Pet Sitting Jamaica Plain
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 1,250 pet parents in Jamaica Plain have booked pet sitting
Jamaica Plain, Find top rated pet sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“This was our 3rd booking with Julie and we were so happy she was available on a shorter notice that we’d have preferred. Our boys eagerly await her visits! I think they look forward to us going on trips just so they can see their friend Julie!”
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!
“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!”
“Lucy did a great job watching Chica and Benji! She did everything we asked and the pets were super happy when we came home with no accidents anywhere! We will 100% reach out to her again.”
About: I have 6 years of hands-on experience raising and caring for my own dog, which taught me the importance of patience, structure, and genuine love. I understand that every pet has a unique personality, routine, and needs. Whether it is providing structured daily walks, fun playtime, sticking to strict feeding schedules, or simply offering a calm and comforting environment, I treat every dog with the exact same level of devotion, warmth, and attention as my own. I currently have a very flexible schedule with plenty of open availability throughout the week and on weekends. This allows me to dedicate quality, uninterrupted time and attention to your pet. I can easily accommodate daytime visits, afternoon walks, and full-day companionship to ensure your dog never feels lonely and maintains their normal potty and feeding routine seamlessly. Safety, comfort, and open communication are my top priorities. When hosting pets at my home, I provide a peaceful, clean, and dog-safe apartment where your pup can relax and feel right at home. For outdoor walks, I always keep dogs securely leashed and stay mindful of surroundings and weather. I am also happy to send regular photo and video updates so you always have total peace of mind while you're away!
“Mirabel was fantastic with my two cats while we were on vacation! She went above and beyond and was extremely communicative. I would highly recommend Mirabel!”
“Gabriel was wonderful with my pups! He was very communicative and flexible with my whacky schedule, and he took the time to come over in advance to meet them first and introduce himself so they wouldn’t be meeting a strange for the first time during their drop in. I can’t recommend him highly enough!”
“Our cat loved having visits and snuggles and we loved getting updates. Morgan and Meaghan were professional, cordial and so sweet with our cat. We would definitely go with them again.”
“Rev is communicative and on time. It was great they were open to a meet and greet/drop in before booking an overnight and I feel great that it seems my dog will be in very capable and kind hands!”
“Ann-Marie did a wonderful job taking care of our 10-year old Bernese Mountain Dog, Zeus. She stopped by to walk and spend time with Zeus three times a day for almost a week and provided helpful updates throughout. She was really great!”
“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.”
“Marlee is trustworthy and reliable. Thank you Marlee for taking such good care of our 2 kitties! Our shy Lila warmed up to you on day one (our Olivia has always been the social one), and to us that's plenty of proof of your abilities:) We will book your kind services again.”
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.
“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!”
“Yui is an excellent sitter! Teddy warmed up to her right away, and I had no concerns about leaving him in her care. You can tell she really loves animals and put real care into watching after them.”
The median cost per visit for pet sitting in Jamaica Plain is $25
Pet parents share their Rover experiences - Jamaica Plain
Alexandra filled in for us super last-minute due to a cancellation, and not only read through the list of what to expect with our dog / what we needed for a visit, but was patient with our dog meeting a new person, took extra photos, wrote up a through ‘report’ after the walk + visit, and was extremely responsive via messaging. Couldn’t ask for more!
Aimee did a fantastic job at making me feel at ease with leaving my baby for a week. She sent plenty of pictures and made sure to include how Bubz was doing. Bubz eventually warmed up to her (as much as my cat can to a stranger 😂) which I'm very happy about. Will definitely book with Aimee again and hope she continues to use Rover.
Tess looked after my puppy for me while I was at work this summer and I couldn’t think of a better person for the job! She was so communicative and detail oriented, took great notes on his eating and bathroom schedule. My roommates continuously commented on how sweet she was with him and how well he did with her! I couldn’t recommend her more!!
Nick took such good care of our cats (daily check-ins while we were away for a week), sending us detailed daily updates and photos and going above and beyond to check on questions we had while we were away. One of our cats is very shy and hides whenever someone new comes over, but Nick managed to find him even in his sneakiest hiding places and get pictures of him so we could see him. We highly recommend Nick and look forward to working with him in the future!
Stephanie was great. She left detailed messages and multiple photos daily which was very much appreciated. And took time with my shy and quirky cat Winston, making big effort to earn his trust. He's a long hair boy prone to matting, and she did an excellent job brushing him too. I would rebook without hesitation.
If I could give Alexina 10 out of 5 stars I would! She really understands cats and was so good to my sweet cat. I came home to find my sweet and extremely social kitty happy and well cared for. He is usually anxious when I come home from a weekend away but he was calm, happy and confident. Also everything was pristine/clean. 💕💕💕💕
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 pets like family
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Jamaica Plain
Select a filter and find qualifying sitters offering pet sitting.Sitters in Jamaica Plain average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Jamaica Plain
Frequently asked questions about Rover
The average cost for Pet Sitting in Jamaica Plain on Rover is $25.53 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 10,891 sitters on Rover offering Pet 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
Yes, you can find sitters who have experience with handling special pet needs in Jamaica Plain. On Rover:
- 90% of sitters can help with special care needs
- 95% 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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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.
Connect anywhere with the Rover app
