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.

1. Jacquelyn

Happy Tails on the Vineyard!

Vineyard Haven, Tisbury, MA, 02568

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

25 repeat clients

"Jacquelyn was fantastic with our 2 dogs! When she came over to meet them for the first time, they were very excited to see her, they could sense she is a rea... (more)"

2. Angela

Friendly Dog Lover on the Vineyard!

Vineyard Haven, MA, 02568

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Living on Martha's Vineyard year round with flexible work schedule! I have had two dogs growing up, an energetic mix breed and a pug. I've have man... (more)

3. Guinnevere

Dog Friend w/ Farm Experience

Assonet, MA, 02702

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Guinevere has been watching my 3 dogs since 2010. I can't imagine anyone else to trust them with. I even have her now travel to NC to watch my dogs while I t... (more)"

4. Cassidy

Put your paws in good hands

Edgartown, MA, 02539

House Sitting, Drop-In Visits, Dog Walking

About: Been around dogs my whole life. Have mild training experience and just an overall love, appreciation, and understanding of all dogs. Comfortable wi... (more)

5. Eryn

Home is where my dog is

Fall River, MA, 02720

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

About: I've always had dogs growing up and am currently the proud fur mom of a Berner named Pavlov. Pavlov is my best bud and and side kick! Pavlov's in... (more)

6. Corinne

Dog enthusiast; loyal & responsible

Marston Mills, MA, 02648

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Corinne has always loved and been committed to be around dogs. Regardless of breed, size, or personality, she has always had a connection and bond with her ... (more)"

7. Emily

I’ll love your baby as much as you!

New Bedford, MA, 02740

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am 28 years old and I've had dogs a majority of my life. I can't recall going more than 6 months without owning a dog. My dog is like family to ... (more)

8. Hanny

I love being outdoors with dogs!

Falmouth, MA, 02540

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have two rambunctious dogs that can be difficult to take care of. Hanny is loving, patient yet firm when necessary. She was a wonderful sitter, spending a ... (more)"

9. Alyssa

ALWAYS have treats in my purse

Cotuit, MA, 02635

Drop-In Visits, Dog Walking

"She is a true pet lover. Especially dogs. She treats all the dogs in her life so speical. Her quiet nature is very comforting to dogs making her non threate... (more)"

10. Zachary

Reliable, honest, grew up with dogs

Dartmouth, MA, 02748

House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs on a farm for all my life. I love animals and I have a special bond with dogs. I have cared for and trained 2 dogs from pup ... (more)

11. Michael

Therapy dog, I enjoy the outdoors

Mashpee, MA, 02649

House Sitting, Drop-In Visits, Dog Walking

About: I am a loving,caring dog lover and I have a 9 year old chocolate lab who I raised to be a therapy dog. We attend children events who have disabilit... (more)

12. Robin

Mature and dependable dog pal

New Bedford, MA, 02740

Drop-In Visits, Dog Walking

About: I know what you are looking for! A dependable, mature person who has your dog interests at heart. Being a former working professional, I know... (more)

13. Summer

Experience in dog shelters

West barnstable, MA, 02668

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

"One of our best volunteers in the dog shelter! Responsible, caring and loving! Hard working without being asked! Summer has definitely made a difference to s... (more)"

14. Rachel

Lifelong and experienced dog lover

Edgartown, MA, 02539

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

1 repeat client

About: Hi! My name is Rachel and I recently moved back to the island for my sixth summer. Im currently only working part time and am eager to fill the res... (more)

15. Perry

Dedicated to Making Your Dog Happy

Fall River, MA, 02720

House Sitting, Drop-In Visits, Dog Walking

"Perry is a wonderful pet-sitter! She has taken care of my boys many times, including during a long period of time during which I was out of the country and t... (more)"

16. Amy

Good chance I'll cry tears of joy

Tiverton, RI, 02878

House Sitting, Drop-In Visits, Dog Walking

About: If you don't cry when you see a puppy, we can't be friends. I have had dog-sitting and house-sitting experience with the same family on two separat... (more)

17. Katelyn

5 year professional animal care

East falmouth, MA, 02536

Dog Boarding, Drop-In Visits, Dog Walking

About: I have been working for a professional animal care Company for over five years now, I am also a groomer. Animals are my passion and I take my job... (more)

18. Miranda

Pre-Vet Student that LOVES dogs!!

assonet, MA, 02702

House Sitting, Drop-In Visits, Dog Walking

About: I am currently enrolled as a student at Becker College. My major is Veterinary Science with a Pre-Veterinary concentration in which I will graduate... (more)

19. Paige

Semi Retired Registered Nurse

Sandwich, MA, 02563

House Sitting, Drop-In Visits, Dog Walking

"Paige is a seasoned pet owner. She is a very caring owner, and is a dedicated and loving caregiver. Paige would be a great addition to your Rover dog sitter ... (more)"

20. Delayna

Furr Babyz Pet Care

Forestdale, MA, 02644

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"


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.