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

18 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. Christopher

Home Full Time with a Fenced Yard!

South Dorchester, Dorchester, MA, 02124

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

1 repeat client

"I trust Chris completely, with any animal. It’s clear he loves dogs and looks after visiting dogs as if they were his own. The house is ideal for any size as... (more)"

Confirmed New Years Availability
3. Colleen

Experienced, Responsible Dogsitter

Somerville, MA, 02143

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"I have had Colleen petsit over two weekends thus far & she has been great! She was communicative, proactive in sharing any concerns, sent text updates, was r... (more)"

4. Ashleigh

Fun-loving & caring pet sitter

South Boston, Boston, MA, 02127

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"We are thrilled Whenever Ashleigh watches our dog. She is always so friendly and kind, and is a natural with dogs. Our pooch took to her immediately. We high... (more)"

5. Ruby

The Crate Escape: Cats & Dogs

South End, Boston, MA, 02118

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

13 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)"

6. Becky

I will love your dog like you do

South End, Boston, MA, 02118

Drop-In Visits, Dog Walking

2 repeat clients

"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)"

Confirmed Holiday Availability
7. Anthony

Loving, Reliable Dog & Cat care.

West Codman Hill / West Lower Mills, Boston, MA, 02124

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

51 repeat clients

About: Pet lover ready to take care of dogs/ cats in my home or yours. Fully fenced yard/ private play space. Also: walks, play-time, vet visits transpor... (more)

8. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

House Sitting, Drop-In Visits

34 repeat clients

"I'll definitely be contacting Paige again! She sent lots of pictures and updates. Rico was perfectly happy when we got home. Thanks again Paige! (more)"

9. Hilary

Active and responsible med student

Jamaica Plain, Boston, MA, 02130

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

1 repeat client

"Hilary was such a joy to work with from the start! She's responsive, responsible, and clearly loves animals. When we met her for the meet-and-greet, we knew ... (more)"

10. Kendall

S. End Runner / Dog Lover

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

"Kendall is a responsible, loving, intelligent, compassionate and patient dog walker. She’s taken my dog Dolce for walks for the past six months before she jo... (more)"

11. Paige

Passion 4 Dogs. Mission 4 Quality.

Roslindale, Roslindale, MA, 02131

Drop-In Visits, Dog Walking

1 repeat client

"Paige is great with our puppy. She plays with him in our backyard during dropins and leaves him tired. Reliable and great communication. (more)"

Confirmed Christmas Availability
12. Katie

I will love your dog as my own

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Katie was great! So professional and has a true love for animals. I felt very comfortable having her watch my kitty. (more)"

13. Reina

Love everything about dogs!

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

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

14. Jing

Home full time writing about dogs:)

Back Bay-Beacon Hill, Boston, MA, 02115

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

"Jing is an enthusiastic dog lover. I have never seen anybody who documents their dog's daily life as meticulously as she has. She once showed me a very well ... (more)"

15. Anthony

Ex-vet tech, Texas Aggie <3 ANIMALS

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I will definitely book Anthony again. He texted me before, during and at the end of the visit and sent me photos. My dog really liked him which is my true... (more)"

16. Amanda

Will love as though you never left!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Amanda was great to work with, would highly recommend! Amanda did drop-in visits for my cat and was great in giving me updates and was super responsive. It’s... (more)"

17. Angelica

I'll Love Your Dog Like My own!

Roslindale, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Angelica is great with dogs of all kinds. She is intuitive and understanding, and a good caretaker. As a camp counselor she showed herself to be organized... (more)"

18. Rachel

College student and dog lover!!

Allston-Brighton, Boston, MA, 02134

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

"I’ve known Rachel her whole life and she is a great dog lover! She has her own dog Zella and has always shown lots of care and compassion to the dogs she meets. (more)"

19. Steph

Caring for pets in Fenway/Back Bay!

Brookline, MA, 02446

Drop-In Visits, Dog Walking

8 repeat clients

"Steph was awesome with churro the cat! I really appreciated that she sent lots of photos and a little summary of how her drop ins went with churro. Little gu... (more)"

20. Lauren

Detail-Oriented Pet Lover!

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

"Lauren is awesome! She is kind and patient, and she has a real passion for pets. She has owned both cats and dogs her whole life, and really understands thei... (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: