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%.
About: I’ve watched after friends/neighbors pets (dogs, cats, fish). While I don’t have any pets in my current home, I was raised with both dogs and cats! I am currently on summer vacation, so I will have free time throughout the day or evening to care for your pet(s)! I am very flexible with timing, so I can work around your schedule. My focus will be on building trust with your pet and helping them feel safe while you are away. I am very patient and will focus on what the pet needs in the moment to help them feel more comfortable.
“Kelly is amazing! She’s so reliable and always on time if not early for her walks with my pup. She treats her just like her own. She also is available last minute for my hectic schedule and hope to always utilize her.”
“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!”
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 :)
“Even though Cali was timid/anxious when Katherine arrived she was able to take the time to make sure she was cared for! Much appreciated and would definitely recommend!”
“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.”
“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!”
“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!!!”
“Claudia was great with our dog who is very anxious by nature. She was on time and very responsible in communication with me through Rover. I felt great peace of mind knowing our dog was walked and well taken care of while we had a couple of long days at work. Highly recommend!”
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’ve grown up with dogs, both larger and active like my lab and smaller dogs like my chihuahua mix. I’ve dog watched before, usually two dogs at a time. I’ve had to give oral medication while pet sitting as well. I have classes from Monday through Thursday until 2pm. I can always do a walk or drop-in on those days, but I’d only be available for overnights Thursday-Saturday. I usually care with a respect to what the dog needs. Some dogs need to play, get on a lot of walks, get their energy out. Others need a companion while there family is gone and just need some cuddles. Some are a mixture of both. I make sure to respect what the client requests, the dog’s basic needs, and the dog personality for care.
“Natalia has just started walking our dog regularly. She has been great! My dog is always so happy to see her for his walks. We appreciate knowing Remy is in good hands with Natalia!”
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.
“My first time working with Alison and she was prompt and flexible. It was a last-minute walk and it worked out beautifully. Our communication was steady and the dog had a blast. Thank you, Allison!”
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.
About: Growing up with a energetic yet stubborn German Shorthaired Pointer, raising my own crazy orange cat Shrimp, regularly babysitting my nephew along with his Aruban Cunucu sister, and caring for friends' and family's pets while their owners were away, I've gained a lot of great experience with many different breeds, ages, and sizes of pets, and I've loved them all! I live in Brighton and work in Special Education with students in K-8 during the school year, so I've got plenty of time this Summer to help care for your dogs and cats! I'd love to take your dog for a walk or a jog around your neighborhood or local park or reservoir, visit your kitty or pup for some playtime or a meal, or watch your precious pets while you're away! With me, your four-legged friends will be in great hands! My schedule for pet care is very open and flexible for the Summer - I'm available mornings, afternoons and evenings, on both weekdays and weekends! I will always provide the same attention, and concern while caring for your pets that I give to my own. I will follow any instructions and be conscious of details you provide, treat your home with the utmost respect, and send frequent photo updates.
About: Hi! I’m Phoebe, an elementary school teacher with three years of experience offering reliable and caring pet sitting and dog walking. I’m patient, responsible, and attentive, and I understand how important it is to trust someone with your pet. I’m happy to follow your pet’s routine and will always provide updates so you feel at ease. I am currently working as a full-time teacher. I have availability each weeknight after four and am flexible over the weekends. Starting early June I have frequent availability to walk and care for animals over the summer! I will put the health and safety of your animals at the forefront of my care. I will be sure to love and care for them the way you do!
The median cost per walk for dog walking in Chestnut Hill is $24
Dog parents share their Rover experiences - Chestnut Hill
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!
Giuliana was amazing! I booked her last minute to walk my 4 year old Mini Bernedoodle. She made time to come over for a visit the day before to ensure a smooth transition. I could tell my dog Cruz loved her right away. Giuliana is reliable and communicative, describing the walk and care. She sent adorable pictures, one of our cat as well which we really appreciated. We absolutely will book with her again and highly recommend to others! Thanks Giuliana!
This is the second time Kira has walked my pit bull mix, Bebe, and she’s been amazing both times! The first time, it was extremely hot outside, and she stayed a little longer after the walk just to make sure Bebe was doing okay. Today, she was able to walk Bebe again even though I reached out at the very last minute. She also fed her, which I really appreciated. She’s incredibly sweet, reliable, and Bebe seemed to love her. I’ll definitely be reaching out to her again whenever I need someone to take care of Bebe. Highly recommend!
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!
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 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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