House Sitting Jamaica Plain
Find a loving house sitter to watch over your pets and your home.
Over 812 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%.
“I cannot express how wonderful these two are. I left my gal for almost a week and Morgan’s communication the entire time was amazing! Pictures were sent daily and lots of love and snuggles given. They made my trip so enjoyable and I will use them whenever I am away from Olive!”
“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!”
“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!!”
“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!”
“Belkis is fantastic! We were so grateful to find her last minute! She was incredibly helpful, reliable, and took such great care of our pup while we were away. It gave us so much peace of mind knowing he was in good hands. You can tell she genuinely cares about animals, and we’d absolutely trust her again in the future. Highly recommend!”
“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 :)”
“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.”
“Ella is amazing. She takes amazing care of our dog Chessy. She updates us consistently and we 100% trust her with longer stays to keep him safe and happy. She’s the best!”
“We had such a wonderful experience with Eleanor ! She took care of Stanley for a few days and was absolutely amazing from start to finish. She was extremely communicative, reliable, professional, and so genuinely caring and sweet with him. She kept us updated throughout his stay, which gave us complete peace of mind, and it was very clear that Stanley was happy, comfortable, and well cared for. We came back to a very happy pug! We would trust Eleonor with Stanley again without hesitation and highly recommend her to anyone looking for someone kind, responsible, and truly attentive to their dog. Thank you so much, Eleanor! 🐾❤️”
“Anastasia was amazing with our two dogs! She was very communicative, kept us updated on how they were doing, and took great care of our home. We’ll definitely be using her again!”
“Lindsay was absolutely wonderful, and we couldn’t have asked for a better person to care for our pets and our home while we were away for an extended trip. From the very beginning, she stood out as incredibly thorough, experienced, and responsible. She took our meet-and-greet seriously, asked thoughtful and detailed questions, and made sure she understood our pets’ routines, personalities, needs, and all of the little details of caring for our home before we left. She was also exceptionally prompt in her responses and proactive in her communication. We never had to wonder how things were going or reach out repeatedly for updates; Lindsay took the initiative to keep us informed throughout the stay, which gave us so much peace of mind while we were traveling. Her communication made it very clear that she is an experienced sitter who understands how important it is for pet owners to feel connected and reassured while they are away. Throughout the stay, Lindsay gave us every confidence that our pets were happy, comfortable, and getting plenty of attention. It was obvious that she took the time to learn their individual routines and personalities rather than simply going through the motions. She was attentive to the details we had discussed and treated their care with the same level of thoughtfulness and responsibility she showed during our initial meeting. She was equally respectful and attentive with our home. We returned to everything clean, organized, and very well cared for, along with happy and relaxed pets. Coming home after a long trip and immediately being able to see how thoughtfully everything had been looked after was such a relief. Most importantly, Lindsay gave us genuine peace of mind from beginning to end. Her thoroughness, responsiveness, initiative, and clear experience made it easy to trust that our pets and home were in excellent hands. We are so grateful for the care she provided and would absolutely trust Lindsay to house sit for us again. We would recommend her without hesitation!”
“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!”
“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!”
“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!”
“Finding Noja and having her stay at our home caring for our aging Westie was such a relief. We felt completely comfortable about our 10 days away. Plus Noja was in regular contact sending us lots of really adorable photos. There were a few old dog challenges which she handled without a problem. Bottom line, next time we take a trip she will definitely be a part of the plan. Noja is a delight!”
“Belen took such good care of Pedrito! We've had two sitters move out of the area, and I'm so glad it was easy to find Belen who was clear, communicative, and has experience with small, reactive dogs like mine. Belen's calm demeanor is just what my dog needs. She gave him the space and opportunity to approach her when he was ready when they first met, which made a huge difference. He warmed up to her pretty quickly because of that patience. I would definitely recommend booking with Belen. She housesat, which I appreciated because that's the most comfortable for my dog. She sent lots of update pictures and videos while I was away. Can't say enough great things, thanks Belen! I'll definitely be booking with you again for Pedrito!”
“Anna was great with Lucy! She was very communicative and flexible. When our flight was canceled she stayed an extra night to watch Lucy. We will definitely be using her as a dog sitter in the future!!”
“Juliette was thoughtful, attentive, and attuned to my pet babies( a kitten and 1 year old dog). I would hire her again in a heartbeat. I enjoyed the daily photos abd updates and she was all around a lovely and compassionate person.”
The median cost per night for house sitting in Jamaica Plain is $63
Pet parents share their Rover experiences - Jamaica Plain
Rachael was absolutely fantastic! She provided daily updates and lots of pictures. She was very respectful of my house and left it spotless. She was great with communication and I felt very comfortable leaving my dog with her.. I will definitely be using her again in the future for pet care. 10/10 would recommend! Thanks Rachael!
Amanda was amazing with our pup, Franklin! She was proactive, communicative, and sent us lots of sweet pictures throughout her stay. She left our home in perfect condition and is generally just a joy of a person. Would highly recommend her and will book again! Thank you, Amanda!
It was a pleasure working with Amanda who provided care to my dog in our place over a weekend. She was lovely to deal with right from the get-go and presents as a mature, responsible dog lover! The photos of she and my pup showed him happily out and about and well snuggled at home. I am so happy to have met Amanda and we will definitely be asking for her help again for future house stays with our fur baby!
So so great - Chris did such a fantastic job taking care of our dogs!! We have two very high energy pups, and Chris was so wonderful with them. He sent us regular updates, and had great communication both arriving to and leaving our home. Can’t recommend him enough!
Devon was a phenomenal sitter for Albie - he made sure he got good walks and treats, kept him entertained inside, and made sure to update me with lots of pictures. He left my house spotless and I came back to a very happy dog. Would definitely love for him to watch Albie again!
Jasper enjoyed having Marilyn sit with him for a week+ holiday. Marilyn was helpful and proactively communicative with me too. She reached out with questions and was incredibly calm and responsible in dealing with the nor'easter that hit the area during her stay. Thanks, Marilyn!
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 of House Sitting in Jamaica Plain on Rover is $54 per night as of October 2026. Most bookings cost between $33 and $94 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 6,615 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.
<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:
- 91% of sitters can help with special care needs
- 96% 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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