Dog Walkers in Head of Westport, MA
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Head of Westport dog walkers
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: I have been caring for pets ever since I got my own to care for at a very young age. I have years of hands-on experience caring for cats of all ages, including newborn kittens, energetic kittens and cats, and senior cats who all require extra attention, patience and love. I also have well-rounded experience caring for dogs. I have experience with mature and senior dogs, including boarding them, caring for, and walking. I have cared for energetic dogs to calmer dogs and always tailor my care toward their needs. I have dog walking experience on both trail walks and city walks and design appropriate routes depending on the dog’s ability and character. I understand the importance of routine, attentiveness, and gentle handling while caregiving and always follow instructions diligently. Over time, friends and family have relied on me to check in on, feed, play, pet sit, and board their pets for days or weeks while they were away, trusting me to keep their pets safe, comfortable, loved, and well cared for. I currently work from home 3 days a week, only 2 days in office so I will have plenty of time and flexibility to care for pets. I am available Mondays, Tuesdays, and Fridays for check ins or walks. I am also available on weekends and most holidays for all services. I am very respectful of others homes. I will follow every detail and instruction I am given. I can stay in clients homes for boarding, walks, or check-ins. I can provide multiple updates or whatever the client desires. I am accepting of camera monitoring if desired to ensure trust and safety for clients. I have no children and only 1 cat in my house and live in very quiet neighborhood ensuring tranquility for pets to feel safe and comfortable in my home.
“Haley was great with my puppy, Ollie. She was punctual, very communicative, and provided me a completely stress free day! You can tell she both loves and is knowledgeable about animals. Ollie was very excited to see her every time she came!”

“Ixia does a great job with our dog, walking him more than the time required, many photos and great explanation of walk and report card. Will continue to use her to walk our dog!”

About: I have 3 dogs of my own! I’ve taken care of dogs my whole life! And I even used to work at a horse farm! I grew up helping take care of goats, chickens, cows and horses! My work schedule is flexible! I spend a lot of time driving around so have plenty of time to run to your house every few hours to let your dog out or take care of any pet needs. My 3 dogs are crate trained, they know how to walk on leash and they also follow commands and walk alongside off leash. I can let dogs out for a quick bathroom break or take them for a walk to help stretch their legs
“We signed up for the app and sent a message to Angela and Adam and got a response within minutes. They immediately booked a meet and greet. Our boy,Teddy, still has a bunch of puppy energy and can be intimidating to some because of his size. He is 80lbs of muscle and marshmallow. He is a rescue and not much is known about his past so there were some things we were concerned about in finding someone to walk him, but they both were very confident that they could handle him. Their demeanor made our family feel so comfortable. It's been a week and he has taken to Angela and Adam very well. They communicate when they are on their way and when they've left. They send pics that show he is having a blast. We are very happy knowing that Teddy is getting some exercise and TLC during the day and is in great hands!”


About: I’ve taken care of dogs since I was 15! I’ve had pets all my life growing up though! My neighbors, friends, and family, have relied on me to feed, walk, play, and give cuddles to their pups! I currently am working part time as I just started a new job, so i’ll have plenty of time to play with your pup and get them some exercise! My home has a fenced in dog park that i’m sure your dog would love to run around in and get some energy out! If your dog is better on a leash and loves to walk and sniff around your area I am happy to do that as well! I just want to be able to give your pup a safe and happy visit 😊
“Kristie and Dom are great! They are so kind, and take such great care of our puppy!! They always send photos while they are there, and follow all the directions I leave to a T! I highly recommend them”

About: I’ve been around dogs my whole life growing up, we had family dogs like beagles, goldendoodles, and a Shih Tzu. While living with my dad in New Bedford, I helped care for his pitbull and spent time with our goldendoodle, too. I’ve also helped friends with their dogs, including caring for a Chihuahua while my friend traveled. I’m confident with dogs of all sizes and personalities, and I always treat them with patience, love, and care. specialize in dog walking, cat care, and drop-in visits since I can’t host pets in my home. As a mom, I understand the importance of trust and routine, and I’ll treat your pets with the same patience, attention, and love I give my own family. Whether your dog needs a good walk or your cat just needs feeding and some playtime, I’ll make sure they’re happy, safe, and cared for. I’m all about creating a calm, safe space where pets feel loved and relaxed. I have experience handling different pet personalities and making sure they feel at home , I treat every fur baby like family with lots of love, play, and attention to their routine and comfort.
About: Growing up i had a husky and a chocolate lab a couple pit bulls amongst other animals like ferrets, ducks and plenty of cats. I live with my 9 goldfish and two male corgis mixed with Australian cattle dog, 5 and 4 year old now :) I work Monday -Fridays 7am-3pm so I would be available anytime after that during the week and on Saturday and Sundays i am flexible with the times. I look forward to spending time, exercising and playing with your fur babies I'm currently working full time during the week but at night I can take your pups out for walks or play with then in the back yard. And if you happen to have cats I can also feed and play with them too. I love all animals. I don't have boarding as an option, I do offer to stay overnights if needed. I would give your fur baby love attention just as I would give mine.
“I felt very confident when she was enthusiastic about setting up a quick meet and greet. She completed the walk despite a minor collar failure, and I appreciated her transparency with the situation. Professional, polite, and wonderful to work with!”

About: I've had all types of animals growing up. From small critters to dogs. Currently own 2 cats named Sasha and Coco, chickens and have 3 freshwater fish tanks. I've house/pet sit for friends over the years. I have pretty good flexibility everyday for short visits > 2 hours. I have two young children in school so depending on time frame one might have to accompany me but if not needed I can work around it. My cats are pretty self sufficient as cats are but they are fed every morning and evening and get treats. They are indoor cats aged 7 and 8. I feed fish daily and do water changes once a week as Maintenance. Chickens are a bit more daily maintenance with cleaning out coop everyday and filling water and feeder but it's rewarding (especially with getting eggs)
“Cassidy is a great dog walker. She clearly really loves dogs and my dog is always super excited to see her! She also always gives me details about his walk which I appreciate.”

About: I have been taking care of pets since I was 15! Dogs, cats, ferrets, rabbits, and fish from all breads and ages, big or small. I take care in bathing, grooming, feeding, and walking! I am currently a student full-time so I am only available during holiday breaks and in the summer. I take care of my own pets and sisters so I am only available thursday, friday, and on weekends. I can keep to the schedule you give me for your companion! I can give baths, play, feeding, and go on walks. I take lots of pictures and will update you on how the walk/sitting is going frequently. I know every companion has their own personality and will take the time to get to know them to make their experience with sitters a comfortable one!
About: I have lifelong experience caring for dogs, from growing up with them as a child to raising them as an adult. I currently own a puppy and love being hands-on with daily walks, training, and playtime. With years of experience providing consistent care, attention, and affection, I understand the importance of keeping pets happy, healthy, and safe. I work full-time Monday through Friday, but I’m available on weekends for walks, playtime, and pet sitting. During the week, I can also stop by for quick potty breaks, feeding, or check-ins to make sure your pup is comfortable and cared for. Your pet’s safety is always my top priority. I’m lucky to have a fenced-in dog park right in my neighborhood, which gives pups a safe space to play, exercise, and socialize. You can trust that your dog will always be cared for in a secure and loving environment.

About: I am a vet tech and animal handler. I have been working and taking care of pets professionally for the last ten years both in doggy day care/ boarding and training but also emergency and critical care. I’m addition to my education and work history I also foster neonates, train, and help local rescues. I have been a life line for those who have older pets or those fresh from hospital stays for pet parents who appreciate the peace of mind someone is checking in. I have been the energy outlet for younger pets who are still learning, and will keep up and work with any training you’ve been learning. My availability is during normal working business hours, and I don’t mind late, or last minute bookings. I do require a meet and greet for new clients; as I believe it is important to know that it is a right fit for both myself but more importantly you and your pet. With my current work schedule and location I am happy to meet your pet for walks and drop ins! At this time I am not available for overnight boarding. I know what it takes to make a dog happy and enriched. I will enforce any training regime you’re currently working on, administer meds if needed. I treat every animal as though it is my own and am more then happy to provide pictures during visits and walks to keep owners updated about how their pet doing.

About: I have a passion for dogs and I enjoy spending time with dogs and taking the time to train them. I am dog walking various types of dogs and focused on leash pulling, reactivity, recall and basic commands. I'm currently working part-time, so I have a flexible schedule. I work every other weekend in the morning and afternoon and I work a few nights. I have a young dog at home I often take him on walks and play ball with him. I also have a 13 years old English Golden Retriever. I still take her on small walks. I regularly walk two Great Danes 2-3 times a week. I working on leash reactivity and pulling.
“Anna has been walking my pup for a few weeks now. She came in on an emergency fill in basis and I was glad to ask her to stay on full time. Reliable and thorough with being on time and filling me in on all the details of the walk. She has a great eye with the camera too lol, I always look forward to my daily pictures. Who doesn't feel awful walking out the door in the morning to those eyes looking up at you, feels better when you know someone who cares will see them during the day.”

“My dog got a cut on her ear walking in the woods, and Brittanie responded perfectly. She reached out to me, we discussed what to do, and she waited for my sister to arrive. Turned out to be very minor, but I was so grateful she was extra cautious and communicative. I feel really comfortable with her caring for my Millie.”

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The median cost per walk for dog walking in Head of Westport is $20
Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Head of Westport average 4 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Head of Westport on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 1,505 dog walkers in Head of Westport. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Head of Westport dog walkers respond in under an hour.
Dog walkers in Head of Westport have an average of 14 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Head of Westport.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 1,505 dog walkers in Head of Westport on Rover, so you’re sure to find the perfect match for your dog! In Head of Westport, 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.


