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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: David M.
Verified Enhanced Background Check
Sitter Profile Image: David M.
Verified Enhanced Background Check

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
87 reviews
40 repeat clients
from
$24
per visit

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.

Sitter Profile Image: Maddy H.
Verified Enhanced Background Check
Sitter Profile Image: Maddy H.
Verified Enhanced Background Check

2. 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
19 reviews
2 repeat clients
from
$25
per visit

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!

Sitter Profile Image: Jana W.
Verified Enhanced Background Check
Sitter Profile Image: Jana W.
Verified Enhanced Background Check

3. 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
163 reviews
51 repeat clients
from
$24
per visit

Jana helped us out very last minute! She was flexible when I asked her to come a little earlier. Will definitely request Jana again. Highly recommend!!

Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check

4. Jennifer M.

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

Jennifer is lovely. She did a pre visit with us on short notice to get the lay of the land. Our first drop in visit went great. She sent lots of pictures and we feel confident that our pups were well taken care of. We will definitely reach out to Jennifer in the future!

Sitter Profile Image: Krysta C.
Verified Enhanced Background Check
Sitter Profile Image: Krysta C.
Verified Enhanced Background Check

5. Krysta C.

Star Sitter
Here fur you, South Boston pets!
Boston, MA, 02125
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
21 repeat clients
from
$25
per visit

Krysta was a huge help while I was away for the holidays! She came to check in on Luna, our very shy cat. Luna warmed up to her quickly! Krysta was super attentive and sent photos and videos of Luna each day so we knew she was doing well! Thank you Krysta!

Sitter Profile Image: Natalia K.
Verified Enhanced Background Check
Sitter Profile Image: Natalia K.
Verified Enhanced Background Check

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
81 reviews
25 repeat clients
from
$25
per visit

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!

Sitter Profile Image: Allison S.
Verified Enhanced Background Check
Sitter Profile Image: Allison S.
Verified Enhanced Background Check

7. Allison S.

Star Sitter
Animal lover looking to lend a hand
Boston, MA, 02215
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
10 repeat clients
from
$18
per visit

Allison did a great job! She sent lots of details about her visits and tons of pictures. This was my first time booking with her but I’ll be a repeat customer ☺️

Sitter Profile Image: Rachel P.
Verified Background Check
Sitter Profile Image: Rachel P.
Verified Background Check

8. 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.

Sitter Profile Image: Julie J.
Verified Enhanced Background Check
Sitter Profile Image: Julie J.
Verified Enhanced Background Check

9. 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
99 reviews
31 repeat clients
from
$20
per visit

Zipper enjoys his visits by Julie! She is on top of everything - water, food and litter, as well as entertaining him and keeping us posted with updates and photos!

Sitter Profile Image: Eryn-Ashlei B.
Verified Enhanced Background Check
Sitter Profile Image: Eryn-Ashlei B.
Verified Enhanced Background Check

10. 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
49 reviews
13 repeat clients
from
$20
per visit

Eryn-Ashlei was incredible!! I was overseas and saw via my camera that my cat’s automatic feeder was no longer dispensing food so tried to message a couple of different Rover folks and Eryn-Ashlei responded extremely quickly and rushed over to feed my kitty! Am so grateful for her and her responsiveness. She updated me every step of the way and was a very calming presence! Would 100% recommend her to anyone.

Sitter Profile Image: Chloe H.
Verified Enhanced Background Check
Sitter Profile Image: Chloe H.
Verified Enhanced Background Check

11. 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
5 repeat clients
from
$23
per visit

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.

Sitter Profile Image: Heather M.
Verified Background Check
Sitter Profile Image: Heather M.
Verified Background Check

12. 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
39 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.

Sitter Profile Image: Kay O.
Verified Enhanced Background Check
Sitter Profile Image: Kay O.
Verified Enhanced Background Check

13. 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
8 reviews
1 repeat client
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

Sitter Profile Image: Lia G.
Verified Background Check
Sitter Profile Image: Lia G.
Verified Background Check

14. 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

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.

Sitter Profile Image: Lee R.
Verified Background Check
Sitter Profile Image: Lee R.
Verified Background Check

15. Lee R.

Available Everyday, 7 days per week
Roslindale, Jamaica Plain, MA, 02130
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$18
per visit

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!

Sitter Profile Image: Megan S.
Verified Background Check
Sitter Profile Image: Megan S.
Verified Background Check

16. Megan S.

Star Sitter
I love long walks in the park
Jamaica Plain, Jamaica Plain, MA, 02130
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
96 reviews
42 repeat clients
from
$28
per visit

Megan was so helpful to come do a check in on short notice. She sent photos and messaged me ahead of time to coordinate what my dog needed. She is great!

Sitter Profile Image: Julia D.
Verified Enhanced Background Check
Sitter Profile Image: Julia D.
Verified Enhanced Background Check

17. Julia D.

Star Sitter
Your Pup's Pal– Look No further!
Boston, MA, 02115
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
11 repeat clients
from
$25
per visit

Julia is an incredible human being, I've known her for 6 years and can certainly say she's one of the most caring and kind people I know. She's very attentive and intentional with things that she's tasked with. She's grown up with pets and has fostered puppies. Julia is a huge animal person with a warm heart. I know that any animal in her care would be well taken care of. She is a great communicator, well organized, and an amazing asset. I highly recommend her for Rover.

Sitter Profile Image: Rachel C.
Verified Enhanced Background Check
Sitter Profile Image: Rachel C.
Verified Enhanced Background Check

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
231 reviews
115 repeat clients
from
$35
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.

Sitter Profile Image: Abigail S.
Verified Background Check
Sitter Profile Image: Abigail S.
Verified Background Check

19. Abigail S.

Star Sitter
Experienced Animal Lover
Jamaica Plain, Jamaica Plain, MA, 02130
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$20
per visit

Abbey is AWESOME! She's our new go to sitter, we feel very lucky to have found her. To start she's very genuine so you trust her immediately - not only did us humans feel that way but our 'I only like mommy' cat warmed up to Abbey from the moment she walked in the door. She handled the medication and feedings with no problem and clearly was looking forward to having some hang time with our guys. And she's a great photographer - we got a mess of fun photos each day. We just hope she sticks around the area!

Sitter Profile Image: Josiah D.
Verified Background Check
Sitter Profile Image: Josiah D.
Verified Background Check

20. Josiah D.

Energetic and Caring Dog Walker
Jamaica Plain, Jamaica Plain, MA, 02130
0.5 mi. away
Drop-In Visits, Dog Walking
1 review
from
$15
per visit

Josiah is an amazing dog sitter! He has watched my dog, Indy, on multiple occasions and is very reliable. Josiah is easy to work with and truly has a love for animals. I would highly recommend him to anyone looking for a pet-sitter or dog walker!

Search Map

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