Drop-In Visits in Jamaica Plain

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Amanda

Will love as though you never left!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Amanda was awesome! Our grumpy cat took to her right away, and her updates were clear, timely, and adorable. She left our place clean and our dude happy. I’d... (more)"

Confirmed availability
Christmas and New Year
2. Anna

Home full time, dog lover!

South Dorchester, Dorchester, MA, 02122

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

"Anna is great. She was very responsive, gave me regular updates on my puppy and even sent a photoduring the visit. I highly recommend her. (more)"

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3. Stefania

I'll love your dog big or small.

South Dorchester, Boston, MA, 02124

House Sitting, Drop-In Visits, Dog Walking

"Where ever I go with Stefania, dogs seem to take an interest in her. She has the magic touch to make dog feel comfortable around her. Stefania is always posi... (more)"

Confirmed availability
Christmas and New Year
4. Tom

Southie Dog Lover!

South Boston, Boston, MA, 02127

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

"We have used a handful of Rover sitters for our cat and Tom is our favorite! He seems to actually like our cat, which makes us happy, and our cat seems to li... (more)"

5. Kendra

Cuddle expert and medically trained

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Kendra was very accommodating and flexible, which was a great help to me in attending to family matters in another state. I would book her again without hesi... (more)"

6. Riley

Experienced dog walker & dog owner

Jamaica Plain, Boston, MA, 02115

Drop-In Visits, Dog Walking

"Riley is excellent with dogs. She takes great care of her own dog, a beautiful coonhound named Eliza. I’ve also asked her to watch my dog, Stevie, several ti... (more)"

Confirmed availability
Christmas and New Year
7. Claire

Animal lover and lots of experience

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Claire did a fantastic job stepping up when another Rover.com pet sitter bailed out just one hour before my flight was leaving. Really appreciate that. Looks... (more)"

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8. Lauren

Reliable buddy for your best friend

Allston-Brighton, Allston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

About: Hi everyone! I’m a recent graduate from Northeastern University who’s looking to share some love, snuggles, and adventures with your adorable fluff... (more)

Confirmed availability
Christmas and New Year
9. Audrey

At your bark and call!

Chestnut Hill, MA, 02467

House Sitting, Drop-In Visits, Dog Walking

"Audrey lives for her dogs, both her own and any dogs that have wandered into her life. My dog is high anxiety and barks at everyone, but she has an ability t... (more)"

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10. Christina

Will care for your dog as my own

Jamaica Plain, Roxbury Crossing, MA, 02120

Dog Boarding, Drop-In Visits

"Christina frequently watched my dog whenever my family and I went on vacation. She always kept us updated and whenever we got back, it was almost like my dog... (more)"

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11. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

House Sitting, Drop-In Visits

"We had a great experience having Paige cat-sit for us! She was very easy to communicate with throughout our vacation, and very patient given our limited cell... (more)"

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12. Dennise

Experienced, Professional Pet Care!

Roslindale, Roslindale, MA, 02131

Dog Boarding, Drop-In Visits, Dog Walking

"Dennise was very responsive and did a great job caring for my cat, Lily! She went above and beyond to clean up some accidents, and was patient with trying to... (more)"

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13. Dani

Flexible schedule and very active!

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

"Dani is extremely responsible and personable, making her an excellent dog caregiver. She has cared for multiple of her own dogs, which gives her first hand e... (more)"

Confirmed availability
Christmas and New Year
14. Megan

I love long walks in the park

Jamaica Plain, Jamaica Plain, MA, 02130

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

"Megan took very good care of our dog Kaya. We hope to have her come back for future drop-in visits on the weekend. We really appreciated the detailed comment... (more)"

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15. Josh

Warm & cozy apartment for a pooch!

Allston-Brighton, Brighton, MA, 02135

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

"Josh P is the only person I’ve trusted to watch my dog outside of my roommate and girlfriend. I had to go to japan for a week and Josh watched my two year Yo... (more)"

Confirmed availability
Christmas and New Year
16. Bethany

Love & Patience - Woof!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Hello, I’m here to let you know to look no further! Bethany has my unconditional recommendation to care for your pets, home or kids for that matter! I’ve kno... (more)"

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17. Yanina

Works from home + High Energy Love

Roslindale, Boston, MA, 02131

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

"Yanina watched has watched my dog for me on many occasions while I have been out of town. She treats my dog as if she is her own. She walks her at least thre... (more)"

Confirmed availability
Christmas and New Year
18. Mariah

I'll jog,play, & care for your dog!

Roxbury, Boston, MA, 02121

House Sitting, Drop-In Visits, Dog Walking

"Mariah is a dependable professional and lover of animals. She loves dogs and exudes the type of care and affection that animals need. She is the perfect care... (more)"

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19. Anise

I'll love your dog immediately.

Brookline, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

"Anise is a true dog lover! She frequently talks about how much she misses her childhood dog living cross-country, and she is always so excited to spend time ... (more)"

Confirmed availability
Christmas and New Year
20. Neysa

Dog Walks = MSPCA Donation!

Roxbury, Boston, MA, 02130

Drop-In Visits, Dog Walking

"Neysa will make a fabulous walker. She's been around dogs since childhood and cared for her own dog Cecilia devotedly. This experience means she's well equip... (more)"


Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect pet sitter in seconds. Rover sitters 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 who can provide the care your pet needs, when they need it.