Dog Sitting Jamaica Plain
Book a Jamaica Plain dog sitter to watch your dog in your sitter’s home or yours.
Over 412 pet parents in Jamaica Plain have booked dog sitting
Jamaica Plain, Find top rated dog sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I’ve taken care of neighbors & family friends dogs since middle school, doing drop-ins, walks & overnight stays. I also have experience with senior dogs, both my own & friends’ who I’ve cared for. My childhood dog, and best friend, passed away almost two years ago, and as a huge dog lover, I’ve been missing having a pup in my life! I would love to love yours <3 I work a full-time job, but am hybrid, so I’m only in the office Tuesdays & Wednesdays! I can do walks in the mornings before work on Monday or Friday, after work any day of the week (adjusting for the commute on Tuesday/Wednesday), and can be free on the weekends! If you’re near where I live, I could also pop in during the work day on my remote days. Unfortunately our apartment doesn’t allow dogs :( But I will follow your lead on what works best for you & your pup(s) in your space! I want to make sure everyone feels comfortable with the routine & arrangement!
“Anastasia was fantastic! She went out of her way to make sure our little scaredy cat Jake was super comfortable, and even went back to double-check on his comfort. She also was very communicative and prompt. And even brought in our mail! We will definitely be asking her for her services again! She’s wonderful!”
“Alicia did an amazing job with Chica and Benji! Benji went on multiple long walks, longer than we would even expect in the winter and Chica got lots of attention. Alicia was very communicative and friendly. We would highly recommend her.”
“Emily was wonderful to work with. She grasped the care instructions quickly and easily. She carried them out exactly as we wished. And our kitty, Louie, really enjoyed playing with her!”
“I wish I could give more than 5 stars because Kristen is just that good! We had an emergency this morning and Kristen was able to come last minute to take care of our pups. She did so fully knowing that there would likely be a crate full of poop when she arrived. She is so great with our pups and we trust her completely!”
“Emily was amazing. She took great care of our dogs and was very understanding and accommodating when unforeseen circumstances led us to booking at the last minute. Will definitely use again in the future and recommend her!”
“Debra was wonderful with our kittys. She played with them daily, gave quick updates, and took incredible photos. She made an effort to spend time with each of them, too. Two of our three cats are social little beings, and the third is a bit sassy and nonchalant. Debra was able to get him to trust and respond to her, allowing her to give him pets and he ate in front of her! That’s a big deal in our home. We recommend her and will absolutely hire her again.”
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.
About: I have spent a lot of time taking care of my own animals, family members animals, and neighbors animals. I’ve never met a cat or dog that I didn’t love. Visiting my parents and hanging out with my kitty is my biggest joy. All of my cats and dogs over the years have been my biggest sources of joy!! I currently do not have a job so I am available to walk your animals or pet sit whenever is needed. I hear for whatever is the most helpful to you! I unfortunately cannot care for your pets at my apartment but I’m happy to in your home!! I am very good at following directions to a T so I will make sure to not overstep and cross any boundaries.
“Jana was great with my two dogs! Sent lots of photos and info on how the visit went and she above all made sure that both dogs had a safe visit. I will definitely be using her again.”
“Tommy did an exceptional job caring for my two fussy cats for 6 days! My cats both need medicine and extra care every day and Tommy was consistent, reliable, and a great communicator. I can tell my cats were well cared for while I was away. Thanks so much Tommy!”
“Michael was great taking care of our difficult cat while we were away on vacation. He was very accommodating to her behavior and needs and I felt relaxed on my trip knowing she had someone caring looking over her. I would recommend him to anyone. He send pictures and updates everyday. Just great overall.”
About: I have done a lot of animal sitting since I was in high school looking after my nieghbors dogs and cats when they were away. I am a huge animal lover but I am best with dogs and cats. Before I went to college my nieghbor had just bought a puppy and we had just got a cat, I trained the cat and I did most of the dog walking for the puppy. Being able to play and care for animals is the best job I can think of. I can’t wait to meet your fur baby! I would love to be able to work with familiar clients and their animals. I provide over night pet sitting services, dog or cat walking, and drop in’s. I can take care of your fur babies Friday to Monday, for anything outside that time I may have availability, so just ask! I work a full time job 8am-4:30pm Monday to Friday. I typically go off the rules you lay out for your pet along with their usual routine. I want to make things as easy as possible for you and your pet. If you have a list of dietary restrictions or medication they need to take, I’m happy to learn as well as get them the care they need. If they have a specific dinner or walk time, I want to make sure I stick to it for you.
About: I absolutely love dogs, and since I don’t have one of my own, your pet enjoys my full attention in a calm, loving environment. ✨ Flexible Work-From-Home Schedule – I work remotely most of the week and can easily move around my office days to fit your needs. 🔎 Highly Attentive - I might be the most detail-oriented person you'll meet! I catch the little things, follow your instructions carefully, and make sure your pet feels safe and cared for. 📸 Consistent Updates – Expect regular photos and communication for total peace of mind. I’m home most of the week thanks to my flexible work schedule, so your pet will get plenty of attention and companionship. I’m happy to help with regular visits, check-ins throughout the day, or even last-minute requests. I understand the importance of health and safety for both you and your pet, and I am fully vaccinated against COVID-19. I work at a college in educational technology and faculty support, a role that requires organization, attention to detail, and clear communication. I bring those same skills to caring for your pet, focusing on making them feel safe, happy, and loved while I’m with them. I’m highly observant and attentive, following instructions closely and noticing even small changes in behavior. I treat your home with respect and provide calm, consistent companionship, keeping you informed so you can relax knowing your furry friend is in good hands.
“I was initially super anxious about using this service, but Stephen put my mind at ease with incredible care, kindness, and communication. Amazing sitter, went above and beyond. Thank you!!!”
The median cost per visit for dog sitting in Jamaica Plain is $25
Dog parents share their Rover experiences - Jamaica Plain
Zoe is absolutely amazing. I can tell she genuinely cares about my pup and loves dogs. Zoe is responsive and even writes a detailed report of what they did and how he was behaving. She also takes so many cute pictures every time! Absolutely love having her take care of my pup :)
Sydney is amazing!!! She has lots of experience working with dogs and it shows. Mine can be a bit rowdy at times but she had them sitting and calm within like a minute of being there! She’s super sweet and communicative as well. We would 100% use Sydney again. I had 0 concerns after meeting her and our experience was great!
Lindsay was a dream to have for our dogs. She came to meet both of my dogs in our house and had very thoughtful questions prepared for me regarding the dogs and their habits/behaviors. She was very fast at communicating and took the exact care of my dogs that I requested. We look forward to having her take care of our dogs again in the near future.
My dog, Rocco, is a 15 year old terrier who had never been under the care of a dog sitter. I was extremely fortunate that Marilyn was available to attend to his care over the past weekend. Marilyn is a very warm, friendly, compassionate, and deeply caring sitter. My dog gravitated to her immediately. Marilyn provided the most amazing and utmost care of our dog throughout the weekend. I highly recommend her services, and will contact her immediately for all my future dog sitting needs.
Nadia was absolutely amazing with our dog, Finn! From the moment i met her, we knew he was in great hands. She was incredibly caring, attentive, and kept us updated with photos and messages, which gave us so much peace of mind while we were away. Came home to Finn happy, relaxed, and clearly well cared for. It was obvious that Nadia treated him like he was her own. She went above and beyond to make sure he was comfortable, exercised, and loved. I would recommend Nadia to anyone looking for a trustworthy, reliable, and genuinely caring dog sitter. We will definitely be booking with her again. Thank you, Nadia, for taking such wonderful care of Finn!
Megan was awesome! She took such great care of our dogs while we were visiting Boston, checking in on them, taking them for walks, and spending quality playtime with them. It gave us so much peace of mind knowing they were happy and well cared for while we explored the city. Her communication was excellent, with regular updates that made the whole experience completely stress-free. We truly appreciated her help and wouldn't hesitate to book with her again. 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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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 sitting - Jamaica Plain
Select a filter and find qualifying sitters offering dog sitting.Sitters in Jamaica Plain average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Jamaica Plain
Frequently asked questions about Rover
The average cost for Dog Sitting in Jamaica Plain on Rover is $22.47 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of August 2026, there are 10,496 sitters on Rover offering Dog Sitting across Jamaica Plain. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Jamaica Plain stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Jamaica Plain choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter 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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Jamaica Plain with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Jamaica Plain. On Rover:
- 91% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 95% 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.
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 sitter.
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