Dog Walking Jamaica Plain

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

End
Search

Over 595
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%.

1 / 1
Sitter Profile Image: Mirabel F.
Verified Enhanced Background Check
Mirabel F.
Star Sitter
$22
total per walk
5.0 out of 5 stars
• 70 reviews
28 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

“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!”

Profile image
Sarah Y.
Sitter Profile Image: Aly C.
Verified Enhanced Background Check
Aly C.
$14
total per walk
4.5 out of 5 stars
• 10 reviews
5 repeat clients
6 years of experience
Boston, MA, 02131

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.

Sitter Profile Image: Ella M.
Verified Enhanced Background Check
Ella M.
Star Sitter
$43
total per walk
5.0 out of 5 stars
• 68 reviews
25 repeat clients
15 years of experience
Boston, MA, 02130

“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!”

Profile image
Caroline P.
Sitter Profile Image: Alexandra M.
Verified Enhanced Background Check
Alexandra M.
Star Sitter
$34
total per walk
4.9 out of 5 stars
• 10 reviews
6 repeat clients
10 years of experience
Boston, MA, 02130

“Alexandra has been so incredibly helpful in walking Linus a couple days a week for me! She keeps me updated at all times and Linus is very comfortable with her. I’m so grateful for her service!”

Profile image
Angelica R.
Sitter Profile Image: Jonathan L.
Verified Enhanced Background Check
Jonathan L.
$23
total per walk
12 years of experience
Jamaica Plain, Boston, MA, 02130

“Jonathan replied to a very last minute request from us, and provided top notch care to our stranger-wary dog. He was communicative and kind and we would ask him for help in a heartbeat should we need to again.”

Profile image
Luis F.
Sitter Profile Image: Luis R.
Verified Enhanced Background Check
Luis R.
$20
total per walk
5.0 out of 5 stars
• 37 reviews
6 repeat clients
5 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“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.”

Profile image
Rasshaya V.
Sitter Profile Image: Morgan & Meaghan W.
Verified Enhanced Background Check
Morgan & Meaghan W.
Star Sitter
$34
total per walk
5.0 out of 5 stars
• 80 reviews
24 repeat clients
11 years of experience
Boston, MA, 02130

“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.”

Profile image
Jonathan B.
Sitter Profile Image: Megan S.
Verified Background Check
Megan S.
$28
total per walk
5.0 out of 5 stars
• 119 reviews
45 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“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!”

Profile image
Max G.
Sitter Profile Image: Lucy G.
Verified Enhanced Background Check
Lucy G.
Star Sitter
$34
total per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
6 years of experience
Boston, MA, 02130

About: I currently have 2 cats and I have had experience pet sitting a variety of pets (dogs, cats, birds). I have also fostered dogs including puppies. I’m looking forward to meeting your pets! **select weekday evenings available, please message details as needed! I am a current grad student pursuing my MPH. My calendar is always updated so feel free to send requests and we can figure out a time that works for both of us! I will always respond to messages as soon as I can and stay in communication as well:) I cannot board any animals at my own place but I am happy to come by and walk/spend some time playing with your pet! Please let me know if there is anything I need to be aware of or any house rules! Also for any dogs that I am taking out on walks please let me know ahead of time if they are okay greeting other dogs or if we should keep some distance for everyone’s safety:)

Sitter Profile Image: Kelly D.
Verified Enhanced Background Check
Kelly D.
Star Sitter
$23
total per walk
5.0 out of 5 stars
• 8 reviews
6 repeat clients
5 years of experience
Jamaica Plain, Boston, MA, 02130

“We got our Dog two months ago, and Kelly was her first outside walker. Our dog has been apprehensive with strangers in the past, so we took a graduated approach, which Kelly (and Hershey) were very receptive to. We appreciated how Kelly was patient with Hershey and read her body language well, and over the three walks Hershey became increasingly comfortable. Would absolutely book again!”

Profile image
HyeJee H.
Sitter Profile Image: Maeve H.
Verified Enhanced Background Check
Maeve H.
$28
total per walk
5.0 out of 5 stars
• 10 reviews
4 repeat clients
15 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“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.”

Profile image
Elizabeth & Ethan H.
Sitter Profile Image: Samantha A.
Verified Enhanced Background Check
Samantha A.
$23
total per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
2 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“Samantha was great, very responsive and easy to work with.”

Profile image
Meg A.
Sitter Profile Image: Debra W.
Verified Enhanced Background Check
Debra W.
Star Sitter
$34
total per walk
5.0 out of 5 stars
• 13 reviews
9 repeat clients
35 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“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!”

Profile image
Liz M.
Sitter Profile Image: Grace F.
Verified Enhanced Background Check
Grace F.
$34
total per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
15 years of experience
Jamaica Plain, Boston, MA, 02130

About: I love being with pets and taking care of them! I love helping dogs get exercise while I get to go for a walk. I have been taking care of family pets since I was a kid. And I have pet-sit for dogs, cats, and a gecko. I worked professionally in clinical research for 7 years. Then I went back to school for a masters in public health and graduated this past Spring. As I apply to full time jobs I work twice a week in JP and am otherwise widely available. I would love to find a pets to care for during this transition time. I love dogs, cats and all animals. I treat each one with respect. I am a responsible person who will respect your privacy when I need to be in your home.

Sitter Profile Image: Jamie C.
Verified Enhanced Background Check
Jamie C.
$28
total per walk
10 years of experience
Roxbury, Jamaica Plain, MA, 02130

About: I've had dogs in my family since I was a child, continuing into adulthood. As an adult I raised and trained two dogs from puppyhood to senior citizens. I have experience with taking dogs to obedience classes, training them on recall and basic commands, and using positive reinforcement. Lots of experience with puppies and adolescent dogs. I have experience with rescues, fosters, and dogs with trauma histories and pick up dog body language fairly quickly. I know that you the owner know your dog best and as a pet parent myself make sure to respect preferences, notes on behaviors and routines, and make their experience as consistent and stress-free as possible, for them and you. I am fairly active in my day to day life, and love doing shorter and longer walks with dogs. I take mine to the dog park too, but understand that isn't for every dog, there are plenty of enrichment activities to do with them outside of public spaces. I am currently going to school and have a fairly flexible schedule to work in care throughout the week and my availability should be fairly routine. In/near my own home I have access to green spaces and a dog park. Plenty of space to walk a dog. At a clients home I would follow applicable routines and instructions regarding walks, enrichment, and socialization, which could include walk, dog park visit, or activities in the home.

Sitter Profile Image: Gabriel B.
Verified Enhanced Background Check
Gabriel B.
Star Sitter
$28
total per walk
4.9 out of 5 stars
• 80 reviews
19 repeat clients
10 years of experience
Boston, MA, 02131

“Gabriel is a dog whisperer. Our dog was immediately comfortable with him, even though our dog is usually scared of strangers. We are grateful to have found Gabriel.”

Profile image
Sarah F.
Sitter Profile Image: Kristen L.
Verified Background Check
Kristen L.
Star Sitter
$36
total per walk
5.0 out of 5 stars
• 51 reviews
26 repeat clients
30 years of experience
West Roxbury, Boston, MA, 02132

“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.”

Profile image
Michaela C.
Sitter Profile Image: Emily M.
Verified Enhanced Background Check
Emily M.
$28
total per walk
5.0 out of 5 stars
• 3 reviews
3 repeat clients
8 years of experience
Boston, MA, 02130

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.

Sitter Profile Image: Konstantinos K.
Verified Enhanced Background Check
Konstantinos K.
$23
total per walk
15 years of experience
Jamaica Plain, Boston, MA, 02130

About: I've been caring for animals for many years and have experience with a wide variety of species. I've been handling and looking after dogs and cats since I was 12 years old, giving me years of hands-on experience with pets of all ages, personalities, and needs. Whether it's feeding, walking, playtime, administering basic care, or simply providing companionship, I always make sure every pet feels safe, comfortable, and loved. I currently have a cat of my own, so I understand how important it is to trust someone with your furry family member. I treat every pet as if they were my own and strive to provide reliable, attentive, and compassionate care while you're away. I'm currently taking some time between finishing graduate school and starting my postdoctoral position, which means I finally have something scientists rarely get—free time! I've decided to spend it doing something I genuinely enjoy: caring for animals. This flexible schedule allows me to dedicate plenty of time and attention to each pet, whether that's stopping by for visits, playing, feeding, administering medication, or simply keeping them company. I know every dog/cat has their own personality (from "cuddle enthusiast" to "please admire me from across the room"), and I'm happy to adapt to whatever makes them feel most comfortable. For me, pet sitting is the perfect way to combine my love of animals with helping fellow pet owners have peace of mind while they're away. Your pet's safety, comfort, and routine are always my top priorities. I understand that every cat is different, so I take the time to learn their individual personality, preferences, and daily routine to help them feel as relaxed as possible while you're away. When caring for pets in a client's home, I respect both your home and your pet's established routine. I'll follow all feeding schedules, walks/litter box maintenance, playtime, medication instructions, and any special requests you have. I also make sure doors, windows, and gates are secure at all times and keep a close eye on your dog's/cat's behavior and well-being. I'm happy to provide regular photo and video updates so you can see how your dog/cat is doing and have peace of mind while you're away. My goal is for your pet to feel safe, cared for, and loved until you're back home.

Sitter Profile Image: Katherine F.
Verified Enhanced Background Check
Katherine F.
$28
total per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
Brookline, MA, 02445

“Katharine is super dependable and communicative! Highly recommend.”

Profile image
Pamela F.
1 / 1
View more

The median cost per walk for dog walking in Jamaica Plain is $25

Dog parents share their Rover experiences - Jamaica Plain

1 / 1
5.0 out of 5 stars

Jonathan replied to a very last minute request from us, and provided top notch care to our stranger-wary dog. He was communicative and kind and we would ask him for help in a heartbeat should we need to again.

Profile image
Luis F.
Dog Walking
5.0 out of 5 stars

We got our Dog two months ago, and Kelly was her first outside walker. Our dog has been apprehensive with strangers in the past, so we took a graduated approach, which Kelly (and Hershey) were very receptive to. We appreciated how Kelly was patient with Hershey and read her body language well, and over the three walks Hershey became increasingly comfortable. Would absolutely book again!

Profile image
HyeJee H.
Dog Walking
5.0 out of 5 stars

Amarais has been great with walking our doggies. Very responsive and responsible, thanks for taking such good care of our pups!

Profile image
Emily C.
Dog Walking
5.0 out of 5 stars

Samantha was wonderful with Ino! Quick responses, good communication, and shared photos of their walk. Would rebook in future.

Profile image
Renee E. Y.
Dog Walking
5.0 out of 5 stars

Rowan was super easy to work with. Great communication, was mindful of the weather and gave my dog lots of water. I will definitely book Rowan again!! And recommend to others.

Profile image
Nicole W.
Dog Walking
5.0 out of 5 stars

Rachael was great with my pup! She took care of her every day for a full week and went on some nice walks with her.

Profile image
Niko K.
Dog Walking
5.0 out of 5 stars

Ceyla is very reliable and always does a great job with my dog! I appreciate her taking her on long walks while I am at work regularly.

Profile image
Rebecca H.
Dog Walking
5.0 out of 5 stars

Phoebe was great! She was prompt and easy to coordinate with. I felt confident knowing our pup was in good hands. Would book with Phoebe again!

Profile image
Jillian F.
Dog Walking
5.0 out of 5 stars

Melissa was wonderful with our pup! It was clear right away how much she genuinely loves dogs and cares about giving them a great experience. Melissa went above and beyond to give extra attention and even practiced some commands with Ruggles. We really appreciated the extra effort and would happily book with her again!

Profile image
Jillian F.
Dog Walking
5.0 out of 5 stars

Elizabeth was amazing! She was super flexible with our time and when our address wasn’t updated! Lady looked like she had the best time, thanks again!

Profile image
Silvia P.
Dog Walking
5.0 out of 5 stars

Amanda was so caring with our dog, Heidi! She was so considerate and communicative. We can’t wait to rebook her

Profile image
Helen H.
Dog Walking
5.0 out of 5 stars

Sarah took really great care of my dog this week especially on short notice. She went the extra mile making sure she had the chance to finish her food after my stubborn pup refused to eat her breakfast with me. Sarah even cleaned up my dog’s water bowl after I had spilled it on my way out one morning, all without asking. My dog and I both highly recommend her!

Profile image
Jon M.
Dog Walking
5.0 out of 5 stars

Alina has been really thoughtful about adjusting her walks to help Tango continue maturing. The care she provided Tango gave us a lot of peace of mind. We want to express our deepest gratitude to Alina for the excellent dedication and love she provided to Tango We are really going to miss her.

Profile image
Marcos A.
Dog Walking
5.0 out of 5 stars

We had a great experience with Natasha! Communication was easy and Natasha had a great walk around the park with our pup. Really appreciate the last minute help!

Profile image
Jillian F.
Dog Walking
5.0 out of 5 stars

Emma took great care of my pup, sent adorable photos and kept me updated on how he was doing. We will definitely book with her again!

Profile image
Taylor F.
Dog Walking
5.0 out of 5 stars

Gemma has been so communicative, responsible, and sweet with our pups! They can be a little nervous around new people, but they warmed up to her super fast. We would hire her again any time!

Profile image
Stephanie C.
Dog Walking
5.0 out of 5 stars

Christianna was very patient with Ritchie, who can be shy and nervous with new people. She gave him the time he needed to feel comfortable and kept me updated on how everything went. She was responsive, communicative, and thoughtful throughout the process. I really appreciated her patience with him!

Profile image
Yaliza B.
Dog Walking
5.0 out of 5 stars

Magdalena was wonderful! She went above and beyond for my dogs. The apartment door locked behind her (through no fault of hers), and she took care of my dogs until I was able to contact her after my work day. Thank you!!

Profile image
Tessa Y.
Dog Walking
5.0 out of 5 stars

Faith was the most helpful! We booked her last minute and she accommodated all of my questions/changes enthusiastically. Her love for our pups was felt from 300 miles away and the peace of mind she gave us that they were being well cared for meant the world. Will definitely book again! Thank you faith! Highly recommend!

Profile image
Anna B.
Dog Walking
5.0 out of 5 stars

Suki is wonderful! I'd happily hire her any time. She is very gentle and sweet with the pup and gives great updates!

Profile image
Lauren L.
Dog Walking
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 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 September 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 September 2026, there are 10,882 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge