Dog Walking Jamaica Plain
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 573 pet parents in Jamaica Plain have booked dog walking
Jamaica Plain, 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%.
“Debra was scheduled to walk my dog 4 days one week while I was away and due to bad weather we canceled 2 of the days. She was flexible with scheduling a meet and greet, very communicative all week when some hiccups arose, and very loving to my dog. I’m booking her again asap!”
About: I have a deep love and respect for non-human animals. Growing up with multiple indoor and outdoor cats and a family dog (a feisty miniature poodle!), I have developed a strong knowledge base of pet behavior. In my work as a pet caretaker, I look for and respond to behavioral cues and needs, allow space for pets to come to me and feel safe with me, adapt to pets' energy levels, encourage play, and bring a compassionate, patient, and responsible nature. I have most flexibility to take care of your pet on Mondays, Thursdays, and Fridays. Afternoons work well for me. Mornings depend on my schedule and pet parents' schedule. First, I greet the pet and check in on their overall wellbeing. If I am pet-sitting, I will take a quick look about their living environment to make sure that it is clean and safe. If I notice an accident or that the pet has gotten into something, I alert the pet parent. I take care of any in-home needs, and then I spend time connecting with the pet through play, attention, and treats (if allowed!). If I am dog-walking, I make sure to bring the pet's gear (leash, harness, poop bags, water, treats) and prepare a planned route.
“Morgan and Meaghan were great! They were very easy to work with. On top of that, they were very flexible with our last minute request. I would recommend them to anyone looking for a good dog sitter.”
“AMAZING. If you need someone reliable and that goes beyond this is your sitter. She picked up my request last minute. Ann-Marie provide detailed reviews. She took out my girl to parks and different locations. I 100% recommended Ann-Marie and I will be rebooking with her when I need someone to watch Kilala.”
“Mirabel was great walking my dog! She was able to last minute walk him while I was in a bind trying to get him a walk while I worked! Would recommend her!”
“Gabriel did a great job helping me out with a last minute request on a tight schedule. I really appreciated his flexibility and responsiveness. I think Percy was happy too!”
About: Hello, my name is Stacy and I’m 34 years old. I joined Rover because I love spending time with pets but I’m not in a position to have my own. Since having joined Rover, I’ve worked with reactive dogs, puppies a couple of weeks old, intact dogs and dogs having undergone surgery. I’ve also either pet sat or lived with Labrador Retrievers, Pugs, Poodles, Chihuahuas, Old English Bulldogs, Shih Tzus, Schnauzers, Irish Wolfhounds, Pitbulls, German Shepherds, Great Danes and others. This is aside from the cats, reptiles and tarantulas I’ve either sat for or interacted with. As of April 2026, my longest stay (over two weeks) has been for a dog with cancer. It’s been one of the most meaningful experiences of my life. I’m available to sit, do drop-ins and walks every day of the week. I’m a small business owner in a separate industry and grateful for the flexibility. I do not bring guests of any kind to client’s homes. It is fine if clients have service workers such as house cleaners entering the home, as long as I am made aware of the time of their arrival. I generally do not wear shoes in people’s houses and I always clean up after myself if staying for several hours or more. I may bring house slippers to wear inside based on the circumstances. I am slightly anemic so I ask that you keep your place at a reasonable temperature. You may also provide a few blankets.
About: I have taken care of various breeds of dogs and cats including walking, feeding, providing medications, cleaning up after, and playing with animals of all ages. I work from home with a flexible schedule and can be available to check on cats or walk pups throughout the day. Also available early mornings or late evening. I am very careful and take time to familiarize myself with each pets homes, surroundings, and supplies such as collars, leashes, doors, and gates to ensure safety while at home or on walks.
About: I’ve had pets in my life for over 26 years, and I’m a true animal lover through and through! I can stop by your home to care for your dogs and cats during the day, whether that means going for a walk or run, playtime, feeding, or just checking in to make sure they’re happy and comfortable. I’m an active person, so your dogs will always get plenty of exercise if needed, while your cats will get the attention and affection they deserve. I have experience with many different dog breeds—from corgis and chihuahuas to labs, blue heelers, and German shepherds—as well as caring for cats with all kinds of personalities. I’d love the chance to give your pets the love and care they need while you’re away! Available when you need and love all animals, big or small, walk-drop ins- sitting-etc. Happy to be your go to rover. Contact me for me scheduling details I am a per lover, have had many pets all my life: dogs, cats, guinea pigs, hamsters, fish. Your pet will be 100% safe and cared for as if it was my own!
“If you have an anxious dog who struggles in meeting new people Luis is the best sitter/walker. Luis is extremely empathetic, patient and very accommodating. He goes at your dog's pace! I was worried about leaving my dog with anyone since he is challenging to work with and Luis has greatly eased my concerns.”
“Megan took Yuca for a great walk and sent us some of the nicest photos we’ve ever seen of him. It seemed like he got some good exercise. Megan was also very quick and responsive on short notice. Thanks so much!”
About: I have Volunteered at Angel Memorial through High School. I have Experience with Dogs Ranging from Pups to Elderly dogs. And Except All Breeds ( Pitbulls and Chihuahuas!!) . I am very familiar and ok with dogs who are very active/loud,pulling,nipping aswell jump! 🙂 I have a very Flexible work schedule and love to use it to spend time with things I absolutely love especially furry friends! I also love walks!! I feed when scheduled I make sure to get all rules your dog follows on a daily. Makes sure i secure all doors that need to be.
“Ella has been an outstanding regular dog walker for us, with walk 3 times per week. She is extremely responsive, reliable and friendly and she has gone above and beyond to take excellent care of our dog. Highly recommend her!”
About: I’ve grown up with dogs, like my family dalmatian Tucker and Rottie Bear, and cats like my bonded pair of childhood cats, since I was born and am a huge animal lover. I am the mother to my Cat Chica, who is a sassy dilute calico girl and our dog Benji, a silly energetic chihuahua min pin. Before moving to Boston, I fostered over 40 kittens and 8 dogs through the humane society of Tampa Bay. I also was a full-time nanny during grad school where I often watched family pets while my nanny family’s vacationed. My nickname is literally Catie Cat :) I currently work part-time (4 days a week) and am available for long weekend sitting or stays in the morning, afternoon, and evening! I’d love to help you out! I’d love to show your dog the JP pond if allowed! For walks, I am familiar with the JP and Brookline area so I can be sure to take your pets around to all the spots safely! In your home, as a former full-time nanny, I understand the importance of keeping routine and making sure to follow rules and safety with your pets! In your home- I will follow your pets daily routine and provide as much love and safety as I can while you’re away! For boarding, our pets have free rein of the home, sleep with us, and get treats as they want so i’m happy to treat yours like family! If not though, animals can be crated.
About: I follow the guidelines of the owner. I am "present" (not distracted) with the dog. I am consistent and caring. I am very aware of the dog's behavior in the range of other pets and people, and adjust our path and pace accordingly. I am recently retired and my scheduled is flexible between 8 a.m. and 7 p.m. unless I have scheduled time on the water to sail. Currently, I walked my neighbors dog. When I enter, I am careful to close the door immediately and take time to greet the dog (Mazie, female). I am attentive to details when putting on her harness for both security and comfort. While walking, I follow the instructions of the owner relative to the proximity of other dogs since Mazie is a rescue and can become agitated by other dogs. Maize heels very well for me while we walk and I believe she appreciates that I do not listen to music or use my phone while we walk. I converse with Mazie to ensure she feels companionship as well as experiences exercise.
“Kristen was absolutely terrific. Our old dog has to spend long days alone when we are at work and Kristen came to visit her for walks and friendship while we were gone. She always sent wonderful updates about their adventures and was clearly very sweet to our old girl in addition to getting her some exercise. She even brought her a toy and left us a sweet card. I can't say enough about Kristen and how much we appreciated her. I can enthusiastically recommend her to anyone who wants peace of mind knowing that their pet will be well loved and cared for.”
About: Your Dog’s New Best Friend 🐾 Caring & Reliable Dog Sitter for Your Furry Family 🐶 Dependable Dog Lover with a Big Heart for Pets Full-time educational, nonprofit professional (8am–5pm) looking for furry friends to brighten my days and fill my soul 🐾 Excited to provide loving, reliable care for your pets I make sure pups are well cared for with fresh water, treats, and regular walks—and after 5pm, I love spending time playing, practicing tricks, and just hanging out together 🐾 After 5pm, I’m all about playtime, tricks, and quality hangout time
“Claire was excellent! She kept me updated and took some cute pics of my dog before/during/and after the walk. She even sent me a picture of my cat when she saw him after walking my dog. Highly recommend!”
The median cost per walk for dog walking in Jamaica Plain is $24
Dog parents share their Rover experiences - Jamaica Plain
Alissa is an amazing dog walker. We deeply appreciate how reliable and consistent she is, and how well she manages our dog with reactivity. She always comes on time and has been mindful of the summer heat when going on walks. Alissa has been an absolute asset to our family and we are wicked lucky to have her!!
Mirabel was so awesome! She helped me out last minute by walking Theo and even though he gave her lots of trouble by hiding from her at first, she was so patient with him and still took him on a long walk. She provided a thorough note and lots of photos which I greatly appreciated. 10/10 would recommend!
Callie and Thor love walking with Mengyao!! Grandma says they get so excited when she walks in the door and they come back from their walks nice and tired!! I got great updates and pictures from the walks that we knew they were well taken care of!! I highly recommend Mengyao for your dog walking needs- she is amazing!!
If you’re looking for a dependable and caring dog sitter, Cynthia is the one! She helped me out when I was in a tight scheduling situation and was able to fit me in on short notice. Milo was a little grumpy at first because he hadn’t seen her in a while, but Cynthia was patient, understanding, and somehow won him over. She handled everything with care and professionalism. She even came back the next day to walk Milo for me, which I greatly appreciated. I am so grateful for Cynthia’s services and the peace of mind she provided. She is reliable, kind, and truly cares about the pets she works with. I will absolutely continue to use her services in the future. Highly recommend! 😘
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.
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 Jamaica Plain sitters!Sitters in Jamaica Plain average 3 repeat dog walking clients
FAQs for Dog Walking - Jamaica Plain
Frequently asked questions about Rover
The average cost for Dog Walking in Jamaica Plain on Rover is $24.42 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 11,085 sitters on Rover offering Dog Walking across Jamaica Plain. 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 Jamaica Plain. 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 Jamaica Plain.
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 Jamaica Plain. 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 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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