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%.
“My wife and I are first time dog owners who recently got a puppy. Anastasia took care of him for an evening while we were away and did a fantastic job! Theo was so comfortable with her and the peace of mind knowing that he was safe and well cared for is all I could ask for. Will definitely be working with Anastasia again!”
“Stacy was superb! We had a last minute need due to our flight getting cancelled and Stacy was very communicative and flexible during a moment of a lot of stress. My pups were very well taken care of and I got lots of pictures. My house was well taken care of as well. Would definitely book her again in the future.”
“Cynthia watched our 2 Boxer pups in our home over the weekend. She sent pictures regularly and our pups seemed to really like her. She left our home in the same manner it had been when she got there and cleaned up after herself. She was a great guest and dog sitter. We have already booked with her again and would recommend her to anyone looking for a dog sitter.”
“Victoria (Rev) did a fantastic job and I would 100% recommend her to anyone needing a sitter. She was easy to communicate with prior to & during her stay and sent frequent updates and pictures of the pups. She stayed in my home & left it very clean- She even took out the trash which I didn’t expect her to do annd appreciated. My pups are kind of high maintenance (2 Maltese) & Rev did a fantastic job taking care of them. I would absolutely recommend her to anyone needing a sitter!”
“Emily was wonderful with our 10mo puppy, giving him attention and providing enrichment throughout the day, taking him on his midday walk and feeding him lunch. We came home to a happy, wriggly, sleepy puppy. Emily also left the sweetest report card and polaroid shot of Kiwi at the end of the day :)”
“We have two pets that require daily meds (multiple times a day) and Tommy was enthusiastic to learn and care for them. He was always on time and extremely communicative. We got daily pics of our babies too which was a massive plus for us. Thanks again, Tommy!”
“Absolutely trust Carmen with my yorkie poo… she is an excellent communicator, prompt, and clearly awesome at what she does! Will be booking her again without a shadow of a doubt!!”
“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!!!!”
“Alana is a gem. She's a delight to interact with and a top-notch communicator. She stayed with our cats over a long weekend, and we felt confident that the boys and our home were being expertly cared for. Both Skye and Q confirmed this once we were back. Q also seemed to miss her and spent an unusual amount of time perched on the guest room bed in the hours after she left. Alana will be at the top of our list next time we need a sitter.”
“Claire provided regular updates of play and walks and feeding schedules for our dog and cat while we were away for a long weekend. Would recommend and will definitely book 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!”
“Katie was great! Super responsible and so good with Betty. Kept me updated with pics and Betty seemed comfortable with her right away. Will definitely request Katie again!”
“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!”
“Aymbre did a great job house sitting while we were away for the weekend. She followed all of our instructions for Oakley, provided daily updates and pictures, and left our house clean and tidy. We would highly recommend Aymbre to anyone looking for a house sitter!”
“Nicole is great! I needed last minute overnight help over a holiday weekend and Nicole was about to accommodate my request. She shared lots of pictures during the 24 hr period.”
About: I used to have two dogs and a cat along with many other random animals. Have always loved pets, just not in a place to have my own at the moment but would love to help others! I work full time, but I am available at night and on the weekends to help out with your furry friends! We can work together to find a schedule that works for both of us. I live in a one bedroom apartment in a managed building. It is a very pet friendly building and has a fenced in area for dogs. We also have a grooming station.
“Devon house-sat and looked after our two dogs on August 11/12, 2025. Devon's great! Very kind with our dogs, speedy with communications, and conscientious with taking care of everything just right. We wholeheartedly recommend Devon to take care of your pets and/or house-sit for you! Thanks Devon!”
Over 1,107 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.
Kate was a great sitter who took care of my senior (19) kitty with special needs requiring daily medication and lots of attention, as well as my four backyard chickens! She left the house clean and even washed the sheets she slept on. She was very responsive and communicative with me throughout the whole four day house sitting visit. I would recommend her as your next sitter.
Priya was absolutely amazing. Great communicator, caretaker, and just thoughtful all around. She took such great care of our cat Kilo and sent us daily updates with photos for the week we were out. Kilo took to her the second she walked through the door. Not only did she take such great care of Kilo, she was also so thoughtful while house sitting. We were so lucky to find Priya on rover. I highly recommend her!! 💕 She’s a cat whisperer.
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 6,649 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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