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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Danna

Peace of mind for you and your pet

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

8 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. Lindsay

Zookeeper who loves all animals!

South End, Boston, MA, 02118

Drop-In Visits, Dog Walking

2 repeat clients

"Lindsay took great care of my cat. She gave her lots of TLC and provided thorough updates with photos each day. She was also available on relatively short no... (more)"

3. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

21 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)"

4. Abbie

Lover of all dogs and cats!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Abbie beagle-sat for us while we were out for a long night and couldn't make it home after work. The dogs were relaxed & happy when we came home, and are spe... (more)"

5. Deanna

Warm & welcoming home for your pup!

Allston-Brighton, Brighton, MA, 02135

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

2 repeat clients

About: Ever since I was young, I have had the pleasure and responsibility of caring for animals of all shapes and sizes! I have cared for multiple differe... (more)

6. Briana

Animal adoring Bostonian!

Roslindale, Jamaica Plain, MA, 02130

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

7 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)"

7. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

8. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

9 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)"

9. Hannah

Songs. Snuggles. Lots of 'em.

Allston-Brighton, Brighton, MA, 02135

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

3 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)"

10. 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)"

11. Bren

All you need is love and a dog!

Jamaica Plain, Boston, MA, 02120

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

5 repeat clients

"Bren was excellent! Giada(my cat) clearly loved her very much which is what I need in a cat sitter. I have already rebooked with her and I will continue to r... (more)"

12. Adrienne

Let me play with your dog!

South End, Boston, MA, 02115

Drop-In Visits, Dog Walking

1 repeat client

"Hello, My name is Sylvie and I can surely, wholeheartedly and undoubtedly affirm to you that Adrienne is a responsible and loving dog caregiver. She has p... (more)"

13. Carey

Animal loving college student

Jamaica Plain, Boston, MA, 02120

Drop-In Visits, Dog Walking

2 repeat clients

"Carey was a lifesaver for me on short notice! It is hard to trust a stranger with your pups, but I was I needed her in a pinch after other plans fell throug... (more)"

Confirmed Holiday Availability
14. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"I will first address Julie's character. She is intelligent, responsible, sensitive, gentle and caring. She is well educated. Based on these attributes she is... (more)"

15. Lauren

Reliable & responsible pet lover!

Roxbury, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

3 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)"

16. Audrey

On a Journey to Being A Dog Mom

Allston-Brighton, Boston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Wonderful sitter for our cat while we were gone on vacation. (more)"

17. 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)"

18. Alice

i love your pup!

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alice is great! I booked her to drop in for multiple days while I went away for the weekend. I have 2, 11-year old toy poodles and they love her! She appropr... (more)"

19. Diana

I love dogs!!!

Roslindale, roslindale, MA, 02131

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

1 repeat client

"Diana is an awesome young lady who is in college and doing Rover to help pay the bills. 100% sure I would use her again. (more)"

20. Liza

Responsible And Loving Dog Care

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"Liza is one of the most caring, attentive and loving dog walkers/pet sitters I've ever met. She's devoted to making sure your pet has the absolute highest st... (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: