Dog Walking Chatham

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Over 3
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
5 reviews
3 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: Zuzana C.
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Zuzana C.
$28
total per walk
4.8 out of 5 stars
24 reviews
9 repeat clients
23 years of experience
Orleans, MA, 02653

About: I have take care of animals for over 2 decades. Pups are my favorite and I also have chickens and volunteers with horses on a local farm. I respect nature and appreciate what great companions animals are for us humans. I treat them as family members. I had 3 dogs from puppies to their senior age and understand all stages of dog lives. I can play, socialize, train puppies. Walk fast pace with athletic dogs or slow down for littles or seniors. I can give medicine and keep an eye on health any conditions. I have 10yo son who is a huge dog lover and helps out with our dog and chickens and also does barn chores at the farm. I feel so blessed we both feel the same love for all creatures on Earth. I currently work from home, so your pup(s) will have a companion most of the time. I also go on 2-3 walks a day and we have a nice private yard for additional play and relax. We have a private yard, one friendly 2yo Boston terrier who has proven to be more than a gracious host to all sorts of furry visitors. He naturally accepts their energy if they want to play or are shy and need time. We also had some rescues and traumatized pets and Gizmo proved to a respectful companion. He is the reason I love pups and want them to have the most fantastic time in our home.

Sitter Profile Image: Kellie J.
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Kellie J.
$28
total per walk
5.0 out of 5 stars
17 reviews
7 repeat clients
21 years of experience
Orleans, MA, 02653

We were in need for a very last minute responsible, caring person to provide drop in and walks for our two dogs. Kellie responded immediately and based on your prompt response, communication and rave reviews, we hired her. She was responsive to my questions, very attentive to our two dogs and took extra special care of them due to the extreme heat. She sent pictures and comments and updated us frequently. Kellie is kind, attentive and an excellent caregiver. We will definitely be using Kellie’s services again and we strongly encourage you to as well!

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Tracey N.
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: Emily D.
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Emily D.
Star Sitter
$25
total per walk
5.0 out of 5 stars
42 reviews
10 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: Marie V.
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Marie V.
$32
total per walk
5.0 out of 5 stars
41 reviews
10 repeat clients
20 years of experience
Orleans, MA, 02653

While visiting Orleans on vacation, Marie walked my dog two afternoons. She took the time to meet with me and my dog a day before the walks. She took my dog for nice long walks and made sure she had food and water after the walks.

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Ken G.
Sitter Profile Image: Debbie C.
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Debbie C.
$34
total per walk
5.0 out of 5 stars
13 reviews
15 years of experience
Chatham, MA, 02633

Debbie took our 2 dogs ( German shorthair pointer and chocolate lab) on nice long walk for two days in a row over the weekend. Debbie arrived on time and communicated with me and followed all of my little tips in a note I left for her. She was even able to switch up the arrival time on the second day as needed. Our pointer has to be crated and Debbie was able to easily access and secure the crate. The same dog is young and strong with a tendency to pull on walks and Debbie was easily able to walk both our dogs together and control them. I would definitely book Debbie again.

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Bridget B.
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: 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: Sadie R.
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Sadie R.
$28
total per walk
5.0 out of 5 stars
65 reviews
2 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: Abby E.
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Abby E.
$28
total per walk
5.0 out of 5 stars
7 reviews
15 years of experience
Harwich, MA, 02646

Abby was wonderful and sweet with my dog Kona, especially helpful out last minute. She gave photo updates when she arrived and ended their walk. I would recommend her to anyone!

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Julia D.
Sitter Profile Image: Svitlana B.
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Svitlana B.
$30
total per walk
1 year of experience
Chatham, MA, 02633

About: I have years of experience caring for animals of all breeds and ages. From playful puppies to senior dogs, I approach each pet with individual care, ensuring their needs and comfort are met. Neighbors, friends, and family have trusted me to walk, feed, bathe, and engage in playtime with their beloved pets. I prioritize safety, health, and creating happy moments for every animal in my care. I’m flexible and able to adapt to your schedule, providing consistent care for your pet. I am available for regular walks, home visits, and special attention while you’re away. I have a spacious, green yard where your pets can safely play and explore. With plenty of room to run around, they’ll have a fun and secure environment to enjoy while you’re away.

Sitter Profile Image: Laurie M.
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Laurie M.
$28
total per walk
5.0 out of 5 stars
12 reviews
1 repeat client
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: 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: Alexandra R.
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Alexandra R.
$34
total per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Chatham, MA, 02650

Alexandra is the best! I had an emergency and needed to go to Boston for the day. Alexandra responded to me right away came over and met my three dogs and was able to take care of them twice this past Tuesday. My dogs are leary of new faces-but when Alexandra came in my house, you would think she was a long, lost friend as they loved her immediately! I live in Chatham and would recommend anyone who needs a reliable and friendly dog walker to use Alexandra! ⭐️⭐️⭐️⭐️⭐️

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Elizabeth H.
Sitter Profile Image: Lara S.
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Lara S.
$28
total per walk
5.0 out of 5 stars
2 reviews
45 years of experience
Barnstable, MA, 02668

About: I am a very active 49 year old mom with adult children and two small dogs. I grew up with animals my whole life, and my family even owned a chain of pet stores when I was growing up, where I worked. My family is packed with doctors and vets. I move to the Cape full time and am available to walk dogs, house sit, and board small to medium sized animals in my home in Orleans. We have a fenced in backyard and lots of space to run on the beach. I work remotely, part-time as an attorney and set my own schedule. My true love is animals! My flexibility gives me plenty of time to care for pets, in your home, in mine, or just for a walk. I take my dogs for a daily run to on the beach and am happy to take along another. I can also care for your dog alone in your home (and leave mine home with my amazing family). Finally, I am available for walking your pup, most days in your neighborhood or mine. We have an acre of land and half is fenced in for dogs. We have extra cages if desired. Ours never enjoyed their crates. We will follow your schedule and treat your pet like a member of the family. We invite interviews in advance to ensure we are the right fit for your pet.

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

Aliaksandra was lovely and incredibly helpful with walking my dog, Kona. She gave a detailed report of their walk with photos and her communication was great. She took such good care of my pup and I would recommend her to anyone.

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Julia D.
Sitter Profile Image: Peyton V.
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Peyton V.
$18
total per walk
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
$39
total per walk
5.0 out of 5 stars
163 reviews
42 repeat clients
40 years of experience
Brewster, MA, 02631

Karen was wonderful!!

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

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How Rover works

  1. 1. Search

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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 July 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 July 2026, there are 457 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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