Dog Walking Chestnut Hill
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 52 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: You can rest easy with your animals in my care. I've spent years studying animal health, behavior, and nutrition, and I'm trained on basic animal first aid. I've petsit dogs, cats, rodents, birds, reptiles, and even crabs! I am flexible and communicative and willing to work. Please reach out - I can't wait to meet you and your pets! I currently have an open schedule with flexibility for pet care throughout the day. I start my day around 6am, so feel free to reach out for early-morning needs! I recently moved to the area and my apartment does not allow pets (except my guinea pigs, luckily!), so I currently only offer house visits. I will always respect your home, space, and pets. Let me know of any special accommodations or anything else in the house that might require my attention.
About: My family has always kept animals-horses, cats, dogs, and anyone else who needs a home. I love animals of all kinds and am a pet owner myself, so I understand the importance of providing quality care to your animal. I am a full-time graduate student with primarily evening classes, so I have lots of flexibility to take care of your pet(s)! I am available on the weekends for overnight stays and can be available during the week as well. Your pets safety and happiness always comes first. From providing care that suits your animals unique personality, to ensuring safety , I do everything I can to keep your pet happy and safe.
“Zilalai goes above and beyond to provide love and care for our Husky. She is so accommodating and flexible with our needs and requests and we always feel so confident and relaxed with our dog in her care. We are so grateful for her!”
“Alexander was absolutely amazing with our two large dogs. They enjoyed all of the walks that he took them on and he was always on time and made sure to send us pictures. Can’t recommend him enough.”
About: Proud dog-owner for the past three years! Grew up in a house cosplaying as a petting zoo- cats, frogs, dogs, hamsters, you name it! Extremely flexible, willing to adapt, and excited to get to know your pets! Just a teacher trying to make enough money to have a career of not making enough money #fortheloveofthegame I currently teach full-time, so evenings and weekends provide the most availability. However, with summer around the corner, my availability will be expanding! After mid-May, I will have availability from 3:30 PM onwards. I currently live in an apartment in West Harlem with my 4-year old mutt. She warms up to most doggos, but an intro would be necessary! The apartment is near multiple parks, and I am located in a walkable area.
About: I’ve taken care of dogs of all sizes since I was 16 years old. I’ve worked with a range of young dogs to senior dogs. Taking them on walks and playing with them for extended periods of time. I am currently not working a full-time job, but I am looking for part-time careers. As of right now I have a wide open schedule to care for pets. I would not take on a job that would not give me plenty of time to care for and entertain any animals under my care. I have plenty of experience with crating animals when not in the home. As well as having animals on a leash at all times that they are not in the home and the area is not fenced in. My cat at home is an indoor cat, except for the occasional time she gets in her “Catio” outside under supervision.
About: I grew up with two English Setters and cared for them from their puppy years through their senior stages, giving me hands-on experience with dogs of all ages. I’ve also dog-sat many times for friends and neighbors and have experience walking multiple dogs at once, safely and confidently. I truly love animals and take pride in providing attentive, reliable, and loving care treating every pet like my own! I work a 9 to 5, so anytime before 9 AM, during lunchtime, and anytime after 5 PM, I am available. Weekends I typically am available all day long! I’ll treat your dog like they’re my own! I’ll always follow any instructions you have for walks, feeding, routines, or anything else they need. I’ll make sure they’re safe, comfortable, and well cared for while they’re with me. I also know how important it is to trust someone with your pet, so I’ll keep you updated and make sure they get plenty of attention and care!
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 :)
About: I’ve grown up around dogs and have always enjoyed being around them. While I’m new to professional pet sitting, I’ve cared for friends’ dogs and am confident with walks, feeding, playtime, and maintaining their usual routines. I also have extensive professional experience as a teacher of young children, which has developed my patience, responsibility, and ability to follow structured routines. I believe these are all caregiving skills that translate well to caring for pets, as well as having a professional attitude while doing it. I will care for your pet as I would any small being in my care and am happy to provide regular updates and photos for peace of mind! As for right now, I am between jobs and looking for extra cash, which gives me a very flexible schedule and allows me to dedicate plenty of time and attention to your pet. When caring for a pet in the clients home, I would treat their space with the same respect and care I would want someone to show my own home. I will follow any instructions you leave closely, and respect your space as I would want mine to be. I also understand that inviting a new person into your home can feel stressful! Not only because of your pet, but because of your personal space as well. I want you to feel completely comfortable while you’re away, and I will do everything I can to earn and maintain your trust through clear communication and respect!
“Nicholas was great with our very energetic, high-maintenance pup! He was very accommodating to a last minute request and I could tell Hazel was tired out after their walks together!!”
“Diane helped us with a weekend of dog walking, for our 10 year old cocker spaniel. He has separation anxiety but warmed up to Diane quickly during our meeting and greet. We could tell from her photos that he was happy and in great care. Since he doesn't like long walks, Diane also spent some quality time playing with him and his two cat brothers. Absolutely would book her again when we travel.”
“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! We’re a stay-at-home family of lifelong dog lovers, and dogs have been a cherished part of our family for the past 16 years. We genuinely love having dogs around and know how important it is to feel comfortable leaving your pup with someone you trust. Because we’re home most of the day, your dog will get plenty of attention, companionship, walks, and playtime. We’re happy to follow your dog’s usual routine and accommodate their individual needs and personality. Whether your pup loves playing, going for walks, cuddling, or simply relaxing nearby, we’ll make sure they feel right at home. We’ll treat your dog like one of our own and send regular photos and updates so you know they’re happy and well cared for. We’d love to welcome your furry family member into our home!
About: Howdy! My name is Natalie and any dog I've met I have loved like my own. Growing up I had my fluffy 90lb Labradoodle and two sweet guinea pigs. Aside from my own pup, neighbors, friends, and family have relied on me to walk and feed their dogs and care for their cats. I currently have a full time job where I have to go into the office Monday-Thursday but an available for walks and drop-in on Friday, Saturday, and Sunday. I live in a small apartment in Brighton MA across the street from a wonderful reservoir and less than a mile away from several parks! I am a very active person so would be a great host for an athletic or active dog! However, if your dog is less active, I can easily bring my activity level to where your dog is happy and comfortable. I allow pets on my bed and couch, unless you prefer them not to.
About: My family has owned dogs all my life. All of them have been shelties, so I know how to care for energetic dogs. I helped take care of our senior dog Misha, who passed at 17 years old. I also helped train and care for our two puppies Sadie and Ollie. Sadie has anxiety problems, and I’ve had plenty of experience getting her to take medications. She also had to get surgery to remove her tail, and I was her primary care giver during her recovery, including administering medication and cleaning the site. Now that I’ve moved away from home for college, I don’t get to see my dogs much anymore, and would love to care for yours! I’ve also had experience caring for cats, even though I’ve never personally owned any. My best friend used to have 6 cats and I always took care of them when they’d go on vacations, including administering meds, feeding, cleaning litter boxes, and playing. I’m currently working part time and am a student at CU, so I have time to take dogs on walks or drop in to check on them and let them outside. In the summer, my schedule will open up and I’ll be able to pet sit for longer times while you go on vacation! I feel safe around all sorts of dogs, including big ones. I’m not able to have pets in my apartment, but I will provide them with the highest level of care in your home! I will take them on long walks around the neighborhood or to parks.
About: I grew up with animals. Dogs and cats specifically have always been apart of my life. I am able to keep up with with the youngest peppy puppy or slow down to meet the pace of a senior dog. I am not fazed by much and happy to provide the same love and care that you would give to your animal. I am a freelancer with a very flexible schedule. I have the ability to work with you on potential last minute needs and care for your pets. I am very comfortable caring for animals weather it be a quick check at the home ot in an more outdoor adventure. My goal is to give your animal the care they care they need in the environment that works best for you and them.
About: I absolutely love animals. I grew up with a cat before my family adopted a senior dog and got a puppy. I’m able to administer medication to pets, as we did that with our senior dog, but have also cared for our (no longer) puppy his entire life. I helped train him and helped him understand fetch, which he now loves. Additionally, I often cared for my grandma’s cat both when she couldn’t and just because I love her cat. I’m currently in grad school and intern a few days a week, however I am free for at least some period of time every day of the week! I’m available Monday and Friday evenings after 5pm, Tuesday and Thursday evenings after 6:30pm, Wednesdays all day until 5pm, and all day on both weekend days. In someone’s home, I’m always respectful of their limits with their pets. If at a friend’s, I always make sure to ask whether it’s okay if their pet can be on the couch, given a treat, etc.
The median cost per walk for dog walking in Chestnut Hill is $25
Dog parents share their Rover experiences - Chestnut Hill
Kristen was really great with our dog. The information she provided, via walk description and photos, was reassuring, and she went above and beyond bringing some homemade food when our dog was a bit too nervous from our absence to eat. It's good to know we have someone we can trust, the next time we need help!
We love Bryana, she’s very responsive and flexible with scheduling Cali’s weekly walks. Cali is a senior girl and Bryana gives her the extra love and care she needs! She makes sure Cali gets all of the sniffs in during their walk as well as walking at whatever pace Cali needs that day. I HIGHLY recommend Bryana for any pet care needs!!
Kayla was kind and communicative! She stayed with my pup while I went to an appointment outside of our neighborhood. She was so warm and friendly, and I immediately felt safe leaving my dog with her. I am so grateful and wish we lived closer so our dog could spend time with Kayla again!
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!
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.
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
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
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 September 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 September 2026, there are 10,952 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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