Pet Sitting & Drop Ins in Jamaica Plain, Boston

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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1. Jennifer M.

Fur brings me joy! :)
Roslindale, Roslindale, MA, 02131
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
14 repeat clients
from
$30
per visit

Jennifer took such good care of my kitty while I was away on a long trip. She made sure to send pictures every day, provide lots of cuddles and give me peace of mind that my cat was well taken care of. 15/10!!

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Sitter Profile Image: Rachel C.
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Sitter Profile Image: Rachel C.
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2. Rachel C.

A loving companion for your dog.
Jamaica Plain, Boston, MA, 02130
0.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
229 reviews
112 repeat clients
from
$30
per visit

Our pup loves Rachel and so do we! She is a great communicator when it comes to scheduling and her visits. She was great at asking questions on our most recent visit when our dog had some health problems going on.

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Sitter Profile Image: Tara S.
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Sitter Profile Image: Tara S.
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3. Tara S.

Rover 101
Boston Professional Dog Walker
Brookline, MA, 02446
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$17
per visit

Tara has always treated all animals with love, compassion and kindness. She has years of experience caring for dogs, big and small and instinctively caters to their individual needs. She has always had dogs of her own and understands the need to be observant during the walks to ensure the animal is kept safe and comfortable. I would highly recommend her as an excellent dog walker.

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Sitter Profile Image: Lauren M.
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Sitter Profile Image: Lauren M.
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4. Lauren M.

I’d love to meet your pet!
Jamaica Plain, Boston, MA, 02120
1.3 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit

Lauren cares for her pets more than anything, and they love her back!!! She turned her near-feral skittish cat into a cuddler over the past few years and grew up playing with a dog twice her size. Animals are always in good hands with Lauren, she truly wouldn't kill a fly

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Sitter Profile Image: Heather M.
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Sitter Profile Image: Heather M.
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5. Heather M.

Rover 101
Let me care for your furry family!
Jamaica Plain, Jamaica Plain, MA, 02130
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
10 repeat clients
from
$28
per visit

About: I enjoy meeting new animals and have many years of experience caring for dogs and cats. While my current apartment doesn't allow pets, I've found joy in meeting neighborhood pups. I have experience with many different types of dogs, from smaller breeds to the giants, and I look to build a caring and trusting relationship will animals and their humans. Hope to meet you soon! I have a hybrid desk job (four days at home, one day in the office). For overnight care, I'm best matched with pets who can be left alone during my "in-office" day. You pet's health, safety, and happiness are extremely important to me, and I will treat your furry family member as if they were one of my own. That said, each pup needs something a little different, so I'll look to you to share what works best.

Confirmed availability: Easter Weekend
Sitter Profile Image: Jennifer S.
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Sitter Profile Image: Jennifer S.
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6. Jennifer S.

Love for Cats and Dogs
Boston, MA, 02130
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
36 repeat clients
from
$25
per visit

Jennifer took amazing care of Tristan and made me feel comfortable leaving him at home. We will miss her attentiveness and reports as we move to our next spot! Thank you so much!

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Sitter Profile Image: Andrew M.
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Sitter Profile Image: Andrew M.
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7. Andrew M.

Rover 101
Friendly care for your furry pals!
Jamaica Plain, Boston, MA, 02130
0.5 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
23 reviews
7 repeat clients
from
$30
per visit

Andy was great! Verynice and easy to work with. My cats liked him too. He was very reliable and was even able to give my diabetic cat his insulin, which hardly anybody has been able to do. (The cat is very feisty.) Everything was in great shape when I came home, and my kitties were healthy and happy. Thanks, Andy!

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Sitter Profile Image: Lia G.
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Sitter Profile Image: Lia G.
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8. Lia G.

Very Experienced Dog & Cat Lover :)
Boston, MA, 02130
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
129 reviews
36 repeat clients
from
$25
per visit

Lia took great care of Marley and was very responsive to questions and some last minute changes in the schedule. I highly recommend Lia and hope that she is available for future care requests.

Confirmed availability: Easter Weekend
Sitter Profile Image: Kay O.
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Sitter Profile Image: Kay O.
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9. Kay O.

Caring for your pet with Joy
Jamaica Plain, Jamaica Plain, MA, 02130
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit

I wouldn't say Kay is good petsitter, I would say she is a phenomenal petsitter! She has cared for my old dog Reina and my frisky cat Zeke many times over the years. Her enjoyment of them and they of her is immediately evident as they head her way the minute they see her. Kay has been a pet owner and animal lover all her life. Not only can I attest to how lovingly and responsibly Kay has cared for my animals, I've witnessed her exquisite care for her little doggy for 18 years. Kay is also the go-to pet sitter on our street- at times handling some challenging situations that arose when pets were in distress and earning her the nickname "dog whisperer." I have zero worries when my beloved pets are left in Kay's care, and I am sure that would be the case for anyone who is lucky to have Kay take care of their animals

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Sitter Profile Image: Caroline W.
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Sitter Profile Image: Caroline W.
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10. Caroline W.

Let’s take a walk!
Boston, MA, 02130
1.0 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit

Caroline would be an amazing walker/caretaker for anyone’s pet! She absolutely adores animals and they love her too. She’s kind and gentle but firm enough that she won’t be a total push over if they’re begging for just one more treat. I’d recommend her 10/10 times for anyone’s pup.

Confirmed availability: Easter Weekend
Sitter Profile Image: Eryn-Ashlei B.
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Sitter Profile Image: Eryn-Ashlei B.
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11. Eryn-Ashlei B.

Trusted House Sitter and Dog Walker
Boston, MA, 02130
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
10 repeat clients
from
$17
per visit

Eryn has been a lovely pet-sitter! She consistently sent great reports about my cat Shelley, and was flexible and accommodating when the need arose. Would definitely ask her to be a pet-sitter again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Allison Elizabeth A.
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Sitter Profile Image: Allison Elizabeth A.
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12. Allison Elizabeth A.

Play and Cuddle Buddy
Jamaica Plain, Jamaica Plains, MA, 02130
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$40
per visit

Allie is the best choice for anyone looking for a dog walker/sitter! With 2 amazing dogs of her own she has a ton of experience with dogs of all ages and personalities. I have personally trusted Allie numerous times with pet care and have always been impressed. Unfortunately I have moved away and can only hope to find someone as trustworthy and caring as Allie!

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Sitter Profile Image: Jeremy R.
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Sitter Profile Image: Jeremy R.
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13. Jeremy R.

Two minutes from a dog park!
Roxbury, Jamaica Plain, MA, 02130
0.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
3 repeat clients
from
$25
per visit

Jeremy has been a loving dog owner for the last 15 or so years. He had three wonderful dogs over that time frame, the last of whom recently passed away. He loves taking dogs on long walks and ensuring they get the exercise and attention they deserve. I wholeheartedly recommend him for this role!

Confirmed availability: Easter Weekend
Sitter Profile Image: Yuliya G.
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Sitter Profile Image: Yuliya G.
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14. Yuliya G.

I love dogs and cats 💗
Jamaica Plain, Boston ,Chestnut Hill, MA, 02130
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$23
per visit

Yuliya is just the best, I am so happy I found her to help take care of my dog! She truly cares and treats my dog like one of her own! I love that she sends pictures and videos to update me as well! She is also very flexible with my crazy schedule which helps me so much! You will not be disappointed booking with Yuliya!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Kat T.
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Sitter Profile Image: Kat T.
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15. Kat T.

Loving, attentive, and available!
Jamaica Plain, Jamaica Plain, MA, 02130
0.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit

I would highly recommend Kat as a dog sitter. She is extremely professional, caring, and loved my pet like her own. I will definitely be using Kat again in the future for all of my pet sitting needs.

Confirmed availability: Easter Weekend
Sitter Profile Image: Rosemary W.
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Sitter Profile Image: Rosemary W.
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16. Rosemary W.

Lover of all animals!
Jamaica Plain, Jamaica Plain, MA, 02130
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$26
per visit

This was our second time booking with Rosemary and just as she was the first time, she was so kind and communicative throughout! Thank you, Rosemary!

Confirmed availability: Easter Weekend
Sitter Profile Image: Chloe H.
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Sitter Profile Image: Chloe H.
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17. Chloe H.

Reliable and Patient
Boston, MA, 02130
0.2 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$23
per visit

Sarah was lovely. She treated my elderly dog so well. She listened to his needs and never pushed him to do anything more than he’s able to. Thank you Sarah!

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Sitter Profile Image: Megan S.
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Sitter Profile Image: Megan S.
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18. Megan S.

I love long walks in the park
Jamaica Plain, Jamaica Plain, MA, 02130
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
94 reviews
41 repeat clients
from
$28
per visit

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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Kai P.
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Sitter Profile Image: Kai P.
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19. Kai P.

Fun and loving cat and dog sitter
Jamaica Plain, Boston, MA, 02130
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$35
per visit

Kai has been wonderful with my 2 dogs & my dogs adore them! It’s a relief knowing that my pups are well taken care of by Kai who has always been very responsible, responsive, and accommodating. It’s clear that Kai cares deeply about animals and prioritizes their joy and safety.

Sitter Profile Image: Annika L.
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Sitter Profile Image: Annika L.
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20. Annika L.

26, Unemployed, Need to go on walks
Boston, MA, 02130
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per visit

As a first time dog owner I am very particular about who watches my son/dog Rocky. Annika quickly gained my trust through her reliability, communication, and obvious love she has for him. Super recommend Annika for any of your dog watching needs!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Jamaica Plain:

Dog owners in Jamaica Plain, Boston, MA love booking pet sitting with sitters on Rover.com. Over 1747 pet owners have reviewed pet sitters in Boston, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Jamaica Plain.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Jamaica Plain, Boston pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Jamaica Plain, Boston who can provide the care your pet needs, when they need it.

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