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. Marjorie

Your dog's second best friend!

ORLEANS, MA, 02653

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

"Marjorie was great with Finn. He is a scared, reactive dog and he was playing with her on the first visit. We have already scheduled our next visit with her.... (more)"

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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)"

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)"

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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 watched our 7 year old zuchon, Oscar, twice at her home and has done an absolutely wonderful job both times. The first time was when we were in t... (more)"

5. Marie

Dogs are the best!

Orleans, MA, 02653

House Sitting, Drop-In Visits, Dog Walking

"I consider myself a huge dog lover, but no one compares to Marie. She showers every dog she encounters with unending affection and treats all dogs under her ... (more)"

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This weekend
6. Abby

Dog Paradise: Woods and Beaches!

South Chatham, MA, 02659

House Sitting, Drop-In Visits, Dog Walking

"This was my first Rover experience, and it was perfect! Abby was warm, professional and inspired complete confidence. I left for my outing completely comf... (more)"

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7. Sara

Keep dog active, home full time

Harwich, MA, 02645

Drop-In Visits, Dog Walking

About: Hi there! My name is Sara and I am a recent college graduate who was born and raised on Cape. Aside from being a Personal Trainer Monday through Fr... (more)

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8. Paige

Dog lover!

Brewster, MA, 02631

Drop-In Visits, Dog Walking

"Paige has had plenty of experience being around and taking care of dogs and cats. She is very responsible and loves spending time playing with people’s pets.... (more)"

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9. 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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10. Shilo

You're #1 to your pet - I'll be #2.

Chatham, MA, 02633

House Sitting, Drop-In Visits, Dog Walking

"Shilo was accommodating and kept communicating throughout. She seemed genuine and we felt that Maggie was in good hands. I would use her again. (more)"

11. Chelsea

Reliable & Loving Pet sitter!

Harwich, MA, 02645

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

"Great with our dogs!. (more)"

12. 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)"

13. Sydney

Very flexible schedule

South Chatham, MA, 02659

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

"No better person to take care of an animal, she absolutely loves animals and cares for them imesnly, and is around them all the time (more)"

14. 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)"

15. Sydney

Experienced dog owner

Chatham, MA, 02633

Drop-In Visits, Dog Walking

"She is great hardworking outgoing happy person and probably one of the biggest animal lovers I know. I would always trust her with my dogs. (more)"

16. Linda

Five Paw Bed & Breakfast

North Chatham, MA, 02650

Dog Boarding, Drop-In Visits

About: (more)

17. 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)"

18. Sarah

Certified Veterinary Technician

harwich port, MA, 02646

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

About: I have worked at a very busy emergency animal hospital in Boston for the past 8 years. I currently work part time in their Critical Care Unit as a... (more)

19. Ashley

I work at an animal hospital

Chatham, MA, 02633

House Sitting, Drop-In Visits, Dog Walking

About: Dogs are very special to me. I have always had a dog in the family growing up. I now work at an animal hospital so I'm around them all day and enjo... (more)

20. Alexandra

Expansive Warm Heart and Smile

Chatham, MA, 02633

House Sitting, Drop-In Visits, Dog Walking

" Alexandra watched our pug and cat overnight and did a great job. It's good to know she is available when we need her. We highly recommend her. (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.