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

16 repeat clients

"Danna was great with our cat Milton! She dropped in a few times while we were out of town and we returned to a happy kitty. Very responsive to messages and t... (more)"

2. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

House Sitting, Drop-In Visits

34 repeat clients

"Paige goes above and beyond in caring for our dog while we are away. She texts us frequently with updates and has a great attention to detail that we appreci... (more)"

3. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

22 repeat clients

"Lace helped us with a special training session for our Dog, and she was amazing! Lace knew exactly what to do, and was confident with our dog, which helped h... (more)"

Available this weekend
4. Anthony

Ex-vet tech, Texas Aggie <3 ANIMALS

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

2 repeat clients

"Anthony is one of the most enthusiastic and caring people I've ever met, and his desire to connect with and care for animals is unparalleled. We loved how qu... (more)"

5. Jillian

Animals of all kinds welcome!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

15 repeat clients

"We can't say enough great things about Jillian after she watched our dog and pesky cat for a long weekend. She was reliable from the start, our cat and dog ... (more)"

6. Amanda

Will love as though you never left!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amanda did a great job watching our cat, Milton. She left thorough summaries of her visits and sent lots of cute photos, so we knew he was in good hands. We ... (more)"

7. Becky

I will love your dog like you do

South End, Boston, MA, 02118

Drop-In Visits, Dog Walking

1 repeat client

"Becky did an amazing job1 she took care of Rocky with amazing care. she sent lots of pictures and always let me know how he was doing! Rocky is 16 years old ... (more)"

8. 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)"

9. Claire

Energetic and Responsible Dog Lover

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Claire was a terrific Sitter. On time for our first meeting, very friendly, she took care of our cat as we were away for work. She sent us daily updates and ... (more)"

10. Caroline

Outdoorsy, enthusiastic pet lover!

Allston-Brighton, Boston, MA, 02135

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

2 repeat clients

"Caroline is a wonderful drop-in visitor while I was away for 8 days. This was the first time I had someone do drop in visits and care for my animals and she ... (more)"

11. Kristin

Eager to help your family

Allston-Brighton, Brighton, MA, 02135

Drop-In Visits, Dog Walking

11 repeat clients

"Kristin did such a great job caring for Jackson! I know this, partly because she kept in touch very often, but also because, though Jackson was thrilled to s... (more)"

12. Dianna

A Lifetime of Dedicated Experience!

Brookline, MA, 02445

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

32 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)"

13. Ruby

The Crate Escape: Cats & Dogs

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Ruby was wonderful! She spent a lot of time with Salem and sent us plenty of updates. No issues at all. We will definitely book with her again in the future! (more)"

Available this weekend
14. Samantha

Enthusiastic Dog Lover in JP

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Samantha was prompt in all correspondence prior to and during drop-in visits. I would definitely rebook her. (more)"

15. Liza

Responsible And Loving Dog Care

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Liza was great! She kept me well-informed about my critter and she is very quick to respond to messages. Loved getting pictures of my cat each day! (more)"

Available this weekend
16. Christine

Dog lover with flexible hours!

Brookline, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

"Christine did a wonderful job caring for my cat. She is very professional, responding instantly to messages and providing daily updates with photos. My cat q... (more)"

17. Emily

Outdoor-loving med student

Jamaica Plain, Jamaica Plain, MA, 02130

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

1 repeat client

"I cannot imagine a person I would trust more with my beloved puppy than Emily. She has grown up around dogs and has a keen sense of a canines needs. She's th... (more)"

18. Talia

Dog loving college student!

Oberlin, OH, 44074

House Sitting, Drop-In Visits, Dog Walking

"Talia is the best! She is a responsible and caring dog walker. She goes the extra mile (sometimes literally!) to take care of our pets. She is playful with t... (more)"

19. Christopher

Friend of the furry and four-legged

Jamaica Plain, Boston, MA, 02130

Drop-In Visits, Dog Walking

"Chris is an upstanding citizen with a great attitude. He loves all animals and has been great with my cat. I would recommend him in a heartbeat to anyone n... (more)"

20. Stephanie

Dog lover from the day I was born!

Jamaica Plain, Roxbury Crossing, MA, 02120

Drop-In Visits, Dog Walking

"Stephanie was great! We were out of town for a few days and Stephanie did a great job of taking care of our pup. She sent tons of updates and made us feel at... (more)"

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Learn About Premier

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: