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.

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Over 1,197
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%.

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Sitter Profile Image: Morgan & Meaghan W.
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Morgan & Meaghan W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
66 reviews
20 repeat clients
11 years of experience
Boston, MA, 02130

Our cat loved having visits and snuggles and we loved getting updates. Morgan and Meaghan were professional, cordial and so sweet with our cat. We would definitely go with them again.

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Daniela B.
Sitter Profile Image: Lia G.
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Lia G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
200 reviews
58 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Lia always takes the best care of our cat! She’s so easy to communicate with in arranging to get our apartment key and follows our care instructions perfectly. Our cat loves to hang out with her too, and Lia sends lots of photos! I would recommend her to anyone looking for cat care.

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Kyle V.
Sitter Profile Image: Ann-Marie Z.
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Ann-Marie Z.
$28
total per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
20 years of experience
Roslindale, Jamaica Plain, MA, 02130

Ann-Marie did a wonderful job taking care of our 10-year old Bernese Mountain Dog, Zeus. She stopped by to walk and spend time with Zeus three times a day for almost a week and provided helpful updates throughout. She was really great!

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Allyson G.
Sitter Profile Image: Maeve H.
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Maeve H.
$19
total per visit
5.0 out of 5 stars
6 reviews
15 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Maeve was amazing - She shared the cutest photos and I could tell my dog was so happy spending time with her. I’m very grateful for her help!

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Alina E.
Sitter Profile Image: Gabriel B.
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Gabriel B.
Star Sitter
$28
total per visit
4.9 out of 5 stars
78 reviews
17 repeat clients
10 years of experience
Boston, MA, 02130

Gabriel is great. He is dedicated to making sure animals are comfortable with him and provides amazing care. His communication is also great.

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Christopher M.
Sitter Profile Image: Luis R.
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Luis R.
$20
total per visit
5.0 out of 5 stars
32 reviews
6 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

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!

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Martha H.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$23
total per visit
5.0 out of 5 stars
224 reviews
68 repeat clients
22 years of experience
Brookline, MA, 02445

Julie has been great whenever she has done drop ins with my cat Milo. She is super communicative, responsive and flexible. It’s given me peace of mind that Milo is okay when I am traveling. Highly recommend her.

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Gabrielle S.
Sitter Profile Image: Nick P.
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Nick P.
$23
total per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
6 years of experience
Roxbury, Boston, MA, 02130

Nick was the best dog sitter! We had drop in visits scheduled, and he was so intentional with spending time with our pup on each one. We will definitely be booking with Nick for our next trip!

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Michele V.
Sitter Profile Image: Megan S.
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Megan S.
$32
total per visit
5.0 out of 5 stars
114 reviews
45 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Megan watched our cat and lizard over the holiday. She is a great communicator and spent a little extra time with our needy girl to give her all the pets. I had a great experience with Megan and would rebook her services again.

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Camilla C.
Sitter Profile Image: Chelsea J.
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Chelsea J.
$19
total per visit
15 years of experience
Jamaica Plain, Jamaica Plain, MA, 02134

About: I found my love for animals volunteering at MSPCA adoption events, and carried that passion through college as a part-time kennel attendant caring for dogs and cats of all kinds. I also raised my own dog until she passed away from cancer last year, and that experience only deepened my appreciation for how much the animals in our lives mean to us. I’d love nothing more than to pour that love into caring for yours! I currently work hybrid so I have a lot of time to go on walks and play with your pet! I'm generally available on weekdays after 3pm or house sitting Fri-Sun. In your home, I am very clean and respectful and will abide by any rules you may have. Please let me know how regularly you would like updates, as I would be happy to take lots of photos and videos!

Sitter Profile Image: Mirabel F.
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Mirabel F.
Star Sitter
$23
total per visit
5.0 out of 5 stars
48 reviews
20 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!

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Hannah R.
Sitter Profile Image: Julie O.
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Julie O.
Star Sitter
$32
total per visit
5.0 out of 5 stars
37 reviews
15 repeat clients
5 years of experience
Boston, MA, 02130

Julie has been caring for our cat with drop in visits lately and I can tell our little guy loves her a lot. She is always communicative and sends the cutest photos of him.

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Anita D.
Sitter Profile Image: Emily M.
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Emily M.
$28
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Boston, MA, 02130

Emily was wonderful to work with. She grasped the care instructions quickly and easily. She carried them out exactly as we wished. And our kitty, Louie, really enjoyed playing with her!

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Ted W.
Sitter Profile Image: Yilziane L.
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Yilziane L.
$19
total per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02130

Yui is an excellent sitter! Teddy warmed up to her right away, and I had no concerns about leaving him in her care. You can tell she really loves animals and put real care into watching after them.

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Liz A.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

Marie took great care of our two cats! She checked in consistently at the same time everyday and was very responsive prior to and during our trip.

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Robert K.
Sitter Profile Image: Debra W.
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Debra W.
Star Sitter
$28
total per visit
5.0 out of 5 stars
12 reviews
8 repeat clients
35 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Debra was amazing!! She did a great job with our kitties and took great care of them both. Very communicative and kind. Will absolutely be looking to rebook her in the future.

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Chloe K.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
$33
total per visit
5.0 out of 5 stars
33 reviews
7 repeat clients
20 years of experience
Roslindale, Roslindale, MA, 02131

I love having Katie come visit my dog Joni! I feel so safe and comfortable in Katie’s care and Joni is so happy to see her! Thank you Katie!!

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Lynsey M.
Sitter Profile Image: Stacy A.
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Stacy A.
Star Sitter
$34
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
3 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Stacy was wonderful. We’re new to Rover and we’re new to her, so there was a lot information to convey. She made time for it and asked all the right questions. She did a wonderful job taking care of our cats!

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Ted W.
Sitter Profile Image: Grace S.
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Grace S.
$25
total per visit
5.0 out of 5 stars
22 reviews
9 repeat clients
15 years of experience
Brookline, MA, 02445

Grace was very receptive to our requests and was a good companion for our puppy during a 1 hour drop in visit. She is also flexible about scheduling. We will be booking again.

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Fiona L.
Sitter Profile Image: Renan M.
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Renan M.
$20
total per visit
5 years of experience
Jamaica Plain, Boston, MA, 02130

About: I’ve taken care of dogs of every kind since I was child and my dog became my bff. Neighborhoods, families and friends have relied on me to walk, feed and bathe their pets. I’m currently working part-time, so I’ll have plenty of time to play with your pups. I’m available on weekdays and weekends, if you schedule in advance. I always turn to my veterinarian friend, because the safety and health of our pups is very important. Also, I’m very educated on pet safety.

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

Pet parents share their Rover experiences - Jamaica Plain

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5.0 out of 5 stars

We’re grateful to Stuart for taking Clare out on two walks today, and being responsible on a 100°day, and cutting one of the walks short, and instead hanging out with Clare indoors for the duration of the visit.

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Ted C.
Drop-In Visits
5.0 out of 5 stars

As usual Julie was the absolute best! If you need someone to look after your babies don’t hesitate to book with her. She’s detailed, kind, compassionate, and we wouldn’t go with anyone else for our shy sensitive cat. Thank you for another amazing experience!

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Nathaniel B.
Drop-In Visits
5.0 out of 5 stars

Stephanie was awesome!! My cats loved her and she was consistent and communicative. She send tons of great photos and videos!

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Elizabeth K.
Drop-In Visits
5.0 out of 5 stars

Maeve was amazing - She shared the cutest photos and I could tell my dog was so happy spending time with her. I’m very grateful for her help!

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Alina E.
Drop-In Visits
5.0 out of 5 stars

Nick is a great sitter for any pet! He is extremely professional and communicative, and was very sweet with my cat. The little friends love him and he is always respectful of their space! Highly recommend for anyone looking for a reliable sitter!

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Darius A.
Drop-In Visits
5.0 out of 5 stars

very thoughtful and helpful, andticp[ated neepotenmtial p[robn;ems and delt with them. and my scaredy cat ;oved her. Definitely recommend

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Leonard R.
Drop-In Visits
5.0 out of 5 stars

Winita was an amazing cat sitter!! Extremely communicative, thorough, and thoughtful. Sent multiple pictures and the occasional video throughout each visit, which was well appreciated! Will definitely be rebooking with her!

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Katie J.
Drop-In Visits
5.0 out of 5 stars

Chloe is the best!! She watched our 2 cats and was extremely communicative and responsive. She played with them a ton and made sure to give them lots of cuddles. We will definitely hire Chloe again!

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Meghan B.
Drop-In Visits
5.0 out of 5 stars

Nengliang is always so reliable, attentive, and responsive! Great experience and highly recommended to others.

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elodie f.
Drop-In Visits
5.0 out of 5 stars

Lia did a great job looking after my cat. She was very communicative and my cat seemed well cared for.

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Alex B.
Drop-In Visits
5.0 out of 5 stars

This is my second time booking with Marizol and it’s no wonder she is a star pet sitter! Marizol is prompt, provides great pics, and shows my cat lots of love and attention! Love having her take care of TJ!

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Hao P.
Drop-In Visits
5.0 out of 5 stars

Victoria is great! She took wonderful care of our cats, and had excellent communication. We'll definitely work with her again!

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Matthew N.
Drop-In Visits
5.0 out of 5 stars

Connor was amazing. She was reliable and I fully trusted that my fur babies were well taken care of while we were gone and enjoy our vacation. She provided daily pictures and updates! I’d book again.

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Pia C.
Drop-In Visits
5.0 out of 5 stars

Stina has been a repeat sitter with us and has been absolutely wonderful with our shy cat, Kai. What I appreciate is how patiently Stina keeps trying to be friends with Kai and is also very thoughtful of Kai’s needs. Definitely recommend her.

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Natasha K.
Drop-In Visits
5.0 out of 5 stars

Luke did a great job providing updates and cute photos while I was away! I could tell Nigel was happy and enjoying the visits with Luke. Thanks for being a caring cat sitter.

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Anna M.
Drop-In Visits
5.0 out of 5 stars

Very kind and quick to respond! Our cats were very well taken care of. Will definitely be rebooking when we need to go somewhere!

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Emma R.
Drop-In Visits
5.0 out of 5 stars

Julie dropped in while we were out for the day, and was great. She was communicative, professional, attentive to our dog’s specific needs and provided great photos!

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Benjamin K.
Drop-In Visits
5.0 out of 5 stars

Emily was absolutely amazing! She was communicative, kind, and very thoughtful. My kitties felt comfortable with her and it was clear they were well taken care of! We would love to have her watch Juni and Pippy again in the future!! Thank you again Emily! 😊!

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Naomi E.
Drop-In Visits
5.0 out of 5 stars

Lianne is great!! I needed a dog sitter very last minute and she was so kind to help out. She took great care of Ellie, was timely, and sent detailed cards about her visits. I will definitely be reaching out again and would recommend!!

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Rylee S.
Drop-In Visits
5.0 out of 5 stars

Allison took greT care of my cat while I was out of town for a few days! She was very friendly, communicative, and sent such cute pictures.

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Samantha C.
Drop-In Visits
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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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    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

Sitters in Jamaica Plain average 6
repeat pet sitting clients

FAQs for Drop-In Visits - Jamaica Plain

Frequently asked questions about Rover

The average cost for Pet Sitting in Jamaica Plain on Rover is $24.42 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 11,020 sitters on Rover offering Pet Sitting across Jamaica Plain. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Jamaica Plain stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Rover's Trust & Safety page .

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.

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
  • 95% 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.

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.

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