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%.
“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.”
“Santiago was super communicative and available last minute which I really appreciated! He made sure to send updates and pictures and took my dog for a really nice walk. I could tell she was in good hands!”
“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.”
“Maeve was excellent. She was always on time to get Copley and he very much look forward to the walks. She also took very great pictures of their outings which were awesome to see.”
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 during a long term period. 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 generally require a 3 day notice for house sitting, walks and drop-ins. There are days in which I can make myself available the same day ONLY for walks and drop-ins. You will know if I am available for same day walks and drop-ins if I have appeared in your search results. You are welcome to submit a request for same day service then. I do not do walks and drop-ins for others during a stay if a client has indicated they are uncomfortable with this or if it conflicts with another pets walking/feeding time. 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 a client’s home 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.
“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.”
“Megan was amazing - our first dog walker experience could not have been better!! Megan and Buttons hit it off immediately during their pre-walk meet and greet. She gave detailed walk updates and took great pictures of Buttons. By the 2nd walk we had pretty serious FOMO - she took Buttons to a nearby conservation, checked out a local baseball game and met our neighbors. A couple of walks were even over 30 minutes and they cover a lot of ground together. Thank you Megan!!”
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.
“Tommy takes fantastic care of my dog during their daily walks! It’s great knowing my pup is in good hands, and Tommy always provides photos and updates. I highly recommend booking with this sitter!”
“Alicia did a great job doing lunch time walks for a week on short notice. She was communicative, on time, and handled our rescue pup’s needs and tricky walking style extremely well! Would definitely hire again, and enthusiastically recommend.”
“Elsa had a great walk with Gabriel, despite all the rain and mud! I appreciate his patience with Elsa, and was happy to show Gabriel how we do our walks! I believe Gabriel has a real appreciation and love for dogs which is what matters most!”
“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.”
“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!”
“Very communicative throughout the session. Cleo and i’s first time using Rover and Kieran made the experience super easy and was very patient with Cleo to ensure she was able to fully utilize her potty break & get her steps in :)”
About: Have raised dogs since I was little and love meeting new dogs at the park! I enjoy taking my friend's dogs for walks so they recommended I join this app. I work set hours which makes scheduling easy and also am often work from home! I live near Jamaica Pond and the arboretum which are perfect for dog walks, as well :) I live in a clean home and respect other homes as I do my own. Dogs and cats alike, I give them cuddles, quality time, and play time!
“Katie is always responsive and makes sure that Henry’s needs are met. He’s an older guy with aches and pains and she makes sure we know how he’s doing on their mid-day walks!”
“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!”
“My 2 dogs get so excited for walks with Eli! They come back happy and tired which means it was a very successful walk :) Eli does a great job handling both of them and they really enjoy their walks with him.”
The median cost per walk for dog walking in Jamaica Plain is $24
Dog parents share their Rover experiences - Jamaica Plain
Lucy is so wonderful and such a caring and kind sitter. She is responsive, helpful, and communicative! I felt so at ease knowing she was spending time with my pup while I was at work. She made sure he got a great walk and had plenty of water after their walk. I can’t say enough positive things about Lucy. We appreciate her so much and are so grateful we met her !!
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!
Luis is kind, thoughtful and very patient. It’s no surprise to say that he’s good with dogs, but of our two that he worked with, one is reactive and anxious. Luis did not let that bother him. He was confident and let her approach him at her pace. Never once did he rush their meeting. He clearly understands dogs, and treated our two like individuals, which was really important because they are so different. I would highly recommend him to anyone.
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!
Alissa has been an absolute blessing for our family. She is the most reliable person ever, always communicative, and extremely knowledgeable. I can rest easily when Alissa has my dog, which as a very anxious dog parent, rarely ever happens. She controls my dog's reactivity without any difficulty and is proactive with avoiding her triggers. Margo loves when Alissa comes and so do we!!
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 - Jamaica Plain
Select a filter and find qualifying sitters offering dog walking.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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