Pet Sitting in Chatham

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Sitter Profile Image: Brooke C.
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Sitter Profile Image: Brooke C.
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1. Brooke C.

Avid animal admirer and lover
Orleans, MA, 02653
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$25
per visit

Brooke was amazing once again! Super helpful in so many ways and very adaptable to some unforeseen changes… and the pups love her. Thanks again!

Sitter Profile Image: Caitlin R.
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Sitter Profile Image: Caitlin R.
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2. Caitlin R.

Cape Cod local and animal lover!
Chatham, MA, 02633
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
6 repeat clients
from
$25
per visit

Caitlin was a wonderful caretaker for our bunny! I really appreciated how responsive Caitlin was to all of my messages. Caitlin was also very punctual for all of her visits and took great care of our bun. I look forward to having Caitlin visit Pee Wee again in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Robert M.
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Sitter Profile Image: Robert M.
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3. Robert M.

Intuitive & Caring Dog Lover
South Chatham, MA, 02659
3.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$25
per visit

Our 12 week old puppy loved Robert. My husband was impressed with his knowledge of puppy training.

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Sitter Profile Image: Grace R.
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Sitter Profile Image: Grace R.
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4. Grace R.

Pet-loving reliable college grad
West Dennis, MA, 02670
10.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$23
per visit

Grace is amazing! She was so intentional with our puppy and communicated so much! She’s the first person to watch our puppy and she made me so comforted! Thank you so much

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Sitter Profile Image: Margaret W.
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Sitter Profile Image: Margaret W.
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5. Margaret W.

Rover 101
Loving care when you’re not there!
Orleans, MA, 02653
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
7 repeat clients
from
$25
per visit

Another great visit from Maggie!

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Sitter Profile Image: Nick Court F.
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Sitter Profile Image: Nick Court F.
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6. Nick Court F.

Life long dog’s best friend
Dennis, MA, 02638
9.4 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Nick watched my dog, cat, chickens and goats every day for 3 weeks while my family was on vacation. He did a such a great job we will never have anyone else take care of our pets.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth L.
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Sitter Profile Image: Elizabeth L.
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7. Elizabeth L.

Everything You Need Under One Woof.
Harwich, MA, 02645
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
127 reviews
30 repeat clients
from
$32
per visit

Liz was very responsive and attentive when it came to booking and taking care of Otis. She was kind enough to come meet him ahead of the scheduled date so that he was familiar with her (he loved her right away). She did a wonderful job looking after him, and she texted with picture updates. We’d definitely book with Liz again as she treated Otis like her own pet.

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Sitter Profile Image: Alexa T.
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Sitter Profile Image: Alexa T.
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8. Alexa T.

Friendly Pet Sitters
Brewster, MA, 02631
7.0 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
51 reviews
9 repeat clients
from
$35
per visit

Thanks Alexa. He is in good shape. Boy do I know about pulling when he sees absolutely anything, a neighbor, a rabbit. But thank you for your attention to Ole Pete!

Sitter Profile Image: Chelsea C.
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Sitter Profile Image: Chelsea C.
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9. Chelsea C.

Rover 101
Reliable & Loyal Pet Sitter!
Harwich, MA, 02645
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
242 reviews
84 repeat clients
from
$38
per visit

On short notice, Chelsea recently took care of Cape Cod’s newest “wash-a-shore” cats, Humpty Dumpty & Red. Right from her initial visit, I knew that I had hired someone who was not only professional & knowledgeable, but was also passionate about caring for animals! My cats & I highly recommend Chelsea to anyone looking for an outstanding pet sitter!

Sitter Profile Image: Jessi C.
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Sitter Profile Image: Jessi C.
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10. Jessi C.

Active Aussie Mom
Harwich, MA, 02646
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Jessi is a an animal lover at her core. She shows the same care for your pet and she does her own. Her dog Luana has accompanied Jessi to work, hiking trails, weekend getaways and moved across the country with her. You can trust that Jessi will ensure your dog is fed on time, exercised as needed and snuggled with!

Sitter Profile Image: Anna J.
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Sitter Profile Image: Anna J.
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11. Anna J.

Local who loves animals!
Orleans, MA, 02653
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$30
per visit

Anna did a fantastic job w our 2 elderly pups! A++++

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Sitter Profile Image: Sadie R.
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Sitter Profile Image: Sadie R.
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12. Sadie R.

Come join the pack!
Harwich, MA, 02645
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
60 reviews
1 repeat client
from
$25
per visit

Sadie was awesome!! I felt so comfortable leaving my fur baby I’m her hands this week. Know she was taking him along with the other dogs made me feel so happy and less guilty about not being home. I highly recommend anyone needing care for their dog you will not be disappointed ❤️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Haley P.
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Sitter Profile Image: Haley P.
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13. Haley P.

Pawsitively Perfect Pet Services!
Chatham, MA, 02650
1.1 mi. away
Drop-In Visits, Dog Walking
5 reviews
from
$30
per visit

Haley is fantastic with Dogs of all sizes and breeds. She genuinely cares about them. She is honest, reliable and mature. Also, I trust her completely be in my home. I highly recommend her.

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Sitter Profile Image: Jan G.
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Sitter Profile Image: Jan G.
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14. Jan G.

Loving, reliable & trusted by pets.
Chatham, MA, 02633
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
25 years of experience
from
$25
per visit

About: I've been a pet owner ever since I was small child. From puppies & kittens, to rescues & even the occasional rabbit. My daughter now has a hamster and watching her care for a small pet brings back memories for me. While I am just starting out as having a pet sitting business, I can assure you, this new opportunity means the world to me by caring for our furry friends. Pet care is seamlessly integrated into my daily routine as I work from home, allowing me to provide constant attention, love, and professional care to my furry clients while your away. In both my home and clients' homes, I prioritize safety by creating pet-friendly environments, build trust through consistent care, and maintain a nurturing atmosphere for happy, healthy pets.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Megan J.
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Sitter Profile Image: Megan J.
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15. Megan J.

Active, Caring & Loving Sitter
Chatham, MA, 02633
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$25
per visit

Very few people can keep up with my one year old mini Aussie’s energy level but Megan is one of those people! Winston absolutely adores Megan! Megan treats Win as if he were her own fur baby. I highly recommend trusting Megan with your pup!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Livia M.
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Sitter Profile Image: Livia M.
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16. Livia M.

Dogs are my favorite people
Harwich, MA, 02645
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$30
per visit

About: I grew up with a lot of dogs and I've always loved them a lot. I love walking, caring and playing with dogs. I'm always the person friends think of when they need someone to take care of their pets I love being able to work with what I love the most which is being with pets. If you want to be able to work, have a night off or travel while your dogs have fun days, please contact me. I would be very happy to take care of your fur children. Being with pets is really something I love. I'd love to be able to take care of your pet while you're on vacation. Or if you're looking for someone to take care of them while you’re working. I'm available to play and walk around. I have a nice yard for the dogs to play. I live on a dead end street, so there is no car traffic. Next to my house there is a big park for dogs, so they can walk and play with other dogs.

Sitter Profile Image: Sophia G.
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Sitter Profile Image: Sophia G.
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17. Sophia G.

Here to give a good scratch & play!
Chatham, MA, 02659
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per visit

My dog is very picky when it comes to people, and I was amazed how quickly she warmed up to Sophia! I would completely trust her watching my pup.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Liberty R.
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Sitter Profile Image: Liberty R.
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18. Liberty R.

Passionate about all animals!!!
Harwich, MA, 02645
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$35
per visit

About: I am currently enrolled in vet tech school! I have experience with all types of animals! Animal care is my passion I love to put both owner and pet at ease. I work with pets everyday for my full time job! I have grown up with cats, dogs, horses and more. I worked at a boarding facility all through high school which is where my passion began! I love when people make me a list of their daily routine with their pet so I can make them feel as if your still home!

Sitter Profile Image: Megan M.
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Sitter Profile Image: Megan M.
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19. Megan M.

Trustworthy and attentive care!
Chatham, MA, 02633
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$15
per visit

About: One of my very first “jobs” growing up was pet sitting. I have a 9 year old husky/shepherd mix of my own that I’ve had since he was a puppy. I am very reliable and communicative and am happy to provide updates when caring for your pet. I am comfortable with all dogs, including puppies, senior, and large dogs, and administering medications such as pills or ointments. I am a flight attendant and have a very flexible schedule that I have the ability to move around as needed! I usually only work 3-4 days a week, but it is always changing! I am happy to work with you to the best of my ability to try to be available for your pet care. Safety is my top priority and I will always err on the side of caution. I will always leash dogs when taking them out and avoid unnecessary interactions with other dogs when walking them.

Sitter Profile Image: Mary S.
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Sitter Profile Image: Mary S.
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20. Mary S.

Walk and Wag
Chatham, MA, 02631
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
5 repeat clients
from
$15
per visit

About: Growing up my house was Noah’s Ark every stray or unwanted animal was brought home. I love animals and have vast experience dealing with dogs, cats, bunnies and Guinea pigs/ small mammals and birds. I currently have a small mixed breed dog who is taking vacation in Miami so does not currently reside in the house. I am lucky enough to currently work from home so my time is extremely flexible. I have the space,time and attention to dedicate focus on your furry friend. Currently I have a pet free home with lots of space for your furry friend to roam. I have a woodland area and walking path behind my house as well as a large yard which is unfenced. I have barrier gates at the entrance to the front doors and the stairs.

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Chatham Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Chatham are rated on average 5 out of 5 stars based on 37 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Chatham:


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.

Drop-In Visits