Pet Sitting & Drop Ins In Jamaica Plain
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
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Julie was wonderful and communicative! We booked her for 2 drop ins and she was punctual, provided a report, and plenty of pics! Would certainly book Julie again. 🐱”

“Megan was so helpful to come do a check in on short notice. She sent photos and messaged me ahead of time to coordinate what my dog needed. She is great!”

“Caroline was very proactive & accommodating in meeting our needs and caring for our kitty. We appreciate her flexibility & attentiveness a lot!!”

“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.”

About: Hi there! I’m an animal lover living in a multi-family home with a friendly 3-year-old Shih Tzu mix. We have an unfenced backyard for quick bathroom visits, and live close to plenty of parks where your pup can enjoy some leashed walks and outdoor time (lars anderson, jamaica pond, the greenway). Whether your dog loves playing fetch or snuggling up for a nap, I’m here to offer lots of love and attention! Can’t wait to meet your furry friend! Pet Care Services: Daily walks and playtime Lots of belly rubs and attention Safe and comfy home environment Flexible availability to meet your dog’s needs Let’s arrange a meet-and-greet to make sure we’re a perfect match for your pup! 🐾 I have a small dog at home, so I regularly take her out for a short walk at least 4 times during the day. I work from home on Fridays, and on Monday through Thursday, I’m in the office but always come home during lunch for a walk, followed by a longer activity when I get home. Dogs are allowed to freely hang out in my home, including couch/bed while I am home. Depending on the dog's comportment and their guardian's wishes, I would crate the visiting dog(s) while out of the home, or separate them using gates in separate rooms for ensured safety of your dog and my own. Please note: I require a meet and greet for any new boarding requests to ensure our dogs get along and stay safe during their stay. Not required for repeat stays.
“Mirabel did a fantastic job with our cat! She went above and beyond and was super responsive at all times. I’d trust her a million times over with our cat!”

“These gals are amazing! My puppy loves them. They always leave a great review of their tone with Cai, and the best pictures. Thank you Meagan and Morgan loving my pup and taking such good care of him!”

“Rev was great with my girls during her drop ins at our home while I was away for a conference. She came in on time and took many pictures. My girls love her and we trust her to take care of them.”

About: I’ve been taking care of my dog for the past 5 years, and I can honestly say it’s one of the most rewarding parts of my life. I love spending time outdoors, especially walking the Emerald Necklace—Jamaica Pond, the Arboretum, and Franklin Park are regular spots for us. I’ve come to realize (like many owners) that dogs aren’t just pets—they’re part of the family—and I treat them that way. I’m familiar with leash handling, routines, and how important patience and consistency are, whether on a walk or just hanging around the house. I’m happy to follow your dog’s specific needs and make sure they feel safe, comfortable, and loved while you’re away. Whether it’s long walks, playtime, or just good company, I’d be thrilled to care for your pup! As a working professional, I’m fortunate to have a good amount of free time both before and after work. That makes it easy for me to build pet care into my daily routine. Whether it's morning walks, evening playtime, or just making sure meals and routines stay consistent, I have the flexibility to give a pet the time, attention, and care they need every day. I genuinely love dogs and treat every pet as if they were my own. I pay close attention to their individual needs—whether that means sticking to their usual routine, giving them extra playtime, or just making sure they feel safe and comfortable. My goal is always to make sure they’re happy, well-cared-for, and having the best time while they’re with 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.”

“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: My friends call me the golden retriever of humans - I love walks, making new friends, and exploring new places. I enjoy getting all the zoomies out! I work from home part time during the week, and am available during the work day for good walks. Walking is as good for me as it is for your dog! I pay attention to the body language and comfort of the dog, as well as the environment of the dog’s home to understand needs and comfort level.
“Tommy was wonderful with our two cats. They were especially patient with our elderly cat who needed more time to eat. They took their time feeding and playing with the cats, made sure the doors were locked, and were kind enough to bring in any packages that were delivered when we were gone. Would definitely contact again next time we need a sitter.”

“Lia is awesome! She is super communicative, flexible, and responsible. This is our second time booking with her, and we would absolutely book with her again.”
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 cats on 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.
“Marie was very friendly, communicative and flexible. When I returned from my vacation, the cat was happy, both water/food was fresh and full and the litterbox was clean. Excellent! Thank you Marie!”

Jamaica Plain pet parents share their Rover experiences
Sarah took such great care of our cat while we were away. She was very reliable and made sure Circe got plenty of attention. She provided us with a very detailed update on her visit and also took some great pictures - We would highly recommend her for anyone in need of a pet sitter!

Zhao was absolutely wonderful with our two cats. At all times, she wanted to make sure they felt comfortable and safe. By the end of the first day, they were best friends with Zhao. Every visit, we would receive videos, pictures and detailed updates. This was our first time using Rover and Zhao made us feel so comfortable with it. Our two boys loved having her and so did we. We will certainly be hiring Zhao again for our next trip!

Jordan was kind, professional, responsive, and made me feel very comfortable leaving my cat in her care. Her updates were warm and reassuring during a 10 day vacation, the first I had ever taken with having a cat and also being the first time I used this app and a sitter to help care for him. Wonderful experience, thank you!

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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available 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.















