Dog Walking Westport
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 42 pet parents in Westport have booked dog walking
Westport, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have over 10 years of experience caring for animals, starting at an age 12, I looked after small, medium, and large dogs, as well as parrots and fish. Family and neighbors have always trusted me with their pets because of my dedication and patience. Also, I provide a calm, one-on-one environment. My building has green areas downstairs for frequent potty breaks, ensuring your pet gets plenty of fresh air and personalized attention. As a student, I have a very organized routine. On Tuesdays and weekends, I am available all day for daycare. I’m Fridays, my pet care schedule starts at 3:00 PM, which is perfect for evening daycare or overnight stays. During these times, I am mostly at home studying, so your pet will have my full attention and frequent potty breaks in my building’s green areas! Safety is my top priority. In my apartment, I ensure all areas are dog-proofed and free of small objects. Since I live in a building, I always use a leash when taking pets downstairs to our private green areas to ensure they are safe and secure. I never leave pets unattended and I follow any feeding or medical instructions provided by the owners. I also love sending frequent photo updates so you can see your pet is happy and safe with me!
About: 5+ Years of experience Dog Sitting, Boarding, and Walking dogs of all sizes/ages across NYC, CT, and NJ. Large house in Westport with 2 acres of completely fenced in yard for your pet to play! Nearby nature trails/parks to explore. Happy to board your pet overnight, and treat them like our own! Previously operated under the business name WilliamsburgDogWatchers with over 50 repeat clients. I work from home with a very flexible schedule, and will ensure that your pets get lots of attention, play time outside, and maintain their schedule. I have a large house and 2 acres of completely fenced in yard for your pet to play with, as well as a car to bring them to parks/nearby nature trails. Happy to board your pet overnight, and treat them like our own!
“Iyanna and Tatiana were absolutely fantastic from start to finish. They had to deal with a couple of obstacles and came through like champs. They are not only polite to us humans, they were great with our almost 15 year old Morkie. Their communication was second to none. We cannot thank them enough. Thank you both for making our lyric so much easier. We hope to see you again soon. ❤️”
About: Having grown up with dogs my entire life and currently caring for 10 rescues of my own, I’ve gained extensive hands-on experience with dogs of different breeds, ages, sizes, and temperaments. I’ve cared for large, active breeds such as German Shepherds and Labrador Retrievers, as well as Bluetick Coonhounds and mixed breeds. I’m familiar with the different needs of energetic working breeds, playful retrievers, and scent-driven hounds that love to explore on walks. I’ve also gained valuable experience caring for rescue dogs, including those who may be nervous, shy, or still adjusting to new environments. I understand that some dogs need extra patience and reassurance, while others require plenty of physical activity and mental stimulation. My experience includes caring for energetic puppies, maintaining consistent feeding and walking schedules, reinforcing basic routines, and providing extra attention to older dogs who may need a slower pace. What sets me apart is that caring for multiple dogs with different personalities and needs is already part of my daily life. I genuinely love getting to know each dog’s unique personality and making sure they receive individualized care, attention, and affection! Caring for dogs and cats is already a big part of my everyday routine! With 10 rescue dogs of my own, I’m very familiar with balancing feeding schedules, walks, playtime, and making sure every dog gets the individual attention they deserve. I offer dog walking and drop-in visits throughout Fairfield County and am happy to work with your pet’s existing schedule. Whether your dog needs a midday potty break, an energetic walk, some playtime, or extra companionship while you’re away, I’m here to help! I understand how important consistency is for pets, and I do my best to keep their routines as familiar and comfortable as possible. Your pet’s safety, happiness, and comfort are always my top priorities! Having experience with multiple rescue dogs has taught me the importance of understanding different personalities, recognizing body language, and respecting each dog’s individual boundaries. When caring for pets in your home, I make it a priority to follow their usual routines, including feeding instructions, walking preferences, and any specific care needs. I’m especially mindful of dogs who may be nervous around new people, reactive to other dogs, or easily overstimulated in unfamiliar situations. I always make sure doors and gates are secure, leashes and harnesses fit properly, and walks are appropriate for your dog’s age, energy level, and comfort. I also love sending pictures and updates so you can feel confident knowing your furry family member is happy, safe, and receiving plenty of attention while you’re away!
About: Hi everyone! My name is Kim A. and I am a passionate animal lover. I have cared for all different animals including dogs, cats, rabbits, birds and even deer for over 50 years. I grew up spending my summer's on my grandfather's ranch, so animal care and the love of animals has been a part of my life since a very young age. I have had eight dogs in my lifetime, from golden retrievers to sheep dogs, to cocker spaniels to cockapoos and more. I've also had a lop eared rabbit, who roamed freely throughout my house and had his own personal fenced in garden! I treat all animals like family, even the wildlife that find their way into my backyard. I will treat your animal as part of my family as well. I cant wait to meet your loving family members! I’m available 24/7 to be with your pet.. when you book with me I only leave the home to get food and to run quick errands. I don’t board pets.I prefer staying in there environment.. it helps with separation anxiety and the pet feels safe while the family is away from home.
“Thank you Lindsey for taking care of Captain Jack, while I was away for my birthday.;) Lindsey was great, she is friendly ,kind , trustworthy and took care of our fur baby gave him walks while we were out of town. . I would highly recommend her. I can’t wait to go away on a vacation and use her again.”
About: I treat all animals as my own. How I’d want my pet treated is how I operate. My pet is treated with respect, integrity, love, and care. I currently work full-time but I am available for an early morning 4am-6am and after work 5pm-11pm. I am available every Saturday and Sunday as well. Any time frame. In my clients home, I respect their house and their rules. I ensure food is prepared to the owners expectations. In my home I keep things very organized and objects out of reach.
About: I’ve dog and cat sat for family and friends for years, and they always have a great time with me, lots of play, cuddles, and love. I’m responsible, very clean, and respectful of boundaries as a guest in your home. I have two dogs of my own (a pit bull and a miniature schnauzer), so I understand different personalities and needs. I don’t play favorites, I love all pets! Pet care fits easily into my routine since I’m home often and flexible with my schedule. I make time each day for walks, playtime, feeding, and cuddles, so your pet always gets consistent attention and love. In my own home, I keep a safe, comfortable space where pets can relax and play, with my dogs for company if it’s a good match. In a client’s home, I follow their routines closely, keep everything clean, and double-check that doors and gates stay secure so pets can’t get out. Either way, every pet gets the same love, attention, and respect I’d give my own.
“Dependable and caring! I recently moved to the area and Kathy has been stopping by to give my pup a walk every day as I ease back into the office after working from home during the pandemic. Kathy is trustworthy and loves my pup and treats her as well as I do and that’s why I highly recommend her. It’s easy for anyone to show up on time, but hard for someone to really give you peace of mind your furry friend is in great hands. Kathy delivers on both!”
About: I have loved and taken care of my 3 dogs during the past 10 years since they were puppies. In addition, I have also taken care of my friends' pets while they were traveling. I enjoy spoiling and caring for pets and will make sure they are happy. I'm currently working part-time time and I am available during a variety of times throughout the week to help care for your fur baby. Every day, I feed and walk my dogs in the morning and in the afternoon and spend time playing with them throughout the day. I regularly check if they need anything and make sure they get their medications on time. I will make sure to take care of my client pets in a caring manner similar to my own fur babies and follow all of my client's care instructions
“My family was so relieved to have found out about Rover.com from a coworker. Our summer rental suddenly let us know that we could not bring our dog a week before and that left us scrambling to figure out what to do. We picked Mena H. She was dependable, kind and respectful to our dog Tobey and home. If needed again we will use her again. Thank you.”
About: I have had dogs for over 10 years and absolutely love all dogs. I love to work with all types of dogs and will be sure to make your dog feel safe and welcome with me! I am a recent college graduate and am working in pet care during part of my gap year to help save up for my own dog. I am in the local area for the months of November and December between travel periods and have a very open schedule during that time. Please reach out if you’re interested in working with me :) I have had my own dogs for many years and have helped others care for their pets as well. I am very comfortable working with dogs of all sizes and breeds and will be sure to keep your dog safe and comfortable if you choose to work with me!
“Our recent experience with Kris and Angelica, who cared for our dogs in our home for five days while we traveled, was excellent. They were responsible, punctual, thorough, caring, friendly, experienced, flexible, and attentive to our dogs’ individual needs. Before our trip, Kris and Angelica came by to meet us and our dogs, which made us feel much more comfortable. We have two large German Shepherds with very different personalities and needs—one is young, energetic, reactive, and challenging to walk, while the other is older, slower, very friendly, and easygoing. Kris and Angelica handled both dogs with care and confidence, and kept them happy and well cared for while we were away. I left detailed instructions for feeding, walking, and daily routines, and they followed everything carefully. Since we rarely travel without our dogs, we were naturally a bit nervous about leaving them. Kris and Angelica made it easy for us to relax and enjoy our trip. They sent frequent updates and photos each day, and whenever questions came up, communication was immediate and easy. I highly recommend Kris and Angelica, and they will absolutely be my first call for future trips when our pups can’t come with us.”
About: If you're looking for someone who will spend lots of time with, and take good care of, your best friend when you can't, then look no further! As a self-confessed animal person, I love spending as much time as possible with them and have since I was a child. I'm willing to take care of anything from frequent walks to special diets, I'll have your baby covered. I guarantee you won't regret investing in my care since I go the extra mile to ensure your pets are happy and healthy! We both want the best for them, so why not pick someone who is just as invested in their welfare as you are? I look forward to meeting your pets and becoming their new companion in the near future! As a pet owner myself, I know how important it is to be able to make plenty of time for your fur baby. At the moment I work in person Monday - Wednesday, but I am available the rest of the week to walk, feed, or even just hang out with your pet! My remaining responsibilities can be taken care of in any location, so I'll always be able to accommodate your scheduling needs. I am always mindful of each dog's personal needs. Every pet has different requirements, desires, and quirks, so I'm happy to adjust my care to each of these needs. I love getting to know each of my furry friends and always want to learn what makes them the happiest! Please feel free to let me know anything and everything about your baby before we meet, I always look forward to it!
About: I have many years of experience with all breeds and giving medications to special need animals. I’m very reliable,trustworthy, and very caring to animals as if they are my own. I’ve worked at many dog facilities for years and have years of experience. I have a facebook page with my pet business called 203PetCare. Feel free to take a look at all my page:) I have done my own business for the last 2 years. I currently do not work at any jobs so im available whenever you need your animals to be cared for while you are away. I’m available to watch ur animals daily. If you would like my dogs to be company with your pups, let me know! If not, that is no problem. Both my dogs love playing with other dogs. I will follow your instructions for your pet in regards to feedings, letting out at certain times, crating, medications, etc
About: Hi! My name is Isabelle and I'm an experienced pet sitter with over 15 years of experience working with many different types of pets. I am currently working in the pet care industry outside of Rover and am always making time to better my knowledge of animal welfare and nutrition. I spent 7 years working with the animals at Ambler Farm, they ranged from birds to bunnies to goats! I was also a pet sitter in college for several families and their pets, who all various different needs. I am comfortable working with animals of all ages, personalities, and health needs because I have experience working with young animals and senior animals who needed some medical care. I've also studied animal behavior, in both a classroom setting and in my free time, so I have a clear understanding of dogs' behaviors and know how to behave and handle a situation. I am a naturally energetic person so I will happily take your dog on any adventures while they’re in my care! I am currently working fulltime, so I have time a couple days each week to take on walks and scattered drop-in visits in between shifts at work. My schedule is pretty consistently the same each week, however it can change and thus I require some flexibility for visits. I have two dogs at home, both with their own medical needs so I am vigilant about any changes in their behaviors and carry that over to how I take care of all my clients’ pets and will immediately alert them to any changes or behaviors that may need further monitoring. While I cannot board pets at my own home, I am happy to do drop-ins at my clients’ homes to take care of their pets.
The median cost per walk for dog walking in Westport is $25
Dog parents share their Rover experiences - Westport
Jennifer has been absolutely wonderful with our dog. Our dog is always so happy to see her. We’ve also really appreciated how available and flexible she’s been, especially when we’ve needed help last minute. Its such a relief knowing we can count on someone who is so competent, safe, and dependable. We’re so grateful to have found her and would highly recommend her!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Westport
Select a filter and find qualifying sitters offering dog walking.Sitters in Westport average 3 repeat dog walking clients
FAQs for Dog Walking - Westport
Frequently asked questions about Rover
The average cost of Dog Walking in Westport is $27 per walk as of November 2026. Most bookings cost between $0 and $28 per walk. On Rover, 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 November 2026, there are 4,843 sitters on Rover offering Dog Walking across 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 Westport. 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 a map of the walking route, 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 Westport 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 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 Westport. On Rover:
- 88% of walkers can help with special care needs
- 91% 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 Meet & Greet.
walkers on Rover set their own cancellation policy, 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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