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.

Confirmed availability
4th of July
1. Danna

Peace of mind for you and your cat

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

"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)"

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2. Megan

I love long walks in the park

Jamaica Plain, Jamaica Plain, MA, 02130

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

"Megan was fabulous and both of my pets seemed to love her! Looking forward to using her services again!! (more)"

Confirmed availability
4th of July
3. Sydney

Patient and playful with pups

Back Bay-Beacon Hill, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"We contacted Sydney after out cat sitter (which was not booked through Rover) canceled 2 days before our trip, Sydney responded within minutes letting us kno... (more)"

4. Colleen

Two Rover Dog Walkers live here!

Cambridgeport, Cambridge, MA, 02139

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

"I never worry when Colleen is taking care of my dog, Khal. She is thorough in her feedback after she visits with him, and is a great caretaker! (more)"

5. Amanda

Will love as though you never left!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"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)"

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6. Jacky

ISO pups to run/ walk with MON-FRI

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Jacky is the best! She has taken such great care of Hannah! (more)"

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7. Elena

At home full time for the summer!

Jamaica Plain, Boston, MA, 02120

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

"Elena is wonderful with dogs and has watched, walked, and fed my dog Skipper a number of times. She is a patient and affectionate person who I trust to be a ... (more)"

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8. Jillian

Supervised and Engaging play!

Allston-Brighton, Boston, MA, 02135

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

"I have had Jillian walk and dog sit my two (very rambunctious pups) many times over the years. I have had bad experiences with other sitters in the past, and... (more)"

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9. Erika

Runner & LOVE all types of dogs!!

Roxbury, Boston, MA, 02119

Drop-In Visits, Dog Walking

"Erika is very responsible and I completely trust her with my dog! She maintains great communication and just a overall fun personality. She took Scrappy to t... (more)"

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10. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

House Sitting, Drop-In Visits

"Paige has taken care of my dog at least 5 times and has done a great job. She either house-sits or does drop-in visits. My place has been clean and my dog ... (more)"

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11. Violet

Animal lover, former dog trainer

Allston-Brighton, Brighton, MA, 02135

Drop-In Visits

"Violet is friendly and easy to work with. Our dog has been very happy when she has watched him. We had to switch our plans last minute and Violet was super ... (more)"

Confirmed availability
4th of July
12. Leeann

Cats & Small Dogs are My Specialty!

Roslindale, Roslindale, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

"LeeAnn did a great job with our loved ones. She updated us with pics and gave Google his pill successfully!!! Would love you have her sit for us again (more)"

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13. Lyndsay

Love to play fetch and long walks

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

"Lyndsay has proven time and time again that she is a responsible and caring person. She is always willing to help friends out when needed and is astute and i... (more)"

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14. Amanda

Dog lover and avid walker!

Fenway-Kenmore, Boston, MA, 02215

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

"Amanda is so awesome! I highly recommend her! She went above and beyond while watching my puppy, Buddy. And, she’s great with communicating with updates and ... (more)"

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15. Lauren

Personalized walking and training!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Lauren was the best! I was super anxious about leaving my dog alone with someone new but she was so patient and completely alleviated my anxiety.. She even t... (more)"

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16. Hilary

Active and responsible med student

Jamaica Plain, Boston, MA, 02130

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

"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)"

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17. Christina

Musician/ Nature Lover/ Dog Crazy!!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Christina was amazing! My dog had a couple of accidents while I was away, and she cleaned them up with good cheer. My pup seemed happy and calm. Christina se... (more)"

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18. Breanna

Spacious inside and a park outside

Roxbury, Boston, MA, 02119

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

About: I am a 4th year university pre-veterinarian student currently doing a full time internship as a medical assistant. I am available all day weekends ... (more)

Confirmed availability
4th of July
19. Lauren

Still Available July 4!

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

"Lauren was awesome, very communicative, sent excellent photos, and my cat, Pearl, loves her! Thank you! (more)"

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20. George

Professional dog sitter

Jamaica Plain, Boston, MA, 02115

Dog Boarding, House Sitting, Drop-In Visits

"George is kind and compassionate with all animals. He always welcome them with open arms. He will make sure your pet is in the best hands possible. He is abl... (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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.