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: I grew up with goldendoodles. My first was a full sized, about 80 pounds. I’m used to handling big or small dogs. Now I am a cat dad for a senior cat (over 20 years old). I am seeking part time employment. I am available throughout the workday for walks, check-ins and anything else your pet might need. I am also available on weekends. I am able to provide services in your home. I cannot board without disturbing my own cat. I am gentle with animals and attentive to their needs. I am detailed oriented and happy to give your pet the special attention it needs.
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've always been around animals growing up, from dogs to birds to horses, and everything in between. My neighborhood often sought me out when they needed a sitter, or just someone to stop in and throw a ball around. I am comfortable with dogs of all ages and sizes, and love learning about their individual personalities! I am comfortable taking animals on long walks, or keeping furry friends company while their family is away. Staying overnight does not bother me whatsoever, or dropping in at multiple times during the day. I know how special pets are and value their companionship. I look forward to working with pet owners and getting some animal love that I have been lacking in my life for a while! I’m a graduate student at Simmons University, but my schedule is very flexible and I am always willing to work with owners to make something work! I want your pet to feel as comfortable with me as with their family. When house sitting, I'm a stickler for details and ask lots of questions so that I can make the sitting experience comfortable for pets. I'm active and can keep up with pets that have high energy, but can also be a stay at home TV watcher for those types of pets as well!
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 have taken care of my relatives' dogs for as long as I can remember, I have a ton of experience with dogs and have grown up with them my whole life. I would love to be able to do the same for other families as a college student while at Boston College! My parents take care of my dog while I am at school but when I am home I love to take my dog for walks, play with her, and frequently give her baths for my parents. I have a fenced in yard with a pool but I would be going to clients homes, not keeping any pets at mine as I am at school.
About: I have a toy poodle named Gumball who is living with my parents now! I trained him and watched him grow up before leaving the house to go to college. I have the same enthusiasm when it comes to small to medium sized dogs. I am free on the weekends and some Wednesdays and Fridays. I am flexible so feel free to reach out! I can take your dog out to a walk or teach him new tricks. I give my dog Gumball a fresh bowl of water every day and clean bowls daily. I take him out for multiple walks a day and brush his hair at night. I’ll be sure to say goodnight and give him 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!”
“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!”
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'm a musician & nonprofit administrator (WFH) with flexibility in my schedule and a lot of love and care to give! My late dog was reactive and I constantly had to be attuned to her emotional state, so I understand the nuances of dog personalities, though every dog teaches me something new. I have previously fostered dogs as well. I grew up with horses, dogs, cats, rabbits, birds, and hamsters, and aspired to be an equine vet once upon a time! I am a freelancing musician and also have an admin job - if I am not away traveling, I am almost always home and flexible with my schedule. My home is very quiet, no other pets, and no kids. There are great walking routes nearby including the river, and we can discuss taking your dog for runs or trail outings depending on your dog's training.
“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!!”
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: Growing up with dogs, I was always active and outdoors with them. i know how important it is for your pet to be exercised and the joy it brings them to tag along for fun activities. I will be working part time from home and new to Boston looking to dedicate more hours to your pet and establish a reliable relationship with new client long term. I'm very attentive to their leash behavior and put their safety first when outside. Inside the house, I make sure there are no choking hazards, and they are hydrated in extreme temperatures.
“Sunny is fabulous with animals. Our Austrailian Cattle Dog is not the easiest of breeds and he formed a rappore with her very quickly. Sunny is also responsive, responsibile, and a pleasure to work with, I highly recommend her!”
About: I have a 2.5-year-old Black Lab named Tucker who currently lives with my parents.I’ve been very involved in caring for him, including walks, playtime, feeding, and keeping him active. I really enjoy spending time with dogs and would love to give your dog the same care and attention. I have a flexible schedule and am available for dog walks and drop-in visits most weekdays, especially Tuesday, Wednesday, and Friday. I’m also available during the day on Monday and Saturday. I’m happy to accommodate your preferred schedule and provide reliable, consistent care. I treat every dog with the same care and attention I would give my own. I’ll follow the owner’s instructions closely, make sure their dog gets plenty of exercise and attention, and keep them safe throughout each visit. I’m also happy to provide updates and photos so owners know how their dog is doing.
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.
The median cost per walk for dog walking in Chestnut Hill is $25
Dog parents share their Rover experiences - Chestnut Hill
We are very grateful for the work that Andreas has been doing with Tango. He has always comes on time, responsible, and very kind. His gentle and professional way of handling Tango has truly helped our two‑year‑old puppy to continue maturing and feeling confident during his walks. Tango enjoys his time with him, and we’re glad he will keep walking with him. We highly recommend his work.
Alexander has been wonderful with Pocket! He’s reliable, punctual, and has been so great about keeping him comfortable and happy. It’s clear he genuinely cares about the dogs he walks, and I’ve really appreciated how dependable he’s been. I highly recommend him!
Alina has been really thoughtful about adjusting her walks to help Tango continue maturing. The care she provided Tango gave us a lot of peace of mind. We want to express our deepest gratitude to Alina for the excellent dedication and love she provided to Tango We are really going to miss her.
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
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 on Rover is $22 per walk as of September 2026. Most bookings cost between $16 and $34 per walk. 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 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 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 a map of the walking route , 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 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 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 Meet & Greet .
walkers on Rover set their own cancellation policy , 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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