Pet Sitting in Jamaica Plain

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
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Confirmed availability: Juneteenth
Sitter Profile Image: David M.
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Sitter Profile Image: David M.
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1. David M.

Star Sitter
Dave's Doggy Day Care
North Dorchester, Dorchester, MA, 02125
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
102 reviews
43 repeat clients
from
$24
per visit
Profile image

David has been awesome with Roxi! He is great at communicating if he's running late, when he is grouping her together with other dogs, and clarifying if something looks odd in the schedule. He has been really accommodating with last minute changes, and making sure he prioritizes her safety.

Confirmed availability: Juneteenth
Sitter Profile Image: Jana W.
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Sitter Profile Image: Jana W.
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2. Jana W.

Star Sitter
Dogs need vacation too!
West Roxbury, West Roxbury, MA, 02132
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
167 reviews
52 repeat clients
from
$24
per visit
Profile image

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!

Confirmed availability: Juneteenth
Sitter Profile Image: Maddy H.
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Sitter Profile Image: Maddy H.
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3. Maddy H.

Rover 101
Star Sitter
Compassionate Pet Caregiver !
Allston-Brighton, Boston, MA, 02134
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$25
per visit
Profile image

Maddy did a great job at accommodating my last minute need for a cat sitter. My cat (who does not often like people at first) warmed up to her immediately. She was diligent, on time, kind, and I felt good having my cat in her care. Thank you Maddy!

Confirmed availability: Juneteenth
Sitter Profile Image: Jose C.
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Sitter Profile Image: Jose C.
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4. Jose C.

Star Sitter
For a happy healthy pet 🐈 🦮🚶🏻
South Dorchester, Dorchester, MA, 02124
2.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
144 reviews
67 repeat clients
from
$20
per visit
Profile image

Jose took care of our 2 kitties for a week and we couldn't be happier. He provided pictures and took perfect care of them, playing with them during each visit. we will 100% trust Jose to watch our girls for us again.

Confirmed availability: Juneteenth
Sitter Profile Image: Rachel P.
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Sitter Profile Image: Rachel P.
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5. Rachel P.

Active JP dog lover
Boston, MA, 02130
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 repeat clients
from
$17
per visit

About: I'm new to Rover but not new to loving dogs! I've owned a dog since I was a kid, helping raise our sheltie/border collie mix since she was about about a year old. Goldie loved running after balls at the park, going on hikes, or just hanging out under my bed. Starting with her, I have a deep love for all dogs. As a sitter I'm reliable, very active, responsible, and simply love spending time with dogs. I'm a runner so I can run or walk with your pup. Petting dogs on my runs is always a highlight! I am available for house sitting, walks, and drop ins but sadly I'm not allowed to have pets at my apartment. Friends and friends of friends have relied on me for dog and cat sitting and I'm hoping to do more! I currently work from home, with a lunch hour, so I can be available for walks early,midday or late. I can house sit on most any day, since I don't need to go to the office. For house sitting, I can adapt to any care needs you have for your dog, while keeping your dog comfortable in their own space. For walks, I let the dog lead and sniff as they please, while making sure they are safe around cars, other dogs, and people.

Confirmed availability: Juneteenth
Sitter Profile Image: Natalia K.
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Sitter Profile Image: Natalia K.
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6. Natalia K.

Rover 101
Star Sitter
Furry friends are my weakness!
Brookline, MA, 02445
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
90 reviews
26 repeat clients
from
$25
per visit
Profile image

Natalia was amazing! I had a pet sitter fall through very last minute and Natalia stepped in took great care of my cat. She is very responsive, sends lots of pictures, and makes you very comfortable with the whole process. I would happily use her again and I highly recommend!

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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7. Jennifer M.

Star Sitter
Fur brings me joy! :)
Roslindale, Roslindale, MA, 02131
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
25 repeat clients
from
$30
per visit
Profile image

Jennifer was amazing with our cats while we were away! She followed their care instructions to a T and was super friendly and communicative the entire time. We will absolutely be booking with her again in the future if she will have us :)

Confirmed availability: Juneteenth
Sitter Profile Image: Julie J.
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Sitter Profile Image: Julie J.
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8. Julie J.

Star Sitter
Wag-tastic pet care
Brookline, MA, 02445
1.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
31 repeat clients
from
$20
per visit
Profile image

Julie was amazing with my cat while we were away for the weekend! My cat needs to be given liquid medicine daily and Julie did a great job with it, as well as making her happy whenever Julie visited. Julie was also extremely kind, I absolutely recommend her for anyone looking for a cat sitter!

Confirmed availability: Juneteenth
Sitter Profile Image: Eryn-Ashlei B.
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Sitter Profile Image: Eryn-Ashlei B.
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9. Eryn-Ashlei B.

House Sitter & Pet Au Pair
Boston, MA, 02130
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
19 repeat clients
from
$25
per visit
Profile image

Eryn did an amazing job when I had to leave for a week and needed someone to do drop-in visits on my cat! She was super responsive, provided incredible reports on my cat during the week, and conducted herself with such warmth and professionalism. I highly recommend Eryn for any and all of your petsitting needs, she’s super great!

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Sitter Profile Image: Sarah P.
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Sitter Profile Image: Sarah P.
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10. Sarah P.

excited to walk all the pups!
Brookline, MA, 02445
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$18
per visit

Sarah is the biggest dog lover I know! She has two dogs of her own and always gushes about how cute they are and important they are in her life. She always makes sure they have everything they need, get enough socialization, walks, etc. and everyone who knows her knows how big of a dog lover she is! Any pet would be luck to be taken care of by Sarah. I can't recommend her enough!

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Sitter Profile Image: Renee G.
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Sitter Profile Image: Renee G.
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11. Renee G.

Rover 101
Love. Comfort. Trust. Experience.
Jamaica Plain, Boston, MA, 02130
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
78 reviews
34 repeat clients
from
$22
per visit
Profile image

Renee always does a phenomenal job. She goes the extra mile every day. She's attentive and in-tune with the needs and worries of both cat and cat owner. She sends daily updates and pictures and makes me feel like my cat and the flat are in good hands.

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Sitter Profile Image: Tara S.
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Sitter Profile Image: Tara S.
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12. Tara S.

Rover 101
Boston Professional Dog Walker
Brookline, MA, 02445
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$20
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: Lia G.
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Sitter Profile Image: Lia G.
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13. Lia G.

Star Sitter
Very Experienced Dog & Cat Lover :)
Boston, MA, 02130
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
131 reviews
37 repeat clients
from
$25
per visit
Profile image

Lia checked in on our elderly cat, bearded dragon, and turtle for the last week, and she has been amazing! Lia actually optimized/improved how our cat takes his twice-daily pills, making it much easier on him. Lia sent awesome pictures every time she came (we have some new favorites!), and she was super communicative and responsible. We would absolutely love to have her check on the pets again in the future. Highly recommended.

Confirmed availability: Juneteenth
Sitter Profile Image: Chloe H.
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Sitter Profile Image: Chloe H.
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14. Chloe H.

Star Sitter
Reliable and Patient
Boston, MA, 02130
0.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$23
per visit
Profile image

Chloe was just great taking care of my cat for a week. Not only was she utterly reliable and communicative; she also had a very intuitive and gentle manner with my cat. I would absolutely hire her again. It was my first trip away from my cat, so it was a huge relief learning that I could depend on Chloe.

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Sitter Profile Image: Kay O.
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Sitter Profile Image: Kay O.
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15. Kay O.

Caring for your pet with Joy
Jamaica Plain, Jamaica Plain, MA, 02130
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$25
per visit

Please find this strongest possible recommendation for Kay, who has provided exceptional dog walking and playtime services for our two dogs, Alice and Clyde on a daily basis for several years. Kay is reliable, dedicated and responsible and she provides her care with joy and enthusiasm. Kay simply loves animals. Beyond her passion for animals, Kay is a wonderful person to interact with. Her friendly and positive demeanor make our interactions a pleasure, and we have genuinely looked forward to seeing her each day. This positive relationship has created a trusting and comfortable environment for both my dogs and our family. Without reservation, I wholeheartedly recommend her services to anyone seeking a reliable, caring, and responsible dog walker. If you require further information or would like to discuss Kay's qualifications in more detail, please do not hesitate to contact me. Sincerely, Chris

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Sitter Profile Image: Heather M.
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Sitter Profile Image: Heather M.
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16. Heather M.

Rover 101
Star Sitter
Let me care for your furry family!
Jamaica Plain, Jamaica Plain, MA, 02130
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
9 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.

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Sitter Profile Image: Samantha H.
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Sitter Profile Image: Samantha H.
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17. Samantha H.

Cat-mom and dog lover!
Boston, MA, 02130
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$25
per visit
Profile image

Samantha was an absolute delight! She met with us ahead of time and listened to the various body boundaries my dog has and best ways to engage. She sent photos and updates for both drop-in visits. My dog was very happy when I got home.

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Sitter Profile Image: Rachel C.
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Sitter Profile Image: Rachel C.
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18. Rachel C.

Star Sitter
A loving companion for your dog.
Jamaica Plain, Boston, MA, 02130
0.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
232 reviews
116 repeat clients
from
$35
per visit
Profile image

I can tell Oatis had a great snuggle/walk visit with Rachel and he’s much more relaxed tonight after I got back from my hike in NH. Thanks for stopping in to take care of my boy without much notice!

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Sitter Profile Image: Lee R.
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Sitter Profile Image: Lee R.
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19. Lee R.

Schedule varies now.
Roslindale, Jamaica Plain, MA, 02130
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$18
per visit
Profile image

Lee did a wonderful job taking care of my cat. She was very communicative and detail-oriented, made sure to clarify instructions related to medication, and sent helpful updates and several photos after each visit. She clearly cares a lot about taking care of pets. I highly recommend working with Lee!

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Sitter Profile Image: Stephanie S.
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Sitter Profile Image: Stephanie S.
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20. Stephanie S.

Loving dog sitter in JP
Jamaica Plain, Boston, MA, 02130
0.6 mi. away
Boarding, Drop-In Visits
4.5 out of 5 stars
5 reviews
from
$17
per visit

Stephanie has many years of experience having owned multiple family dogs and it shows! She watched my corgi (Loki) every time I went out of town for the weekend the last two years and Loki was always super excited to see her. She would update me with pics of Loki and I never worried about leaving Loki with her. I highly recommend Stephanie with your pups!

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Jamaica Plain Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Jamaica Plain are rated on average 5 out of 5 stars based on 196 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services 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 pet sitter in seconds. Rover sitters 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 who can provide the care your pet needs, when they need it.

Drop-In Visits