Pet Sitting & Drop In Visits in Oak Bluffs, MA

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

Confirmed Memorial day Availability
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

"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. 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. Hanny

I love being outdoors with dogs!

Falmouth, MA, 02540

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Hanny did a great job watching my dog, Maddie, when I was out of town for a week. She stayed at my apartment overnight with Maddie. Maddie had been having s... (more)"

4. Brian

Your at-home Veterinary Technician

oak bluffs, MA, 02557

House Sitting, Drop-In Visits, Dog Walking

About: Upbeat, experienced and professional animal nut, Island Spirit Kayak team member, with years of experience working primarily in small animal veteri... (more)

5. Dina

Providing exclusive one-on-one care

Osterville, MA, 02601

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Prompt, responsive and patient. I look forward to using Dina in the future. (more)"

6. Leah

Walker, runner, hiker, biker

Chilmark, MA, 02535

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Leah was excellent - highly recommended! Prompt with replies, flexible, immediately comfortable with our pups, responsible and thorough. Our escape artist pu... (more)"

7. 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)"

Confirmed Memorial day Availability
8. Jessica

I can play, when you can't!

Bourne, MA, 02542

Drop-In Visits, Dog Walking

"Jessica has been most invaluable to me and my family with her caring service to our beloved 11 year old lab. She is very dependable understands and gives ou... (more)"

9. 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)

10. 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)"

11. Sam

Happy Paws Pet Care.

East Falmouth, Falmouth, MA, 02536

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

8 repeat clients

"Great service from Sam. We set up daily visits ( on a very last minute request.) Sam did exactly what we asked, sent pictures and updates. Our puppy loves ev... (more)"

12. Meg

Shelter Professional

Falmouth, MA, 02536

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I work full time as an animal professional in one of the largest animal shelters in the state. For the past seven years I have dedicated myself to ... (more)

13. Angel

I love all animals

Mashpee, MA, 02649

Dog Boarding, House Sitting, Drop-In Visits

About: I'll take very good care of your dogs. You can trust that I will give your dog a lot of love. I enjoy spending time with animals and will treat yo... (more)

14. Lisa

Pawsitively Passionate About Pets!

Cataumet, MA, 02534

Drop-In Visits, Dog Walking

About: Dear Pet Parents! I have two lab mixes (7 & 9 yrs old) and recently adopted a 5 year old boxer mix. So, I understand the importance of both comp... (more)

15. Paige

Barnstable dog walking services

Cotuit , MA, 02635

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Paige and I am an experienced, dependable, fun loving, responsible, and professional dog walker. I currently have dog walking ser... (more)

16. 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)

17. Stacey

Lover of all animals!

Falmouth, MA, 02540

House Sitting, Drop-In Visits, Dog Walking

"I have a Golden Retriever Rezi. Stacey is the only none family that Rezi cries for when she sees her. She is always so excited she wags here tail (Rezi) and ... (more)"

18. 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)

19. Julianna

Go to the beach without a leash!

Falmouth, MA, 02540

Drop-In Visits, Dog Walking

About: Going to the beach for the day or just need someone to check on your fur baby before you get home from work? I'm your gal! Our dogs are our kids wi... (more)

20. Sarah

I am a huge animal lover!!

Mashpee, MA, 02649

Drop-In Visits, Dog Walking

About: I am the proud owner of a lab named Layla who's 3 years old also growing up my parents had and have 3 dogs 2 lab mixes and a husky. I have a good d... (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 Oak Bluffs 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 Oak Bluffs, 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 Oak Bluffs pet sitters and avoid the kennel.