Dog Walking Chestnut Hill
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 46 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%.
“Maxie just had his first walk with Natalia, and I can tell that he is happy and comfortable with her. Natalia comes across as an empathetic and kind person from a caring family that loves all animals and worked patiently with rescues. She listened to me with genuine interest as I spoke about Maxie and his background, habits and requirements. I feel completely comfortable leaving my beloved boy in her hands, and look forward to many more weeks together in the future!”
About: I don't just love my cat, Pinto, I also respect him as a living being. I don't push his buttons and I'm constantly working to make him feel more safe and comfortable. Your pets will receive the same love and attention from me! I'm taking a hiatus from my fulltime job and I just moved to a new area of the city, petsitting will allow me to get out and explore the neighborhood and meet cute creatures! I'm good at following instructions and respecting pets' spaces, I'll be checking in with the owners and giving constant updates. I take my cat's safety seriously and I do worry a lot, I have a camera to monitor him when I'm at work, and before I leave I remove any objects that could possibly harm my cat.
“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!”
“She was very kind and accommodating. Communication with her was very easy. We were able to schedule in an additional walk. My dogs seemed to have had a good time.”
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 taken care of dogs since I was a little wee thing! From owning my own three crazy golden retrievers to being trusted with my neighbor’s, family’s and friend’s pups, I have always loved being around dogs. I am a teacher and am currently off of school for the summer so I have plenty of time to walk and play with your pups! I plan on continuing dog walking part time through the school year as well! I love going on long walks, enjoying the summer sunshine and exploring around Boston. I would love for your furry best friend to join me!
“Megan, is extremely reliable, dependable and responsible. Most importantly she takes care of my dog and loves him as if he was her own. A quality that every pet owner wants for their dog.”
About: Growing up my home had all kinds of pets from bunnies to fish, but most importantly dogs and cats! I’ve grown up with various dog breeds from small to big. I’ve also helped care for dogs with anxiety, handled dogs with behavioral issues and familiar with walking large dogs. I’ve handled puppies and smaller breeds as well with bottle feeding and medication. I currently work for a dog toy company focused on making dogs happy! I often foster and volunteer when I can at local shelters. My love of animals goes beyond pets to fueling my mission to care for pets/rescues. I’m a graduate from Boston University currently here for the summer. I’m a social media intern for a small dog toy brand and work remote so I’m flexible with my time and hope to fill my free time by caring for pets! I’m openly available and ready at the whim to help in case you need a hand spontaneously! As a pet owner, I would treat all pets as my top priority just as I would for my own fur babies. I’ll be sure to send detailed updates, communicate thoroughly and be as helpful as possible to clients that could use an extra hand with their pets.
About: I am a recent college grad spending some time on my own, but greatly missing my pets! I have experience with all kinds of animals including medically complex pets, seniors, puppies, doodles and other hairy friends, and more! I am a part time intern working about 20 hours per week looking for some friends to fill my downtime. I can look after your animals any time of day with this flexibility. Good for weekdays and weekends! I follow a strict schedule with animals. Feeding routines, walks, treats, and training are all scheduled and followed to a T in my household. This makes it easy for me to apply these in other households.
About: What sets me apart is my lifelong experience with dogs and the genuine love and care I bring to every pet I watch. I have been dog sitting for years and currently have two dogs of my own, so I understand the responsibility and attention that goes into caring for pets. As a dog owner myself, I know how important it is to find someone trustworthy and reliable. I treat every dog as if they were my own, making sure they feel safe, comfortable, and loved while their family is away. I am attentive to each dog's individual needs, whether that means lots of playtime and exercise, sticking to a specific routine, or providing extra patience and affection. I pride myself on being dependable, communicative, and caring, and I always strive to give both pets and their owners peace of mind. Pet care fits naturally into my daily routine because I have two dogs of my own who I care for every day. I also work a remote internship, which gives me a flexible schedule and allows me to be home throughout the day. This means I can provide plenty of attention, walks, playtime, potty breaks, and companionship for the pets I care for. Because I'm already used to building my day around caring for dogs, pet sitting is something I truly enjoy and can easily incorporate into my routine. I understand how important consistency is for pets, and I make it a priority to ensure they feel comfortable, safe, and loved while their owners are away. Whether I am caring for pets in my own home or in a client's home, I always focus on keeping their routine as consistent as possible. I make sure pets are fed on schedule, have fresh water, get plenty of exercise, bathroom breaks, playtime, and lots of attention and affection. I understand that every pet is different, so I take the time to learn their specific needs, preferences, and routines. If I am caring for a pet in a client's home, I respect their space and follow all instructions carefully to help their pet feel comfortable in a familiar environment. As a pet owner myself, I know how important communication is, so I am happy to provide updates and photos to give owners peace of mind while they are away. My goal is always to make pets feel safe, happy, and loved, just like they would with their own family.
“Ana Beatriz is wonderful and I highly recommend her. My dog instantly loved her and she does a great job at motivating him on walks (sometimes he's a bit lazy). She also communicates very well and provides great updates.”
About: I have always surrounded myself with all sorts of animals! Growing up on a ranch, there was always a dog nearby that I would spend hours playing with. Now that I’m older, I still keep a dog close by, with Kevin and Geah, both of whom love their daily walks and enjoy being pampered to the max. Hello! I am currently a graduate student who enjoys spending time outdoors for walks and fresh air. I love exploring new areas, and I often find myself on daily walks. Having a dog makes these walks even more enjoyable, so I would be delighted to take your puppy for a walk. Additionally, since my summer schedule is more flexible, I am available for overnight stays as well! I have a nearby open green space that is perfect for short potty breaks and walks. I can also travel to homes to let dogs out and take them for walks.
About: I’ve spent my whole life around animals — from helping raise dogs, cats, birds, bunnies, and hamsters in my own home, to professionally pet sitting and walking since I was a a young teen. What sets me apart is how naturally and intuitively I connect with animals of all kinds and how deeply I care about making them feel safe, comfortable, and loved when they're with me! I’ve had the unique (& humbling😄) experience of raising & training (crate, potty, leash) a beagle puppy as a 15-yr-old, while also helping my senior golden retriever through end-of-life care. I've also fostered and understand the unique needs of different breeds, temperaments, and how to meet pups where they're at. Whether it’s managing an energetic puppy's exercise routine, gently caring for a senior pet's slower pace, or understanding how to read a timid dog's body language—I’m highly attuned to the needs of every pet & always happy to follow special instructions.😊 My ultimate goal is to make sure your pet feels right at home with me & give you complete peace of mind knowing they’re in the most loving, reliable hands possible! I’m currently focusing full-time on pet care, so I have a very open & flexible schedule! Whether you need a midday walk, overnight care, or last-minute help, I’m available & happy to work around your routine. I genuinely love spending time with animals & I’m excited to fill my days/weeks giving your pet the attention they deserve. Whether I’m caring for your pet in your home or mine, their safety, comfort, and happiness always come first. I’ll follow your pet’s routine, keep your & their space clean and safe, and send regular updates (& pics). Any specific instructions should be discussed ahead of time, otherwise I’ll ask questions as they arise. I am highly attentive to communications (messaging/calls) when pet sitting for everyone’s sake! I live in a spacious, 3-bed 2-bath, 2nd story sunny apartment with plenty of room to play & relax. I have a lots of cat/dog toys, but happy to use yours if applicable. My neighborhood is very safe and quiet, with quick access to the street for potty breaks & right around the corner from a beautiful park with a fenced-in play area - plus walking distance from 2 fenced dog parks for extra exercise & playtime.
“Emily was absolutely wonderful! I had to find a last minute sitter for my 8 months old puppy and she was so accommodating and flexible. She was willing to connect beforehand to make sure all details were set, which made me feel extra comfortable. She was timely and so attentive to Loon, and shared updates and photos along the way. She was truly so great. We will definitely be going to Emily first when we need help in the future!”
“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! I’m Allison, and I’m a rising junior at Cornell University studying Animal Science on the Pre-Veterinary track. My experience includes volunteering at a therapeutic riding center, working with farm animals, and spending time at a Fear Free certified veterinary practice. Through those experiences, I’ve learned how to read animal body language and help pets feel more comfortable in unfamiliar situations. I have a dog of my own, Percy, so I understand how much trust goes into leaving your pet with someone else. I enjoy getting to know each pet and figuring out what helps them feel comfortable. I’ll follow your pet’s routine closely and make sure you receive updates while you’re away! I’m home from university for the summer, which gives me a pretty flexible schedule! I’m available most days and can work around your pet’s routine, whether that means walks or drop in visits. I’ll be in the area through mid-August and can usually accommodate weekday and weekend requests. I’m comfortable caring for dogs with different temperaments and energy levels. Through my experience in animal care and at a Fear Free certified veterinary practice, I’ve learned how to read body language and recognize when a pet may be feeling stressed or uncomfortable. I always follow instructions closely and take the time to make sure each pet feels comfortable in my care. I’m also happy to provide updates and photos so you know how your pet is doing while you’re away.
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: I have never owned a dog myself, but I have always taken care of my friend’s dogs when they go out somewhere. I also like to know what your dogs like before I take them anywhere, so I can plan ahead on what to do! If you would like to know more about me, let me know! I currently work at an office job, so I am mostly available on the weekends. There are some days in which I can be flexible when house sitting, but it depends on my schedule! If the house sitting is through the weekdays, then I will be able to do so, but I will be out of the house for 7-8 hours. I work from home on Monday and Friday, so I can be more consistent in giving breaks. I make sure that I double check everything around me for safety for the dog and myself. I try to have a schedule with the dogs and make sure that they have everything that they need.
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!
The median cost per walk for dog walking in Chestnut Hill is $24
Dog parents share their Rover experiences - Chestnut Hill
Hannah was wonderful to work with. I have on very social dog and one that is very anxious. She did a great job working with both dogs and their individual needs. Hannah is responsive, communicative, and responsible. She sent numerous photos and updates, and wasn’t afraid to ask questions in the moment. I will definitely book with her again.
Scout had a great first week with Aaron - she seemed happy with the walks and very comfortable with him. From the human side, he's a good and responsive communicator, and responsible around scheduling and closing up the house. He clearly loves dogs and has a good way with them. Thumbs up!
I cannot recommend Traci highly enough. From the very first day I met her, I was struck by her calm, grounded demeanor. She has a wonderful presence about her—confident, warm, and immediately reassuring. My puppy took to her right away, which is something I value tremendously. Since we began working together, I have been consistently impressed by Traci’s professionalism, organization, and communication. She is exceptionally reliable and proactive. She confirms schedules, communicates clearly, and often provides thoughtful updates and documentation that I never even thought to ask for—from extra photos of my puppy to screenshots confirming when she arrived and left my home. That level of self-imposed accountability speaks volumes about her character and work ethic. Most importantly, Traci has been incredibly patient and attentive with my puppy, who can be quite a handful. She is safety-conscious, observant, and genuinely invested in the well-being of both my dog and my home. On more than one occasion, she has noticed or communicated things that demonstrated just how seriously she takes her responsibilities. Before finding Traci, I unfortunately had a few disappointing—and at times concerning—experiences with other pet care providers. As a healthcare professional who works long shifts, one of my greatest worries after bringing home a puppy was ensuring she would be safe, cared for, and not spending long days feeling lonely or neglected while I was at work. Traci has completely put those concerns to rest. I leave for work knowing my puppy is in capable, caring hands, and that peace of mind is invaluable. She has also been remarkably flexible and accommodating whenever my schedule changes unexpectedly. Beyond being an excellent dog walker, she is simply a pleasure to work with and communicate with. She has a natural way with both animals and people, and it is obvious that she genuinely cares about the pets entrusted to her. I could not have hoped for a better person to help care for my puppy. I feel incredibly fortunate to have found her.
Annie is absolutely fabulous! She is very flexible and communicative and was willing to come meet my pup ahead of time in short notice. My dog loves her and is a big puppy full of energy, which she handles beautifully. 10/10 would recommend and will be using Annie for future needs!
Kim was fantastic! She took the time to meet our dogs beforehand and build trust, especially with one who is very cautious and takes a lot of patience. She went above and beyond in caring for them, and her communication was excellent throughout. Highly recommend!
Kira was amazing! She helped me out on very short notice, and I couldn’t be more grateful. It was a hot day, and she made sure Bebe was comfortable and okay before leaving my house. I highly recommend her, and I’ll definitely be reaching out again whenever I need someone to walk Bebe! 🐾
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog walking
2. Meet & Greet
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 near you
Select a filter and find qualifying Chestnut Hill sitters!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 July 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 July 2026, there are 11,166 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
- 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 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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