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%.
“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!”
“Anna was absolutely wonderful! She cared for our cat Fry during the day while he was recovering from surgery, and she made a stressful time feel so much easier and worry-free. She followed all of our instructions perfectly, was always punctual and reliable, and took such great care of Fry. She kept him and his crate clean when he was struggling with the litter box, gave him lots of love and cuddles, and kept us updated throughout the day. We felt completely at ease knowing Fry was in such caring hands. We would absolutely book Anna again and highly recommend her!!”
“First time leaving our pup with someone who he doesn't know very well but it was a great experience! He even cried a little when Anastasia was leaving, will definitely rebook in the future. Thank you for fantastic service!”
“Brooke is a lifesaver for us! We had an unexpected family trip and we needed someone to house-sit with our Basset Hound for a weekend. Our dog has glaucoma, and so is blind. And she has had some back surgery in recent months that require careful attention to detail in terms of not stressing out the dog's back (no jumping, no falling, no big missteps on stairs, etc.). The combination can leave some to feel intimidated about her care. Brooke jumped right in and helped. She showed up about an hour early to do a walk through of our place and to do some practice walking of our dog and to understand feeding, meds, and the like. She bonded immediately with our dog and it was clear she was comfortable with her. While we were away, Brooke sent many photos and notes just to reassure us. Our dog was doing her usual stuff, which meant she was relaxed and enjoyed Brooke's company. Brooke waiting until we were back in our place to give us a final report before she headed out. We would highly recommend Brooke for house-sitting / dog-sitting, even in some complicated circumstances.”
“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!”
“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!”
“Couldn’t be happier with having Cynthia as my dog sitter. Went away for a week and had zero worries in the world! She went above and beyond for my 4 dogs and cat, including taking my cat outside in a backpack. I was sent pictures constantly, communication was always quick, and house was left clean when we got back. I have found my forever dog sitter! I’d rate her a 11/10 if I could”
About: I grew up with three dogs, have dog-sat for neighbors, and lived with a cat that I helped care for. I am very energetic and I have cared for puppies and both large and small dogs. I have a full time job with some flexibility, so I am free most evenings/nights and all of Saturday. My Sunday availability is in the morning to mid-day. I am happy to play with and entertain pets, and follow your instructions on feeding, walks, and house rules. I have had an anxious dog, so I want to make sure your pet is comfortable.
About: I have been a dog owner my entire life and come from a family of animal lovers. I have worked with my own dogs to train them and to build trust and understanding, and am comfortable adapting my approach to fit the animal’s needs and the preferences of the pet’s family! I’m committed to competent care-taking informed by the animal’s needs. My experience: Worked as a pet sitter for the dogs, cats, and small animals like guinea pigs and hamsters of family friends for about 3 years; Volunteered as a caretaker for birds at the Minnesota Wildlife Rehabilitation Center for 1 year; Acted as a foster family for a dalmation/whippet mix for 2 months; Have been a dog-walker and pet-sitter with Rover since 2020. I’m happy to schedule visits and walks on certain weekdays and any weekend. I’m able to work remotely, but will need to plan around, which is why I request at least 3 days notice for any booking or change of plans. I am a big fan or midday and evening walks, and would be happy to have an animal companion with me for them! My approach is to create a stable routine and clear boundaries for any pets in my care. I am adaptable for what the space demands and based on the animal’s familiarity with a situation, for example being in a new space versus being in their primary home. I am cautious and considerate about the disposition of the pet I’m in charge of, so I will always try to avoid putting them in a situation they are not comfortable with or that has too many variables for me to respond to safely.
About: I’ve found my love for taking care of pets since I was 4 years old. From caring for my first pet as a child to being an aunt to my best friends cat in PA school, I am highly trusted to provide high quality care and unconditional love for any pet in my presence. My schedule is flexible! I’m a physician assistant, so my weeks are a mix of clinic and administrative work. Depending on my schedule, I’m able to stop by before work, during lunch, or after work. I’m also happy to do stay-ins when needed! My weekends tend to be especially flexible as well, and I’m always happy to work with your schedule and accommodate your pets’ needs as much as possible :) My current living space is not equipped to offer care at my home, but I will care for any breed/size/age dog in a client’s home. I am adaptable and willing to do any tasks needed to ensure the pet feels loved, happy, and comfortable.
About: I’ve always had a dog in my life since I was born. I’ve been taking care of them for about as long as I can remember, whether they’re mine or a family/friend’s. I’ve trained my dogs and taken care of all sorts of age ranges, from puppies to 13+ year old dogs. I volunteer part-time so when I’m not volunteering, I try to take the time to do pet care. Since I have the free time, I’m doing it frequently. I have experience taking care of all kinds of dogs. I’ve given dogs meds, I’ve dealt with super hyper dogs that need to be walked for 2 hours to calm down.
About: Ever since working at a pet boarding kennel in high school, I have loved caring for others' animals. My friends regularly depend on me to check in on and spend time with their cats and kittens of varying ages. I work from home with a flexible schedule, and am happy to drop in when needed for feeding, play time, or anything your furry friend may need. When cat-sitting for friends, I love to spend as much time as I can with kittens who are used to more social and play time. I am beyond happy to give as many treats as you see fit and send videos of your furry friend while you're away.
“Bethany was great! She house sat for us and our two Boston terriers, sent lots of pictures, and took great care of them and the house. All pet parents know how stressful it is to leave your furbabies behind and it was such a relief knowing they’re in good hands.”
“Rachael was wonderful! From taking our booking, to the tour, to sending calm updates and handling our crime-committing dogs with grace, we appreciated Rachael’s work! Also, there was no hesitation about giving meds and keeping an eye on our epileptic large dog.”
“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 🥹”
“Hannah was amazing! She showed so much care for my senior pup, who’s a very anxious puppers! Hannah sent pictures everyday and was responsive to messages quicker than expected. I will be booking Hannah 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”
The median cost per night for house sitting in Jamaica Plain is $65
Pet parents share their Rover experiences - Jamaica Plain
Amanda is a fantastic dog sitter! We've used her several times, and one was for an extended period of time when we were on a long trip. Our pup is always happy and well cared for, and she sends updates and photos regularly. Would absolutely recommend her to care for your pets 🐾
We had a great experience with Nico for house sitting! They arrived on time, took wonderful care of our dogs, and followed all of our instructions. Communication was excellent throughout the stay, which gave us peace of mind while we were away. We really appreciated how reliable and attentive they were and would absolutely recommend them to anyone looking for a trustworthy pet sitter. We would happily book them again!
Tommy took the time to meet our reactive and nervous dog over multiple meetings and now our dog loves him. He did a great job caring for her all week and made sure to provide us updates regularly. We would definitely recommend Tommy to anybody looking for pet care!
Juliana was a wonderful companion to my fifteen-year old lab for an over two-week stay while I was out of the country. She capably grasped Piper's needs and provided the caring attention (if not vigorous exercise) required to make Piper feel at ease during my absence. Daily texts and photos kept me in the loop on all doggie doings. She was a highly responsible house guest as well. Cannot overstate how grateful I am for Juliana, her conscientiousness and warmth!
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.
How to book house sitting
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 is $54 per night as of October 2026. Most bookings cost between $34 and $94 per night. On Rover, 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 6,531 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 87% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 95% 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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