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

“Victoria did a great job watching my two cats for a week! She was very communicative and the cats were very comfortable with her. I’d absolutely have her catsit again!”


“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!”


“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!”


“Alana house sit my two pups and bunny while I was away on vacation. She went above and beyond to make sure everything was done the right way. She was very easy to communicate with. I would highly recommend her.”


“Wen Shin is amazing!!!! She was so good with our Jackson!! we got so many pictures and videos it's like we were still home. she gave us updates on his eating, walks, and activities. The apartment was just as we left it. We will definitely be using Wen Shin's services again!”


“We recently had the pleasure of having Emma house sit and take care of our beloved dog, Tobias. From the moment we met Emma, we knew Tobias was in good hands. Her warm approach and genuine love for animals shone through. During our time away, she provided us with regular updates and photos, which greatly eased our minds. We returned to a spotless home and a happy, well-cared-for Tobias. Emma's attention to detail and exceptional care were so impressive that we didn't hesitate to book her for another house sitting right away. Highly recommend Emma for anyone looking for a trustworthy and caring house and pet sitter!”


“Cynthia was wonderful! She kept us regularly updated on the pups and did an amazing job with our older, more antisocial dog. Her attention to detail and care really made a difference, and we felt completely at ease while away. We'll definitely be booking her again in the future.”


“Kelly is a wonderful and attentive dog sitter. She sent us several updates and pictures and our puppy absolutely loved her!! She is a bright and sweet person who you can feel totally comfortable with taking care of your pet.”


“Rachel was wonderful. She did a meet and greet which was great to get to know alabaster, my two-year-old Pomsky, and to make sure that we were a good fit. She had my dog for several days and stayed at my home to watch him and when I arrived back his nervous system was calm and he seemed so happy as though I never left at all. Would definitely have Rachel again for watching my pup alabaster. She was great at communicating but not overly communicating keeping me updated on things that seemed important and essential but yet made me feel like she was under control and could care for alabaster while I was gone.”


“Nile was wonderful! He was super easy to communicate with before and during our trip, took fantastic care of Frances, and left the apartment spotless. And, of course, he sent great photos. Well definitely ask him to watch Frances again!”


“Lyv was wonderful with Willie Nelson! He warmed up to her right away and they had a calm, relaxed evening together. Lyv communicated clearly and kept me updated, which gave me peace of mind. I would definitely recommend her, and Willie is already looking forward to spending more time with her!”


“Aymbre is a good communicator and made sure to check in when something seemed off with Monki, which I really appreciated. It gave me peace of mind knowing she was paying attention to how he was feeling. Overall, I felt Monki was in good hands and well cared for. Thanks again!”


“Valeria was amazing! My dog took to her right away, like legitimately spent more time with her than she does me. She sent lots of pictures and kept me well updated. Also, she left the house cleaner than I had which was nice to come home to. We’ll definitely be repeat customers!”


“Darlene took great care of our dog and home! She easily accommodated changes in our travel schedule that popped up during the sit, and left everything in great shape. Thanks Darlene!”


“Michelle is truly the best! She takes such good care of our kitties and our apt was immaculate when we came home. Will be booking with her again in the future.”


“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!”

Loving house sitters in your neighborhood
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Victoria B.Star Sitter

“Victoria did a great job watching my two cats for a week! She was very communicative and the cats were very comfortable with her. I’d absolutely have her catsit again!”


Claire F.Star Sitter

“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!”


K M.

“K is fantastic! They communicated proactively and took plenty of pictures while I was away. I came home to a very happy and well cared for puppy”


Anastasia S.Star Sitter

“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!”


Alana C.Star Sitter

“Alana house sit my two pups and bunny while I was away on vacation. She went above and beyond to make sure everything was done the right way. She was very easy to communicate with. I would highly recommend her.”


Wen Shin L.Star Sitter

“Wen Shin is amazing!!!! She was so good with our Jackson!! we got so many pictures and videos it's like we were still home. she gave us updates on his eating, walks, and activities. The apartment was just as we left it. We will definitely be using Wen Shin's services again!”


Emma L.Star Sitter

“We recently had the pleasure of having Emma house sit and take care of our beloved dog, Tobias. From the moment we met Emma, we knew Tobias was in good hands. Her warm approach and genuine love for animals shone through. During our time away, she provided us with regular updates and photos, which greatly eased our minds. We returned to a spotless home and a happy, well-cared-for Tobias. Emma's attention to detail and exceptional care were so impressive that we didn't hesitate to book her for another house sitting right away. Highly recommend Emma for anyone looking for a trustworthy and caring house and pet sitter!”


Cynthia C.Star Sitter

“Cynthia was wonderful! She kept us regularly updated on the pups and did an amazing job with our older, more antisocial dog. Her attention to detail and care really made a difference, and we felt completely at ease while away. We'll definitely be booking her again in the future.”


Kelly C.

“Kelly is a wonderful and attentive dog sitter. She sent us several updates and pictures and our puppy absolutely loved her!! She is a bright and sweet person who you can feel totally comfortable with taking care of your pet.”


Rachel B.

“Rachel was wonderful. She did a meet and greet which was great to get to know alabaster, my two-year-old Pomsky, and to make sure that we were a good fit. She had my dog for several days and stayed at my home to watch him and when I arrived back his nervous system was calm and he seemed so happy as though I never left at all. Would definitely have Rachel again for watching my pup alabaster. She was great at communicating but not overly communicating keeping me updated on things that seemed important and essential but yet made me feel like she was under control and could care for alabaster while I was gone.”


Nile D.

“Nile was wonderful! He was super easy to communicate with before and during our trip, took fantastic care of Frances, and left the apartment spotless. And, of course, he sent great photos. Well definitely ask him to watch Frances again!”


Lyv N.Star Sitter

“Lyv was wonderful with Willie Nelson! He warmed up to her right away and they had a calm, relaxed evening together. Lyv communicated clearly and kept me updated, which gave me peace of mind. I would definitely recommend her, and Willie is already looking forward to spending more time with her!”


Aymbre P.Star Sitter

“Aymbre is a good communicator and made sure to check in when something seemed off with Monki, which I really appreciated. It gave me peace of mind knowing she was paying attention to how he was feeling. Overall, I felt Monki was in good hands and well cared for. Thanks again!”


Valeria C.

“Valeria was amazing! My dog took to her right away, like legitimately spent more time with her than she does me. She sent lots of pictures and kept me well updated. Also, she left the house cleaner than I had which was nice to come home to. We’ll definitely be repeat customers!”


Sabine L.

“Sabine did a wonderful job dog sitting for us, super communicative with updates and photos, and left our pup happy and the house spotless!”




Rachel M.

“Rachel did an awesome job watching winnie, she was attentive, loved our dog, and took great care of her!”


Darlene D.

“Darlene took great care of our dog and home! She easily accommodated changes in our travel schedule that popped up during the sit, and left everything in great shape. Thanks Darlene!”


Ella M.Star Sitter

“Ella did a wonderful job taking care of our pup and housesitting for us. We look forward to booking with her again.”


Michelle D.Star Sitter

“Michelle is truly the best! She takes such good care of our kitties and our apt was immaculate when we came home. Will be booking with her again in the future.”


Ailise C.

“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!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 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.
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 Aug 2025 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 Aug 2025, there are 5,760 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 3 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.
