Pet Sitting & Drop Ins In 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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Top rated Jamaica Plain pet sitters

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: Emily L.
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Emily L.
$13
total per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
9 years of experience
Allston-Brighton, Brighton, MA, 02135

great job and Lucie loves u!

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Carol H.
Sitter Profile Image: Nathan G.
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Nathan G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
60 reviews
20 repeat clients
4 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Nathan provided attentive and loving care to my two cats while I was away. I returned to two very happy and healthy kitties! He also provides detailed updates with lots of pictures, which I appreciated.

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Hannah N.
Sitter Profile Image: Lia G.
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Lia G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
196 reviews
57 repeat clients
7 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Lia was incredible responsive and accommodating. She was great with our cat and spend extra time with him. He loves her right away! Highly recommend Lia and will be reaching out to her again.

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Dylan S.
Sitter Profile Image: Shuhua W.
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Shuhua W.
Star Sitter
$20
total per visit
4.9 out of 5 stars
51 reviews
9 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02134

She is professional and reliable. Always good.

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Mythily R.
Sitter Profile Image: Mirabel F.
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Mirabel F.
Star Sitter
$23
total per visit
5.0 out of 5 stars
45 reviews
19 repeat clients
6 years of experience
Jamaica Plain, Boston, MA, 02130

Mirabel was fantastic to work with. She provided great updates (+ pictures) while we were away, and our cats loved her! We will definitely be booking her again.

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Claire K.
Sitter Profile Image: James H.
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James H.
Star Sitter
$20
total per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
2 years of experience
West Roxbury, Boston, MA, 02132

James was an excellent caregiver for my cat. He came over early to see the house and meet Finbar, sent nice updates and pictures. I would be happy to use his services again.

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Helen M.
Sitter Profile Image: Katelyn P.
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Katelyn P.
$12
total per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Katelyn did a great job caring for our two rambunctious cats! They got into plenty of mischief, which she addressed and communicated right away. We felt super comfortable leaving the cats under her supervision for a week. We couldn’t be happier to come home to two happy kitties!

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Alyssa R.
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: Julie O.
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Julie O.
Star Sitter
$28
total per visit
5.0 out of 5 stars
35 reviews
14 repeat clients
5 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.

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Hayden H.
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 took very good care of our dog Kaya. We hope to have her come back for future drop-in visits on the weekend. We really appreciated the detailed comments and several photos, letting us know that Kaya was doing well. Thanks!

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Amy H.
Sitter Profile Image: Shoshana R.
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Shoshana R.
$25
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Boston, MA, 02130

Shoshana did a great job! I will be using her again to take care of my cats!

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Victoria B.
Sitter Profile Image: Ayana M.
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Ayana M.
$36
total per visit
5.0 out of 5 stars
234 reviews
70 repeat clients
20 years of experience
Jamaica Plain, MA, 02130

Ayana was great. She kept me updated and took good care of my cat so I wasn't worried while I was away. She was super easy to communicate with. Thanks Ayana!

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

Julie did drop-in visits for our cats during a weekend away and was amazing - she checked on everything the cats needed, played with them, and gave us detailed updates and photos.

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Thea B.
Sitter Profile Image: Caroline E.
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Caroline E.
Star Sitter
$28
total per visit
5.0 out of 5 stars
66 reviews
28 repeat clients
10 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

Caroline is lovely to work with. Very communicative and follows all care instructions perfectly. We feel totally at ease knowing she’s taking care of our cats.

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Nahry T.
Sitter Profile Image: Yilziane L.
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Yilziane L.
$19
total per visit
5.0 out of 5 stars
12 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: Michael P.
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Michael P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
20 years of experience
Boston, MA, 02130

Michael is great! Responded to my request to check in on my cats so promptly and I felt secure knowing my cats were in good hands. Got lots of pictures and updates. I definitely recommend booking with him!

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Hannah H.
Sitter Profile Image: Katherine L.
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Katherine L.
$23
total per visit
5.0 out of 5 stars
57 reviews
15 repeat clients
15 years of experience
Jamaica Plain, Boston, MA, 02130

Katherine was great with Turbo! She provided all the care I asked for and uploaded several photos of her time with Turbo, which I really enjoyed. Will be using again in the future :)

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Jordan S.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
$33
total per visit
5.0 out of 5 stars
31 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: Jacqueline Y.
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Jacqueline Y.
Star Sitter
$18
total per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
5 years of experience
Fenway-Kenmore, Boston, MA, 02215

Jacqueline was great with my kitties! She was very communicative and helpful on keeping an eye on more than just my fur babies. If considering travel, you will have a piece of mind with Jacqueline caring for your pets!

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Alassandra G.
Sitter Profile Image: Danielle K.
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Danielle K.
$23
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
South Dorchester, Boston, MA, 02122

Dani has taken care of Gambit and Logan many times before joining rover. She has been able to give Gambit his medication when he needed it. She quickly learned their quirks and ensures they get personalized attention when she comes by (Gambit likes to sit on the patio for a few minutes and Logan loves to play). Her love for animals is strong. We will continue to usw Dani!

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Ryan S.
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Jamaica Plain pet parents share their Rover experiences

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5.0 out of 5 stars

Amanda took great care of our two cats while we were away. She sent lots of photos and our boys were very happy when we came home! Thank you, Amanda :)

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

Dodi did a wonderful job. She dealt with everything that came up, and was very responsive. My cats loved her and will be booking with her again next time!

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

This was Jordan's second time looking after my kitties, and she did a wonderful job yet again! She spent extra time with them during each visit, and I felt super reassured that Dexy and Fio were in good hands!

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Bill G.
Drop-In Visits
5.0 out of 5 stars

Christina took excellent care of my cat, Luna, while I was out of town. She provides detailed updates and photos and I came home to a happy well cared for cat. I look forward to her taking care of Luna again!

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

Taylor was responsive and sent great updates of my babies so I knew they were well taken care of! I would absolutely rebook

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

Thanks for taking good care of him! I was able to relax while away knowing he was in good hands. Seems like he was quite happy with you, you got to see how sweet and fun he is.

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

The best of the best!! Mary Kate loves Betty like her own and it’s evident in her care for her. I also had a small issue with something in my apartment and Mary Kate was communicative, flexible, and a HUGE HELP to get it resolved!! Thank you so so so much as always :)

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

Tiffanie was wonderful! She took fantastic care of our cat and provided excellent updates with plenty of pictures. She responded very promptly and asked great questions to make sure she was well prepared. We would definitely recommend!

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

We feel so fortunate to have found Nick! Literally the day after our meet and greet, we learned we needed to travel out of town for a family funeral. Nick accepted the drop-in sitting job on short notice, came when he said he would, followed all our cat care instructions and gave our boys some quality time consistent with their individual needs. It took away some of the stress associated with that unplanned trip, and now I'm not so anxious about our future travel plans! Thank you, Nick!!

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

As usual, Leo has taken outstanding care of my kitty while I was away for almost two weeks. The visits were on time and I got lots of photos and candid comments about how my kitty was doing - and he was doing so well! I could tell he was entertained playing with Leo and even became quite affectionate, which is rare for his skittish character. Leo also watered the cat grass and left the apartment tidy and clean. Over the years I have come to know Leo as very reliable, easy to communicate with and genuinely attentive to my cat's needs.

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

Jacqueline did a fantastic job looking after my kitties. She was communicative and followed instructions perfectly. After a recent move to the area, I was nervous to leave so soon, but getting check-ins from her made me feel so much better!

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

Obi and Stewie loved Jenna!!! She was so helpful and caring and it was great to receive photos while being away - thanks so much Jenna!

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Amy W.
Drop-In Visits
5.0 out of 5 stars

Once again, Yaxin did a great job of looking after my elderly kitty. She is very communicative and took some great photos.

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Lorin F.
Drop-In Visits
5.0 out of 5 stars

Allyson did great job taking care of my 2 dogs. She’s easy to communicate with and punctual with arrival times!

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

Zhao was so incredible with my cat. She followed her routine to a tee and provided excellent daily updates and pictures. My cat has some medical needs that I felt Zhao was abundantly capable of handling and I was able to relax while she was in Zhao’s care. I absolutely recommend her as a cat sitter.

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Kaitlin V.
Drop-In Visits
5.0 out of 5 stars

Lauren is a Bruiser favorite. He loves his time with her. Lauren is wonderful to work with, prompt, fun and responsive. Your pup will be in good hands.

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Mary T.
Drop-In Visits
5.0 out of 5 stars

My kitties seem so happy and energetic even after I returned from a long trip. I've relied on her service for more than a year and she's been consistently thoughtful and transparent. I'm always super impressed with her, I would highly recommend her service!!

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Seul Ah K.
Drop-In Visits
5.0 out of 5 stars

Michelle is always our most trustworthy pet sitter. She is 10/10 and I always trust her to look after my most favorite guy (a 10 year old cranky cat) ❤️❤️

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Rachael H.
Drop-In Visits
5.0 out of 5 stars

Sydney was amazing coming in last minute when my flight got delayed. First time booking with someone on Rover and it was so easy, she was super kind and helpful!!

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

Sarah is AMAZING! My cat, Pluto, absolutely loved her!! She always sent photos, left thorough comments, and was super on top of communication. I'm 1000% going to work with her again; Pluto misses her already!

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Maya R.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. 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 pet 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.

Pet Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Jamaica Plain pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.

Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Jamaica Plain.

Rover makes it easy to find Jamaica Plain pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet 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 pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.