Doggy Day Care in Chilmark, MA

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Tip: Contact sitters now to confirm availability.
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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

"We had a great experience with Jacquelyn. She took awesome pictures for us, and it was clear that Quincy had a fabulous time getting to know her dogs and e... (more)"

Confirmed availability
4th of July
2. Melissa

I live 10 mins walking from a park!

New bedford, MA, 02740

Drop-In Visits, Doggy Day Care, Dog Walking

"Melissa is an extremely caring and loving friend, and has a very patient and respectful attitude. While she’s never actually watched my dog for me, my black ... (more)"

Confirmed availability
4th of July
3. Sherrie

Home full-time - Loving atmosphere.

Marstons Mills, MA, 02648

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

"Sherrie was perfect. She was patient with all the foibles of our elderly dog whose highlight of the day is getting her next treat. We would d... (more)"

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4. Chelsey

Dogs are my favorite type of people

New Bedford, MA, 02745

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

"I have known Chelsey for about 4 years now. She has been our designated babysitter for my children and my animals! She has such a huge heart and cares so muc... (more)"

Confirmed availability
4th of July
5. Sophie

Sophie's Place Cape Cod

Pocasset, Pocasset, MA, 02559

Dog Boarding, Doggy Day Care

"Dale and her husband are dog lovers and it shows with all the attention Zoey gets when staying with them I greatly appreciate all the pictures she sends me d... (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)

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7. Thomas

Loving care when you're not there

New Bedford, MA, 02740

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

"Tommy Bay is the BEST! 5 Stars! You cannot do better than Tommy. He is great with animals. I have a 90 lb. Lab that LOVES Tommy. He is caring and responsible... (more)"

Confirmed availability
This weekend
8. Anna

Me&dogs have that special connectio

NEW BEDFORD, MA, 02744

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

"I’ve known Anna for 7 years. She is a really good friend and a kind person. She is in love with all the animals. Anna use to be a dog sitter a couple years ... (more)"

9. Carly

Home full time-large fenced yard

New bedford, MA, 02746

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

About: I have been around dogs my entire life. I have cared for 9 puppies at a time of our own, and dogs of all sizes. Typically larger dogs. I am a sta... (more)

Confirmed availability
This weekend
10. Heather

Safe and sound

Wareham, MA, 02571

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

"Heather did a wonderful job taking care of Ollie! I would highly recommend her to anyone. She is wonderful!! (more)"

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11. Nathaly

Lots of walks and belly rubs

New Bedford, MA, 02744

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

About: I had dogs since I can remember, including pit bulls, Dalmatians, German shepherds and many other dogs. I have dog sat for my neighbors, for family... (more)

12. Sonja

I will take your dogs on adventures

Mashpee, MA, 02649

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

"If you want the best for your dog, start with sonny. She's been walking my Samoyeds for many years and they love her. Very dependable and prompt too! (more)"

Confirmed availability
4th of July
13. Phil

I am great with dogs

Wareham, MA, 02576

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

About: I have been a dog lover for many years, even have my late dogs paw print tattoo on my shoulder. Rat terrier and toy terriers are so wonderful, we h... (more)

14. Stacy

For the love of Dogs!

New Bedford, MA, 02744

Dog Boarding, Doggy Day Care, Dog Walking

About: Your pet will feel at home! My son and I love pets. I will enjoy walking the dog by the beach near my house! Caring for dogs was always my passion.... (more)

Confirmed availability
4th of July
15. RICK

DOG TEAM - 6

Pocasset, POCASSET, MA, 02559

Dog Boarding, Doggy Day Care

"Rick was very patient with our shy Minature Schnauzer Look forward to having Zoey spend another day with Rick (more)"

16. Amelia

Everything you want in a dog walker

Fairhaven, MA, 02719

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

About: Ive had dogs and cats my whole life. Big and small I love them all. Im not afraid to play in the mud, clean a pup or wash some poop off their feet!... (more)

17. Carrigg

Friendly family, home full-time

Fairhaven, MA, 02719

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

About: I am a stay-at-home mother to a 3 year old little boy who loves dogs. I also love animals of all kinds having taken care of a golden retriever and ... (more)

18. Rebecca

Animals love me, even shy ones :)

Monument Beach, MA, 02553

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

About: My name is Rebecca, I have had dogs all my life, I have watched and walked dogs on all off for four years now. I wanted to take my passion into a b... (more)

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19. Emma

Home fulltime big yard/neighborhood

Westport, MA, 02790

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

"I have known Emma her whole life. She has a very strong work ethic. As a high schooler she always held down a job and worked tremendously hard in earning he... (more)"

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20. Thomas

We will become best of friends!

New Bedford, MA, 02746

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

"I've known Thomas for about 5 years now and can vouch that he is indeed very much a "dog person". Whether it's his own family's dogs or a stranger's, he also... (more)"


We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Chilmark on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.