Pet Setting & 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.

1. Danna

Peace of mind for you and your cat

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

22 repeat clients

"I recommend Danna as a caring and responsible caretaker for your dog. Danna was responsive to our dog's needs and gave our dog a little time to warm up to h... (more)"

2. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

27 repeat clients

"Lace took great care of my cats while I was out of town, and I would happily use her again, and recommend her to my friends. I came home to happy, well-fed f... (more)"

3. Amanda

Will love as though you never left!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Amanda was so great! I could tell she genuinely cared about my cat and enjoyed spending time with him, she was a great communicator, and she went above and b... (more)"

4. Katie

I will love your dog as my own

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Katie went above and beyond keeping me updated on Mack, making sure to let me know he was in great hands. I would highly recommend her to anyone looking for ... (more)"

5. Gabriela

Experienced, reliable, & loving

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Our first experience with Rover and could not be happier with Gabriela. She was easy going, responsible and the pups did really well with her. I was nervou... (more)"

6. Hilary

Active and responsible med student

Jamaica Plain, Boston, MA, 02130

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hilary is fantastic! She dropped in twice a day to visit our dog and cat, and even agreed to come by beforehand to meet them both to make sure they were comf... (more)"

7. Bridget

I'll run, play and LOVE your dog!

West Roxbury, West Roxbury, MA, 02132

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bridget was great! She agreed to watch our dog last minute and even came over for a meet and greet quickly before we left. Franklin was happy and well cared ... (more)"

8. Kimberlee

Your Cat's / Dog's New Best Friend

Jamaica Plain, Boston, MA, 02109

Drop-In Visits, Dog Walking

2 repeat clients

"Everything worked out great with Kimberlee - she was a huge help on very short notice during the holidays, and she was very flexible one day when we needed h... (more)"

9. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I'm so happy to have found Jillian. She loves and understands animals, and I left for a week knowing that my cat was in good, responsible hands. Jillian kept... (more)"

10. Coraima

Pet Tech, Dog whisperer ❤

North Dorchester, dorchester, MA, 02125

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Cori radiates positive energy. I love her fun, gentle, and happy personality. So does my 3 year old, 130 lb Newfoundland dog. Everytime he sees her, he inst... (more)"

11. Laura

I can't wait to meet your dog!

Brookline, MA, 02445

Dog Boarding, Drop-In Visits

2 repeat clients

"It was obvious to us when we returned home that Laura took extra special care of our dog, he was content & happy. She was reliable & sent us much appreciated... (more)"

12. Ayana

Happy Pet = Happy Owner!

South Dorchester, Dorchester, MA, 02124

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

"Ayana was so perfect sitter. I felt my animals were completely safe with her. Very reliable and thorough. And so sweet! Thank you, Ayana. I highly recommend ... (more)"

13. Kasia

Kasia's Chestnut Hill Puppy B&B

West Roxbury, Chestnut Hill, MA, 02467

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

15 repeat clients

"Overall, the service provided by Kasia was excellent. Will definitely use again. (more)"

14. Sara

Caring, Responsible Dog Lover!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sara is wonderful and my German Shepherd, Quincy, loves her! Will definitely have Sara drop in when I'm out of town again. (more)"

15. Rebekah

I love caring for people and animal

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Rebekah was amazing! We went away for a week and every day she dropped in twice. We got pictures and a note every time she came! I would not hesitate to h... (more)"

16. Dani

20+ Years of Loving Dog Care Exp.

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Dani B goes above & beyond expectations every time she cares for our pack of 4 dogs. When responsible for our pack, Dani stays tuned-in & anticipates our pac... (more)"

17. Reina

Love everything about dogs!

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Reina provided great updates and was very attentive. I would definitely book Reina again! (more)"

18. Dianna

A Lifetime of Dedicated Experience!

Brookline, MA, 02445

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

34 repeat clients

"Dianna was awesome! She looked after our dogs' particular needs, and sent us updates while we were away!! We are looking forward to working with her again. (more)"

19. Brinia

Puppy Au Pair @ StonyBrook

Roxbury, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Brinia was wonderful and took great care of our pup. Definitely recommend her! (more)"

20. Cheyenne

Active and attentive!

Fenway-Kenmore, Boston, MA, 02215

House Sitting, Drop-In Visits, Dog Walking

"Cheyenne was great! I needed a last minute dog walker when I was sick and she was able to stop by on very short notice. She responded to my messages super qu... (more)"

Dog owners in Jamaica Plain, Boston, MA love booking pet sitting with sitters on Rover.com. Over 1,747 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Jamaica Plain, Boston donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Boston.

We're proud to support over 200 organizations across the nation, including: