Dog Walking Weston

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 20
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Weston, 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: Christina M.
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Christina M.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
12 reviews
9 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: Jason G.
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Jason G.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
64 reviews
9 repeat clients
25 years of experience
Norwalk, CT, 06854

Jason was dependable and provided great updates! Will definitely use him again! Lucy was very happy!

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Anita H.
Sitter Profile Image: Dana Y.
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Dana Y.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
29 reviews
9 repeat clients
20 years of experience
Weston, CT, 06883

Dana was easy to communicate with, and went above and beyond for Theo. Will 100% use her again!

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Steven G.
Sitter Profile Image: Penny N.
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Penny N.
from
$18
per walk
5.0 out of 5 stars
9 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: Kimberly S.
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Kimberly S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
17 reviews
4 repeat clients
35 years of experience
Fairfield, CT, 06824

Very nice, my dog loves Kim. KIM HAS A great way with Gretel, very sweet and is right on time! I would definitely have her walk my dog again!

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Susan S.
Sitter Profile Image: Molly F.
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Molly F.
from
$20
per walk
6 years of experience
Westport, CT, 06880

About: Hi, I’m Molly! 🐾 I'm so excited to start my Rover journey! While I'm new to Rover, I've been pet sitting for friends and family for the past 6 years, and I absolutely love getting to spend time with animals. I'm going into my senior year of college, and my flexible schedule gives me plenty of time to give your pet the attention they deserve. As a Division I athlete, I love staying active, so whether your dog enjoys long walks, playing outside, or just hanging out, I'm happy to match their energy. And if they're more of a couch potato, that’s great too! I know every pet is different, so I like to stick to their normal routine and make sure they feel comfortable while you're away. You'll always get plenty of updates and photos, so you can relax knowing your pet is in good hands. Before we book, I'd love to learn about your pet's personality, routine, and anything that helps them feel at home. I can't wait to meet you and your best friend! Skills and Experience: - 6 years of pet sitting for friends and family - Comfortable with dogs of all sizes and energy levels - Long walks, playtime, and exercise - Drop-in visits and house sitting I am a student at Sacred Heart University! I'm available any day of the week including weekends. I am available to walks in between classes and visits early and later in the day! Your pet's safety always comes first. I'll follow your care instructions and routine to make sure your dog feels comfortable and well cared for. I'll always secure your home before leaving, make sure your pet has everything they need, and send plenty of updates and photos so you have peace of mind while you're away.

Sitter Profile Image: Liudmyla M.
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Liudmyla M.
from
$16
per walk
2 repeat clients
5 years of experience
Norwalk, CT, 06850

About: I’ve taken care of dogs since was a kid . Helped my neighbors and family . Always took care of stray dogs 🐕 of any kind . Took care of my neighbors 3 dogs for 2 weeks while they were away . I loved it !!! 🥰 I currently work part time. I am available Mon,wed , Friday and every other weekend.can also work around your availability . My schedule is flexible We have back yard and our house . But the dog will never be left unattended. Will be around your pet all the time . Will make sure your lovely animals will be well taken care of.

Sitter Profile Image: Juston P.
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Juston P.
from
$17
per walk
27 years of experience
Weston, CT, 06883

About: I have been around dogs and cats my whole life. I currently have a puggle named Riggs who is almost 2. He is very friendly and loves other dogs. I also have a senior yellow lab named Bailey who is friendly as well. I work in the maritime industry as an engineer and have a lot of free time! I work in the maritime industry so I essentially work 6 months out of the year. I have a lot of free time so most days I’m available to care for a pet. I live in a cottage with a yard. I typically sit outside with my dog and watch him. I typically never let him outside alone and always have him in sight.

Sitter Profile Image: Nando C.
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Nando C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
68 reviews
13 repeat clients
25 years of experience
Weston, CT, 06883

Hi, Nando was great with my dog Bella recently. We had to leave for a for few days and Nando came to our house to feed and walk her three times a day. He was always on time and very professional. The cost I felt was very reasonable and much cheaper than boarding her in an unknown place. I would highly recommend Nando for your pet needs, walking, feeding, sitting etc. Brian

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Brian R.
Sitter Profile Image: Katherine S.
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Katherine S.
from
$25
per walk
5.0 out of 5 stars
14 reviews
7 repeat clients
10 years of experience
Norwalk, CT, 06851

Katherine was quick to respond and thoughtful to meet my dog prior to hire. She was caring and also knowledgeable. My dog warmed up to her. She was on time and communication was great.

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Lisa D.
Sitter Profile Image: Shannia C.
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Shannia C.
from
$17
per walk
4.4 out of 5 stars
7 reviews
3 repeat clients
1 year of experience
Norwalk, CT, 06855

About: i am a certified animal lover experienced across species. you can ensure i am truly dedicated to the care and well being of your beloved fur baby. I am available early mornings and evenings on weekdays and all day on weekends. I am transitioning in an effort to open my availability for more pets! i have a large apartment that is very safe. I have a camera in my apartment with live access directly from my phone and keep everything pet safe at all times (no plants, organized, etc). When approaching new clients, I am gentle and respectful of their spaces.

Sitter Profile Image: Hadley L.
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Hadley L.
from
$22
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Wilton, CT, 06897

About: I’ve been taking care of pets since I was 11 (various animals, and breeds)! I’ve grown up with dogs and I’ve always had multiple in my home. I have experience taking care of guinea pigs, cats, dogs, fish, but specifically puppies, and senior dogs. I am a college student that’s working part-time over the summer. However, my day-to-day schedule is extremely flexible and I am at home for a majority of my workday. I have a large backyard that is fenced in, and a very mellow old lab who can either keep your pet company or be crated if needed!

Sitter Profile Image: Ian S.
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Ian S.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
22 years of experience
Wilton, CT, 06897

I went away for two weeks and had Ian walk our husky. Our husky is very high maintenance not to mention a flight risk. We had no worries while away and received pictures of everyday along the way as we enjoyed our trip. Highly recommend!

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John T.
Sitter Profile Image: William G.
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William G.
from
$17
per walk
10 years of experience
Southport, CT, 06890

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

Sitter Profile Image: Kathy G.
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Kathy G.
from
$31
per walk
5.0 out of 5 stars
25 reviews
6 repeat clients
30 years of experience
Norwalk, CT, 06854

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!

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Andrew C.
Sitter Profile Image: Edyta A.
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Edyta A.
from
$25
per walk
6 years of experience
Weston, CT, 06883

About: I grew up around dogs and my love for pets have followed me to my adult life. I have two dogs (5-year-old Shih tzu and a 1-year-old Terrier). We have lots of space in my home and a fenced yard which your dog will love. I enjoy walking and playing with dogs. I work from home and have a very flexible schedule. Your dogs will love running around in my fenced back yard and playing with me! I have a fenced yard to guarantee plenty of moving and can create your dog too if needed. I work from home so your dog will have plenty of opportunities for walks, play and affection.

Sitter Profile Image: Mia K.
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Mia K.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Ridgefield, CT, 06810

About: I've grown up with a variety of animals my whole life, including dogs, cats, and farm animals. Although I have little experience with pet sitting, I'm very comfortable with all kinds of dogs and cats. I'm currently working 2 part-time jobs as a barista, however I'm super flexible as my work schedule changes from week to week. Besides that I like to go to the gym and spend time with my chickens as much as I can. Around that I still have plenty of free time to start pet sitting. I love spending time and playing with pets, so a lot of what I would do is keep your pet company and engage with them as much as I can. With dogs I would play fetch outside if possible and with cats I would run them around with whatever toys they have. As well as, making sure the animals have enough food / water and keeping their home as clean as possible.

Sitter Profile Image: Andrea P.
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Andrea P.
from
$25
per walk
10 years of experience
Wilton, CT, 06897

About: I’ve taken care of animals since I was a young girl. From working in pet stores, to boarding places, dog walking and sitting watching/walking friends and families pets. I started vet school but having children I had to put it on pause for now. I know to give medication, prepare meals bathe and so on. My love for animals is very strong and I’ll treat them just like my own . I’m currently working part time at a day care so which I have mornings and evenings open to take care of them and the weekend are available to watch your pets. I have a full fence in yard which is safe for your dogs to go out to use the potty and play. Inside is a safe environment as well with lots of love and playtime . We do have a older cat , a Guinea pig and a rat terrier who loves other dogs and cats.

Sitter Profile Image: Alex Y.
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Alex Y.
from
$20
per walk
5.0 out of 5 stars
60 reviews
18 repeat clients
Wilton, CT, 06897

Alex has been extremely helpful with our dog, including being available at the last minute. Always has been reliable with great communication and super friendly.

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Shana H.
Sitter Profile Image: Isabelle G.
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Isabelle G.
from
$25
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
17 years of experience
Wilton, CT, 06897

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.

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

Dog parents share their Rover experiences - Weston

1 / 1
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

Val was such a big help for us this week! Was punctual and gave our girl lots of good walks. Definitely recommend!

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Amanda T.
Dog Walking
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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Weston

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Sitters in Weston average 3
repeat dog walking clients

FAQs for Dog Walking - Weston

Frequently asked questions about Rover

The average cost for Dog Walking in Weston on Rover is $32.27 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 4,526 sitters on Rover offering Dog Walking across Weston. 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 Weston. 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 Weston.

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 Weston. On Rover:

  • 90% of walkers can help with special care needs
  • 95% 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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