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 1,234 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%.
“On time, sent pictures, Katie loves her, she was able to help very last minute and went above and beyond. We couldn’t have asked for better service. Will be definitely asking for Kristen’s services again!”
“Julie is super great! Even though I asked her to watch Ellie with short notice, she still took the time to let Ellie get to know her so she was comfortable! Great pictures and detailed messages about their time together!”
“Jennifer is lovely. She did a pre visit with us on short notice to get the lay of the land. Our first drop in visit went great. She sent lots of pictures and we feel confident that our pups were well taken care of. We will definitely reach out to Jennifer in the future!”
“Mirabel is the VIP! She did an incredible job with my fearful cat while I was out of town for a week in the middle of invasive renovations to our apartment. Knowing she was looking after him gave me so much peace of mind. Highly recommend!”
“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 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! 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:)
“Ella took excellent care of my elderly cat, keeping her company and administering her medication. She provided detailed notes and many pictures after each drop-in. I also appreciate that she left everything neat and tidy.”
“I highly recommend Morgan and Meaghan! They were great at communicating and sending pics and even made sure I was back in town after the weekend:) I’ll definitely have them pet sit again!”
About: Hello and thank you for visiting my page! I am a lover of all animals, and I have had both cats and dogs my whole life. I’ve had my cat, Burt Macklin (if you’re a fan of Parks and Rec) for over five years and he is my favorite creature! I have no problem taking care of cats of all sizes and am comfortable administering oral medication. I currently can’t own a dog in my apartment, so I love walking and taking care of dogs to get my fix. I can take care of dogs of all sizes and ages, and I’ll be sure to ask about their walking behaviors and any habits/training they’re working on. I am able to do overnight stays when needed and aim to give your house lion and/or pooch the best care while their human(s) are away. I am a very positive and optimistic person, so I will always bring an upbeat attitude to all my dog walks. I am an open book and can answer any questions as needed. Hope to meet you and your fur child! I’m currently working part-time and have lots of flexibility during the week and on weekends. I also have a car and am able to travel with your pet if needed. I take it very seriously when someone trusts me to take care of their pet, whether it’s a walk, drop-in visit, or house sitting. I am always considerate of other people’s spaces and treat both your home and your beloved support creatures like my own!
About: Hi! I'm a recent graduate who lives with a senior cat; I have a lot of experience with senior pets, special needs pets, medication administration, etc. I'm able to exercise with and play however your dog likes! I've been pet sitting and walking dogs for my friends and family (and Wag!) for over a decade (dog in the profile picture is my brother's dog Kuma!) Pets bring me so much joy and I want to help take care of them as a community effort :) I'm here to build trust, please ask any questions 🫰 I am a gig worker currently, therefore very flexible—request me and there's a high chance I'll be available! I'm around weekends and weekdays, my own cat has plenty of alternate caregivers. I would not be able to host pets in my home, but would follow any rules at clients homes to make pets feel safe and regulated :) consistency helps them and me!
“Took excellent care of my cat, very responsive, and took amazing pictures of him!! Even helped when my a/c unit was having difficulties and leaking water. Would definitely recommend!”
“Nick was the best dog sitter! We had drop in visits scheduled, and he was so intentional with spending time with our pup on each one. We will definitely be booking with Nick for our next trip!”
“It was very reassuring to get such detailed write-ups and 15+ photos per check in. Allie was responsive and really took time to get to know our pets, which was important for us as establishing a relationship with a sitter was one of our priorities. Thanks Allie!”
“We are so glad to have had Ann-Marie take care of our cats. Even our shy girl felt comfortable to get some pets from her their first time meeting! She communicated wonderfully and sent us so many pictures. Thank you!”
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!
About: I’ve been around dogs my entire life and have always loved caring for them. In addition to growing up with family dogs, I’ve pet sat for friends and neighbors and worked as a dog walker during college. I’m dependable, attentive to details, and comfortable following routines and special care instructions. Whether your pet needs a long walk, playtime, or plenty of cuddles, I’ll make sure they feel safe, happy, and loved!! My schedule is currently very flexible, so I have full availability for walks, drop-in visits, pet sitting, and last-minute bookings. I don’t have any scheduling limitations right now and am happy to work around your pet’s routine to provide reliable, consistent care whenever you need it!! I’m a respectful, dependable house sitter who will treat your home with the same care as my own. I’ll keep your pet comfortable by maintaining their normal routine while giving you peace of mind that both your home and pet are in good hands!
The median cost per visit for pet sitting in Jamaica Plain is $25
Pet parents share their Rover experiences - Jamaica Plain
Liza was very responsive and timely in her communication style. I appreciated her attention to detail and flexibility with our scheduling. She definitely went above and beyond and most importantly, gave me the peace of mind I needed to enjoy my vacation without being concerned about the wellbeing of my cat. I strongly recommend her to other pet owners.
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!
I booked Claire while traveling out of state to care for my cat, Zelish, and she was exceptional. Claire was incredibly receptive to Zelish’s care instructions, paying close attention to specific details like water quality and regulating the apartment temperature during a severe heat wave. She even thoughtfully offered to water my plants, though it wasn't needed because I thoroughly watered before my departure. Her frequent photo updates gave me complete peace of mind while away. I am extremely grateful for her attentive care and would highly recommend booking with her again.
Ann-Marie was so wonderful I can’t say enough good things. If anyone knows me they know my cat is my whole world, so it takes a lot for me to trust someone with her. Ann-Marie was so attentive, kind, and understanding and gave daily updates with photos to really put my mind at ease. I would book with her again in a heartbeat!
Nicole was our first experience with Rover. We were going on a fairly long vacation and couldn’t take our cat with us, so needless to say, we were a little nervous about leaving her behind. We booked Nicole for nine visits, and she was fantastic. She always showed up when she said she would, did everything we had asked, and sent us detailed updates after every visit. She played with our cat, groomed her when needed, replenished her water bowls, and cleaned the litter box. Nicole is an extremely reliable and dependable pet sitter—no weirdness, no drama, just someone you can trust to show up and take good care of your pet. We know pet sitting is only a temporary, part-time job for Nicole as she finishes college and prepares to move away from Boston, but the maturity, trustworthiness, reliability, and sense of responsibility she showed us will serve her well wherever her career takes her next. We are extremely grateful to Nicole for taking such good care of our cat and giving us peace of mind while we were away. We would absolutely recommend her.
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 $24.42 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 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 August 2026, there are 10,998 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:
- 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.
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.
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