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

16 repeat clients

"It is possible that Jacquelyn is nicer to my dog and cat then I am......very reliable and very nice. This is our second experience and there will certainly b... (more)"

2. Kate

Friendly, energetic, responsible

East Falmouth, MA, 02536

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

About: I am a recent college graduate and lifelong animal lover. I am friendly, energetic, and responsible. Our animals are like our children, and, as b... (more)

3. Corinne

Dog enthusiast; loyal & responsible

Marston Mills, MA, 02648

House Sitting, Drop-In Visits, Dog Walking

"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)"

Available this weekend
4. Guinnevere

Your Dog's Best Friend

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)"

5. 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)"

Available this weekend
6. Julia

Active & Loving Place for Your Pet

East Greenwich, RI, 02818

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

About: Having a German Shepherd for years and currently the proud mom of a Husky, I know what it takes to deal with all type of dogs whether big or small.... (more)

Available this weekend
7. Rosemary

I'm an outgoing, animal lover!

Tiverton, RI, 02878

House Sitting, Drop-In Visits, Dog Walking

"Rosemary is a great help and my 2 year old dog loves her! She walked my dog about three times a week when I worked long hours. Mickey (my dog) loves his walk... (more)"

8. 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)

9. Tyler

Tyler's Cozy Corner

Centerville, Centerville, MA, 02632

Dog Boarding, Drop-In Visits, Dog Walking

8 repeat clients

About: I've had dogs and cats my whole life. My ex wife and I raised 3 Bernese Mountain Dogs in Cotuit and now share joint custody of a 4th pup named Nell... (more)

10. Schuyler

Animal lover, big or small.

West Tisbury, MA, 02575

House Sitting, Drop-In Visits, Dog Walking

"Schuyler has a lifelong love of animals, but maybe even more important, she has an extraordinary ability to understand their needs and personalities, and to ... (more)"

11. Joshua

Premier Pet Sitting

Narragansett, RI, 02882

Drop-In Visits

"I've known Joshua for nearly 12 years, and I've been using his services as a pet sitter for nearly 10 years. It's not easy watching the pets in my househo... (more)"

12. Nina

Caring Compassionate Dog Lover

New Bedford, MA, 02740

House Sitting, Drop-In Visits, Dog Walking

"We had never left our three dogs before for a family vacation. We were very nervous about leaving them behind. Nina sent us lots of email status updates an... (more)"

13. Jacqui

I am studying to be a Vet!

Plymouth, MA, 02360

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

About: Clients should choose me to take care of there dogs because I am in the health care field and can provide for the clients animals in cases of emerg... (more)

14. Ann

Anns Dog Sitting

Tisbury, MA, 02568

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

4 repeat clients

About: I Love DOGS ! My place is dog friendly and safe . my dogs have lots of dog friends .we have plenty of toys for my little friends, i make homemade d... (more)

15. 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)

Available this weekend
16. Abigail

Friendly Lifelong Animal Lover!

Centerville, MA, 02632

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

2 repeat clients

"I can highly recommend Abby as a trusted pet caretaker. She had taken wonderful care of my schnauzer and two cats on numerous occasions, including several m... (more)"

17. 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)

18. 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)"

19. Delayna

Furr Babyz Pet Care

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)"

20. Rachel

Lifelong and experienced dog lover

Edgartown, MA, 02539

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)

Experience exceptional service and a personalized match

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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.