Dog Walking Head of Westport

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Over 14
pet parents in Head of Westport have booked dog walking

Head of Westport, 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: Jenna C.
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Jenna C.
Star Sitter
$23
total per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
4 years of experience
Dartmouth, MA, 02747

Jenna exceeded my expectations. She was prompt, professional, conscientious and had an awesome rapport with the dogs.

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Ann-Marie L.
Sitter Profile Image: Emma J.
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Emma J.
Star Sitter
$28
total per walk
5.0 out of 5 stars
55 reviews
21 repeat clients
5 years of experience
Tiverton, RI, 02878

Emma is always in time,patient and loving with rocky. He adores her! It’s great to have someone love our pup as much as we do! Definitely recommend Emma to everyone

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Melissa B.
Sitter Profile Image: Liza Maria M.
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Liza Maria M.
Star Sitter
$32
total per walk
5.0 out of 5 stars
48 reviews
12 repeat clients
30 years of experience
New Bedford, MA, 02745

Liza is patient, communicative and professional. Our dog is nervous to new people. She greeted him in a way that was appropriate and is building his confidence to trust her and enjoy his walks. She helped me to navigate this app. We feel grateful that Nochi has someone with experience, skill and empathy.

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Sean & Britt S.
Sitter Profile Image: Kristie & Dominick S.
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Kristie & Dominick S.
$23
total per walk
4.9 out of 5 stars
61 reviews
18 repeat clients
20 years of experience
New Bedford, MA, 02740

Kristie was so kind with us and Snowball! She asked me questions on how she could take care and walk Snowball. Very responsible, great communication and EXTREMELY sweet! No questions about using her services again! Thank you Kristie! ❤️

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Fabiana A.
Sitter Profile Image: Haley M.
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Haley M.
Star Sitter
$24
total per walk
5.0 out of 5 stars
42 reviews
13 repeat clients
10 years of experience
New Bedford, MA, 02740

First official walk today with Finn and received detailed information on how everything went. Haley arrived on time and I can tell from the pics that my boy already loves her. Thank you!!

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Jennifer S.
Sitter Profile Image: Cassidy B.
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Cassidy B.
$34
total per walk
4.9 out of 5 stars
111 reviews
32 repeat clients
15 years of experience
Fall River, MA, 02723

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.

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Elizabeth D.
Sitter Profile Image: jocelyn r.
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jocelyn r.
$14
total per walk
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Westport, MA, 02790

About: I’ve spent years caring for my own dogs and helping out with friends’ and family members’ pets. I’m very comfortable with daily routines like walks, feeding, playtime, and basic training reinforcement. I pay close attention to each pet’s personality and energy level and do my best to make them feel safe, relaxed, and cared for while you’re away. my dog struggles with anxiety, so I also have some experience dealing with that. I currently work part-time, which gives me flexibility and availability for pet care. I’m available on weekends and typically have flexibility with my scheduling during typical working hours (9-5) to care for your pet! I’m happy to work around your pets normal routine for walks, feeding, playtime and check ins. I treat pets like I treat my own, with patience, consistency, and close attention. I carefully follow any instructions you leave, keep pets secure on walks or in the home, and check in if I have any questions. Your pet’s comfort and safety always come first.

Sitter Profile Image: Julia H.
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Julia H.
$20
total per walk
8 years of experience
Dartmouth, MA, 02747

About: I have experience with dogs of all ages. I have grown accustomed to a range of feeding, walking, grooming and play schedules and also have experience administering medication. I can handle dogs around other pets, acting to keep everyone involved comfortable and safe. I have lots of free time after classes and only a part time work schedule in the summer. I am able to make time morning, afternoon and night! Until August 15th, I will be living with two roommates. One of which have a cat and a dog who are very friendly. I aim to keep boarding to a minimum until I move into my new space where I will have a lot more room and there would be no. concern with pets interacting and living with other pets that they do not know.

Sitter Profile Image: Amy H.
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Amy H.
$23
total per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
1 year of experience
Westport, MA, 02790

Amy is wonderful

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Marisa C.
Sitter Profile Image: Brooke K.
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Brooke K.
$17
total per walk
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
New Bedford, MA, 02740

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 😊

Sitter Profile Image: Holly M.
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Holly M.
$23
total per walk
5.0 out of 5 stars
20 reviews
7 repeat clients
20 years of experience
Fall River, MA, 02723

About: I’ve been in a pet loving family since I can remember. Taking in animals in need and caring for neighborhood pets is something I have been doing since a young age. I am a go to friend for someone needing a house sitter while they are away or just someone to stop in to feed. I have pets of my own including a cat needing medication and have experience caring for cats with special needs. I would love to make my new part time job caring for your pet. I currently work from home, Monday through Friday and have weekends off. I can drop in for a visit or walk your dog anytime with some notice. I am very detail oriented and take pride in doing my very best. I have no issues following specific direction especially for high maintenance or high need pets. From my past experiences with many different kinds or animals I can safely judge when redirection or intervention would be necessary.

Sitter Profile Image: Samantha M.
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Samantha M.
$20
total per walk
3 years of experience
Portsmouth, RI, 02871

About: Although I'm new to Rover, I'm not new to caring for pets. I've provided pet sitting and drop-in care for friends and friends of friends, giving me experience with dogs and cats of different personalities, routines, and energy levels. As a dog owner myself, I understand how important it is to trust the person caring for your pet. Owning my own dog has taught me the value of patience, enrichment, positive interactions, and paying attention to each dog's individual personality and needs. I know every pet is unique, so I take the time to learn their routine, preferences, and what helps them feel comfortable and happy. I'm an active person who genuinely enjoys getting outside for walks and adventures, and I love making sure dogs have the opportunity to explore, sniff, and enjoy their time outside at their own pace. Whether your dog loves a longer adventure walk, a game of fetch, or simply some extra companionship, I'll make sure they get the attention and care they deserve. For cats and more relaxed pets, I'm just as happy spending quality time keeping them company, playing with their favorite toys, or providing a calm and comforting presence while you're away. My goal is simple: to provide dependable, compassionate care so you can leave knowing your pet is safe, happy, and treated like one of my own. I'll keep you updated with photos and messages so you can have peace of mind while you're away. I currently have a flexible summer schedule, which allows me to be available for walks, drop-in visits, and check-ins on a variety of days and times. I enjoy being able to provide pets with attention, exercise, and companionship when their families need an extra hand. Once the school year begins, my availability will become more structured as I return to teaching, but I will continue to update my schedule and communicate clearly to make sure I can provide reliable care for the pets I commit to. Your pet's safety, comfort, and happiness are my top priorities. I know how important it is to trust someone with your furry family member and your home, and I take that responsibility seriously. Before each visit or walk, I will take the time to learn your pet's routine, personality, and any specific needs or preferences. I believe every pet is different, and I want to make sure they feel comfortable and cared for while you're away. I understand that some dogs may be nervous, shy, or need extra patience when experiencing new people, places, or situations. I will always take the time to build trust, pay attention to their body language, and adjust my approach based on what helps them feel safe and confident. For walks, I focus on creating a safe and enjoyable experience by paying attention to your dog's energy level, surroundings, and comfort. Whether your dog enjoys an energetic adventure or a slower walk with plenty of time to sniff and explore, I will follow their pace and needs. During drop-in visits, I will treat your home with the same respect I would want for my own. I will follow your instructions carefully, keep your pet's routine consistent, and provide updates with photos and messages so you can feel confident knowing they are happy and cared for. My goal is to create a safe, positive experience for both you and your pet—giving you peace of mind while your furry friend enjoys some extra love and attention.

Sitter Profile Image: Ariana H.
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Ariana H.
$17
total per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
New Bedford, MA, 02746

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 full-time college student so I am only available during holiday breaks and in the summer. I take care of my own pets and sisters but I love to keep busy throughout the week!! 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!

Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
$25
total per walk
5.0 out of 5 stars
123 reviews
20 repeat clients
25 years of experience
Dartmouth, MA, 02747

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)

Sitter Profile Image: Connor D.
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Connor D.
$34
total per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
2 years of experience
Dartmouth, MA, 02747

About: Experience with multiple dogs and cats at a time. As well as caring for puppies and older dogs and cats. Growing up we always had at least 1 pet but would usually find ourselves with multiple at a time I work Monday to Thursday during the days so I am available for drop ins later on those days. My weekends are free for drop ins and overnights Your pets safety is always the top priority wether that’s outside or before I leave. They will always be left in a designated area if they have one as well as have water accessible at all times

Sitter Profile Image: Marcia C.
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Marcia C.
$18
total per walk
5 years of experience
New Bedford, MA, 02740

About: I have l had the responsibility of taking care of my home pets ever since I could remember. We’ve always had a full house with dogs, cats, turtles, lizards, guinea pigs, chickens, and even a macaw. I have experience with senior dogs that require extra care as I have one of my own. I have also taken a few puppy training classes that I have used on my dogs as well as pups of close friends. Most of my pets have been rescues and I was able to use those skills to break bad, destructive habits that could’ve resulted in injury. I am currently a full time college student and a part time medical assistant at an urgent care clinic. Typically, I would have the most time to commit to intensive pet care in the early mornings, early afternoons, late evenings, and weekends. My dogs are crate trained and my pets typically spend their nights in their designated areas. In the mornings everyone is opened, greeted with many pets and kisses, and fed. The dogs are walked and trained for a bit before my departure. I make sure to leave a few brain engaging toys/ treats while gone for the day. Once I return, the process is repeated with a longer evening walk and extra cuddle time. My senior dog required a bit more attention with daily injections and a specific diet. I am sure I would take care of your pet with the same care and love I give my pets.

Sitter Profile Image: Ixia A.
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Ixia A.
$23
total per walk
5.0 out of 5 stars
27 reviews
10 repeat clients
2 years of experience
New Bedford, MA, 02740

Dependable, kind and most importantly Blue loves her. Our situation at the time meant we didn’t meet her first. Trusted the app and now trust Ixia with our most cherished family member. Thank you

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Kristie F.
Sitter Profile Image: Brittanie W.
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Brittanie W.
$28
total per walk
5.0 out of 5 stars
24 reviews
11 repeat clients
6 years of experience
East Freetown, MA, 02717

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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Matthew B.
Sitter Profile Image: Reginald T.
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Reginald T.
$19
total per walk
3.0 out of 5 stars
3 reviews
14 years of experience
Fall River, MA, 02720

About: I have always loved animals, since I was a kid. At 14 I started working at an animal shelter where I gained a lot of experience with dogs and cats as well as other animals of all sizes. I have always had a habit of bringing home animals in need and helping to find them a home. I also had my own cat, a large Maine coon for about 12 years. Never met a pet I didn’t like! Currently have open availability! S-Sat. Morning, Afternoons and nights. Afternoons work best but morning appointments are always welcome with at least one days notice! Late night check ins also available if need be! Spacious fenced in yard, no other pets currently. Lots of toys from previous pets to keep your loved one busy and stimulated. Located very close to several trail heads where dogs can play exercise and be one with nature !

Sitter Profile Image: Hayleigh L.
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Hayleigh L.
$23
total per walk
5.0 out of 5 stars
4 reviews
18 years of experience
Fall River, MA, 02723

About: I’ve cared for dogs and cats of all ages and personalities my entire life, and working with animals truly feels second nature to me. For the past five years, I’ve gained hands-on experience caring for pets professionally, and I currently work part-time at a doggy daycare where I’m trusted with dogs of all sizes and temperaments. I’m comfortable administering oral medications and insulin, and I’m CPR certified for dogs so your pet safety is always a top priority. I stay calm, attentive, and prepared in any situation. Whether it’s a playful puppy, a shy rescue, or a senior pet who needs extra patience and gentle care, I always treat every animal like they’re my own. I only work part-time so I have plenty of time and flexibility to give pets the attention they deserve. I’m able to structure my schedule around walks playtime, feedings, and any special care that they may need. Because I’m not gone long hours pets aren’t left them alone for extended periods, and I can provide consistent companionship and supervision. When caring for your baby in your home I do my best to keep the routine as normal inconsistent as possible, and follow all feeding schedules, walk, routines, medication, instructions, and household guidelines, exactly as provided. I make sure that your pets receive plenty of attention, exercise, and affection while also respecting their comfort levels.

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The median cost per walk for dog walking in Head of Westport is $24

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Popular requests for dog walking - Head of Westport

Select a filter and find qualifying sitters offering dog walking.

Sitters in Head of Westport average 3
repeat dog walking clients

FAQs for Dog Walking - Head of Westport

Frequently asked questions about Rover

The average cost for Dog Walking in Head of Westport on Rover is $22.2 per walk (as of August 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 August 2026, there are 2,538 sitters on Rover offering Dog Walking across Head of Westport. 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 Head of Westport. 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 Head of Westport.

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 Head of Westport. On Rover:

  • 94% of walkers can help with special care needs
  • 98% 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 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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