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Pet Sitting & Drop In Visits in Vineyard Haven, MA

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

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1. Jacquelyn

Happy Tails on the Vineyard!

Vineyard Haven, Tisbury, MA, 02568

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

"Jackie was such a blessing to find on an island with limited options for pet sitting. We contacted her to walk & feed our Westie Lily during our wedding day... (more)"

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2. Hayley

Active & Caring Dog Lover

Mashpee, MA, 02649

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

"We've all encountered those special individuals that cannot help themselves when it comes to LOVING animals. Their passion and enthusiasm gushes from within ... (more)"

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3. Cait

New to Rover, and GREAT with dogs!!

Mashpee, MA, 02649

Drop-In Visits, Dog Walking

About: My pet care experience stems from my owning a dog, pet sitting, volunteering at shelters, and working with Guiding Eyes for the Blind; however, my ... (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. Hanny

I love being outdoors with dogs!

Falmouth, MA, 02540

House Sitting, Drop-In Visits, Dog Walking

"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)"

Confirmed availability
4th of July
6. Felicia

The wetter the kisses the better

East Falmouth, MA, 02536

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

About: I have had dogs all my life. All different types and ages. Recently with in the past year I have had two puppies so I do have experience with train... (more)

Confirmed availability
4th of July
7. Casey

I love to run! Walking is fun too!

EDGARTOWN, MA, 02539

Drop-In Visits, Dog Walking

"Casey Auriemma is such an amazing dog sitter! She has ample experience with dogs and truly enjoys their company. She dog sat my 6 month old English setter, B... (more)"

8. Leah

Walker, runner, hiker, biker

Chilmark, MA, 02535

House Sitting, Drop-In Visits

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

Confirmed availability
This weekend
9. Sam

Happy Paws Pet Care.

East Falmouth, Falmouth, MA, 02536

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

"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)"

10. 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)"

Confirmed availability
4th of July
11. Sam

Treat every dog like they are mine!

Mashpee, MA, 02649

House Sitting, Drop-In Visits, Dog Walking

"Sam is a close family friend and has known our golden retriever, Chester, since we adopted him eight years ago. Luckily, we only live a few blocks away from ... (more)"

Confirmed availability
This weekend
12. 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)

Confirmed availability
4th of July
13. Meagan

Need fix for my doggie defecit

Oak bluffs, MA, 02557

House Sitting, Drop-In Visits, Dog Walking

"Meagan is just a dog person. Like if a dogs at a party, they're gunna sniff her butt first. In all seriousness though, she loves dogs and all animals. Sh... (more)"

Confirmed availability
4th of July
14. Ashley

Help me help you, and your pup!

Martha's Vineyard, MA, 02557

House Sitting, Drop-In Visits, Dog Walking

About: I made the move from Michigan three years ago and truly miss my family dog. My apartment does not allow animals so if you don't mind, I would love... (more)

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15. 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)

16. Ashley E.

Avid Dog Rescuer and Animal Lover

Oak Bluffs, MA, 02557

House Sitting, Drop-In Visits, Dog Walking

"Ashley has been my best choice for pet care.. She is very easy to communicate with and our dogs love her.. She keeps us updated and always sends us photos of... (more)"

17. 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)

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18. Lynn

I'll take safe care of your dog!

Vineyard Haven, MA, 02568

House Sitting, Drop-In Visits, Dog Walking

"Lynn is fantastic! After just two weeks of working with her and getting to know her, I knew she was a trustworthy, dependable person. I also quickly learned ... (more)"

19. 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)"

20. Gigi

I will treat your pup like my own

Edgartown, MA, 02539

Drop-In Visits, Dog Walking

"Gigi loves animals more than people for sure and I think anyone can testify to that! She'll be sure to take care of your fur baby that being said she's very ... (more)"


Rover.com is the simple, savvy way to find and book Vineyard Haven drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Vineyard Haven. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.