Dog Sitting South Chatham

Book a South Chatham dog sitter to watch your dog in your sitter’s home or yours.

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Over 76
pet parents in South Chatham have booked dog sitting

South Chatham, Find top rated dog 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: Clare R.
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Clare R.
Star Sitter
$26
total per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Dennis, MA, 02660

About: I have extensive experience working with dogs of all sizes. Growing up, my family had large dogs (90+ pounds) for almost all of my life. I have watched and pet-sat for dogs of all sizes in the past few years for neighbors and friends. I’ve recently moved back to the Massachusetts area after a travel-heavy job for the past few years, so no fur babies of my own yet! I look forward to re-exploring some of the wonderful walking trails the Cape offers with your furry friends! I’m currently working as a server part-time, so have plenty of time to play with, walk, and feed your dogs/cats. I am available for boarding or pet-sitting in your home most weeks, and for walks nearly every evening, plus morning and afternoon shifts every Tuesday and Wednesday. I have a large backyard and walking trails within a 10-minute walk from my house, perfect for leashed adventures! I do not have any pets in the house full-time, but may have my parent’s well-trained and friendly rescue in the house on occasional weekends.

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: Angela M.
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Angela M.
Star Sitter
$23
total per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
6 years of experience
Eastham, MA, 02642

Angela was really attentive to our cats. So happy she could help us.

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Meredith 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: Kendall B.
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Kendall B.
$23
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Yarmouth, MA, 02673

Great experience! Professional and reliable! He followed all instructions perfectly and our little Maggie showed zero signs of stress. Will definitely plan other visits.

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Rosanna P.
Sitter Profile Image: Elizabeth L.
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Elizabeth L.
$36
total per visit
5.0 out of 5 stars
208 reviews
36 repeat clients
20 years of experience
Harwich, MA, 02645

Elizabeth took special care of Dahlia and Bubby. She sent pictures everyday and showed Dalia cat TV. I am very pleased with Elizabeth and would definitely use her again. It felt like I was leaving my pets with a trusted friend

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Mary Louise D.
Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter
$34
total per visit
5.0 out of 5 stars
595 reviews
116 repeat clients
29 years of experience
Brewster, MA, 02631

Great experience with Caitlin doing drop-ins with our dog while we were out for the days on vacation. Excellent response time and communication.

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Barry S.
Sitter Profile Image: Stefanie T.
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Stefanie T.
$28
total per visit
4.9 out of 5 stars
51 reviews
28 repeat clients
25 years of experience
Yarmouth port, MA, 02675

Stefanie is a fantastic pet sitter. She is a gem, personable and reliable. I have used her several times for my cat and highly recommend her!

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Bonnie D.
Sitter Profile Image: Jordan & Daniel G.
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Jordan & Daniel G.
$36
total per visit
15 years of experience
Orleans, MA, 02653

About: My partner and I are absolutely obsessed with dogs! We both grew up with dogs and have each raised and trained our dogs Toffee and Tony since they were puppies. We know the responsibility involved to care for your furry friend and will make them feel at home. - 15 years experience: puppy training, house and crate-training, boarding - 2 dog sitters with 2 dogs at home - Flexible schedule My partner and I both work from home so we walk our pups multiple times a day and take them to the dog park whenever the weather permits! We have two male dogs at home (Toffee, 3 y/o and Tony, 8 months) who love playing, cuddling, and being good boys! They can’t wait to play with your pup!

Sitter Profile Image: Peyton V.
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Peyton V.
$17
total per visit
10 years of experience
Harwich, MA, 02645

About: I've always had a furry friend and love all dogs. I've helped train working service dogs and worked in a puppy nursery caring for dog moms and their litters. I'm currently working part-time and have free time. I'm home all summer long and looking for ways to enjoy my day and do something I love to do. I have my own dog at home that is super friendly and live in a quiet neighborhood which is great for walks and meeting other people and their dogs.

Sitter Profile Image: Karen H.
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Karen H.
Star Sitter
$50
total per visit
5.0 out of 5 stars
173 reviews
46 repeat clients
40 years of experience
Brewster, MA, 02631

Karen did an excellent job. I returned home after four days to find everything in good order and a very happy kitty cat. I will certainly go to Karen again for cat care.

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Deborah W.
Sitter Profile Image: Megan F.
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Megan F.
$18
total per visit
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Harwich, MA, 02671

Megan was super responsive; arrived on time and we were really happy with her services!

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Juliana P.
Sitter Profile Image: Charlene B.
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Charlene B.
$28
total per visit
10 years of experience
Dennis, MA, 02639

About: I have an extreme love for all dogs and animals. My home is clean, quiet and safe to care for your dog I have two small dogs myself I am currently working from home partime so I am available all day in my home to take care of your dog. I have two small dogs, myself who are friendly. I have a yard but it is not fenced in. I love to take my two little dogs for walks and will be glad to take your dog separately or with my dogs which ever you prefer. I’m here to offer a safe, loving environment to care for your dog.

Sitter Profile Image: Tracey D.
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Tracey D.
$30
total per visit
5.0 out of 5 stars
122 reviews
37 repeat clients
30 years of experience
Dennis Port, MA, 02639

Tracey is so friendly , my dog Sophie instantly took to her . She sends messages throughout her visit and is a pleasure to deal with . Highly recommended!

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Coop O.
Sitter Profile Image: Rowan J.
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Rowan J.
$28
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Brewster, MA, 02631

About: I have been working with animals for many years. I have done lots of overnight pet sitting, walking, and dealing with medical needs. I have always had a passion for animals of all sizes. I have experience in giving medications, dealing with dogs with different temperaments, and dog training. I am currently in school during the mornings, but am free all afternoons to play with your pups! I am available for overnights and fully available on weekends! I currently have one dog. I do have a large fenced in yard which provides a great space for animals to run around and play in. I live in a super clean household that does not have any hazards towards animals. My dog is part of the family and is allowed on all furniture as well as beds.

Sitter Profile Image: Ashley R.
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Ashley R.
$28
total per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Harwich, MA, 02671

About: I have been a dog owner of all different breeds since childhood. I'm also a dog walker for the local community and enjoy every minute of it. I look forward to making some new furry friends and will treat them like my own. Please share as many details as you can about your pup, so I can care for them well. Thank you for your interest. I am self employed, so have plenty of flexibility for pup care. Although I cannot accommodate pups at my home, I can take them to the local beaches and trails. Car rides welcomed 🐶 I currently do not have the ability to house pups. For now my availability is strictly coming to the home for walks and/or pet sitting.

Sitter Profile Image: Beatriz B.
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Beatriz B.
$19
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Dennis, MA, 02660

About: I’ve taken care of dogs since I was 8 which is when I got my first puppy! Family and friends have always relied on me to walk, feed and play with their furry friends as they were away for work or vacation. During my senior year in high school, my senior project was dedicated to fight animal cruelty. For 9 months, I volunteered for an animal shelter where I used to play and take care of the dogs, as well as initiated fundraisers to help local shelters. I’m currently working full time from Monday-Friday, however I can accommodate my schedule to provide the best experience for you and your furry friend! I am available from Monday-Friday starting from 5pm for drop off visits or walks/play dates. I am also available on the weekends at any time. Care for your little friend will be provided according to client’s request/directions. Only on leash walks will be provided for the safety of your pet 🙂 If allowed, we can go for dog park visits and trail walks. Prior to our walks/drop in visits, I would love to set a time to meet you and your dog, so we can familiarize with each other and provide the most comfortable experience!

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: 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: Margaret H.
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Margaret H.
$20
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Harwich, MA, 02645

About: I’m the go-to pet sitter for many of my friends and family, I’ve cared for energetic puppies and older dogs that just need love and dignity, cats and everything in between! I believe warmth and understanding can lead to a loving connection with any pet! I am a part time tutor so I have plenty of availability and flexibility in scheduling. I am able to provide walks during traditional working hours and am happy to set up regular engagements. I live in an apartment with two other dog lovers and no other pets. We have cared for many family pets in our home and live in a very pet friendly area.

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

Dog parents share their Rover experiences - South Chatham

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5.0 out of 5 stars

Suzanne was communicative, flexible, and understanding when Petey needed time to warm up. She’s a pro at this! So grateful we could book her again.

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

As always, Robert was reliable and our dog was happy to see him each time!! Thanks for easing my mind when I have to go out of town!

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Brooke B.
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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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

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Popular requests for dog sitting - South Chatham

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Sitters in South Chatham average 4
repeat dog sitting clients

FAQs for Drop-In Visits - South Chatham

Frequently asked questions about Rover

The average cost for Dog Sitting in South Chatham on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 468 sitters on Rover offering Dog Sitting across South 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 South 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in South Chatham choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in South Chatham with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 91% of sitters can help with special care needs
  • 98% 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.

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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