Pet Sitting Chatham

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

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Over 4
pet parents in Chatham have booked pet sitting

Chatham, Find top rated pet sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Alice B.
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Alice B.
Star Sitter
$23
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
75 years of experience
HARWICH, MA, 02645

Alice was reliable and even left me a nice note at the end. Came home to a happy, well-fed kitty!

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Peggy S.
Sitter Profile Image: Debbie C.
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Debbie C.
$34
total per visit
5.0 out of 5 stars
13 reviews
1 repeat client
15 years of experience
Chatham, MA, 02633

Debbie was great with our two active dogs! Very professional and so kind. We look forward to having her stop by again!

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Kathy A.
Sitter Profile Image: Zuzana C.
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Zuzana C.
$25
total per visit
4.8 out of 5 stars
24 reviews
9 repeat clients
23 years of experience
Orleans, MA, 02653

Zuzanna is simply the best!! So loving and responsible and cares for our 2 babies as if they were her own. We feel completely as ease when we have Zuzanna come to our home to walk our dogs as we know we are in good hands. Thank you Zuzanna!!

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Laura C.
Sitter Profile Image: Rich H.
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Rich H.
$28
total per visit
5.0 out of 5 stars
14 reviews
6 repeat clients
35 years of experience
Harwich, MA, 02645

Rich did a great job caring for my 3 Huskies in my home. He is reliable, prompt and always communicated before and/or after each visit. I would definitely recommend Rich to care for pets.

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Susan I.
Sitter Profile Image: Jacqueline T.
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Jacqueline T.
$25
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
50 years of experience
Chatham, MA, 02633

Jaqueline is great! Communicative and caring. Highly recommend her services.

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Vanessa O.
Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
$25
total per visit
5.0 out of 5 stars
42 reviews
10 repeat clients
17 years of experience
Brewster, MA, 02631

Emily was fantastic! She was communicative, kind, and took such great care of our cat. She went above and beyond to make sure we came home to a fully clean litter box, too! I'm so glad we found someone we can fully trust with our kitty. And on top of all that, she also takes great pictures! Truly so grateful for everything she did ❤️

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Sara E.
Sitter Profile Image: Kellie J.
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Kellie J.
$23
total per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
21 years of experience
Orleans, MA, 02653

I cannot rate Kellie high enough. She was prompt and friendly. Super reliable and cooperative. I would recommend her and definitely would use her services again.

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Hilary T.
Sitter Profile Image: Sadie R.
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Sadie R.
$28
total per visit
5.0 out of 5 stars
65 reviews
2 repeat clients
10 years of experience
Harwich, MA, 02645

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 ❤️

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Ellen M.
Sitter Profile Image: Abby E.
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Abby E.
$28
total per visit
5.0 out of 5 stars
7 reviews
15 years of experience
Harwich, MA, 02646

About: I’ve always grown up with dogs which means not only do I have a lot of experience with dogs, but I have a special love for dogs as well. I can promise you that your dog will be safe and happy with me! I’m currently working part-time so I will be available on weekdays and some weekends from 9 am-6 pm. I am not available for boarding, but am always open to a drop-in or walk! I will make sure I know all the information needed before entering your home and interacting with your dog. I am reliable and am always free to talk about the best ways in which I can ensure a safe and comfortable experience for both you and your pet.

Sitter Profile Image: Skyla P.
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Skyla P.
$28
total per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
9 years of experience
Harwich, MA, 02645

Thank you Skyla! It was great to be able to enjoy our day out knowing that the dogs were going to have a midday check in. Skyla was very communicative and jumped in to help with very little notice

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Laura & Neil M.
Sitter Profile Image: Alexandra R.
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Alexandra R.
$28
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Chatham, MA, 02633

About: I have taken care of all kinds of dogs and cats my whole life. I have also managed a boarding kennel and doggy daycare where I worked for many years. I am available to walk your pup around your neighborhood and I am able to stop in and visit with your dog or cat whenever you need! I have experience caring for more than 25 dogs at once. I am very well trained in making sure dogs are having fun playing, while still be safe.

Sitter Profile Image: Aliaksandra I.
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Aliaksandra I.
Star Sitter
$22
total per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
21 years of experience
Dennis Port, MA, 02639

Great job! Thank you

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Judy V.
Sitter Profile Image: Hayley R.
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Hayley R.
$34
total per visit
15 years of experience
Brewster, MA, 02631

About: I’ve grown up with dogs of all kinds—big, small, energetic, and everything in between! From Huskies to Pitbulls, I’m comfortable with every breed and always provide loving, respectful care. I work full-time during the week but am available for evening visits after 5:30 PM. Most Saturdays I’m available after 1:00 PM, and I’m fully available on Sundays. I’m very reliable and love keeping pet parents updated so you always feel comfortable and confident. While I don’t offer pet care in my own home, I’m happy to care for your pet(s) in the comfort of your home where they feel most safe and relaxed. I follow all care instructions closely and can accommodate feeding schedules, medications, litter box care, playtime, and plenty of attention. I’m also available for overnight stays if needed.

Sitter Profile Image: Chelsea C.
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Chelsea C.
$43
total per visit
4.9 out of 5 stars
305 reviews
116 repeat clients
10 years of experience
Harwich, MA, 02645

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!

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Arthur A.
Sitter Profile Image: Marie V.
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Marie V.
$34
total per visit
5.0 out of 5 stars
41 reviews
10 repeat clients
20 years of experience
Orleans, MA, 02653

It’s always a 5 star visit from Marie. After a two week stay in the kennel Marie picked up Sunny while we were on our way home from the airport. Marie had her settled in, fed and we were greeted by a happy dog.

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Tom M.
Sitter Profile Image: Jackie D.
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Jackie D.
$34
total per visit
5.0 out of 5 stars
21 reviews
3 repeat clients
35 years of experience
Harwich, MA, 02645

About: I am a very compassionate, enthusiastic person that absolutely loves dogs! I don’t have a dog of my own anymore and only take one dog with no other dogs - unless the dogs in your family are more than one - the more the merrier in that case I’m in! I know many dogs do not get along with other dogs which is normal for many dogs, no worries I get it! This is a huge peace of mind for many dogs and their owners- and my specialty catering to one dog - hence my pricing. Believe me it’s worth every penny! A bit about me- my family and friends have always say “I’m a dog whisperer”! I have always had dogs in my life, but I lost my best friend (yellow lab). She was my soulmate! I am now ready to enjoy and take care of your fur-baby or fur-babies as my own. I give one on one attention to your dog that you will not find anywhere! All the dogs do very well with me, and their owner’s have all said they’ve had a huge relief knowing their fur- babies are in good, loving hands with me! You will absolutely have a peace of mind!! I’m available for house sitting in their comfort of your home or vacation/summer home or boarding here at my home. I also do drop in visits with walks, play and company for your pet. I love going on adventures with trail hikes, beaches and exploring with your pups. I know dogs, and I know their needs. Dogs need social interactions, company and lots of attention just like we do as humans! Your dog(s) will always be my bestie too! I look forward to hearing from you, meeting you and your fur baby! I am home full time (early retired teacher) and have plenty of time to walk, play and cuddle with your pet! I’m available for your needs and your pet needs too! I have a great yard, deck to play and hang out together. I live in a quiet area that has great places for taking walks, hikes, beaches (when dogs are allowed during the year here), and adventures with your fur baby! People tell me it’s like doggie vacation camp when their dogs come stay with me!

Sitter Profile Image: Iben M.
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Iben M.
$84
total per visit
5.0 out of 5 stars
32 reviews
6 repeat clients
25 years of experience
Chatham, MA, 02633

About: Growing up in Denmark, my family did training and grooming of dogs, as well as breeding Golden Retrievers (my mum introduced the breed to Denmark in the 1950s). We also had an English Mastiff and a Scottish Terrier. My love for animals led me to work for an animal welfare organization for nearly a decade, where I was involved in the rescue of dogs and cats from New Orleans after Hurricane Katrina, among many other projects. I travel a lot for work so I haven't had a dog for years and I miss that very much. I would love to help take care of your furry companion when you are in need of a dog sitter. I work from home for an nature conservation organization and am available most days, evenings, weekends, and holidays. I work from home and have quite a bit of flexibility in my day to go for walks. I prefer 3 walks a day myself, 15-30 min each! I have no dogs myself currently and can dog sit in your home (as long as there is reliable wifi), or take your dog to my house.

Sitter Profile Image: Laurie M.
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Laurie M.
$34
total per visit
5.0 out of 5 stars
12 reviews
1 repeat client
30 years of experience
Brewster, MA, 02631

Laurie clearly has a love for animals. She made contact every day with pictures. She let us know about an issue with heating. The cat boxes and floor areas were clean when we returned. Food and water were left according to instructions. We would happily hire Laurie again to care for our two cats.

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Nikia P.
Sitter Profile Image: Alyssa H.
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Alyssa H.
$39
total per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Harwich, MA, 02645

About: I’ve lived with, cared for and loved pets for my whole life. I’ve been helping friends, family members and neighbors with their dogs for many years. Having just lost my beloved dog of the last 11 years, I truly miss the company and would love to spend time with and help someone out with theirs. I'm a reliable, easy going person who genuinely loves spending time with pups of all shapes and sizes. Whether your dog is full of zoomies or prefers a slow sniff-and-stroll, I'm happy to match their vibe. I am new mom with a little one. I’m enjoying my days at home with him. I can have him tag along or come alone. I have a fenced in back yard for your pup to run around in. I’m happy to walk your pup in your neighborhood or bring them on adventure to one of many walking spots the Cape has to offer.

Sitter Profile Image: Hannah M.
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Hannah M.
$28
total per visit
6 years of experience
Harwich, MA, 02645

About: I’ve taken care of neighbors dogs as well as friends and family. They’ve been all sizes from big to small and all different breeds. I’ve also had a family dog and cat my whole life and I’ve helped to care for them ever since I was little. I’m currently working to find a new job after doing seasonal work, so I have ample time currently. Once I find a job I will likely be off weekends with the most free time then. I live with my parents and they have a fully fenced in yard, perfect for roaming and running around to play if your pet came to stay.

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The median cost per visit for pet sitting in Chatham is $25

Pet parents share their Rover experiences - Chatham

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5.0 out of 5 stars

Caitlin was prompt and attentive. I appreciated the daily photos. Max looked relaxed and content. It was great to have our senior kitty looked after in our home, since he doesn’t like to travel at all.

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Julie M.
Drop-In Visits
5.0 out of 5 stars

Caitlin did a wonderful job with our kitty for two weeks after being called in at the last moment. We will certainly use her again.

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Brian P.
Drop-In Visits
5.0 out of 5 stars

Debbie was great with our two active dogs! Very professional and so kind. We look forward to having her stop by again!

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Kathy A.
Drop-In Visits
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Chatham average 4
repeat pet sitting clients

FAQs for Drop-In Visits - Chatham

Frequently asked questions about Rover

The average cost for Pet Sitting in Chatham on Rover is $32.72 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 439 sitters on Rover offering Pet Sitting across Chatham. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chatham stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Chatham. On Rover:

  • 89% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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