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.

Available this weekend
1. Casey

Dependable and caring.

Orleans, MA, 02653

House Sitting, Drop-In Visits, Dog Walking

"My dog Boudreaux loves Casey! He knows when she will be by and waits by the door looking out the window full body wiggle mode! I trust that Casey will take ... (more)"

2. Cara

I'll do anything for a dog!

East Dennis, MA, 02641

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

3 repeat clients

"Bonded with our dog immediately. Timely, communicative and responsible. (more)"

3. Maria

Animal Trainer and Lover

Wellfleet, MA, 02666

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

1 repeat client

"Maria was fantastic with our pup, Zuzu while we were visiting The Cape for a wedding. She was reliable, grounded and put us at ease immediately. When our pla... (more)"

4. Linda

Five Paw Bed & Breakfast

North Chatham, MA, 02650

Dog Boarding, Drop-In Visits

1 repeat client

About: (more)

5. Kyle

Available for doggy running!

South Chatham, MA, 02659

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

"Kyle is trustworthy, kind, caring and attentive of all animals he cares for. Kyle is also reliable, and punctual which is a necessary quality in dog walkers ... (more)"

Confirmed President's Day Availability
6. Chelsea

Loving and Sweet Dog sitter!

Harwich, MA, 02645

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

5 repeat clients

"Chelsea is a very gentle and kind hearted soul. She is responsible and has a kindered spirit with all animals. What ever four legged animal she is caring f... (more)"

7. Taylor

Loving Dog Walker/Sitter Available!

South Yarmouth, MA, 02664

House Sitting, Drop-In Visits, Dog Walking

"Great dog sitter. Taylor was on time and very reliable. We trust her throughly to come stay at our house to watch our dog. We recommend her highly. (more)"

8. Karina

Dog lover who just moved to Cape

South Chatham, MA, 02659

Drop-In Visits, Dog Walking

"First and foremost, Karina loves dogs and it definitely shows! I have two dogs and she treats them so well and they always get excited to see her! Karina is ... (more)"

9. Emma Jane

I'll be your dogs best friend!

South Dennis, MA, 02660

House Sitting, Drop-In Visits, Dog Walking

"Only person i allow to watch my beloved pickle! Never have to worry knowing he is in loving/caring hands. Looks forward more to spending time with Emma than ... (more)"

Confirmed President's Day Availability
10. Maria

Paws First

Centerville, MA, 02632

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

About: I have worked in multiple shelters and doggy day cares/boarding facilities in my twenty years. I was a Senior Kennel Tech in the most recent Doggy ... (more)

11. 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)"

12. Jenny

Compassionate dog lover

Hyannis, MA, 02601

House Sitting, Drop-In Visits, Dog Walking

"I have known and worked with Jenny for several years , she is amazing with animals. Jenny's attention to detail and patience really make her stand out in ani... (more)"

13. Kate

My friends call me the pet whisper

Barnstable, MA, 02630

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kate has cared for our dog, Everest and has been wonderful. I was relieved to keep Evy at home instead of boarding her when we went away. Kate took great car... (more)"

14. Judi

Yarmouth Area Dog Services

West Yarmouth, MA, 02673

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I have always loved dogs and cats of all breeds and sizes. I am a lifetime dog owner with previous kennel experience. Dependable and responsive to ... (more)

15. Shyn

4 years experience with fur babies!

South wellfleet, MA, 02663

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

1 repeat client

"Shyn is an absolute delight to work with and was very flexible with our schedules. I highly recommend using her to care for your pet. (more)"

16. 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 7.5 years. I currently work part time in their Critical Care Unit as... (more)

17. Janice

I enjoy seeing the animal happy,

ORLEANS, MA, 02653

House Sitting, Drop-In Visits, Dog Walking

About: I have always seemed to have a magnetizing relationship with most to all Dogs. They sense I care a great deal for them. The more I see the dog ha... (more)

18. Sage

Dependable, trustworthy, references

Harwich , MA, 02645

House Sitting, Drop-In Visits

About: I have been a resident of Cape Cod, MA since 1986 and have dedicated much of my life's purpose to the healing practices of domestic animals and wil... (more)

Confirmed President's Day Availability
19. Carolyn

Enthusiastic animal science student

Harwich, MA, 02646

House Sitting, Drop-In Visits, Dog Walking

About: If you're looking for someone with lots of attention to give your dog, I'm your person. I study animal science at UVM and am headed towards a caree... (more)

20. Schuyler

Animal lover, big or small.

South Jam, 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)"


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.