House Sitting in Jamaica Plain
Find a loving house sitter to watch over your pets and your home.
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Top rated Jamaica Plain house sitters
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“I had a phenomenal experience leveraging Stacy for house and pet sitting. I knew from our first meet and greet she would be wonderful and she was! Stacy was thorough, patient, kind and organized. I look forward to using her services again.”
“Rev was the most responsive, caring and thoughtful caring person! She sent us many, many pictures with updates throughout the days we were away and went out of her way to coordinate with our families as I had undergone an emergency surgery and couldn’t make it back in time. Simply put, Rev is the bestest!!”
“Anastasia was amazing with my 13-year-old labradoodle. Great communication and the best pics. So nice to have this confidence when I have to leave, knowing my dog is taken care of.”
“Katie was absolutely wonderful! She was very communicative and punctual, and we really appreciated the photo updates she sent of our dogs while we were away. It gave us such peace of mind knowing they were in great hands. She made the whole experience easy and stress-free, and we’ll definitely be using her again the next time we need someone to watch our dogs. Highly recommend!”
About: I adore dogs but with a busy career and a teenager with bazillion sports, I prefer to get my dose of canine love through dog sitting! As an educator by trade, I treat the dogs I care for with lots of love. Dogs don’t talk back and it is so much more pleasant 🙂 I am an educator by trade and have summers off, so I’m looking to add some local dog sitting gigs while I have extra time off. I have two small balconies in my condo, and have boarded dogs in my home for up to 6 weeks while dog mom travels. I also do drop ins and have much more flexibility in the summer.
“Emily was absolutely fantastic!! She took incredible care of my lab Dixie, sending me a pup-date every day letting me know how she was doing :) She also left my place spotless. I will definitely re-book Emily for future dog-sitting!”
“We are incredibly grateful to Ailise for taking such wonderful care of our dog, Pepe, over a long weekend. From the moment we met her, it was clear that she genuinely cares for animals, and she treated Pepe with so much love, attention, and patience. She kept us updated throughout her stay with thoughtful messages and photos, which gave us great peace of mind while we were away. It was clear that Pepe felt comfortable and happy in her care. Ailise was also extremely respectful of our home and she went above and beyond to ensure things were just as we left them. We couldn’t have asked for a better sitter and would absolutely trust Ailise to look after Pepe again in the future. Highly recommended!”
“Tommy was a fantastic sitter for Pearl while I was away! They were very responsive to my texts and I got plenty of updates throughout my trip. Pearl got ton of attention and cuddles and Tommy was very neat and kept the house tidy. I’ll definitely have Tommy care for Pearl again in the future!”
“Luis and his wonderful wife Kimmy accepted my last-minute house-sitting request—I’m so grateful to them! They were warm and friendly, and my dog immediately warmed up to them! I would definitely book with them again.”
“I couldn't have asked for a sweeter and more caring sitter than Claudia!! Our fur-baby is our angel and she absolutely ADORED Claudia the moment she met her - my heart overflowed with relief and happiness knowing Claudia would be caring for her. Thank you for everything, Claudia!!!!”
“Cynthia is absolutely amazing and we feel so lucky to have found her. Our dogs always have a great time with her and she sends tons of pictures keeping us updated on their shenanigans”
“Claire watched my dog and cat for a long weekend and send me daily updates on how they were doing. I came back to happy and healthy animals and would ask her to come back again!”
“Mirabel always sends great updates and photos! She has taken care of our dog and 2 cats a couple of times, and they are always happy and healthy when we return!”
“Kristen did a great job housesitting and taking care of our 93 lb chocolate lab! She was very clean, took Jake for a walk, and even drove him to his doggie daycare the next morning. She send plenty of pictures and communication as well!”
Over 806 pet parents in Jamaica Plain have booked house sitting
Jamaica Plain pet parents share their Rover experiences
Tommy’s been helping care for my high-maintenance and anxious dog Juju for a few months now and he’s taken amazing care of her and gone the extra mile to be responsive and flexible. He’s super responsible, experienced, and absolutely loves dog. Juju adores him. I’m grateful to have established this relationship and will be working with Tommy in the future!
Cyn took excellent care of our 3 small dogs in our home while we were away on a 5 day trip. Our Morkie takes awhile to warm up to strangers but Cyn was eventually able to get her to go on walks with the rest of the pack. We received updates and photos every day, walks to the nearby park and throwing the ball for our mini Aussie (sorry he doesn't retrieve the ball!). While our dogs were excited to see us return, they went right back to their normal behavior soon after. This is the main reason we hired Cyn to stay in our home and know she took special care of our loved ones. Upon picking up our mini aussie after boarding with a local business, he was "shell shocked" for a day or 2 after which is exactly why we are so grateful to have found Cyn as a caretaker.
I needed a last-minute sitter and Olivia did great with my pup Summer! Olivia was thorough, asked all the right questions, and communicated clearly about when she'd be at the house and when she'd need to be at work. She arrived on time and was responsive throughout the week, and I returned home to a safe pup and a clean home. I feel lucky that I was able to book Olivia last minute and will definitely book again in the future.
Nat did a GREAT job on short notice coming through for me and my pups! She came for a meet & greet and was patient and caring in letting them ease in and warm up to her. She followed directions for safety and security needs, did a good job sending updates and showing pictures of her interactions with my fur babies, and kept them happy and safe while I was out of town. I would recommend her to take care of your little furry friends as well!
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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!
The median cost per night for house sitting in Jamaica Plain is $60
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 house 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 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Jamaica Plain on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 6,672 house sitters in Jamaica Plain. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Jamaica Plain house sitters respond in under an hour.
House sitters in Jamaica Plain have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Jamaica Plain.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Jamaica Plain house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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