Dog Walking Chestnut Hill
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 66 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: 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: 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 so my schedule is a bit weird, but I am always happy to work something out! I’m generally available for walks/drop ins Monday and Friday at 5pm, Tuesday after 6pm, Wednesday before 5:30pm, Thursday both between 11am and 1pm as well as after 6:30pm, and all day on the weekends. Please just message me and I’d be happy to find a time that works! 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.
About: I have taken care of pets my entire life! I am lucky to have cared for pets across their entire lives, from puppy/kitten to lovely senior pets. I am currently volunteering at a cat shelter in Boston and would love to bring that experience to your pets. I love pets of all shapes and sizes, but I absolutely adore caring for big dogs and shy cats. I volunteer at a cat shelter in Boston three days a week, but I am otherwise free all throughout weekdays to look after your pets! I am happy to do morning or midday visits to take special care of your pets. I think it is incredibly important that caring for pets does not disrupt their regular habits or schedule! It's so important to gain the trust of people's pets in order to properly care for them, and so I will do everything I can to make sure that your pets feel safe and comfortable while I make sure their needs are met.
About: I have taken care of dogs outside of my own for about 14 years. I found a passion of taking dogs out of big company kennels and bringing them into a warm and loving space! I have an extremely flexible schedule, so I am able to show the love and care that your pups deserve! Whether we are spending time playing or cuddling, your pup will be shown attention! I am located in a quiet area where there are many parts and quiet neighborhoods with sidewalks. I’m also in a space that is spacious giving your pup enough room to roam free and feel comfortable!
About: I have a toy poodle named Gumball who is living with my parents now! I trained him and watched him grow up. I have the same enthusiasm when it comes to small to medium sized dogs. - Amateur groomer (baths, light trims) - Expert in Poodle behavior, needs, and training - Puppy training + tricks - Long or short walks - Vigilant against: foxtails, big/aggressive dogs, toxic foods, etc If I spot an aggressive or large dog, I will prioritize your pet's safety by redirecting our walk or picking them up immediately. I am generally available all week to look after or walk your dog. I am flexible so don’t hesitate to reach out! Spending time with dogs is my favorite thing to do and I adjust my schedule accordingly to give the best care! I am available for long term care and overnight stays. I give a fresh bowl of water every day and clean bowls daily. I take them out for multiple walks a day and brush their at night. I’ll be sure to say goodnight and give a Greenie!
“Gabriela has been wonderful with my dog. She is reliable, communicative and extremely accommodating. My dog can be leash reactive around other dogs and Gabriela is wonderful in navigating him away from troublesome situations. Highly recommend!”
“Jonathan replied to a very last minute request from us, and provided top notch care to our stranger-wary dog. He was communicative and kind and we would ask him for help in a heartbeat should we need to again.”
“Thank you for taking such great care of the pups and walking them a little extra. And big thank you for the picture updates and communication showing up and leaving the girls. We hope to see you soon!”
About: I have taken care of my own cats and dogs since I was a child, and have taken care of friends and families pets for many years as well. I have even had neighbors rely on me to check on their pets when they are out of town. I also used to volunteer at my local animal shelter, which was such a great experience! I am currently working full time, Monday through Friday from 7 am to 3:30 pm. I am also a student and have class Tuesday and Wednesday evenings, leaving me unavailable on those days for now. I am mostly available in the evening, and on weekends and holidays. I care for my own pets and others by consistently checking water bowls, bathroom areas, and keeping a consistent food schedule. I love to give lots of pets and cuddles if that’s what the pet likes!
“Su was absolutely wonderful with Giro. Giro, that is usually poo shy with new people very quickly felt very comfortable 😃 which is a wonderful sign. Thank you Su! We would definitely love to have you walk Giro again”
“Alissa is the best!! My dog Coco immediately loved her when they met and I never worried on their walks. She also sent over great pictures during that walks that made my day! Highly recommend Alissa☺️”
About: I didn’t grow up with a pet (only fish) but I’ve played with and taken care of dogs and cats for friends/family for years. Currently on a career break and I’m not allowed to have pets in my apartment so looking to fill some time playing with and walking dogs. Open to cats as well! I’m currently taking a break from the corporate world, so I have a flexible schedule and plenty of time to walk your pets (for dogs), feed them, take them out for potty breaks, play with them and anything else that make them feel safe and happy while their owners are away! I’m happy to keep your pets company however suitable for them so that they feel comfortable and safe with me. I’ll take time to get to know each of your pets and their routine, personality, needs, and make sure to follow your instructions.
About: I have taken care of dogs, cats, small mammals, and love all animals! I’m reliable, trustworthy, and communicative. Your pets and home will be in safe hands. I am only taking a couple summer classes, so fitting pet care into my schedule will be no problem. Talk to me about your desires and I’ll make it a priority! I love hearing from clients how I can best serve them. I’m very detailed oriented and take pet safety very seriously. Let me know how I can best serve you!
About: I’ve cared for pets for years! I dog-sat my grandpas dog and also had a cat when I was younger. I love all animals! I’m reliable, patient and friendly with your pets. I’m currently working part time for the Red Sox on the grounds crew which makes seasonal schedule very flexible. I am available most days during the warm seasons and even more during the winter! I follow your pet’s routine closely: meals, walks, meds, and playtime, so they feel safe and comfortable. I treat your home with the same respect, keeping everything tidy and secure, while giving your pet plenty of love and attention.
About: I have been a dog Walker and sitter for about 8 years now, and I also have two dogs of my own that I love! I do have a full time job, where I work a hybrid schedule, so I am sometimes able to do mid day walks, evening walks, and also pet sitting over nights on weekends or weekdays. I walk my dogs everyday at least 3 times a day, and when I am dog walking for clients, I will give them as many walks as they need, for at least 20 minutes.
“Sydney has been amazing for our dogs Myla and Malibu. She is quick to respond, reliable and trustworthy. Our girls love their walks and drop ins from Sydney! Can not recommend someone more!”
“Alexis was absolutely wonderful with our German Shepherd. She was prompt and communicative and seemed to TRULY care about our dog’s wellbeing, which was incredibly reassuring while we were were gone. My stepdaughter absolutely loved the pictures she sent us. (And our dog seemed so happy in all of them!) We couldn’t have asked for a better pet sitter, and not only would we rebook Alexis in the future but I would highly recommend her to anyone considering her services. We are so grateful!”
About: Hi! My name is Sophi and I have been taking care of dogs, cats, and a variety of other pets for over 6 years. Many families have relied on me to walk, feed, bathe, play with, and take care of their pets. I especially love playing with dogs and running around with them at a park! I am reliable, engaging, flexible, organized, and experienced, and will take care of your pets as if they were my own! I am a student and have classes during the week except on Fridays but my schedule is very flexible. My weekends are generally free as well. I love to take care of pets throughout the day or at night at any time. I care for my pets in my home with love, respect, and kindness. I make sure my pet is well fed, walked, bathed, and most importantly loved!
The median cost per walk for dog walking in Chestnut Hill is $25
Dog parents share their Rover experiences - Chestnut Hill
Doyle seems to be enjoying his time with Margaret. I enjoy her updates and photos and she is very thorough in her reporting of the activities that they shared. I enjoyed meeting her before Doyle's first walk with her, and feel very comfortable with her having Doyle in her care. I look forward to many more weeks ahead. Susan Larson
Gabriel was terrific with our little man (9.5 year old Yorkie poo). Our regular dog walker was on vacation and Gabriel reliably covered 4 days of walks. He is a dog owner himself and a dog lover, and we could tell that he took great care of our dog. He was an excellent communicator and was prompt with his pick up on each of the four days he walked our dog. We would definitely use Gabriel in the future.
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 - 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 of Dog Walking in Chestnut Hill is $22 per walk as of October 2026. Most bookings cost between $15 and $31 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 October 2026, there are 10,914 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 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 Chestnut Hill 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 Chestnut Hill. On Rover:
- 85% of walkers can help with special care needs
- 89% 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 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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