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 Holiday Availability
1. Jacquelyn

Happy Tails on the Vineyard!

Vineyard Haven, Tisbury, MA, 02568

Dog Boarding, Drop-In Visits, Dog Walking

20 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. 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)"

3. Hanny

I love being outdoors with dogs!

Falmouth, MA, 02540

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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. Angela

Friendly Dog Lover on the Vineyard!

Vineyard Haven, MA, 02568

House Sitting, Drop-In Visits, Dog Walking

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)

5. Katherine

Personalized love-flexible schedule

edgartown, MA, 02539

Dog Boarding, Drop-In Visits, Dog Walking

"I have known Kat her entire life. She has always been an animal person, having cared for a wide array of critters, from guinea pigs, to horses, to dogs and ... (more)"

6. 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)"

7. Cameran

Sandwich Dog Castle

Sandwich, MA, 02563

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Cameran what Great! Saved us from having to cancel out plans when our original dog care fell thru. Dogs were happy and well cared for. Best of all we were... (more)"

8. 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)"

Confirmed Holiday Availability
9. Katelyn

5 year professional animal care

East falmouth , MA, 02536

Dog Boarding, Drop-In Visits

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)

10. Veronique

Flexible work sched, will run w dog

Woods Hole, MA, 02543

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

"Vero's love for dogs is unquestionable. She has spent a lot of time around the three dogs I have at home and they absolutely adore her, as she does them. She... (more)"

Confirmed Holiday Availability
11. Abigail

Friendly Lifelong Animal Lover!

Centerville, MA, 02632

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)"

Confirmed Holiday Availability
12. Maeve

Knows where the best sniffs are!

Sandwich, MA, 02563

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

1 repeat client

About: Exercise and socialization your dog needs to be fit, healthy and happy! Veterinary tech student working in an animal hospital. I am a former pharma... (more)

13. 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)

14. Sam

Happy Paws Pet Care.

East Falmouth, Falmouth, MA, 02536

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

9 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)"

Confirmed Holiday Availability
15. 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)"

16. Meg

Shelter Professional

Falmouth, MA, 02536

House Sitting, Drop-In Visits, Dog Walking

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)

17. 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)

18. Lily

I will take your dog swimming

Oak Bluffs, MA, 02557

House Sitting, Drop-In Visits, Dog Walking

"Very Nice young lady! Jake was great when we returned home. (more)"

19. Angel

I love all animals

Mashpee, MA, 02649

Dog Boarding, House Sitting, Drop-In Visits

About: I'll take very good care of your dog. My home is very welcoming to animals. You can trust that I will give your dog a lot of love. I enjoy spending... (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.