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: 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: Marie V.
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Marie V.
$32
total per walk
5.0 out of 5 stars
• 44 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: 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: Staci K.
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Staci K.
$34
total per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Harwich, MA, 02645

About: Hi, I’m Staci—a born and raised Cape Codder, mom of four, and lifelong animal lover! 🐾 With an associate’s degree in Veterinary Technology and over 10 years of experience as a veterinary technician in local Cape vet hospitals, I bring both knowledge and heart to pet care. I’ve worked with a wide variety of breeds and temperaments, and I understand that every pet has their own needs, routines, and favorite ways to be loved. Whether you’re looking for a dog walker, a caring sitter, or someone to give your cat attention while you’re away, I’d love to help. From sniff-filled strolls to playtime and quiet company, I’ll tailor my care to what makes your pet happy and comfortable. I look forward to meeting you and your furry family member! 🐶🐱 I’m currently working part time and happy to schedule drop in visits and and dog walks! I’ll be as flexible with your schedule and needs as possible! And I would love to get you on my schedule for reoccurring walks and visits! 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: 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: 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: 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: 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.

Sitter Profile Image: Jackie D.
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Jackie D.
$56
total per walk
5.0 out of 5 stars
• 22 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: Abby H.
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Abby H.
$28
total per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Eastham, MA, 02642

About: I grew up with cats and dogs for my whole life. I love caring for them as I believe they care for us too. Own an oldie Goldie with my boyfriend! I am currently working in Chatham. I get out at 1pm Tuesdays, Thursdays and Saturdays. I go into work at 1 pm on Monday's and Fridays. I have Wednesdays and Sundays off. I have a golden retriever and a 15 year old black cat! I don’t have a fenced in yard. Looking to do more dog walking and watching!

Sitter Profile Image: Sarah M.
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Sarah M.
$50
total per walk
5.0 out of 5 stars
• 7 reviews
20 years of experience
Harwich, MA, 02645

“She is very kind and Guinness took to her very quickly. Thank you!”

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Michael R.
Sitter Profile Image: Helena W.
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Helena W.
$39
total per walk
5.0 out of 5 stars
• 24 reviews
5 repeat clients
35 years of experience
West Yarmouth, MA, 02673

About: I have cared for pets my whole life and frequently care for friend’s pets when needed. I have a home in Yarmouth, work remotely full time and always open to caring for pets in their own home if preferred. I have an amazing cat of my own that loves other animals. I also have a 16 year old daughter that has helped raise dogs & cats since she was a baby. I look forward to connecting with you and caring for your fur baby! I currently have a work from home schedule, Monday through Friday with flexible availability for pet care in between. I own my home in Yarmouth. I have a very big yard with a runner for pups that enjoy being outside. I have the ability to keep kitties indoors if preferred. Plenty of space in my home to care for pets.

Sitter Profile Image: Matthew F.
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Matthew F.
$23
total per walk
18 years of experience
Dennis, MA, 02638

About: With a lifelong love for animals and extensive experience caring for two larger dogs, I offer top-notch dog sitting services. Your furry friend will receive the utmost care, attention, and affection while you're away. I currently work remotely, which gives me the flexibility to provide reliable and attentive care for your pet throughout the day. I’m able to stop in and check on your pet several times a day, as well as spend extended time playing, exercising, and giving them plenty of attention and companionship. I am a detail oriented person who follows directions. I am comfortable taking your pet on walks. Also, I can take your pet in my car if need. Willing to take your dog to the park as well.

Sitter Profile Image: Catherine B.
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Catherine B.
$23
total per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
33 years of experience
Barnstable, MA, 02601

“Catherine is very knowledgeable and friendly. She genuinely loved Brady and he loved her as well. We will try to get her when needed in the future.”

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John F.
Sitter Profile Image: Nikki W.
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Nikki W.
Star Sitter
$32
total per walk
5.0 out of 5 stars
• 81 reviews
28 repeat clients
3 years of experience
Osterville, MA, 02655

“Nikki was awesome with our 2 high energy dogs! We appreciated the chance for a meet and greet, as well as her prompt communication and attention to detail. Thanks Nikki!”

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Kira A.
Sitter Profile Image: Julia V.
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Julia V.
$23
total per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
15 years of experience
Sandwich, MA, 02532

About: I have taken care of dogs, cats and reptiles my whole life. I am a reliable, English teacher who loves long walks after school with my dog! In the summer, I have a lot of time available. Teaching has always been my passion and it definitely helps me become a patient caretaker to my dog and the lovable pets I watch! I currently have summers off due to my teaching schedule. During the school year I am available anytime after 4pm on weekdays and anytime on weekends. I can easily crate your pet if needed- we also have a fenced in yard that easily holds both of our medium sized dogs. 🐾

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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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    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.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  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 walking - Chatham

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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 of Dog Walking in Chatham on Rover is $22 per walk as of October 2026. Most bookings cost between $20 and $22 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 402 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Chatham after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 92% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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