Dog Walking Chestnut Hill
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 109 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 have experience caring for highly energetic dogs including two of my own as well as experience with many cats, so I understand the importance of patience, consistency, and attentive care. My responsibilities include daily feeding, exercise, playtime, and monitoring their overall health and well being. I'm comfortable following care instructions and providing plenty of attention to help pets feel safe, happy, and well cared for! I bring the same level of dedication and compassion when caring for others animals. I work 7:00 a.m. to anywhere between 11 a.m. and 3:00 p.m. which leaves flexibility to fit your animals scheduled needs, with my days off varying each week. I'm available for overnight house sitting and can provide care before and after work, including feeding, walks, playtime, and plenty of attention. On my days off, I have more flexibility for extended visits and one on one time with your pets, please reach out and I can provide my off days for the week! It's my priority to keep your pets on their normal routine and provide dependable care while you're away, along with regular updates for your peace of mind!! I genuinely enjoy caring for animals and treat every pet as if they were my own! I understand that each animal has its own personality, routine, and needs, and how important it is to take the time to make them feel safe, comfortable, and loved. Whether it's feeding, walking, playing, basic care, or providing companionship, I am dependable, patient, and attentive. My goal is to give pet owners peace of mind, knowing their fur family members are in caring and responsible hands!
About: I am very chill and upbeat. I just truly love animals and love caring for them. I’ve grown up around pets my whole life, I’ve never lived without a dog. I’m very very available! I will happily dedicate all my time to your fur baby and give them all the attention they deserve and need. I am very attentive and will follow your routines for your pets with care. I know how important it is for some pets for things to go as usual, and I will be very sure of that.
“Sarah was amazing! I especially loved the videos she shared. It really made us feel so much better being able to see them! Sarah gave our babies love and cuddles, was very good with communication, and really is a wonderful pet sitter. Highly recommend and will book again when needed. 💕”
“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!!”
About: I’ve been watching neighborhood and family pets since I was 13, both cats and dogs, elderly and young. I know when to give attention or whether to give them space. I’m auditioning for local theatres in Richmond, so my schedule is rather flexible. Weekends and weekdays are currently open, with room for rehearsals and show dates. I’d cater to whatever the pet needs. Some animals like to explore, so I’d supervise as they do so. Others are more reclusive, so I’d keep watch from a respectful distance.
“Excellent and reliable care! DAMACIA was available with short notice planning and ensured that Bear got everything he needed. She even made sure he got excellent care on the rainy day and bear, like most pups, is not a fan of the rain. I highly recommend DAMACIA and will book with her again when I’m looking for help!”
“Kiara is reliable, communicative, and very helpful. She is patient and was able to walk both my puppies (over 100 lbs combined) easily despite their tendency to pull. We will continue to book with her in the future!”
“Julia did an amazing job keeping my puppy busy while I was in a meeting. She is very reliable and I would definitely book again. I loved seeing the pictures and that she included a write-up of all the fun things they did together.”
About: Hello! Our names are Darling and Kolby. We have experience caring for dogs of all sizes and a wide variety of breeds. We have plenty of space to host your dog, including a fully fenced yard where they can safely play and explore. We currently have two cats and a Golden Aussie of our own, and we grew up surrounded by animals such as Rottweilers, Pit Bulls, Chihuahuas, Poodles, and more. Because of this, we are very comfortable managing a multi-pet household. If your pet has any allergies or special dietary needs, we are happy to accommodate them. Please feel free to contact us if you have any questions about your pet while you’re away, we’d be happy to help! I work remotely so I am able to spend more time with my dog during the day, and he gets to play in the yard for the majority of the day. We provide lots of exercise with yard play, walks and trips to the dog park. As well as mentally stimulating activities that our dog requires.
“Bruce is great. He showed up minutes before the appointed time to be certain he was not late. He thrilled the dogs with their first ride in a convertible. He sent plenty of pictures including those that look like the dogs are smiling ear to ear. He was prepared with water during the walk and gave them breaks to rest from the heat. Our yellow lab is usually restless and constantly pulling my husband but she behaved for Bruce. I would highly recommend him.”
About: Hi there! I’m Fabrizio, proud dog parent to Bruno, my 5-year-old buddy who taught me that every pup has their own personality and needs. Over the years I’ve also cared for the pets of friends and family — from playful puppies to older dogs that just need extra love and attention. I’m flexible, reliable, and love keeping owners updated with pics and messages. With me, every walk is an adventure and every cuddle feels like home. 🐾🐶 I work as an independent sports agent, which means most of my job is done from my phone and laptop. Because of this, I have a very flexible schedule and can easily adjust my day around walks, drop-in visits, or pet sitting. Whether it’s mornings, afternoons, evenings, or even weekends, I can usually make it work. I’m happy to discuss your pet’s routine and find the perfect times to keep them happy and cared for. Your pet’s safety is always my top priority. When I’m in your home, I respect your space and follow all instructions carefully to make sure your pets feel comfortable and secure. I treat every house as if it were my own, with responsibility and care. On walks, I’m always alert to surroundings, traffic, and other animals. I keep dogs safely leashed, avoid risky situations, and make sure they get exercise in a fun but safe way. You can trust that your pets will always be in good hands with me.
About: Hi, I'm Cindy! I’m a stay-at-home mom of 2. I’m an animal lover with years of experience caring for pets. In our home, we only board small and small in stature dog and small breed puppies. Our Jack Russell is afraid of larger breeds and we’ve found many small dog owners have the same issue. Dogs that are 20-25 pounds but is still small in stature(like corgis and doodles), feel free to ask! Your pet will receive plenty of love, attention, and playtime. I’m home with your pets most of the day, except for short errands. My 2 dogs, a Jack Russel named Flower and a Goldendoodle named Cupid love having friends over! I treat them like family—whether it's cuddling on the couch or romping in our large, fenced backyard. For added safety, I stay outside with them, and we have locked gates and security cameras. All pets are fed separately for safety. I carry separate liability insurance for added peace of mind.
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!
The median cost per walk for dog walking in Chestnut Hill is $20
Dog parents share their Rover experiences - Chestnut Hill
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!
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 $17.76 per walk (as of August 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 August 2026, there are 2,343 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:
- 94% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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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