House Sitting Jamaica Plain
Find a loving house sitter to watch over your pets and your home.
Over 829 pet parents in Jamaica Plain have booked house sitting
Jamaica Plain, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“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!”
“Ailise did a wonderful job housesitting with my cavapoo Freddie over the long weekend! She sent great updates, videos, and photos of my boy, and I felt confident that he was safe in her care. She left my apartment in great condition. I highly recommend Ailise and would definitely book with her again! Thank you :)”
“We were leaving our puppy alone with someone for the first time since we got him, and Anastasia made us feel good and confident about that! She was thoughtful, accommodating and loving towards my dog, and I appreciated her communication with me throughout the day!”
“Amy is just a wonderful dog sitter, she was taking care of our dog, who can be quite demanding emotionally, for almost one week. When Amy came to meet us, our dog was staying next to her the whole time, very comfortable and happy to be petted by her. Amy was sending regular videos showing our dog obviously feeling relaxed and cheerful with her. She is very responsive, communication is very easy. I really cannot imagine a better person to take care of our dog. Thank you so much!”
“We can not say enough good about Luis and the care he took of our two pets: Baloo (a 4 year old hound dog) and Soupbelly ( a 8 month ish old kitten). We were out of the country for a little over three weeks in which Luis attended to every need of both pets. In addition to the usual care, he also took Baloo to nearby off leash parks, which is his favorite thing to do. In addition to graciously sharing his bed with both pets he spoiled them with treats and outings and kept us up to date with lots of pictures, which were so appreciated. Being so far away, it was a relief to know our pets were so well cared for and loved in our absence. And last but not least, he took great care of our house which was an added bonus!”
“Eve recently house sat for us and took great care of our two 4-yr old kitties. She was great with daily updates and pictures and was proactive with questions. We returned to happy kitties and a clean home. We’d definitely use Eve again!”
“Kristina did a great job housesitting and taking care of my senior dog. She gave me real peace of mind. My dog can be both timid and stubborn and Kristina had a lot of patience with her. Within a few hours my dog was trusting of her which was a great sign. Kristina went above and beyond caring for my dog including the precautions we take with her mobility issues. Kristina provided tons of timely communication with texts and photos. She left my home clean. I’d recommend Kristina to anyone who’s nervous about leaving their dog with a sitter.”
“Angie was so wonderful! She really helped us feel like our dog was in good hands and we could trust her. highly recommend! I’m so sad to be moving but whoever books her, she is great and gives great care!”
About: I’ve been around animals my whole life, growing up with dogs, birds, and fish, so caring for pets has always felt natural to me. Over the years, I’ve regularly pet sat for friends and family, caring for both cats and dogs and making sure they feel comfortable, safe, and well taken care of. Some of the responsibilities I’ve had before include administering medicine, specific dietary requirements, and playing or walking pets. I have always loved animals and will give your pet the care and attention they deserve. I know how important consistency is, and I will do my best to make each pet feel at ease. I also have a reliable car, so I’m able to travel to your home and accommodate different schedules when needed. I understand that every pet has their own personality and needs, and I treat each one with the same patience, kindness, and kindness you would. Currently my schedule is flexible so I can work with clients that may need flexibility and can also fit in time to play/walk pets as well. I can travel to client’s places and do visits as well as stay at a clients residence. In addition I have cared for pets that need temperature and time sensitive medication and for pets with dietary restrictions and other specific accommodations. I have worked with dogs of all sizes as well and have experience with cats. If you have other pets other than cats or dogs I am willing to accommodate that as well potentially.
“Brooke took care of my puppy for a few hours at night. Lots of communication on how it was going and sent cute pictures. We came back to him sleeping peacefully. Would definitely have Brooke pet sit again!”
“Belen is a phenomenal pet sitter! She watched Bocce for a week+ while I was visiting family in California. Because Bocce has epilepsy, finding the right care is crucial, and she handled his strict medication schedule flawlessly. Belen exceeded all expectations. She was diligent, communicative, and incredibly caring. I could actually enjoy my trip knowing Bocce was in safe hands. Thank you, Belen!”
“Julia took excellent care of my dog (and condo!) while my husband and I were out of town. She proactively made sure she knew all of the details needed for his care and comfort ahead of my trip. She also sent me great updates throughout so I knew he was safe and happy. My dog was in good spirits when we got home so I am very confident he was taken stellar care of! We are thrilled with his care and would highly recommend Julia as a dog sitter!”
“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!”
“Claudia watched Nora for a weekend and made us feel completely comfortable! Nora is a puppy and needs a ton of attention. Claudia kept us up to date (tons of pics) and made us confident Nora was being well taken care of. We will definitely book again!”
“Anna was excellent with our two very different dogs. She was able to comfort our more anxious dog and get him to eat, and she was able to calm our more energetic dog! Would definitely recommend and will rebook”
“Connor is great! She’s super responsible and attentive. She watched my two older dogs while I was gone on a business trip. She got nightly updates and left everything looking great.”
The median cost per night for house sitting in Jamaica Plain is $60
Pet parents share their Rover experiences - Jamaica Plain
Al is amazing! She house sat for us for 4 nights/5 days, and she took wonderful care of our home and our 3.5-month-old beagle puppy. We set up a meet-and-greet with Al a few weeks before her stay, and we knew we would be in good hands from the moment we met her. Our puppy instantly gravitated towards her, too, and enjoyed playing with her and snuggling with her. Al was communicative throughout her entire stay at our house, sharing text and photo updates with us each day. She’s fun, caring and responsible, and we’re so grateful we found her. We highly recommend her!
The pups loved having Kelly watch them! She is very organized and communicative, and provided a whole schedule which she kept me updated on throughout the weekend. I appreciated the photos and updates and could tell they had so much fun and got lots of attention! Thanks again!
Georgia took care of Duck for 6 days, and I came back to a happy dog :) she is so reliable, really quick with responses, and sent me photos and updates while I was away. I could tell that my dog was calm and happy when I returned and the house was spotless! She even left the cutest crochet hat for Duck 🥹
Tommy did an excellent job keeping our elderly dog happy, safe, healthy, and loved while we were gone. I had a lot of anxiety leaving the dog behind this vacation, but Tommy did a great job putting my mind at ease. He left the house in great shape and communicated daily throughout the stay. Tommy will be our first choice next time we need a sitter!
Stacy was a pleasure to work with! She spent so much time with me during the meet and greet, making sure she understood the needs of my two Bengal boys. She did a great job taking care of them while I was away. One of the boys had just had an injury before I left and she was so attentive, making sure I got pictures of the wound to make sure everything was ok. She was great at sending pics in general, which was wonderful. Highly recommend Stacy!! I've already booked with her again :)
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Jamaica Plain
Select a filter and find qualifying sitters offering house sitting.Sitters in Jamaica Plain average 4 repeat house sitting clients
FAQs for House Sitting - Jamaica Plain
Frequently asked questions about Rover
The average cost for House Sitting in Jamaica Plain on Rover is $53.5 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of August 2026, there are 6,626 sitters on Rover offering House Sitting across Jamaica Plain. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Jamaica Plain walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Jamaica Plain maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Jamaica Plain choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Jamaica Plain. On Rover:
- 92% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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