Dog Walking Weston

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

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Over 21
pet parents in Weston have booked dog walking

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
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: Jason G.
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Jason G.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
67 reviews
10 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: Cam C.
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Cam C.
from
$22
per walk
5.0 out of 5 stars
58 reviews
28 repeat clients
6 years of experience
Wilton, CT, 06897

Cam was absolutely the best! Dependable, friendly, punctual and very communicative...and he clearly loves dogs and they love him! We could not be more grateful for the great care he took of our 10 month old lab, especially during the hottest week of the summer! I'd give him 10 stars if I could!

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Peggy O.
Sitter Profile Image: Marina H.
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Marina H.
from
$20
per walk
5.0 out of 5 stars
8 reviews
6 repeat clients
7 years of experience
Weston, CT, 06883

Marina has been a wonderful dog walker for my elderly parents!! Always prompt and caring!! We will definitely use her again!!

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Sandy V.
Sitter Profile Image: Dana Y.
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Dana Y.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
32 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: Kimberly S.
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Kimberly S.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
19 reviews
6 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: Alexis S.
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Alexis S.
from
$17
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
5 years of experience
Bridgeport, CT, 06606

Alexis was great for some last minute walks I needed for my pup while I was at work. Thank you for being flexible!!

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Andrea G.
Sitter Profile Image: avery b.
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avery b.
from
$20
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
5 years of experience
Fairfield, CT, 06824

Avery is amazing with our Kaya. She has a friendly, welcoming personality and goes above and beyond. She made sure Kaya had everything she needed, she showed genuine care for our dog. I'm so happy we found this Rover app and found Avery. She was our first dog walker through this app and she helped guide me through the process. We will definitely be calling Avery to help us once she gets back from college. Thank you for being a good human Avery! Kaya can't wait to see you again. 🐶🐾❤️

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Maureen B.
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: 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: Eloise P.
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Eloise P.
from
$25
per walk
3 years of experience
Westport, CT, 06880

About: I have always been passionate about animals which led me to work in veterinary medicine. My job is incredibly rewarding, getting to take care of cats and dogs and learn about the intricacies of maintaining their health. I am now working with aquatic animals as well! I am hard working, considerate and always up for a challenge! I have over 2 years of veterinary experience and a year of dog/ cat sitting experience. Hello! I am a former veterinary technician who is now working full time at the mystic aquarium. I would absolutely love to care for your pets in my free time. I am available on my lunch breaks (1 hour), before and after work and on weekends. I am available for dog walking, house calls and house sitting! I am very organized and maintain a schedule within my work and everyday life. I will tailor my time according to your pets needs, making sure they get their walks, meals and enrichment properly in a way that suits them best!

Sitter Profile Image: Nikki W.
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Nikki W.
from
$20
per walk
5.0 out of 5 stars
12 reviews
8 repeat clients
5 years of experience
Norwalk, CT, 06850

Nikki was very patient with our little nervous dog Teddy! We look forward to working with her again.

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Jon & Satoko K.
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: Mia K.
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Mia K.
from
$20
per walk
5.0 out of 5 stars
4 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: Raquel Z.
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Raquel Z.
from
$25
per walk
5.0 out of 5 stars
3 reviews
1 year of experience
Wilton, CT, 06897

About: I grew up with dogs in the house and have always enjoyed playing with them. There was once that my dog had puppies and I remember seeing her giving birth and my parents caring for them. Today, I can’t have a dog in the house, so I enjoy caring for people’s dogs. My schedule varies so I’m available part-time some week days (Tuesday, Wednesday and Friday) and some weekends. I have older kids who also love animals and may tag along with me when they’re available. At home I don’t have pets of my own except for fish, so your dog will have full attention. I can also crate your dog if needed and if you’d like that, otherwise I’m comfortable letting it roam.

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: Kimberly D.
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Kimberly D.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
25 years of experience
Norwalk, CT, 06851

Kim was able to walk our dog on short notice, was courteous, punctual, and professional. She was also great with our dog!

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Owen R.
Sitter Profile Image: Carlie B.
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Carlie B.
from
$25
per walk
5.0 out of 5 stars
8 reviews
5 repeat clients
12 years of experience
Ridgefield, CT, 06877

Carlie was great with our “reluctant” walker and our senior dog too. Highly recommended-

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Lillian S.
Sitter Profile Image: Andrea P.
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Andrea P.
from
$25
per walk
5.0 out of 5 stars
4 reviews
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: 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.
1 / 1
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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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Why Choose Rover?

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  • 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.

Meet local walkers who will treat your dogs like family

  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 - Weston

Select a filter and find qualifying sitters offering dog walking.

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 $32.61 per walk (as of September 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 September 2026, there are 4,511 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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