 per walk (as of August 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 August 2026, there are 11,113 sitters on Rover offering Dog Walking across Chestnut Hill. 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 Chestnut Hill. 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 Chestnut Hill.
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 Chestnut Hill. On Rover:
- 90% of walkers can help with special care needs
- 95% can help with giving oral medications or injections
- 97% 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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