Pet Sitting Jamaica Plain

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Over 1,280
pet parents in Jamaica Plain have booked pet sitting

Jamaica Plain, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Mirabel F.
Verified Enhanced Background Check
Mirabel F.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 74 reviews
33 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

“Mirabel was fantastic with my two cats while we were on vacation! She went above and beyond and was extremely communicative. I would highly recommend Mirabel!”

Profile image
Hannah R.
Sitter Profile Image: Joel B.
Verified Enhanced Background Check
Joel B.
$19
total per visit
5.0 out of 5 stars
• 13 reviews
4 repeat clients
9 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

About: I love dogs and have cared for Buffy, my heart and life, for the past 9 years. A couple years ago I finally was in a place to bring a kitten home, so the two brighten up my life every single day. I look forward to taking care of your loved ones as well. I work from home and have flexible hours, so I can make things work especially with advance notice. Please reach out and I’ll do my best to accommodate. I will follow all instructions and shower them with care and affection. I love living in JP because there are so many good places for walks. Where does your pup like to go?

Sitter Profile Image: Morgan & Meaghan W.
Verified Enhanced Background Check
Morgan & Meaghan W.
Star Sitter
$34
total per visit
5.0 out of 5 stars
• 84 reviews
24 repeat clients
11 years of experience
Boston, MA, 02130

“Morgan and Meaghan did such a wonderful job pet sitting our two cats Pancake and Tater. I am incredibly appreciative of how communicative they both were during the week. Would absolutely work with them again!”

Profile image
Grant F.
Sitter Profile Image: Ella M.
Verified Enhanced Background Check
Ella M.
Star Sitter
$43
total per visit
5.0 out of 5 stars
• 76 reviews
26 repeat clients
15 years of experience
Boston, MA, 02130

“Ella was a great catsitter! She send us a lot of photos of our furry friends and took great care of them while we were away. Highly recommend!”

Profile image
Kristin J.
Sitter Profile Image: Julie O.
Verified Enhanced Background Check
Julie O.
Star Sitter
$32
total per visit
5.0 out of 5 stars
• 52 reviews
18 repeat clients
8 years of experience
Boston, MA, 02130

“Julie was an excellent cat sitter and went above and beyond in taking care of my two cats while I was away. Julie made sure they were well fed and entertained and took incredible photos! I will definitely rebook.”

Profile image
Hayden H.
Sitter Profile Image: Jonathan L.
Verified Enhanced Background Check
Jonathan L.
$20
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
12 years of experience
Jamaica Plain, Boston, MA, 02130

About: I am experience with caring for several types of dogs and cats in size and breed. I have cared for multiple dogs at the same time and meeting their needs at any age. My greatest strength is my patience and my willingness to communicate with your pets to ensure a working relationship that is based on love and care. I work remotely at home, and I am happy to take breaks to care for pets in between my work. I am flexible with early morning walks to late evening strolls. I love walking through parks and working at pet friendly cafes. I am transparent with my work. Working at clients home is something I understand that must be rooted in trust and care. I respect people's property and schedule to the best of my ability. I am actively aware of the need for communication, and I place that trait above all.

Sitter Profile Image: Alicia W.
Verified Enhanced Background Check
Alicia W.
$25
total per visit
5.0 out of 5 stars
• 22 reviews
11 repeat clients
12 years of experience
Roxbury, Boston, MA, 02119

“Alicia did an amazing job with Chica and Benji! Benji went on multiple long walks, longer than we would even expect in the winter and Chica got lots of attention. Alicia was very communicative and friendly. We would highly recommend her.”

Profile image
Catherine R.
Sitter Profile Image: Konstantinos K.
Verified Enhanced Background Check
Konstantinos K.
$19
total per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
15 years of experience
Jamaica Plain, Boston, MA, 02130

About: I've been caring for animals for many years and have experience with a wide variety of species. I've been handling and looking after dogs and cats since I was 12 years old, giving me years of hands-on experience with pets of all ages, personalities, and needs. Whether it's feeding, walking, playtime, administering basic care, or simply providing companionship, I always make sure every pet feels safe, comfortable, and loved. I currently have a cat of my own, so I understand how important it is to trust someone with your furry family member. I treat every pet as if they were my own and strive to provide reliable, attentive, and compassionate care while you're away. I'm currently taking some time between finishing graduate school and starting my postdoctoral position, which means I finally have something scientists rarely get—free time! I've decided to spend it doing something I genuinely enjoy: caring for animals. This flexible schedule allows me to dedicate plenty of time and attention to each pet, whether that's stopping by for visits, playing, feeding, administering medication, or simply keeping them company. I know every dog/cat has their own personality (from "cuddle enthusiast" to "please admire me from across the room"), and I'm happy to adapt to whatever makes them feel most comfortable. For me, pet sitting is the perfect way to combine my love of animals with helping fellow pet owners have peace of mind while they're away. Your pet's safety, comfort, and routine are always my top priorities. I understand that every cat is different, so I take the time to learn their individual personality, preferences, and daily routine to help them feel as relaxed as possible while you're away. When caring for pets in a client's home, I respect both your home and your pet's established routine. I'll follow all feeding schedules, walks/litter box maintenance, playtime, medication instructions, and any special requests you have. I also make sure doors, windows, and gates are secure at all times and keep a close eye on your dog's/cat's behavior and well-being. I'm happy to provide regular photo and video updates so you can see how your dog/cat is doing and have peace of mind while you're away. My goal is for your pet to feel safe, cared for, and loved until you're back home.

Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Jennifer M.
Star Sitter
$45
total per visit
5.0 out of 5 stars
• 252 reviews
67 repeat clients
30 years of experience
Roslindale, Roslindale, MA, 02131

“Jennifer took great care of our cats, who were in a complicated situation where they couldn't be allowed to see each other while we were away. Jennifer handled everything like a pro and we are so grateful. Thank you so much!”

Profile image
Meaghan and Jason D.
Sitter Profile Image: David M.
Verified Enhanced Background Check
David M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 337 reviews
95 repeat clients
8 years of experience
North Dorchester, Dorchester, MA, 02125

“We had just moved to Boston and needed a needed a dog-sitter on short notice for our Great Dane pup, Gordon, and David crushed it! He is super-patient and confident with our big boy and expertly communicative. David will always be our “go to!””

Profile image
Jon E.
Sitter Profile Image: Grace F.
Verified Enhanced Background Check
Grace F.
$28
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
15 years of experience
Jamaica Plain, Boston, MA, 02130

“Grace was great! She took great care of my cat Marty and and had excellent communication during her visits. I would definitely use Grace again.”

Profile image
Katie D.
Sitter Profile Image: Victoria B.
Verified Enhanced Background Check
Victoria B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 53 reviews
17 repeat clients
17 years of experience
Jamaica Plain, Boston, MA, 02130

“Rev is communicative and on time. It was great they were open to a meet and greet/drop in before booking an overnight and I feel great that it seems my dog will be in very capable and kind hands!”

Profile image
SarahEvan C.
Sitter Profile Image: Jana W.
Verified Enhanced Background Check
Jana W.
Star Sitter
$29
total per visit
5.0 out of 5 stars
• 324 reviews
91 repeat clients
30 years of experience
West Roxbury, West Roxbury, MA, 02132

“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!”

Profile image
Barbara B.
Sitter Profile Image: Shane B.
Verified Enhanced Background Check
Shane B.
$28
total per visit
6 years of experience
Brookline, MA, 02445

About: I was a dog walker in Back Bay and South end for a year and provided loving care to all the dogs I worked with. I have also worked with all sorts of animals at an AZA accredited zoo in upstate New York for 5 year and have learned about how to care for animals in all capacities wether it be cleaning enclosures or giving out enrichment. Im available all week days for walks and weekends for boarding! I’d be happy to provide care for your pup at anytime during the week! I have a nice big apartment in Brookline next to a park where I’m happy to take your pup for some enrichment when hosting. I will follow any guidelines set to make sure your doggo gets all the proper care they need

Sitter Profile Image: Kelly D.
Verified Enhanced Background Check
Kelly D.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 8 reviews
6 repeat clients
5 years of experience
Jamaica Plain, Boston, MA, 02130

“Kelly was super flexible on very short notice! She was exactly on time. She spent time playing with our cats. We loved the pictures.”

Profile image
Jennifer F.
Sitter Profile Image: Catherine W.
Verified Enhanced Background Check
Catherine W.
$19
total per visit
5.0 out of 5 stars
• 1 review
1 repeat client
13 years of experience
Brookline, MA, 02446

“Catherine was great with Oreo - a 12 week old puppy. She was super comfortable around him, redirected him when needed, and was here right on time. Wonderful to work with.”

Profile image
Cecilia R.
Sitter Profile Image: Sophia V.
Verified Enhanced Background Check
Sophia V.
$28
total per visit
5.0 out of 5 stars
• 1 review
1 repeat client
6 years of experience
Brookline, MA, 02445

“She was great! I have a young puppy and she was able to get her lots of attention!”

Profile image
Savannah V.
Sitter Profile Image: Elena V.
Verified Enhanced Background Check
Elena V.
$19
total per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
10 years of experience
Boston, MA, 02130

“Elena was a perfect pet sitter— trustworthy, communicative, punctual, and patient with our shy cats. I would recommend her 100%!”

Profile image
Tyler H.
Sitter Profile Image: Nancy C.
Verified Enhanced Background Check
Nancy C.
$23
total per visit
5.0 out of 5 stars
• 48 reviews
21 repeat clients
23 years of experience
South Dorchester, Boston, MA, 02122

About: Hey there – my name is Nancy, and I’ve taken care of dogs the majority of my life. Starting with my childhood dog, Bandit, a mixed Shepard. As an adult I had a pit bull/boxer mix, Vedder. I had Vedder for 12 years. After Vedder, I had a beagle/boxer mix, Killian. I currently do not have a dog of my own. This gives me plenty of time to take care of your dog I am an experienced sitter, and did walker who you can trust to take amazing care of your pup. I take any (and all) opportunities to snuggle and go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times… I have yet to prove them wrong. I’m currently not working. This gives me plenty of time to spend with your pet. I’m available both days and nights to watch, walk or play with your dog. To ensure the safety and well-being of pets under my care, I would first familiarize myself with each pet’s specific needs, behaviors, and any medical conditions. This includes understanding their diet, exercise routine, allergies, or medications they may be on. During walks, I would keep them on a leash at all times. Moreover, for both walks and sitting sessions, I’d maintain regular communication with the pet owners by providing updates and promptly reporting any unusual behavior. Maintaining vigilance, open communication, and being prepared for unexpected situations are crucial aspects of ensuring the safety and well-being of pets under my care. I am not a certified dog trainer, but I did successfully train my pit bull/boxer, Vedder, and my beagle/boxer, Killian. When you board your dog with me, you can expect a quality stay. Your dog will not only be well looked after, they will go on some cool walking adventures. I’m located near three beaches, and three parks. One of the parks has a bike/walking path. I keep the owner updated with pics and text. I also use a walking app that shows where we walked, how far we walked and how long we walked. When you leave your dog in my care, you can enjoy your vacation knowing that your dog is also having fun.

Sitter Profile Image: Amanda S.
Verified Enhanced Background Check
Amanda S.
$28
total per visit
4.9 out of 5 stars
• 20 reviews
3 repeat clients
20 years of experience
Brookline, MA, 02446

About: Experience with senior dogs, difficult cats, and hyper young ones who need that special one on one attention. Having cared for a dog with cancer, I am happy to do any extra care necessary for special cases. I have a very flexible hybrid schedule, which means I can work from your home and provide your pal with around the day attention and breaks. I have a young cat at home and have experience with dogs that are prone to bolting. I am neat and will always attend to your house and pet like it is my own.

1 / 1
View more

The median cost per visit for pet sitting in Jamaica Plain is $25

Pet parents share their Rover experiences - Jamaica Plain

1 / 1
5.0 out of 5 stars

Jordan was amazing! I had to go away for the weekend and I know nobody in this area and was so nervous to use Rover but once I met Jordan I knew my kitty was in good hands!!! She was awesome and I will definitely be booking her in the future!!

Profile image
Darrah M.
Drop-In Visits
5.0 out of 5 stars

Aly is great!! It’s so great to be able to leave knowing that my dog will be happy and well cared for while I’m gone.

Profile image
Esperanza T.
Drop-In Visits
5.0 out of 5 stars

Nico went above and beyond my expectations for taking care of my cat Leia. Excellent communication and worked with my needs, would 100% book again!

Profile image
Matt M.
Drop-In Visits
5.0 out of 5 stars

Sasha was very communicative with me about her schedule, the drop ins, and how my cats were doing. She gave me detailed updates and really made being away from my cats for the first time much easier because I knew they were in good hands. One of my cats is not a lap cat at all, and she even sat with Sasha on the last day of drop ins, which goes to show how great Sasha was with them!

Profile image
Bailey F.
Drop-In Visits
5.0 out of 5 stars

Stephanie is a wonderful cat-sitter. Every day I received a lengthy update, photos and videos. Which made my day every day. My cat Winston is a one-person cat, not aggressive but super reserved. She was wonderful with him, highly recommend.

Profile image
Nisa T.
Drop-In Visits
5.0 out of 5 stars

Mirabel did a great job taking care and playing with Harriet while I was away. She is very communicative and flexible, and careful with everything. Harriet had some really great time with her.

Profile image
Lyn J.
Drop-In Visits
5.0 out of 5 stars

Rachel was phenomenal!! She communicated well and helped navigate a not so cooperative cat. She is very kind, cleaned up in my apartment, and was reliable and timely. I wouldn’t hesitate to book her again! Thank you again, Rachel

Profile image
Edward T.
Drop-In Visits
5.0 out of 5 stars

Liza always takes the time to love on my kitty the way she needs it best. She is accommodating and how she communicates about my kitty makes me know without a doubt that she loves my kitty just as much as if she were her own. That is priceless! Liza will always be my go-to sitter.

Profile image
Chelsea C.
Drop-In Visits
5.0 out of 5 stars

Alissa was absolutely amazing with my husky. She took great care of her, great communication, and very good at accommodating my dog’s needs. I felt very safe knowing that my girl is being taken care of. I definitely will be booking with her again and I highly recommend her :)

Profile image
Elle C.
Drop-In Visits
5.0 out of 5 stars

Mercedes was communicative, punctual, and reliable. I would be happy to have her watch my cat again!

Profile image
Prinnapa Y.
Drop-In Visits
5.0 out of 5 stars

Maya took excellent care of my cat, Coco, and left detailed notes and pictures. Coco usually takes some time to warm up to new people, but she was playing with Maya on the first day!

Profile image
Francesca G.
Drop-In Visits
5.0 out of 5 stars

I’ve booked Jasmine multiple times now and as always, she was a phenomenal sitter . My Remi loves her and i know i can trust her with him 110%. Thanks again for your help Jasmine!

Profile image
Zarina S.
Drop-In Visits
5.0 out of 5 stars

Aimee was great with my two cats, one of whom requires subdermal fluid injections. She provided detailed reports on check-ins and I can tell my cats enjoyed her company. Thank you, Aimee!

Profile image
Sam A.
Drop-In Visits
5.0 out of 5 stars

I highly recommend Mike. He is reliable and he always sends lots of photos and a detailed update on how the visit went. He take a great care of both my dogs.

Profile image
Casey
Drop-In Visits
5.0 out of 5 stars

Allison agreed to watch Moose at the last minute which was really appreciated! She played with him, make sure he was fed, and sent great pictures and updates.

Profile image
Izzy P.
Drop-In Visits
5.0 out of 5 stars

We chose Caleb because he was a cat-forward sitter, and he took great care of our special needs cat! She received plenty of attention and all of her medications as needed. Caleb shined even more caring for our aging and declining senior dogs who started needing extra attention as our trip came closer. We greatly appreciated Caleb and would happily rehire him!

Profile image
Kevin F.
Drop-In Visits
5.0 out of 5 stars

Agnes, as always, took wonderful care of our two cats. Thank you for the fantastic photos and videos and updates :)

Profile image
Jae C.
Drop-In Visits
5.0 out of 5 stars

Would rate higher if I could! Super dependable and communicative through the whole process, and sent many pics of the kiddos :)

Profile image
Jillian C.
Drop-In Visits
5.0 out of 5 stars

I was confident my cat was in good care with Taylor thanks to her punctuality, detailed reports and the pictures she provided. I will definitely rebook her for my next trip!

Profile image
Ryan P.
Drop-In Visits
5.0 out of 5 stars

Alexa took great care of our 2 young and energetic kitties while we were on vacation! She was very communicative and sent lots of photos and reassuring updates.

Profile image
Makenna G.
Drop-In Visits
1 / 1
Find pet care near you

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 pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Jamaica Plain

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Jamaica Plain average 6
repeat pet sitting clients

FAQs for Pet Sitting - Jamaica Plain

Frequently asked questions about Rover

The average cost of Pet Sitting in Jamaica Plain is $26 per visit as of October 2026. Most bookings cost between $16 and $39 per visit. 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 10,838 sitters on Rover offering Pet Sitting across Jamaica Plain. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

Yes, you can find sitters who have experience with handling special pet needs in Jamaica Plain. On Rover:

  • 84% of sitters can help with special care needs
  • 89% can help with giving oral medications or injections
  • 94% 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.

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge