Pet Sitting & Drop In Visits in Chilmark, MA

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

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

Dedicated optimistic caring honest

Tiverton, RI, 02878

House Sitting, Drop-In Visits, Dog Walking

"John is an avid dog lover who really enjoys spending time playing with and watching dogs. He has a great ability to bond with dogs and make them feel loved a... (more)"

2. Michele

Fun-loving, active animal lover!

Federal Hill, Providence, RI, 02903

Drop-In Visits, Dog Walking

"I've known Michele for 10 years and can honestly say that one of her biggest passions in life is animals. I was so glad to hear that she was entering this p... (more)"

Confirmed New Years Availability
3. Leah

Walker, runner, hiker, biker

Chilmark, MA, 02535

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I was so happy with Leah's attention and care towards my pets. Nala and Duncan are a handful, and she dealt with their eccentricities and seemed to love eac... (more)"

4. Demona

I love/care for all dogs as my own

Lower South Providence, Providence, RI, 02905

House Sitting, Drop-In Visits, Dog Walking

"Demona is the best when it comes to animals, dogs especially! She has had a lot of dogs herself and she has also cared for a lot of dogs. There is no one I w... (more)"

Confirmed Holiday Availability
5. Delayna

Your fur baby is my top priority!

Forestdale, MA, 02644

House Sitting, Drop-In Visits, Dog Walking

"Delayna lover animals more than anyone I know.I trust her 100%, and she does a great job caring for my baby. If your looking for the right person for the job... (more)"

6. Nicole

lover of all fur babies! :)

Oak bluffs, MA, 02557

House Sitting, Drop-In Visits, Dog Walking

About: I believe dogs are members of our families and should be treated as such. I grew up with a dog and have dogsat since highschool, dogs of all ages ... (more)

7. John

Dedicated optimistic caring honest

Tiverton, RI, 02878

House Sitting, Drop-In Visits, Dog Walking

"John is an avid dog lover who really enjoys spending time playing with and watching dogs. He has a great ability to bond with dogs and make them feel loved a... (more)"

8. Demona

I love/care for all dogs as my own

Lower South Providence, Providence, RI, 02905

House Sitting, Drop-In Visits, Dog Walking

"Demona is the best when it comes to animals, dogs especially! She has had a lot of dogs herself and she has also cared for a lot of dogs. There is no one I w... (more)"

Confirmed New Years Availability
9. Leah

Walker, runner, hiker, biker

Chilmark, MA, 02535

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Leah has had dogs in her life since she was 2 years old. As early as 5, she has fed, watered, walked and played with them. On many occasions, she has been s... (more)"

Confirmed Holiday Availability
10. Delayna

Your fur baby is my top priority!

Forestdale, MA, 02644

House Sitting, Drop-In Visits, Dog Walking

"Delayna lover animals more than anyone I know.I trust her 100%, and she does a great job caring for my baby. If your looking for the right person for the job... (more)"

11. Nicole

lover of all fur babies! :)

Oak bluffs, MA, 02557

House Sitting, Drop-In Visits, Dog Walking

About: I believe dogs are members of our families and should be treated as such. I grew up with a dog and have dogsat since highschool, dogs of all ages ... (more)

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Learn About Premier

The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Chilmark pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Chilmark, MA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Chilmark pet sitters and avoid the kennel.