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%.
“What an amazing sitter! Took great care of my cat for multiple weeks, and put up with all of her behavioral quirks and sent me tons of photos and updates as well. I felt completely at ease and would absolutely book again. Thank you!”
“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!”
“I can’t say enough great things about Ailise! She helped me out last minute this weekend, and the entire experience exceeded my expectations. From the moment we connected, she was responsive, kind, and genuinely caring with my dogs. It was such a relief knowing my pups was in great hands while I was away. Ailise went above and beyond with updates, photos, attention to detail, and making sure my dogs felt loved the whole time. You can truly tell she cares about animals and treat them like family. I came home to happy, relaxed dogs and I’m so grateful for the care and flexibility she provided on short notice. I would absolutely book with her again and highly recommend her to anyone looking for a trustworthy, dependable, and compassionate dog sitter!”
“Anastasia is a regular dog walker for us and recently stayed with our pup while we were away for the weekend. Our dog is clearly very comfortable with her and she always does a great job caring for him and paying attention to Ira’s need and idiosyncracies!”
“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!”
“Exception! Kristina is great with our pup. Very proactive in keeping us updated. It’s clear that she has a special bond with dogs. We would highly recommend her.”
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.
“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!”
“Angie was absolutely fabulous with our pup! She was so caring, sent plenty of adorable updates, and treated Maisy like her own. It was clear our dog loved her, too! Without a doubt, we’d love to book with Angie again. Thank you for taking such great care of our pup and our apartment!”
“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.”
“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!”
“Belen was a wonderful sitter for our 80 lb German Shepherd puppy. She’s personable and has a kind and calm personality - perfect for our energetic guy. We highly recommend Belen and will book her the next time we visit Boston.”
“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!”
“Claudia was wonderful with our Luna girl. She communicated frequently with photos and clearly loved our baby! Highly, highly recommend and hope to have her stay with Luna again!”
“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 :)”
“Amy was great cat sitting for our precious kitty! She sent lots of cute updates, which we appreciated so much and did a wonderful job medicating Savannah for the first time. We came home to a happy cat and a clean home. We are looking forward to booking with Amy again for all our cat sitting needs!”
About: I am a lifetime pet owner to a dog and cat, Truffle and Izzy. Aside from growing up with animal siblings, I have also worked as a dog walker, for large dogs, a doberman named Zeke, and small puppies, a Portuguese water dog named Cleo, and a range in-between. I have also house sitted for dog and cat owners. I am a college student waiting for the fall semester to start back up again, so I am largely free! I am an early riser so getting those morning walks is no probably! As well, I am available for boarding most days of the week. At home, I am all about playing and hanging out with my dogs and cats. Being with animals all my life has allowed me to know when things are getting too rowdy or when a dog or cat just wants some space. I'm all for fun and games unless there are rules that need to be followed. A counter that is off limits, section of house, or a specific nighttime routine, and I am not playing around but being stern yet gentle.
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!
Once again Marilyn has done a superb job staying over and taking care of my cat kids. She does the essentials, of course, but also engages them in a lot play as evidenced by the pictures she sends each day. It is clear that my cats really like her, and Marilyn remains my go-to 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 :)
Haley has been a great sitter for over a year now. We always hope haley is available to watch our nervous dog. Haley is patient, understands the specific needs of our dog, and communicates often and professionally. Highly recommend haley for anyone looking for a pet sitter!
This was the first time leaving my new kitty with a sitter while I was away. I was of course a bit anxious to leave her with a stranger, but Helena quelled all of my anxiety the minute we met. She was WONDERFUL with my little nugget. Not only did she take excellent care of her, but she also sent frequent updates accompanied by multiple photos the whole time I was gone. She also offered to pick up a few things that I didn't get to before I left, which was extremely helpful to me. I greatly appreciated everything she did and it made me feel so much better about being away despite really missing my girl. I would HIGHLY recommend Helena to anyone for pet sitting and will definitely hire her again. Thanks Helena!!
Britney was amazing. She saved us at the last minute when our dog sitting plans fell through right before a 9 day trip. She stayed at our home, took Simba on multiple daily walks, and gave him lots of love. She was highly communicative and responsive to all of my many inquires about Simba. Britney went above and beyond, watering our gardens, washing sheets, and making beds. She left our house in pristine condition and most importantly, kept Simba happy and loved during our time away. I would hire her again in a heartbeat, and I recommend her highly!
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
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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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