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.

Available this weekend
1. Danna

Peace of mind for you and your pet

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

9 repeat clients

"Danna was great with my pup Rob! She worked with my schedule to come meet him before the walk and sent photos and a report while I was working so I knew he ... (more)"

2. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

Drop-In Visits, Dog Walking

7 repeat clients

"Julie was amazing! She stopped by to meet Clancy and Lola before the drop-in visit, took pictures of the dogs and was very loving to them. I would highly rec... (more)"

Available this weekend
3. Stefania

Full time professional pet sitter

Fenway-Kenmore, Boston , MA, 02215

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Stefania is experienced and thoughtful -- she took wonderful care of our two (energetic) cats :) We felt at ease while away from home, knowing the kitties we... (more)"

4. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

26 repeat clients

"Paige was absolutely amazing! She always kept us updated with photos and texts with how our lil man was doing while we were out of town! We came home to a ve... (more)"

5. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

17 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)"

6. 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

"Hannah loves animals and is loved back by them. She is kind yet teaches her pets to stay within the boundaries of "pets." They know their place and so rema... (more)"

7. 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)"

8. Brittani

Animal Lover to the Very Core!

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, Drop-In Visits, 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)"

9. Abbie

Lover of all dogs and cats!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

9 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)"

10. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jillian did two drop-in visits for us to feed our cat Ralph. She was great, sent pictures and made us feel really comfortable leaving her with Ralph. We wi... (more)"

11. Peter

I care for your pet like my own!

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Wow!! Peter exceeded my expectations for what a drop-in visit should be! Not only did he feed and walk my dog, but he also tidied up a bit so I came back to ... (more)"

12. Samantha

Enthusiastic Dog Lover in JP

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

7 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. Kate

Outgoing College-Grad Park Lover

BROOKLINE, MA, 02445

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

4 repeat clients

"Kate was wonderful! Perfect fit for us and our dog. She went above and beyond to keep our English Bull dog active and happy! Will definitely hire her again. ... (more)"

14. Bren

Put your best PAW forward!

Roxbury, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits

5 repeat clients

"Bren was awesome! I've hired 5-6 pet sitters through this site and Bren is the best! She was great with communication and went above and beyond taking care o... (more)"

15. 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)"

Confirmed Easter Weekend Availability
16. Jeremiah

I am a patient and caring dog lover

Roslindale, Roslindale , MA, 02131

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jeremiah was a great sitter! Ollie had such a great day with him and his dog Paco. They went to the park and ran around, and I got plenty of photo updates th... (more)"

17. Nicole

Dog Loving College Student

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Nicole is the best pet sitter anyone could ever ask for. She is attentive, precise, and kind. One of our dogs was sick and needed medicine administered and... (more)"

Available this weekend
18. Briana

Enthusiastic & Excited dog lover!

Jamaica Plain, Boston, MA, 02130

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

"I don't know of anyone who loves dogs quite as much as Briana does. She has significant experience caring for many different breeds, and her love and attenti... (more)"

19. Mara

My dog thinks I'm the best.

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

About: *I work a traditional 40-hour week, so I am not a good fit if you're looking for a regular during-the-day dog walker!* I used to think that peop... (more)

Confirmed Easter Weekend Availability
20. Eden

Compassionate Canine Caregiver!

Fenway-Kenmore, Boston, MA, 02215

House Sitting, Drop-In Visits, Dog Walking

"Eden is one of the most hardworking and caring people I know. I have never met anyone with more respect for animals. She is extremely loving and patient and ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: