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

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
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
130 reviews
49 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.

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

2. Jana W.

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

Jana was great with my two dogs! Sent lots of photos and info on how the visit went and she above all made sure that both dogs had a safe visit. I will definitely be using her again.

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

3. Lia G.

Star Sitter
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
132 reviews
37 repeat clients
from
$25
per visit
Profile image

Lia did a wonderful job taking care of my kitty. She is both caring and warm and does a great job of making sure my pet was safe and healthy. Thank you! Would recommend to anyone!

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

4. Rachel P.

Active JP dog lover
Boston, MA, 02130
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
3 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: Angelina T.
Verified Enhanced Background Check
Sitter Profile Image: Angelina T.
Verified Enhanced Background Check

5. Angelina T.

Rover 101
Star Sitter
13 years experience, I know dogs
Roxbury, Dorchester, MA, 02121
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
12 repeat clients
from
$16
per visit
Profile image

Tommy was wonderful with our two cats. They were especially patient with our elderly cat who needed more time to eat. They took their time feeding and playing with the cats, made sure the doors were locked, and were kind enough to bring in any packages that were delivered when we were gone. Would definitely contact again next time we need a sitter.

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
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
33 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!

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

7. Jennifer M.

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

We were so fortunate to meet and work with Jennifer to watch our cat. She was extraordinarily great to work with- she communicated and sent photos every day, and went above and beyond the call of duty to help ensure our pet’s needs. We loved working with Jennifer, and if you’re reading this- absolutely reach out to her and feel like your loved one is in great hands!

Sitter Profile Image: Renee P.
Verified Enhanced Background Check
Sitter Profile Image: Renee P.
Verified Enhanced Background Check

8. Renee P.

Star Sitter
Reliable cat lady & dog lover!
Brookline, MA, 02445
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
76 reviews
26 repeat clients
from
$25
per visit
Profile image

Thank you so much for taking perfect care of Ben & Jerry and giving me peace of mind while I was away. I really appreciate the updates and photos!

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

9. Tara S.

Rover 101
Star Sitter
Boston Professional Dog Walker
Brookline, MA, 02445
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$20
per visit
Profile image

Tara provides great updates and photos during her check ins. She took time to play with my cat and help him come out of his shell, which was awesome to see! Looking forward to working with Tara in the future!

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

10. Eryn-Ashlei B.

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

As always, Eryn was great with my dog. She has become my go-to sitter when I need one. I feel confident leaving my pet with her and know she will take great care of her!

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

11. Julie J.

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

Julie provides a truly special experience for the pets she cares for. My two special needs cats get playtime, cuddles and everything else they would need two feel comfortable while I'm away. She also goes above and beyond to care for my home. Thanks Julie!

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

12. Kay O.

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

I couldn’t be more pleased with my first-time Rover experience. Kay is a superb professional to work with and I can’t wait to work with her again. I felt completely at ease the first time we met and everything worked out superbly. I definitely recommend Kay if you’re looking for someone with excellent communication skills and attention to detail.

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

13. Allison S.

Star Sitter
Animal lover looking to lend a hand
Boston, MA, 02215
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
23 repeat clients
from
$19
per visit
Profile image

Allison was fantastic! She sent lots of pictures and kept me updated during her drop ins with our pup. Will definitely be requesting her service again soon!!

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

14. Emily H.

I’ll love your pet like my own ❤️
Brookline, MA, 02445
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$30
per visit
Profile image

Emily provides a great service! She provided a report with their status in regard to eating, water and bathroom breaks. She took our pups on a nice walk.

Sitter Profile Image: Sarah P.
Verified Enhanced Background Check
Sitter Profile Image: Sarah P.
Verified Enhanced Background Check

15. Sarah P.

excited to walk all the pups!
Brookline, MA, 02445
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$14
per visit

Sarah has looked after my 8 year old yellow lab Oakley and walked him over the last few years. He and I only have great things to say about this experience. Oakley is now on the older side and slightly stubborn but she has been very patient and kind with him. He always comes home with a big smile and is very excited to see her every time.

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

16. Chloe H.

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

Chloe was great taking care of my elderly cat, even taking him back to her air conditioned place for two days when we had an unexpected heat wave.

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

17. Alan C.

Star Sitter
Dog Days Are Rover!
Roxbury, Boston, MA, 02119
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$20
per visit
Profile image

Alan was great as always, Merlin enjoyed his afternoon strolls and plenty of play time with Alan and friends. Can't wait to have him drop by again :)

Sitter Profile Image: Audrey K.
Verified Background Check
Sitter Profile Image: Audrey K.
Verified Background Check

18. Audrey K.

Animal Loving Freelance Artist
Brookline, MA, 02445
0.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$20
per visit

She is an animal lover and take very good care of dogs or cats, she is a good observer and know the right needs of the pets ❤️

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

19. Renee G.

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

Renee was amazing with our cat when we left for the holidays. She even worked it out with our front desk folks when I forgot to leave the keys!! We came home to a happy kitty, clean house and plenty of pics of our little one while we were away. Thanks so much Renee!!!

Sitter Profile Image: Noor F.
Verified Enhanced Background Check
Sitter Profile Image: Noor F.
Verified Enhanced Background Check

20. Noor F.

If they want to fit, I'll help sit
Boston, MA, 02130
0.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per visit

Noor raised two stray kittens that were abandoned for being sickly- Charlemagne & Marie Antoinette are her forever babies. They are now both 5 years old and were raised with every ounce of love, care, and admiration that one could possibly hold in their heart. Noor is amazing with all animals, and is constantly pet-sitting for her friends when they go on trips or travel abroad! She is responsible, loving, and genuinely appreciates all doggos and cattos, big or small <3

Search Map

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.

Drop-In Visits