Dog Walking Chestnut Hill
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 112 pet parents in Chestnut Hill have booked dog walking
Chestnut Hill, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I own 2 dogs and 2 cats myself, and have taken care of pets for family since I was young. I enjoy being around animals, and promise to take care of your pets as if they were my own. I have 13+ years of experience with dogs, including senior dogs and 5+ years of experience with cats of all personalities. I am currently working freelance, so I have lots of flexibility to take care of your pets. If you have a pet that requires extra attention, I can complete my work in your space, providing any amount of care needed such as timely medication or frequent potty breaks. I have cared for pets in other people homes multiple times and I will ensure your space stays neat and tidy, and will ensure your pet gets the best care in the safety of their own home.
“Wesley was Fabulous with our dogs Dega and Ripley. He spent a lot of time with them and gave them lots of attention. This is what I want in a Dog Sitter / Walker.”
“Janini was great. She arrived on time for the meet and great as well as a walk with Emily. Janini walked Emily and did well along the route I suggested. I will certainly book her again.”
“Kassie put in the extra effort to make my grumpy little old man of a dog happy! She consistently put in extra time to ensure his comfort and to keep me posted while I was away. Very appreciative of her!”
About: I have always been raised around dogs and love all breeds. A few years ago we adopted our own three- legged mixed pup who has filled our hearts with love! We also have another rescue mix that is high energy and keeps his friends playing all day! They love to play, but also love to cuddle and relax. We have never had trouble with our fur babes getting along with others. We and our dogs love to play and go on walks! We have a nice sized backyard that is fenced in and a great neighborhood to walk in with a park near by. Due to our opposite work schedules someone is almost always home to be with the dogs. We would love to meet your furry friend and let the playing and cuddles begin!
About: I have been taking care of my own dogs since I was young and love to be around all animals! I used to nanny for a family with 5 kids and they had a wonderful dog that I always helped to care for! Feeding and taking him to the groomers and vet appointments…all things that I was lucky to get to help with! I also used to care for 2 cats (both needing to take medication) and a bull dog on a daily basis! I have a Jack Russell (that just passed away) myself that I had for about 10+ years and no kids do she was my only fur baby! I have recently in the past year gotten a brand new puppy named Sugar! She is a beagle/terrier/lab mix and 25 pounds of Adorableness! She is so sweet And absolutely my little girl, as she follows me everywhere and tries to be wherever I am, and always under foot!!! She’s a little skittish and still all puppy at eight months! So I am no stranger to puppy needs at all! I also have Bella, who is a pit/beagle mix and she is a little over a year and a half old! She is 60 pounds of crazy but happy and smart and always at my husband side! What a love bug! But remember, with pets, there is no personal space! Lol I love pets of all kinds and will care for them as if they were my own! Snuggles are free!!! I am currently a part-time private nanny, to a bunch of different families who may need care for their little ones day a week, and my schedule is always changing from week to week so my availability will always be changing. But,I will try to keep my Rover calendar up-to-date as I hope more of you reach out! The plan is is turn this into a full-time gig so I will have probably more availability as time goes on towards the end of this year, but I’m hoping to find some regular clients that will book with me on a consistent basis! Plus, I’m really looking forward to all the pet snuggles! I am always very mindful of the time for feedings and walks…any medication will be given correctly and timely…I will make sure your home is locked up after I leave from a walk and/or feeding! Please know that I will do my best to. Gain the trust of the animal! Cats too! I do highly recommend a meet & greet ahead of time so we can meet pet parents and also meet dog(s)! Let’s them see me and hopefully remember me and feel comfortable with me in their house! (*Please note: House Sitting rates apply to stays where overnight accommodations (a clean bed/space) are provided in your home. If you prefer daytime/evening visits only without overnight stays, please book via my Drop-In rates!)
“Lovely young lady, friendly and professional. Walked my 2 girls for a few days while i was recovering from surgery - they were happy and excited to see Shannon and enjoyed their walks!”
About: Hi, I’m Dallana! I’ve been around dogs and cats my entire life. I’ve raised multiple Yorkies and cared for many breeds of cats. With over 15 years of experience, I’ve learned how to understand pet body language, respect their boundaries, and make sure they feel safe and loved. I offer dog walking and drop-in visits in Chesterfield and nearby areas. Whether your pet needs a quick potty break or some extra love and attention while you’re away, I’m here to help. I have reliable transportation always show up on time, and can administer medication if needed. I can’t wait to meet your best friend and give them the care they deserve! I know every pet parent has specific routines and preferences and I always follow your instructions closely. After all, your pet is your baby, and I’ll treat them like one of my own. ❤️
About: I’ve taken care of cats and dogs growing up and have worked with a variety of ages from puppies to elderly. I have 2 years of experience volunteering as a veterinary shadow intern and have confidence to providing for the needs of cats and dogs of all personalities. As a recent college graduate I have flexibility and time to reliably work as needed to provide care for pets. My schedule allows me to prioritize their routines, whether it’s daily visits or last minute bookings. I prefer to adapt approach to pets according to their needs, whether it’s calm and non confronting to shy cats or running with younger dogs. I also like to continue their routines that they are comfortable with. For owners, I keep regular updates as wanted to keep peace of mind.
About: I know how to take care of animals with disabilities, my cat that I grew up with is blind and I took care of him until he passed away. I grew up around dogs and cats, my mom currently has two chihuahua mixes that I have taught some basic commands to. I also have a cat named Keke and she’s 3 years old. I can work around my schedule, I currently have a job working at cvs and am willing to move around my schedule to whatever fits best! I have a dog with anxiety and I know how to calm dogs down when they are stressed out about something and distract them away from the problem.
About: I’ve rescued/raised three dogs from about 2 months old, and fostered pups/kittens as well. I currently work as Foster Coordinator at a local humane society. I have access to good walking trails, and a dog park. I can keep your dog active with hikes and parks, or we can just chill. Whatever they need! I’m working part-time with a consistent schedule. With advance notice I can be available almost any time, and be able to care for your dog throughout the day. Available for house/dog-sitting anytime. I’m available for anything your dog needs! I enjoy the outdoors, so we can go on walks/hikes together and play at the park. Or if your pup is more the indoor type, we can lounge about and play in the home.
About: I have two fur babies of my own. I’ve had dogs my entire life, and honestly don’t understand how some people don’t have one. I’m a professional fetch player and ear rubber. I’ve been able to teach old dogs new tricks and help leash train! I’m usually available morning and afternoons until 3pm. I don’t mind caring for multiple pups at once! I don’t mind kisses, and adore big dogs (all dogs are great though.) I love walking, so I don’t mind taking your pup for a good tiring walk around and a little adventures! I really want to meet more dogs in and around the area.
About: My family has had dogs since I was born and we fostered dogs of all ages, sizes, and temperaments. I have helped out several family friends by pet sitting and walking their dogs. I’ve had some experience pet sitting cats as well. I believe all animals are special and deserve to be treated with love. At the moment I’m working part time with scattered hours so I’m able to fit in time caring for and playing with your pets I can adapt to any routines and rules that are needed to care for your pet the way you do. I am also physically active and give your pet the kind of exercise they need.
About: 20+ years caring for dogs and cats. I’ll care for your pet with love and attention, just as I would my own. Experienced with rescue and pure breds, as well as senior dogs and cats. Have cared for small, mid, and large sized dog breeds, such as golden retrievers, goldendoodles, labs, beagles, Cavapoo, terriers, English and French bulldogs, and pugs. I work remotely, so will keep your pet company during day and have plenty of time for walks and play time. I'm available on weekends for boarding at your house, walks and play time. Offering pet sitting at your house, will follow your wishes and needs for your pet (ie, crate or no crate, food timings, and minimum # of walks, etc.
“Tyler has been walking my two young energetic 60 lb. dogs for about two months. He's punctual, professional, friendly, and seems to genuinely enjoy seeing my crazy dogs in spite of their over-the-top energy levels. And they are always excited to see him. I'm very happy to have found Tyler via Rover and highly recommend him for your dog walking needs.”
The median cost per walk for dog walking in Chestnut Hill is $20
Dog parents share their Rover experiences - Chestnut Hill
I can’t say enough good things about Caitlyn. My Goldendoodle is a little wild (okay, a lot wild), and she handled him with patience and confidence on their 30-minute walk. My Goldendoodle came home happy and tired, which is the best compliment I can give! If you have a high-energy pup, Caitlyn is the walker you want. I’ll definitely be booking her again.
We reached out to Christell for last minute walks for our senior dog while we were out of town for an evening. She showed promptly for the walks and sent us wonderful updates. Our dog is a little quirky on walks (he freezes) and she figured out a way to keep him moving! We also have a cat at home who got lots of attention. Thank you so much Christell for agreeing to take care of them under short notice! We would highly recommend Christell to take care of your fur babies!
Jessica did a great job walking our Australian Shepherd! It was my first time using Rover and she made it super easy. She was right on time, professional, and friendly. Will definitely be reaching out to Jessica next time I need helping walking my dog! Thanks Jessica!!
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 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 on Rover is $18 per walk as of October 2026. Most bookings cost between $16 and $28 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 October 2026, there are 2,321 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:
- 91% 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 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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