Pet Sitting & Drop In Visits in Winter Harbor, ME

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

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1. Kira

Will walk/hike/hang with your pets

Bar Harbor, ME, 04609

House Sitting, Drop-In Visits, Dog Walking

"Kira is a wonderful pet sitter and a kind, fun and outgoing person! She can always be depended upon and goes above and beyond to accommodate the dog's needs.... (more)"

2. Emily

I love dogs and they love me!

Steuben, ME, 04680

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

"Emily is the single most responsible and caring person I know. She is very personable and absolutely loves animals, especially dogs! She loves being outside ... (more)"

Confirmed availability
4th of July
3. Hallie

Flexible hours and puppy owner

Lamoine, ME, 04605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hallie has puppy-sat and walked my dog several times over the course of her (my dog's) life. There is no one on this planet I would trust more with the care ... (more)"

4. Taylor

Explorer & dog-adorer on MDI!

Bar harbor, ME, 04609

House Sitting, Drop-In Visits, Dog Walking

"Our dog Pip, like all dogs is more than a pet - he is family. So putting him in someone else's care is something we consider very carefully. Taylor has more... (more)"

5. Amy

Dog lover here to help!

OTIS, ME, 04605

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

"She was very accommodating and friendly, she came for a pre visit to get to know our dog. I am very happy with her responsive communications, and the overall... (more)"

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6. Lindsey

Dog lover and Marine Biologist

Bar Harbor , ME, 04609

House Sitting, Drop-In Visits, Dog Walking

"Lindsey is most certainly a responsible and loving dog caregiver. My dog Zelda is always happy to see Lindsey. Lindsey has a calm, positive demeanor and thi... (more)"

7. Olivia

Flexible, Reliable, and Hardworking

Bar Harbor, ME, 04609

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up living with and caring for many different animals, studied Animal Science in college, volunteered at a humane society taking care o... (more)

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8. Kate

Experienced with all kinds of dogs!

Southwest Harbor, ME, 04679

House Sitting, Drop-In Visits, Dog Walking

About: I worked at a high-quality kennel for a year and have experience administering medication even to dogs who aren't good about taking their medicine.... (more)

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9. Kira

Will walk/hike/hang with your pets

Bar Harbor, ME, 04609

House Sitting, Drop-In Visits, Dog Walking

"Kira was just great! Arrived on time, dogs ran right to her and she loved on them like a good dog-sitter should. They were happy with her and she was a n... (more)"

Confirmed availability
4th of July
10. Hallie

Flexible hours and puppy owner

Lamoine, ME, 04605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hallie stayed with my dog and cat for a long weekend, and everything went great! (more)"

11. Kelly

Reliable dog lover

bar harbor, ME, 04609

House Sitting, Dog Walking

3 repeat clients

"Kelly has again done an amazing job watching our pets while we were gone on our anneversary trip! I can tell my dog adores her :) She kept us up to date and ... (more)"

12. Taylor

Explorer & dog-adorer on MDI!

Bar harbor, ME, 04609

House Sitting, Drop-In Visits, Dog Walking

"Our dog Pip, like all dogs is more than a pet - he is family. So putting him in someone else's care is something we consider very carefully. Taylor has more... (more)"

Calendar Recently Updated
13. Lindsey

Dog lover and Marine Biologist

Bar Harbor , ME, 04609

House Sitting, Drop-In Visits, Dog Walking

"Lindsay was amazing for our dogs! She took them on a 45 minute walk and took great care of them. When she left, both dogs snuggled with her as their way of s... (more)"

14. Olivia

Flexible, Reliable, and Hardworking

Bar Harbor, ME, 04609

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up living with and caring for many different animals, studied Animal Science in college, volunteered at a humane society taking care o... (more)

15. JOAN

DOGS CAN LOOK RIGHT INTO YOUR EYES

HANCOCK, ME, 04640

House Sitting

About: I HAVE ALWAYS OWNED TWO DOGS AND CHERISHED EVERY MINUTE I HAVE HAD WITH THEM. I'VE RAISED THEM FROM PUPS TO ADULTS AND HAVE ENJOYED ALL THE FUN WE ... (more)


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Winter Harbor pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Winter Harbor, ME who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.