Dog Walking Chatham

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 2
pet parents in Chatham have booked dog walking

Chatham, Find top rated dog walking

Prices are estimates per walk 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 walk
5.0 out of 5 stars
• 8 reviews
4 repeat clients
75 years of experience
HARWICH, MA, 02645

“Alice is wonderful with our puppy and is very dependable. We will definitely continue to contact her for walks. Alice also sends us cute pictures after their walks.”

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Beth
Sitter Profile Image: Marie V.
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Marie V.
$32
total per walk
5.0 out of 5 stars
• 43 reviews
10 repeat clients
20 years of experience
Orleans, MA, 02653

“Marie is so wonderful with our dog, Rusty! She has been very professional and easy to correspond with right from the start. I would definitely recommend her!!”

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Jennifer F.
Sitter Profile Image: Jennifer J.
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Jennifer J.
$19
total per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Chatham, MA, 02659

“Jennifer took amazing care of my two dogs and she went above and beyond to make sure they were comfortable and happy! I would highly recommend!”

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Madison K.
Sitter Profile Image: Emily D.
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Emily D.
Star Sitter
$25
total per walk
5.0 out of 5 stars
• 89 reviews
21 repeat clients
17 years of experience
Brewster, MA, 02631

“Emily has been wonderful walking my dog. Very punctual and sends great pictures. And always very communicative. I’m not worried about my doggy when she’s with her”

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Jenna A.
Sitter Profile Image: Laurie M.
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Laurie M.
Star Sitter
$39
total per walk
5.0 out of 5 stars
• 14 reviews
3 repeat clients
30 years of experience
Brewster, MA, 02631

“We hired Laurie to bale us out when we were in a situation, one with a broken leg the other with the darn upper respiratory virus. She was great. Very take charge, warm and friendly and our dog loved her. She gave good feedback about her walks and even helped catch our little sneak when she escaped our yard before her walk. I highlyrecommend Laurie!”

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Katherine R.
Sitter Profile Image: Tracey D.
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Tracey D.
$36
total per walk
5.0 out of 5 stars
• 124 reviews
37 repeat clients
30 years of experience
Dennis Port, MA, 02639

“Tracey is so conscientious and responsive, but most importantly, she really cares about the pets in her care. We are lucky to have her as a dog walker!”

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Bridget B.
Sitter Profile Image: Zuzana C.
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Zuzana C.
Star Sitter
$39
total per walk
4.9 out of 5 stars
• 30 reviews
9 repeat clients
23 years of experience
Orleans, MA, 02653

“Zuzana was fantastic with my French Bulldog Boomer while I was on vacation in Cape Cod. She walked him 4 times in 2 days while I was sightseeing in places that wouldnt allow dogs. She was always on time and gave me wonderful progress reports, including water refills and belly rubs! My boy Boomer abaolutely loved her. Highly recommend Zuzana!!!”

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Ann K.
Sitter Profile Image: Lily A.
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Lily A.
$30
total per walk
1 repeat client
7 years of experience
Harwich, MA, 02645

About: I’ve been the primary caregiver for my own dog, Nelson, and my family cat, Luna, for the past seven years. In addition, I started my own dog walking business over three years ago and have had the opportunity to care for dogs with all kinds of personalities and energy levels. I’m comfortable administering medications with clear instructions, following detailed care routines, and making sure every pet receives the attention they deserve. If you’re looking for someone who will care for your pets the same way you do, you’ve come to the right place. Whether it’s an energetic puppy, a senior dog who needs a slower pace, or a cat who simply wants a calm companion while you’re away, I believe every animal deserves to be treated like family. I’m currently working toward a career in veterinary medicine by completing my pre-veterinary coursework. This fall I’ll be returning to school part-time, which gives me a flexible schedule and plenty of availability throughout the week for walks, drop-in visits, and overnight house sitting. My goal isn’t just to watch your pet—it’s to become someone both you and your pet are excited to see again. Nothing means more to me than earning your trust and building lasting relationships with the families I work with. When you return home, I want you to feel completely confident that your pet was cared for with kindness, patience, and genuine love every single day. Although I’m unable to board pets in my own home, I have experience providing overnight house sitting and in-home pet care. I know how important it is for many pets to stay in the comfort of their own environment, and I’m always happy to care for them where they feel safest. Most importantly, I understand that when you leave your pet with someone, you’re placing an incredible amount of trust in them. I don’t take that responsibility lightly. My goal is for you to enjoy your time away knowing your pet is safe, happy, loved, and receiving the same level of care they’re used to at home.

Sitter Profile Image: Sadie R.
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Sadie R.
$28
total per walk
5.0 out of 5 stars
• 67 reviews
3 repeat clients
10 years of experience
Harwich, MA, 02645

“Sadie is amazing! She’s kind and caring and patient! She has a true dog sense. She is so good with my very shy puppy and they are becoming fast friends:)”

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

“Rich is a great dog walker and I highly recommend him! He has great communication and is kind and caring! My dog was tired and content after his walks with Rich!”

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Ashley D.
Sitter Profile Image: Karen H.
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Karen H.
Star Sitter
$42
total per walk
5.0 out of 5 stars
• 187 reviews
50 repeat clients
40 years of experience
Brewster, MA, 02631

“Karen is awesome with dogs. Punctual and flexible for appointments”

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Karl K.
Sitter Profile Image: Staci K.
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Staci K.
$39
total per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Harwich, MA, 02645

About: Hi there! My name is Staci and I’m a born and raised Cape Codder and mother of 4! Our family loves all animals-we have 1 rescue pup named Bo, an awesome cat, Archie, and a rescue guinea pig named Hot Dog.🌭 I have my associates degree in Veterinary Technology and have worked in local vet hospitals on the Cape for the last 10+ years as a veterinary technician. I have lots of experience with all breeds and temperaments and would love to care for your furry family member! Currently working part time and happy to schedule drop in visits and pet sittings in your home! Contact me to discuss scheduling. I’m located in Harwich! I am a safe, trustworthy person with years of experience with dogs and cats of all shapes and sizes. I have been trained in the “fear-free” method of animal care and hope to make this experience enjoyable for you and your pets!

Sitter Profile Image: Elizabeth L.
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Elizabeth L.
$36
total per walk
5.0 out of 5 stars
• 214 reviews
38 repeat clients
20 years of experience
Harwich, MA, 02645

“Liz was amazing! We’ve never left our dog with a stranger before and they got along wonderfully. She took such good care of him. We’re so grateful and appreciative. She even gave us good local dog tips. Highly recommend!!”

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Ashley P.
Sitter Profile Image: Allison V.
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Allison V.
$23
total per walk
3.0 out of 5 stars
• 2 reviews
2 repeat clients
2 years of experience
harwich, MA, 02645

“Allison is a very good communicator. When she was running late she gave me a generous discount. She followed my instructions carefully and did a great job walking Thurston twice in the same day. Thanks so much!”

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Kim N.
Sitter Profile Image: Jackie D.
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Jackie D.
$39
total per walk
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: Caroline C.
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Caroline C.
$28
total per walk
16 years of experience
Chatham, MA, 02650

About: I grew up in a house of Golden Retrivers and I love meeting new dogs! I have been a dog walker in Boston for the past 4.5 years and well before that taking care dogs and walking since HS back in Holliston Ma. I have just permanently relocated full time to North Chatham and would love to start walking dogs again! I previously lost my 12 year old Golden Luna a year ago and now have an energetic crazy field Golden named Maggie who adores Chatham living. One of my clients that lives in Boston also resides in Harwich I have been walking her two Goldens Mac and Moby since 2023 down here whenever I was down at my families place. If you need a walker I would love to chat! I have a part time dog walker for 4.5 years and have a very flexible schedule that allows me to work around your schedule as needed. Unfortunately my condo only allows Golden Retriever Maggie so I would have to take care of your dog in your house/ drop ins at your place.

Sitter Profile Image: Athena G.
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Athena G.
$39
total per walk
7 years of experience
Chatham, MA, 02633

About: I have experience caring for dogs of all ages, from playful young dogs to senior dogs needing extra patience and attention. Whether it’s dog walking or pet sitting, I provide reliable, loving care and treat every dog like my own. Currently I am available per your request! I am happy to help whenever you need whether you are going away on vacation, need a quick drop in or maybe just very busy and need someone to walk your dog. I can provide photos of your pet for every visit to ensure your pet is properly cared for. You can have peace of mind knowing your dog’s safety, comfort, and happiness are my top priorities. I provide loving, attentive care and treat every dog like family, giving them the patience, affection, and attention they deserve.

Sitter Profile Image: Elizabeth D.
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Elizabeth D.
$20
total per walk
14 years of experience
Harwich, MA, 02645

About: I grew up with two dogs (Rocky and Sammie) and have cared for many family and friend’s dogs. My aunt owns a foster company and I learned to care for dogs through her. I have experience with senior care as well as special care/diet needs. Happy to help! I currently work in Harwich a couple days a week but am flexible most days. I have a car and am able to travel to help out! I am able to read an animals needs and give as much or as little attention as the animal needs. I am okay with animals being on my furniture but understand this behavior is not allowed with certain dogs. I will respect the requests of each owner and love being active if needed.

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

“Very accommodating and attentive to owners and pets needs. Flexible and adaptable to varying schedules. Extremely carrying and trustworthy.”

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Dan S.
Sitter Profile Image: Sally B.
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Sally B.
$28
total per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
30 years of experience
Dennis, MA, 02639

About: I have taken care of dogs for years and have owned Brittany Spaniels, a Poodle, a Cockapoo, and a Border-Jack. I enjoy caring for dogs and learning about their personalities. I enjoy walking the dogs and live in an area with dog parks and walking trails. My home has a big yard to play catch or just walk in. I take care of pets as if they were my own. I live in South Dennis in a nice neighborhood, with a large yard. I am home on most days and enjoy walking my dog. We like to walk the beach or trails in the area. I have a big yard in a quiet neighborhood. I have a friendly dog that your pets can play with. I can crate your dog if needed. There are dog parks, walking trails and beaches in the area to discover with your pet.

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The median cost per walk for dog walking in Chatham is $25

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  • 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.

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  • Reservation protection

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

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

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
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Popular requests for dog walking - Chatham

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chatham average 3
repeat dog walking clients

FAQs for Dog Walking - Chatham

Frequently asked questions about Rover

The average cost for Dog Walking in Chatham on Rover is $22.2 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of September 2026, there are 429 sitters on Rover offering Dog Walking across Chatham. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Chatham. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Chatham.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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.

Every walker 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 .

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

  • 90% of walkers can help with special care needs
  • 98% can help with giving oral medications or injections
  • 98% 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 dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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 walker.

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