Dog Walking in Jamaica Plain
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Jamaica Plain dog walkers
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!”
“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.”
“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.”
“Mirabel is always so good with our dog! She’s highly reliable and clearly loves working with animals. Her constant communication is excellent as well. I’ll always 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!”
“Kristen has been phenomenal with our dogs! I was initially nervous about having a dog walker, but Kristen has communicated constantly letting us know everything that happened each day. She sends very detailed updates with lots of cute pictures. She also has gone above and beyond cleaning up when our puppy has accidents and taking both of our dogs on long walks. I feel good knowing that she takes such good care of my babies while I’m away at work.”
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 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 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 cats on 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.
“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!!”
“Catarina is a joy to work with and makes sure to send me detailed updates on her daily walks with Simba. It is great to know that she is paying such close attention to my pup (even letting me know if treats are low!).”
“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!”
“Viktoriia is a wonderful and very caring dog walker! She walks my small shihtzu / yorkie every week. Viktoriia is always on time, incredibly thoughtful, goes the extra mile to make sure my dog is cared for and will always ask questions if she’s not sure about something. If you’re looking for a consistent and all round fantastic dog walker, Viktoriia is it! I can’t recommend her enough!”
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.
“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.”
“There’s truly no one else I would trust with my dog more than Michael. He’s kind, caring, and so thoughtful with Oliver. My dog absolutely adores him! you can tell they have the best time together. Michael always sends great updates and the sweetest pictures that make my day and give me peace of mind knowing my dog is in great hands. He’s incredibly reliable, always on time, and very responsive if I ever have any questions or last-minute schedule changes. I’ve been working with Michael for a long time now, and it’s been nothing but a wonderful experience. He really goes above and beyond! from drying Oliver after rainy walks to remembering little details about his routines and quirks. I honestly don’t know what we’d do without him. Highly, highly recommend!”
“Grace was wonderful! Very professional and caring. She took care of my Husky over the weekend which is no small task with such a high energy pup and she did better than I could have hoped for. I will definitely be using her again in the future and you should too.”
Over 944 pet parents in Jamaica Plain have booked dog walking
Jamaica Plain dog parents share their Rover experiences
Kira was amazing! She helped me out on very short notice, and I couldn’t be more grateful. It was a hot day, and she made sure Bebe was comfortable and okay before leaving my house. I highly recommend her, and I’ll definitely be reaching out again whenever I need someone to walk Bebe! 🐾
Maddy was amazing! She was so sweet and gentle with our nervous dog. Arrived on time, took him to all his favorite spots, and sent lots of pictures. Her communication was great throughout! We felt so relaxed knowing she was taking care of our dog! Absolutely will ask her to come by again!
Although it was her first time meeting Terry, she handled him with ease and took him on a great walk. She made sure he was comfortable by taking short breaks and offering him water when needed. She communicated with me throughout the visit, asked if there was anything else Terry might need, and followed all of my requests. I really appreciated her care and attention to detail.
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.
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Jamaica Plain is $24
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Jamaica Plain average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Jamaica Plain on Rover as of Jun 2026 was about $24 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 9,756 dog walkers in Jamaica Plain. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Jamaica Plain dog walkers respond in under an hour.
Dog walkers in Jamaica Plain have an average of 13 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Jamaica Plain.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 9,756 dog walkers in Jamaica Plain on Rover, so you’re sure to find the perfect match for your dog! In Jamaica Plain, 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
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