Pet Sitting & Drop In Visits in Chatham, 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. Abby

Dog Paradise: Woods and Beaches!

South Chatham, MA, 02659

House Sitting, Drop-In Visits, Dog Walking

"I believe that this was the 8th time that Abby saved the day and visited our little Cosmo. I feel totally comfortable leaving when I know that Abby will arr... (more)"

Confirmed availability
Thanksgiving
2. Gary

Home full time, will provide love

south chatham, MA, 02659

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

"Gary is loving and caring for animals. Having raised at least six of his own dogs in the time I've known Gary, I've seen his compassion for their needs, his ... (more)"

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3. Michelle

Big or small, I love them all!

Orleans, MA, 02653

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

"Michelle was very reliable and very responsive. I’m excited to have found her! (more)"

Confirmed availability
Thanksgiving
4. Carissa

Your dog's home away from home!

Harwich, MA, 02645

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

"Carissa has taken awesome care of our sweet service dog Daisy since we have gotten her. During training there are only certain people or places i would ever ... (more)"

Confirmed availability
Thanksgiving
5. Marjorie

Your dog's second best friend!

ORLEANS, MA, 02653

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

"Such a relief having a competent and reliable sitter for my pups. I do have a complicated bunch. Thank you Marjorie! We will be calling on you more I’m sure (more)"

Confirmed availability
Thanksgiving
6. Chelsea

Reliable & Loving Pet sitter!

Harwich, MA, 02645

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

"Great with our dogs!. (more)"

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7. Kristen

Flexible schedule, dog friendly car

Chatham, MA, 02633

Drop-In Visits, Dog Walking

"I would trust Kristen with my LIFE. I've known her since we were 4 years old (many, many, MANY moons ago). Kristen is one of the most loyal, conscientious, l... (more)"

8. Claire

Experience with difficult doggies!

Chatham, MA, 02633

House Sitting, Drop-In Visits, Dog Walking

"Claire was great with my puppy while away. She did everything as asked. Upon returning home he was very well adjusted, happy and calm. (more)"

9. Christine

Animal Loving College Student

Chatham, MA, 02633

House Sitting, Drop-In Visits, Dog Walking

"Wonderful meeting Christine! A super nice person! Everything was perfect! Thank you Christine! And Love from Sadie and Reggie (more)"

10. Sarah

Lover of all things fluffy!

Orleans, MA, 02653

House Sitting, Drop-In Visits, Dog Walking

"Sarah did a great job of taking care of my cat. He seemed happy and she was very willing to do some extra tasks as well. Thank you Sarah! (more)"

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11. Susan

Difficult dogs a speciality

Brewster, MA, 02631

Dog Boarding, Drop-In Visits

About: None (more)

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12. Mercedees

I’ll love your pup!

Harwich, MA, 02645

House Sitting, Drop-In Visits, Dog Walking

"Mercedees has been a avid animal person for most of all her life. She belongs to many animal organizations. She was a very successful cosmetologist but was ... (more)"

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13. Kelly

Lover of all dogs!

Harwich, MA, 02645

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

About: None (more)

14. Linda

Five Paw Bed & Breakfast

North Chatham, MA, 02650

Dog Boarding, Drop-In Visits

About: None (more)

15. Sarah

Certified Veterinary Technician

harwich port, MA, 02646

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

About: None (more)

16. Lauren

Experienced and Loving Pet Sitter

Harwichport, MA, 02646

House Sitting, Drop-In Visits, Dog Walking

"Lauren is a very loving dog sitter. While we were away, we would receive pictures of our dogs, laying across her. Lauren is responsible and thorough, she fol... (more)"

17. Sydney

Experienced dog owner

Chatham, MA, 02633

Drop-In Visits, Dog Walking

"Outstanding compassionate gentle responsible loving person. If I was a dog or cat she’s the person I’d want to own me. Unique beautiful person . 5 stars aren... (more)"

18. Sage

Dependable, trustworthy, references

Harwich , MA, 02645

House Sitting, Drop-In Visits

About: None (more)

19. Grace

Experienced Pet Lover

South Chatham, MA, 02659

House Sitting, Drop-In Visits, Dog Walking

"Grace is great with all pets! She takes care of every detail for them, and is organized enough to remember their needs. Animals love her and she loves them t... (more)"

Confirmed availability
Thanksgiving
20. Sage

Cape Cod Dog Squad

East Harwich, Harwich, MA, 02645

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

About: None (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 Chatham 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 Chatham, 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 Chatham pet sitters and avoid the kennel.