Pet Sitting & Drop Ins in Jamaica Plain, Boston
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Jamaica Plain pet sitters
“Neha was very professional from start to finish. Her communication and commitment to my dog while I was away was outstanding and amazing. She is someone I trust and will use again in the future. Thank you Neha.”
“Ella was perfect! Our animals absolutely loved her! Her timing was perfect and she was very helpful with every request we had. I can’t recommend her more and I’ve had many Rovers!”
“Michelle was very helpful and attentive to our cat Meeko. She kept us updated every day, and even helped with our apartment during a big heat wave. She was phenomenal!!”
“Caroline was awesome! She was very communicative and took good care of Blue during her check-ins. Blue was super relaxed when I got home and I think she had a great day while I was gone. I felt super comfortable with Caroline & will definitely ask her to watch Blue again.”
“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!”
About: Hey! My name's Ray, I live in Boston, and I would LOVE to walk or watch your dog! I have a pup of my own (Shark, who's in my profile pic!) who I love, and have taken care of for over four years now. I have wide-ranging experience with tough pups - reactivity, resource guarding, fear / anxiety / aggression - and am more than willing to learn how I can give your dog the care and attention they need. I have experience in fear-free training, as well as positive reinforcement training. I have extensive knowledge of great dog routes in and around Boston, specifically Jamaica Plain and Charlestown. I work a 9-5 remote job, but I can be flexible! I can walk dogs between 7-9 AM or 5:30 - 8:00 PM EST on weekdays. Weekends are more flexible throughout days and nights! I operate on the fear-free/positive reinforcement model of care. Our pup has reactivity and anxiety issues, so my main priority is establishing trust and understanding how each dog wants to be cared for. These aren't just accessories, they're living creatures with emotions and feelings, but no feeling is too big for me!
“Nathan provided attentive and loving care to my two cats while I was away. I returned to two very happy and healthy kitties! He also provides detailed updates with lots of pictures, which I appreciated.”
About: Hey hey! My name's Victoria, but friends call me Rev. I moved here a couple of years ago now from Georgia, began pet sitting in April 2024, and it's currently my full-time job! I've been fascinated with animals since a young age, with about ~17 years of experience, mainly with cats. As I've gotten older, I've fallen in love with the human-animal bond, and have become passionate about their care and respecting each one the way they deserve. Regardless of your pet's personality, preferences, or needs, I'm excited to meet, care, and accommodate your little darling with the same love as you would! I hope to hear from you soon 😊! As this is my full-time job, I'm capable of prioritizing my schedule to work for you and your sweetheart(s). I'm always sure to communicate if something may come up during your booking, such as other gigs or obligations outside of work, that way there's total clarity on where and when I'll be in relation to your pet(s). If you're not sure, please feel welcome to ask! If I can fit them into my schedule, even on short-notice or alongside another sweetie, I'm more than happy to see what I can do. I've got the kind of guest attitude you can expect from a typical Southerner! I take the care of another's space very seriously, doing my best to leave things as I found them, and due to a background in housekeeping it's not uncommon for me to do some cleaning before I leave. You can trust to come back to your home just as you left it, if not with less dust than before!
“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.”
“Renee took great care of our cat and we loved her updates in daily cards! She was very professional and came prepared with a set of questions in our intro call, which gave me confidence in her care. Would love for her to care for our cat again!”
About: I have had dogs in my life since high school and have experience with all shapes sizes and attitudes! I dog sit my parents great pyr, and my own dog is a Pomeranian mix. I’ve also got plenty of experience walking multiple dogs (I used to have two black labs!) As a pet owner I understand how important it is to have someone reliable to care for your pet, and I am excited to meet your furry friends! I work from home and have a very flexible work schedule, so can do drop ins whenever they’re needed! Since I’m home it also makes a great fit for in home boarding I have an enclosed courtyard that my patio is a part of with a special doggie yard, my dog and I often sit outside while the weather is nice! Daily walks and lots of play time are a regular part of our days
“Julie has been caring for our cat with drop in visits lately and I can tell our little guy loves her a lot. She is always communicative and sends the cutest photos of him.”
About: I’m a lifelong animal lover with over 10 years of experience caring for cats and dogs of all ages. I’ve looked after everything from playful puppies to chill senior cats, and even fostered a variety of animals from a local shelter. I offer patient, loving care and a calm, stress-free environment. When boarding in my home, I only take pets from one household at a time, so your furry friend gets my full attention and feels right at home. I work from home most weekdays, so your pet will get plenty of attention, playtime, and care throughout the day! My schedule is flexible, and I’m mostly available on weekends, as well as Monday, Wednesday, and Friday. Your pet’s safety and comfort are my top priorities. I live in a secure apartment that’s perfect for cats and small to medium dogs. Cats can relax and enjoy plenty of natural light and views from my large windows, while dogs get fresh air and exercise with walks to several nearby parks just minutes away. Whether in my home or yours, I provide attentive, loving care in a safe, clean environment where your pet can feel relaxed and happy.
“Megan watched our cat and lizard over the holiday. She is a great communicator and spent a little extra time with our needy girl to give her all the pets. I had a great experience with Megan and would rebook her services again.”
“Lyv was very professional and considerate. She communicates well and I had no issues with making changes based on changes in my travel plans. Freddie loved her too! We really appreciate the thoughtful care she provided and would love to use her services again!”
About: I’ve had my own dog since I was 10, and she’s my best friend. I have walked and taken care of dogs of all sizes, and other pets as well! I have also taken care of my sisters dog since we’ve had her, for 2 years while she was at college. I have watched over multiple dogs in my family, including two new puppies. I am a full time student at UMass Boston, so I am very free on the weekends and less so during the week. I have time on MWF and Tuesday after 2. When taking care of dogs within my own home, I always review the rules with the pet parent and make sure they are comfortable with my own to house their pets. When traveling to another clients home, I make sure to understand how access would work and if there is anything that needs to be done before after and during my stay to help them.
Loving pet sitters in your neighborhood
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Neha D.Star Sitter
“Neha was very professional from start to finish. Her communication and commitment to my dog while I was away was outstanding and amazing. She is someone I trust and will use again in the future. Thank you Neha.”
Ella M.Star Sitter
“Ella was perfect! Our animals absolutely loved her! Her timing was perfect and she was very helpful with every request we had. I can’t recommend her more and I’ve had many Rovers!”
Michelle D.Star Sitter
“Michelle was very helpful and attentive to our cat Meeko. She kept us updated every day, and even helped with our apartment during a big heat wave. She was phenomenal!!”
Julie J.Star Sitter
“Zipper enjoys his visits by Julie! She is on top of everything - water, food and litter, as well as entertaining him and keeping us posted with updates and photos!”
Caroline E.Star Sitter
“Caroline was awesome! She was very communicative and took good care of Blue during her check-ins. Blue was super relaxed when I got home and I think she had a great day while I was gone. I felt super comfortable with Caroline & will definitely ask her to watch Blue again.”
Anastasia S.Star Sitter
“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!”
Raymond w.
“I couldn’t be happier with Raymond’s dog-walking services! He took excellent care of my Bernedoodle, who can be a handful due to his size and energy. Raymond was reliable, punctual, and always made sure my pup got plenty of exercise and attention. It was clear he truly cared for my dog, treating him like his own. I highly recommend Raymond to anyone looking for a trustworthy and dedicated dog walker!””
Nathan G.Star Sitter
“Nathan provided attentive and loving care to my two cats while I was away. I returned to two very happy and healthy kitties! He also provides detailed updates with lots of pictures, which I appreciated.”
Victoria B.Star Sitter
“I have asked Victoria to petsit for my cat multiple times. He is a very shy and anxious cat and normally hides from people but absolutely adores Victoria. She is amazing about following his (admittedly complicated) feeding schedule and odd behaviors. I have never worried about leaving if I know she is watching him.”
Gabriel B.Star Sitter
“Gabriel is great. He is dedicated to making sure animals are comfortable with him and provides amazing care. His communication is also great.”
Michael P.
“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.”
Renee P.Star Sitter
“Renee took great care of our cat and we loved her updates in daily cards! She was very professional and came prepared with a set of questions in our intro call, which gave me confidence in her care. Would love for her to care for our cat again!”
Meghan H.
“Meghan has had her own dogs for many years and has treated them with love and kindness as a member of her family. She is patient and attentive and would be an excellent sitter/walker for any type of dog!”
Julie O.Star Sitter
“Julie has been caring for our cat with drop in visits lately and I can tell our little guy loves her a lot. She is always communicative and sends the cutest photos of him.”
Lauren D.
“Lauren, who has over ten years of experience as a cat owner, is a trusted friend who has taken care of my cats for extended periods, and I’ve never had a single doubt about the quality of her care. Her love for cats is obvious in everything she does. She is incredibly responsible, communicates clearly, and offers a warm, tidy home for any pet. She has also looked after dogs in her home, so she is basically a pet whisperer.”
Megan S.Star Sitter
“Megan watched our cat and lizard over the holiday. She is a great communicator and spent a little extra time with our needy girl to give her all the pets. I had a great experience with Megan and would rebook her services again.”
Zoe K.Star Sitter
“Zoe was super kind and punctual! She was very patient with our nervous 1 year old rescue and we’re looking forward to working with her again.”
Lyv N.Star Sitter
“Lyv was very professional and considerate. She communicates well and I had no issues with making changes based on changes in my travel plans. Freddie loved her too! We really appreciate the thoughtful care she provided and would love to use her services again!”
Luis R.
“Luis is a gentle and kind person who understands shy cats and takes the time to get to know them. I highly recommend him for your kitty care!”
Sommer H.
“Sommer is the perfect person to walk dogs. They care so much about the well-being of the dog by making sure that the dogs receive all the love and attention. They pay attention to details about the dogs and make sure that each dogs needs are met.”
Over 535 pet parents in Jamaica Plain have booked pet sitting
Jamaica Plain pet parents share their Rover experiences
Katelyn took care of our cat while we were out of town for a few weeks and she did a wonderful job!! Katelyn was communicative, thoughtful, and patient with our somewhat anxious and slow-to-warm cat. We came home to a happy and healthy cat and would absolutely recommend Katelyn!
Popular requests near you
Select a filter and find qualifying Jamaica Plain sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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The median cost per night for pet sitting in Jamaica Plain is $25
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 pet 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.
Sitters in Jamaica Plain average 9 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Jamaica Plain on Rover as of Aug 2025 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 78% of Jamaica Plain pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 9 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Jamaica Plain.
Rover makes it easy to find Jamaica Plain pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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