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%.
“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.”

“Lia was incredible responsive and accommodating. She was great with our cat and spend extra time with him. He loves her right away! Highly recommend Lia and will be reaching out to her again.”

“Mirabel was fantastic to work with. She provided great updates (+ pictures) while we were away, and our cats loved her! We will definitely be booking her again.”

“James was an excellent caregiver for my cat. He came over early to see the house and meet Finbar, sent nice updates and pictures. I would be happy to use his services again.”

“Katelyn did a great job caring for our two rambunctious cats! They got into plenty of mischief, which she addressed and communicated right away. We felt super comfortable leaving the cats under her supervision for a week. We couldn’t be happier to come home to two happy kitties!”

“Debra was amazing!! She did a great job with our kitties and took great care of them both. Very communicative and kind. Will absolutely be looking to rebook her in the future.”

“Julie was an excellent cat sitter and went above and beyond in taking care of my two cats while I was away. Julie made sure they were well fed and entertained and took incredible photos! I will definitely rebook.”

“Megan took very good care of our dog Kaya. We hope to have her come back for future drop-in visits on the weekend. We really appreciated the detailed comments and several photos, letting us know that Kaya was doing well. Thanks!”

“Julie did drop-in visits for our cats during a weekend away and was amazing - she checked on everything the cats needed, played with them, and gave us detailed updates and photos.”

“Caroline is lovely to work with. Very communicative and follows all care instructions perfectly. We feel totally at ease knowing she’s taking care of our cats.”

“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.”


“Michael is great! Responded to my request to check in on my cats so promptly and I felt secure knowing my cats were in good hands. Got lots of pictures and updates. I definitely recommend booking with him!”

“Katherine was great with Turbo! She provided all the care I asked for and uploaded several photos of her time with Turbo, which I really enjoyed. Will be using again in the future :)”

“Jacqueline was great with my kitties! She was very communicative and helpful on keeping an eye on more than just my fur babies. If considering travel, you will have a piece of mind with Jacqueline caring for your pets!”

“Dani has taken care of Gambit and Logan many times before joining rover. She has been able to give Gambit his medication when he needed it. She quickly learned their quirks and ensures they get personalized attention when she comes by (Gambit likes to sit on the patio for a few minutes and Logan loves to play). Her love for animals is strong. We will continue to usw Dani!”

Jamaica Plain pet parents share their Rover experiences
The best of the best!! Mary Kate loves Betty like her own and it’s evident in her care for her. I also had a small issue with something in my apartment and Mary Kate was communicative, flexible, and a HUGE HELP to get it resolved!! Thank you so so so much as always :)

We feel so fortunate to have found Nick! Literally the day after our meet and greet, we learned we needed to travel out of town for a family funeral. Nick accepted the drop-in sitting job on short notice, came when he said he would, followed all our cat care instructions and gave our boys some quality time consistent with their individual needs. It took away some of the stress associated with that unplanned trip, and now I'm not so anxious about our future travel plans! Thank you, Nick!!

As usual, Leo has taken outstanding care of my kitty while I was away for almost two weeks. The visits were on time and I got lots of photos and candid comments about how my kitty was doing - and he was doing so well! I could tell he was entertained playing with Leo and even became quite affectionate, which is rare for his skittish character. Leo also watered the cat grass and left the apartment tidy and clean. Over the years I have come to know Leo as very reliable, easy to communicate with and genuinely attentive to my cat's needs.

Zhao was so incredible with my cat. She followed her routine to a tee and provided excellent daily updates and pictures. My cat has some medical needs that I felt Zhao was abundantly capable of handling and I was able to relax while she was in Zhao’s care. I absolutely recommend her as a cat sitter.

My kitties seem so happy and energetic even after I returned from a long trip. I've relied on her service for more than a year and she's been consistently thoughtful and transparent. I'm always super impressed with her, I would highly recommend her service!!

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.



















