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 pet

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

11 repeat clients

"Jake is a very energetic bull terrier and Danna handled him beautifully! When I came home he was happy to see me and seemed to have a great time! Danna fol... (more)"

2. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

33 repeat clients

"Paige was very professional and friendly! She took care of my cat on a holiday weekend on very short notice. She followed all instruction and was proactive i... (more)"

3. Hanna

Loving, Active, Punctual Pet Sitter

Back Bay-Beacon Hill, Boston, MA, 02114

Dog Boarding, House Sitting, Drop-In Visits

9 repeat clients

"Hannah is great! (more)"

4. Francesca

Loving, Attentive and Fun

South End, Boston, MA, 02118

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

3 repeat clients

About: I'm a great pet sitter because I am a caring and empathetic person. I'll treat your pet like they are my very own--they're family! You and your dog... (more)

5. Dianna

A Lifetime of Dedicated Experience!

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

29 repeat clients

"Dianna was incredibly helpful when me and my little senior dog were in a pinch. I contacted her just a few days before I left on a trip for New Year's Eve, a... (more)"

6. Janine

Experience and a Passion for Pups

Roslindale, Boston, MA, 02131

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

6 repeat clients

About: I am a 27-year-old teacher working in Dorchester. I enjoy filling my time outside of school working with canines; dog-sitting gigs are a great way ... (more)

Available this weekend
7. Summer

Fun, Loving, Attentive Pet Care

Brookline, MA, 02445

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

5 repeat clients

"Summer was super friendly and very accommodating. She gave our girl lots of love and sent us a bunch of pictures while we were gone. She was really flexible ... (more)"

8. Chizoba

Love brings Happiness to all!

Roslindale, Roslindale, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Chizoba was great! I contacted her with little time, almost for the next day and she agreed to meet the same day. She had assertive questions when we met and... (more)"

9. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

19 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)"

10. Rachel

A loving companion for your dog.

Jamaica Plain, Jamaica Plain, MA, 02130

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

29 repeat clients

"Rachel was wonderful with my shy and anxious dog. She was attentive to Arya's needs and kept me updated to how she was doing. Super grateful that she took gr... (more)"

11. Brittani

Animal Lover to the Very Core!

Allston-Brighton, Brighton, MA, 02135

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

"Brittani was a lifesaver helping me take care of Rocky during a blizzard. She came through at the last minute and took great care of him, gave him his medica... (more)"

12. Samantha

Enthusiastic Dog Lover in JP

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

About: I recently graduated with my master's degree and performance certificate from The Boston Conservatory and I currently live in the Jamaica Plain (Fo... (more)

13. Hannah

Songs. Snuggles. Lots of 'em.

Allston-Brighton, Brighton, MA, 02135

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

6 repeat clients

About: Being away from my dog when on vacation was the worst, even though I knew she was fine. I didn't just want her to be fine. I wanted her to be snugg... (more)

14. Lauren

Reliable & responsible pet lover!

Roxbury, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Lauren helped us with a special training session for our dog, and she was great! Her confidence helped put our dog at ease, and helped her learn quickly. (more)"

15. Abbie

Lover of all dogs and cats!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"As usual, Abbie was awesome with our dog :) she's reliable, prepared (she brought waste bags just in case we didn't have any handy) and communicated everythi... (more)"

16. 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)"

17. Laura

Laura: Funky Artsy Dog Mama

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

1 repeat client

"Laura was great with our 12 year old lab while we were gone for 4 days. Will definitely ask her to watch her again! (more)"

18. Emma

Dog-Loving Medical Student

Roslindale, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

"Emma was patient and kind to my older guy. Will use her again! (more)"

19. Anthony

Ex-vet tech, Texas Aggie <3 ANIMALS

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

2 repeat clients

About: Hi! My name is Tony and I'm excited to meet you at your pet(s)! I was the lead veterinary technician for 3 years at CityVet Uptown where I learned ... (more)

20. Briana

Animal adoring Bostonian!

Roslindale, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Brianna was awesome with Tucker and Rocket! We loved getting her pictures and it was great to know our pups could be comfortable while we were out for the ni... (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: