Dog Sitting in Jamaica Plain
Book a Jamaica Plain dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Jamaica Plain dog sitters

“Jana was a perfect dog sitter! She accepted the job on very short notice and arrived early. She really saved the day! She was very gentle and loving with my tiny chihuahua puppy. I loved getting the picture updates. Thank you, Jana!”


“Tommy did an exceptional job caring for my two fussy cats for 6 days! My cats both need medicine and extra care every day and Tommy was consistent, reliable, and a great communicator. I can tell my cats were well cared for while I was away. Thanks so much Tommy!”


“Isabella was communicative and we felt like Kelly was in perfect hands. She was kind and sent photo updates and was careful with her. Couldn’t be happier!”


“We were so fortunate to meet and work with Jennifer to watch our cat. She was extraordinarily great to work with- she communicated and sent photos every day, and went above and beyond the call of duty to help ensure our pet’s needs. We loved working with Jennifer, and if you’re reading this- absolutely reach out to her and feel like your loved one is in great hands!”


“Renee is wonderful. She was gentle and kind with my elderly kitty and handled his medications like a pro. I really appreciated her thoughtful communication and how observant she was about how he was doing at each visit.”


About: Grew up with dogs, owned a cat for 10 years. Volunteered at Hawaii Humane Society. Experienced, no fuss, and reliable. Your pet’s needs covered, stress free. I just graduated and I’m taking some gap time to decompress because it was hard and I’ve earned it. My schedule is very flexible and open. I’ve taken care of my pets, my friends’ pets, my roommates’ pets and I’ve done volunteer work. My cat is my son and my husband. I love on him when he wants it and I let him be when he doesn’t. If you leave instructions for me and tell me what is needed I’ll follow them. I’m also able to keep a cool head in emergencies. You can rely on me to communicate and make informed decisions.

About: I’m a lifelong animal lover with over 10 years of experience caring for cats and dogs of all ages. I’ve looked after everything from playful puppies to chill senior cats, and even fostered a variety of animals from a local shelter. I offer patient, loving care and a calm, stress-free environment. When boarding in my home, I only take pets from one household at a time, so your furry friend gets my full attention and feels right at home. I work from home most weekdays, so your pet will get plenty of attention, playtime, and care throughout the day! My schedule is flexible, and I’m mostly available on weekends, as well as Monday, Wednesday, and Friday. Your pet’s safety and comfort are my top priorities. I live in a secure apartment that’s perfect for cats and small to medium dogs. Cats can relax and enjoy plenty of natural light and views from my large windows, while dogs get fresh air and exercise with walks to several nearby parks just minutes away. Whether in my home or yours, I provide attentive, loving care in a safe, clean environment where your pet can feel relaxed and happy.

“I don’t travel often so I’m nervous leaving my baby with anyone new, but Andrew was great! Prompt responses, timely visits, cute pics, and my girl seemed very content when I got home.”


“I had to take one of my cats to the emergency vet the night before a week-long vacation, and it was very reassuring having Isabel taking care of her while I was away - administering medication, and managing the surgical cone. Isabel did a great job handling the last-minute adjustment to the level of care that was needed, and was cheerful through the whole thing!”


“Isabella and Alanna were both amazing caregivers!! They are warm, friendly, and comforting with pets!! They were great at communication and kept me posted throughout! I also appreciate their camera skills with my cat!! I would highly recommend them and will definitely be utilizing their services again!”


About: Hi there! I’m an animal lover living in a multi-family home with a friendly 3-year-old Shih Tzu mix. We have an unfenced backyard for quick bathroom visits, and live close to plenty of parks where your pup can enjoy some leashed walks and outdoor time (lars anderson, jamaica pond, the greenway). Whether your dog loves playing fetch or snuggling up for a nap, I’m here to offer lots of love and attention! Can’t wait to meet your furry friend! Pet Care Services: Daily walks and playtime Lots of belly rubs and attention Safe and comfy home environment Flexible availability to meet your dog’s needs Let’s arrange a meet-and-greet to make sure we’re a perfect match for your pup! 🐾 I have a small dog at home, so I regularly take her out for a short walk at least 4 times during the day. I work from home on Fridays, and on Monday through Thursday, I’m in the office but always come home during lunch for a walk, followed by a longer activity when I get home. Dogs are allowed to freely hang out in my home, including couch/bed while I am home. Depending on the dog's comportment and their guardian's wishes, I would crate the visiting dog(s) while out of the home, or separate them using gates in separate rooms for ensured safety of your dog and my own. Please note: I require a meet and greet for any new boarding requests to ensure our dogs get along and stay safe during their stay. Not required for repeat stays.

About: I’ve always loved animals, especially dogs, and have taken care of neighborhood pets for years! I am friendly, attentive, and excited to meet your pets! Please feel free to reach out with any questions. I currently have entire afternoons free (after 1:30pm) on weekdays and mostly open weekends, so I have lots of time to care for your furry friends. My schedule is super flexible! I will do my best to ensure your pet feels safe, loved, and healthy. I’m happy to follow detailed instructions or just stop by and assess what they need and give them some love. :)

About: I’ve had my own dog since I was 10, and she’s my best friend. I have walked and taken care of dogs of all sizes, and other pets as well! I have also taken care of my sisters dog since we’ve had her, for 2 years while she was at college. I have watched over multiple dogs in my family, including two new puppies. I am a full time student at UMass Boston, so I am very free on the weekends and less so during the week. I have time on MWF and Tuesday after 2. When taking care of dogs within my own home, I always review the rules with the pet parent and make sure they are comfortable with my own to house their pets. When traveling to another clients home, I make sure to understand how access would work and if there is anything that needs to be done before after and during my stay to help them.


About: I follow the guidelines of the owner. I am "present" (not distracted) with the dog. I am consistent and caring. I am very aware of the dog's behavior in the range of other pets and people, and adjust our path and pace accordingly. I am recently retired and my scheduled is flexible between 8 a.m. and 7 p.m. unless I have scheduled time on the water to sail. Currently, I walked my neighbors dog. When I enter, I am careful to close the door immediately and take time to greet the dog (Mazie, female). I am attentive to details when putting on her harness for both security and comfort. While walking, I follow the instructions of the owner relative to the proximity of other dogs since Mazie is a rescue and can become agitated by other dogs. Maize heels very well for me while we walk and I believe she appreciates that I do not listen to music or use my phone while we walk. I converse with Mazie to ensure she feels companionship as well as experiences exercise.

About: I have had dogs all my life. I love spending time with them and give them my full attention. I enjoy long walks and playing mental games with them. Early morning and evening during week days. On Weekends I can have more flexibility. I can take care of your dog for several hours if needed. Water always available. Food depending on the time of the day. I set limits but give them my full attention when it’s play time. I Like to provide them with mental and physical activities during the day.

“So thankful for Marie - she was able to accommodate a last minute booking and my cat loved her!! Great communicator and sent lots of updates/photos. Will absolutely book again!”


About: I absolutely love being around dogs—they bring so much joy and personality into every day. I’m gentle, patient, and full of positive energy, which helps me connect quickly with dogs of all ages and temperaments. Whether it’s long walks, playtime, belly rubs, or simply keeping them company, I’m committed to making sure your dog feels safe, loved, and happy while you're away. I treat every dog like they’re part of the family! My schedule is quite flexible, allowing me to dedicate plenty of quality time to your pet. Whether it’s daily walks, play sessions, or quiet companionship, I can easily adapt to your pet’s needs and your schedule. I prioritize consistency and make sure every pet gets the attention and care they deserve throughout the week. When caring for pets in my home, I create a calm and safe environment where they can feel comfortable and loved. I stick to their usual routines as much as possible—feeding, playtime, and rest—and provide plenty of attention and affection. I make sure they have fresh water and clean spaces, including litter boxes for cats or clean bedding for dogs. Since I live right next to the park, your pets will also get plenty of fresh air, exercise, and fun outdoor time during their stay or walks. When visiting pets in their own homes, I respect their space and follow their established routines carefully. I ensure they get their meals, exercise, and any medication they need. I also keep the home tidy, including cleaning litter boxes or picking up after dogs, so everything stays fresh for when their owners return. Communication is key—I send updates and photos to keep owners reassured that their pets are happy and well cared for.
Loving dog sitters in your neighborhood
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Jana W.Star Sitter

“Jana was a perfect dog sitter! She accepted the job on very short notice and arrived early. She really saved the day! She was very gentle and loving with my tiny chihuahua puppy. I loved getting the picture updates. Thank you, Jana!”


Angelina T.
Star Sitter


“Tommy did an exceptional job caring for my two fussy cats for 6 days! My cats both need medicine and extra care every day and Tommy was consistent, reliable, and a great communicator. I can tell my cats were well cared for while I was away. Thanks so much Tommy!”


Isabella D.
Star Sitter


“Isabella was communicative and we felt like Kelly was in perfect hands. She was kind and sent photo updates and was careful with her. Couldn’t be happier!”


Grace H.

“I would HIGHLY recommend Grace to anyone in need of a drop-in. She was timely, communicative, sent pictures, and thoughtful to our dog Gilly.”


Jennifer M.Star Sitter

“We were so fortunate to meet and work with Jennifer to watch our cat. She was extraordinarily great to work with- she communicated and sent photos every day, and went above and beyond the call of duty to help ensure our pet’s needs. We loved working with Jennifer, and if you’re reading this- absolutely reach out to her and feel like your loved one is in great hands!”


Renee P.Star Sitter

“Renee is wonderful. She was gentle and kind with my elderly kitty and handled his medications like a pro. I really appreciated her thoughtful communication and how observant she was about how he was doing at each visit.”


Niki T.
“Niki is an exceptional pet parent. I have never seen a cat adore its owner more than Fox loves Niki. We are roommates and she always feeds him on time and plays with him until he no longer has the energy to play. She makes sure there’s enrichment in his life as well as many cuddles. He is a sensitive boy with pretty severe allergies and she is vigilant in making sure he stays healthy. She routinely grooms him and if I had a pet of my own I would not hesitate to ask Niki to care for my baby!”


Lauren D.
“Lauren, who has over ten years of experience as a cat owner, is a trusted friend who has taken care of my cats for extended periods, and I’ve never had a single doubt about the quality of her care. Her love for cats is obvious in everything she does. She is incredibly responsible, communicates clearly, and offers a warm, tidy home for any pet. She has also looked after dogs in her home, so she is basically a pet whisperer.”


Luis R.

“Luis is a gentle and kind person who understands shy cats and takes the time to get to know them. I highly recommend him for your kitty care!”


Claire F.Star Sitter

“Claire was communicative and prompt, and took good care of my cats. She was diplomatic in the face of my unexpectedly aggressive cat. Recommended!”


Andrew M.


“I don’t travel often so I’m nervous leaving my baby with anyone new, but Andrew was great! Prompt responses, timely visits, cute pics, and my girl seemed very content when I got home.”


Isabel Q.Star Sitter

“I had to take one of my cats to the emergency vet the night before a week-long vacation, and it was very reassuring having Isabel taking care of her while I was away - administering medication, and managing the surgical cone. Isabel did a great job handling the last-minute adjustment to the level of care that was needed, and was cheerful through the whole thing!”


Isabella & Alanna D.Star Sitter

“Isabella and Alanna were both amazing caregivers!! They are warm, friendly, and comforting with pets!! They were great at communication and kept me posted throughout! I also appreciate their camera skills with my cat!! I would highly recommend them and will definitely be utilizing their services again!”


Emily C.
About: Hi there! I’m an animal lover living in a multi-family home with a friendly 3-year-old Shih Tzu mix. We have an unfenced backyard for quick bathroom visits, and live close to plenty of parks where your pup can enjoy some leashed walks and outdoor time (lars anderson, jamaica pond, the greenway). Whether your dog loves playing fetch or snuggling up for a nap, I’m here to offer lots of love and attention! Can’t wait to meet your furry friend! Pet Care Services: Daily walks and playtime Lots of belly rubs and attention Safe and comfy home environment Flexible availability to meet your dog’s needs Let’s arrange a meet-and-greet to make sure we’re a perfect match for your pup! 🐾 I have a small dog at home, so I regularly take her out for a short walk at least 4 times during the day. I work from home on Fridays, and on Monday through Thursday, I’m in the office but always come home during lunch for a walk, followed by a longer activity when I get home. Dogs are allowed to freely hang out in my home, including couch/bed while I am home. Depending on the dog's comportment and their guardian's wishes, I would crate the visiting dog(s) while out of the home, or separate them using gates in separate rooms for ensured safety of your dog and my own. Please note: I require a meet and greet for any new boarding requests to ensure our dogs get along and stay safe during their stay. Not required for repeat stays.


Eve B.
“Eve is absolutely wonderful with Duke! Duke lights up every time he sees Eve! She is extremely responsible, kind, caring, and loving. I could not recommend a more wonderful person to take care of your dog like he/she is their own.”


Sommer H.
“Sommer is the perfect person to walk dogs. They care so much about the well-being of the dog by making sure that the dogs receive all the love and attention. They pay attention to details about the dogs and make sure that each dogs needs are met.”




Michael B.

“I’m happy to share a testimonial for Mike, who I have known for over 3 years and who has looked after my dog, Maizy, on several occasions. Mike has always provided excellent care for her, and I’ve been consistently impressed with his attention to detail and kindness. Maizy can get overly excited at times, but Mike handles her with ease. Whether it's calming her with his gentle presence, or making sure she walks and sniffs in all her favorite places, Mike always makes Maizy feel comfortable and happy. It’s clear that he truly cares about Maizy’s well-being, and I’ve always felt confident leaving her in his care. I highly recommend Mike to anyone looking for a reliable and caring person to watch their pets. He’s been such a great help to me, and I’m grateful for the peace of mind he provides when I’m away.”


Isabel L.
“Isabel is the best dog mom I know. She has a huge heart for animals and is very aware of how they feel and of how they may react. Very attentive and loves to get outside as often and as long as possible with her pets.”


Marie S.

“So thankful for Marie - she was able to accommodate a last minute booking and my cat loved her!! Great communicator and sent lots of updates/photos. Will absolutely book again!”


Tiril J.
“Tiril watched my Dog Russell while I was away visiting family and she did an amazing job! She made Russell feel very comfortable and kept him to my requested schedule. I highly recommended her!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Jamaica Plain.
Rover makes it easy to find Jamaica Plain dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
