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.


Walk? Run? Hike? Relax? Sure!
Westport, MA, 02790
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"So happy to have found this service to care for my dog and cat when I am away longer than they would like! From the moment Bailey arrived for her meet and gr... (more)"


Happy Tails on the Vineyard!
Vineyard Haven, Tisbury, MA, 02568
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"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)"

Lifelong and experienced dog lover
Edgartown, MA, 02539
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
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)
Rover also offers pet setting & drop ins in:
Cuttyhunk, MA | Edgartown, MA | Falmouth, MA | Makonikey, MA | Menemsha, MA |
Oak Bluffs, MA | Tisbury, MA | Vineyard Haven, MA | West Tisbury, MA | Woods Hole, MA |
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.