Dog Walking Westport

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Over 40
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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.

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Sitter Profile Image: Oscar O.
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Oscar O.
from
$18
per walk
4.9 out of 5 stars
• 51 reviews
20 repeat clients
10 years of experience
Westport, CT, 06880

“Oscar is a great dog walker! He is so responsible, and was great with our dog. He stayed with her for 7 hours and they really bonded! He sent us videos of their walks and at dinner time. I highly recommend Oscar!”

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Ellen L.
Sitter Profile Image: Jason G.
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Jason G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 82 reviews
15 repeat clients
25 years of experience
Norwalk, CT, 06854

“Jason was fantastic with our dog. He was flexible, communicative, and consistent. Our dog always came home happy and tired. Highly recommend.”

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Jordan P.
Sitter Profile Image: Emily O.
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Emily O.
from
$17
per walk
4 years of experience
Southport, CT, 06890

About: I’ve taken care of elderly dogs that required medication multiple times a day, reactive dogs, and very large dogs. I don’t mind working with challenging dogs. I’m currently in school to be a vet tech so I will be unavailable wednesdays. Other than that I have an open schedule. Prefer 1 week notice. I can do whatever the client needs including walking, feeding, administering meds (including topicals and injectibles) and I have absolutely no problem playing with your pup all day.

Sitter Profile Image: Kim A.
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Kim A.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 90 reviews
15 repeat clients
50 years of experience
Westport, CT, 06880

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.

Sitter Profile Image: Iyanni & Tatiana V.
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Iyanni & Tatiana V.
from
$18
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
3 years of experience
Norwalk, CT, 06854

“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. ❤️”

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Corey M.
Sitter Profile Image: Devora L.
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Devora L.
from
$35
per walk
4.6 out of 5 stars
• 24 reviews
12 repeat clients
8 years of experience
Norwalk, CT, 06851

“Devora was very good watching our dog and other animals for four days while we were away. She came to our house three times per day to walk our dog and feed her at night. She is very good with all animals. Definitely recommend her.”

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Brian R.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
• 13 reviews
10 repeat clients
30 years of experience
Weston, CT, 06883

About: I have experience caring for a variety of animals but the bulk of my experience has been with dogs. I have carred for dogs of many different breads, ages-including puppies and senior dogs, and needs and I love them all. I am very outdoorsy, and an avid hiker, so if you have a dog who loves the woods and needs a good hike, I'm your gal! In addition to dogs, I am experienced with cats, rabbits, and other small animals. I am currently offering dog walking and pet care services as my primary job. In between taking care of animals I like to spend my free time staying active, spending time with my family, and working on creative projects. In addition to weekly dog walks, I offer the options of both overnight pet and house siting as well as drop in visits. The type of visit is dependent upon the animal and owner's needs. I provide loving attention, a consistent schedule, and lots of play time.

Sitter Profile Image: Penny N.
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Penny N.
from
$18
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
15 years of experience
Norwalk, CT, 06851

“I’ve used penny in the past for stay over visits. My dog loves when she comes.”

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Tammy O.
Sitter Profile Image: Dimitrios K.
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Dimitrios K.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
4 repeat clients
3 years of experience
Darien, CT, 06820

“Great with Rory and very easy to coordinate with! Rory came back tired and happy.”

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Corinne J.
Sitter Profile Image: Eliza L.
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Eliza L.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
13 years of experience
Westport, CT, 06880

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!

Sitter Profile Image: Kate D.
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Kate D.
from
$35
per walk
5.0 out of 5 stars
• 296 reviews
49 repeat clients
3 years of experience
Norwalk, CT, 06854

“Kate is amazing with our dogs. They are always excited to see her. She is great on walks with them and has the best pictures. She is always able to help last minute as well. We are very happy to have Kate help our dogs.”

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Matthew A.
Sitter Profile Image: Alexis H.
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Alexis H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 14 reviews
5 repeat clients
10 years of experience
FAIRFIELD, CT, 06824

“Alexis is reliable and flexible. My dogs love her!”

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Nancy S.
Sitter Profile Image: Julie M.
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Julie M.
from
$35
per walk
4.6 out of 5 stars
• 76 reviews
52 repeat clients
40 years of experience
Fairfield, CT, 06824

“We booked Julie and then woke up to a lot of snow on the morning of the first walk. Despite the deep snow Julie turned up on time and was amazing with our young pup. Who she had walking beautifully in minutes. Raven loves you Julie !”

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Jayne H.
Sitter Profile Image: Nataliya G.
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Nataliya G.
from
$20
per walk
13 years of experience
Fairfield, CT, 06824

About: Hello, I’ve always been an animal lover but I have a special place in my heart for dogs. Big or small, young or old. They make me happy. They make me smile. Their unconditional love and loyalty is a priceless gift. I will treat your dog with care and affection they deserve. You can count on me to be there for them when you can’t. Thank you I am currently working part time which will give me plenty of time to spend with your pets. I will make sure that they are taken care of and happy. I will treat your pets with love and care. I will pay attention to their needs and wants, and make sure that they are safe and happy.

Sitter Profile Image: Marley C.
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Marley C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 83 reviews
24 repeat clients
25 years of experience
Bridgeport, CT, 06604

“Marley is terrific. She’s very trustworthy and completely understands the needs of our dog.”

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Ken P.
Sitter Profile Image: Isabelle G.
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Isabelle G.
from
$40
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
17 years of experience
Westport, CT, 06880

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.

Sitter Profile Image: Ethan r.
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Ethan r.
from
$30
per walk
5.0 out of 5 stars
• 2 reviews
3 repeat clients
25 years of experience
Fairfield, CT, 06825

About: I’ve grown up with animals of all kinds from as early as I can remember. Being the oldest of my siblings I was the first to have to take on the pet care chores, and this included both our dogs and our cats, and the other types of animals we had in our household. I have pet care experience with dogs and cats, as well as other pets too. When I moved out on my own with my previous partner (2012-2017) we had adopted three rescued cats, and I was the main administer of the diabetic cat’s insulin and late IV fluid treatments. My ex kept our cats in the split, but in 2018 I adopted my first dog completely on my own. She’s a rescue pit bull mix and now, with my current husband, she is joined by another rescued pit bull mix and a rescued cat. Last year we also adopted a red ear slider turtle off the street in Philadelphia and he now enjoys his aquatic terrarium with his guppy and pleco friends. In 2023 I briefly worked for a dog walking company in Ridgefield and was bit by one of the client’s dogs, unprovoked, and because of that I left the service after being blamed for the outburst and attack (despite telling the owners and the employer that the dog was getting increasingly aggressive with me and I wasn’t comfortable walking him anymore). It was the only time I had ever had an animal turn on me like that and it made me rethink working for a service where I wasn’t listened to or given proper protection. My husband and I have been Rover clients since we moved to Connecticut in 2023 and I am very happy to say we have never had a negative experience, which is why I have decided to lend my services to other pets and families in the area that are in need of an experienced pet caretaker. I am a professional actor so I have days that are marked off for auditions and work or rehearsals, however it is not a consistent time or place. I work throughout the Northeast, NYC, and the Mid Atlantic currently with my acting opportunities, but I am also open to short term travel as well. Because of that, my availability is very open some weeks and not as much on others, depending on what projects I am currently involved in and what the scheduling is like. I would love to spend more time your pets in my downtime and give them the attention they require, since mine are pretty saturated in it regularly. I have two dogs, which are extremely friendly and love other dogs, people, and cats! Our cat is very aloof so they wouldn’t be seen much in cases where pet sitting at my home is needed. Our yard is not fenced in but I am very accustomed to taking them out for walks, or having them leashed under my supervision in our yard. Because I live in Newtown, there are plenty of places to get some quality walks in, and we are also not far from open public dog parks either if that suits your furry friend! I also have my own car which I am more than comfortable transporting your pet in or coming to you for check ins or walks. Our dogs are up to date on vaccines so that is not a worry either, and I am diligent in making sure everyone has a great time when their friends (and our human friends) are over too!

Sitter Profile Image: Whitney F.
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Whitney F.
from
$19
per walk
20 years of experience
Norwalk, CT, 06850

About: I've taken care of dogs from the age of 7. From poodles, to German shepherds, to Huskies, Yorkies, and pit bulls, Ive owned and pet sat various lovely dogs. I am knowledgeable in training puppies, and senior care as well. I work from home, which gives me a lot of flexibility and availability. Due to the nature of my job, even when working, will be able to show your dog the proper love, care, and attention they deserve. There is a fenced yard. I have neighbors who have dogs and cats. It's a very loving and and animal friendly environment. Every now and then I babysit a few of my relatives pets, so your pet will have fluffy friends.

Sitter Profile Image: Kevin & Ana C.
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Kevin & Ana C.
from
$30
per walk
5.0 out of 5 stars
• 156 reviews
40 repeat clients
4 years of experience
Norwalk, CT, 06854

“Kevin was great and kept me updated. Will definitely book again in the future”

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Sitter Profile Image: Mallory H.
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Mallory H.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
New Canaan, CT, 06840

About: Having grown up in a household bustling with three dogs and three cats, I've been immersed in pet care from a very young age! My hands on experience ranges from raising a German Shepherd to managing the boundless energy of a Husky and the loyal companionship of a Lab—each breed presenting its unique challenges. As a college student, I continue this passion with my beloved dog, Dewey, who is a constant companion. My specialties include embracing long walks (hiking is a favorite), potty training, and dedicating quality time to ensure pets are happy and healthy. As a recent college student with a vast amount of flexibility, I find more time to dedicate to my passion for pet care. Though I work part-time nannying , my free moments are often spent on long walks with my dog, Dewey, or those of my friends. These outings range from early morning walks to peaceful nighttime walks, seamlessly integrating into my daily routine. In my home, I create a welcoming environment for pets by ensuring they have a safe, comfortable space for their little vacation! I prioritize routine, from feeding and exercise to play and rest in my acred fenced backyard, adapting to the individual needs of each pet. When caring for pets in a client's home, I maintain their familiar routines to minimize stress. Since each pet is different, I have to adapt to what they are used to at home to make them comfortable. I also keep thorough communication with owners, providing updates and seeking guidance to tailor my approach according to the pet’s habits and preferences. Whether in my home or theirs, I am committed to providing a nurturing and attentive care environment that meets each pets unique personality!

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The median cost per walk for dog walking in Westport is $25

Dog parents share their Rover experiences - Westport

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5.0 out of 5 stars

Shannia the best 💕 highly recommended i always try to reach out to her first because she really a dog lover and with her great personality great communication

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Maritza P.
Dog Walking
5.0 out of 5 stars

We are so thankful to have found Ivan. We have a dog who is reactive on walks with other dogs and Ivan has been a game changer for us. Harley literally cries for him when we tell him he’s coming!

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Nishita S.
Dog Walking
5.0 out of 5 stars

Kayla was great with walking Nico! Extremely professional, responsive and flexible with our schedule.

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Zachary N.
Dog Walking
5.0 out of 5 stars

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!

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Rachel T.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

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Popular requests for dog walking - Westport

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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 on Rover is $27 per walk as of October 2026. Most bookings cost between $0 and $28 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 4,799 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 your 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 , 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 , 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 Westport. On Rover:

  • 88% of walkers can help with special care needs
  • 91% can help with giving oral medications or injections
  • 97% 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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