Dog Walking Weston
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 5 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.
“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!”
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!
“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!”
“Taylor was great, she took the time to learn everything about our request. Very professional and on time. We got plenty of messages and pictures. Our dogs were very receptive to her, and they loved her. I would definitely ask her to do dogsitting for us again.”
About: I’ve been surrounded by different types of animals my whole life! No breed is too big or too small, I love them all. I’ve taken care of furry friends ever since I was a child and want nothing more to ensure that they are given the necessary love and affection that they deserve. I currently do work and go to school but I can always make time to care for your furry friend. I’m available for boarding, sitting, and walking! I am mostly available Sunday, Monday, Friday, and Saturday. I always ensure safety for your pet. Following your instructions and wishes are important for the job. Each pet has different needs and care. Getting your pet comfortable and to trust me is very important for great service. Your pets are safe with me!
About: I care for every dog like they’re my own. I have had dogs throughout my whole life and love caring for them. I have hands on experience with dogs of all ages. I’m patient, responsible, and genuinely love caring for each dogs’ unique needs. I’m reliable and always put the dogs’ needs first. I’m currently working part time but I have a pretty flexible schedule. This allows me to prioritize pet care and make sure your pet gets plenty of attention. I have a safe, big yard, a calm home, and two sweet dogs for playtime and company. Safety, comfort, and care comes first. Whether it’s my home or yours, I ensure safety, routine, and love, as well as a stress free environment.
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!
About: I travel to different homes to take care of dogs. I have fed them. gave them walks, and ultimately give them the love that they deserved. I have taken care of small dogs. Medium dogs. Dogs who were sick. I am a teacher, so I use the weekends and holidays to give people the help they need. Usually, I go over to the owner's home and care for them. Sometimes the owner drops the dog off to me, and I will take it from there. Whatever their preferences, I will work with them. I have the puppy pads set up, refill their food bowls and their water bowls. Pet them. Walk them. Play with them. Give them the love and affections that they deserve.
About: Responsable, caring trustworthy honest. Dog lover. I have the flexibility to do and complete all your needs, feeding visits walks park play and much more Im currently working from home and have flexible schedule to take care or walk at your convenience Can also do weekends and feeding visits as you need. I have a back yard, and the space to take care of your furry baby. Also have a crate it needs I can board more Then 1 dog at the time
About: I’ve grown up with both dogs and cats my entire life. I am a former Princeton grad moved to nyc 5+ years ago. I’m in between jobs in the financial services sector where I have worked over that time and am now based in NYC/CT. I love animals of all sizes and have had the pleasure of being a dog/cat sitter since 8 :) I have a very flexible schedule these days, and can pretty much make anytime work. Currently I’m based in Fairfield county in CT, but open to overnight stays in NYC where I was a resident for 5+ years! Would prefer to be in the clients home because I am currently staying in CT with folks who already have a dog & cat of their own!
About: I’ve cared for and trained my dog since he was 8 weeks old and feel I have the patience to really get to know an animal and earn their trust. I work full time on week days, but am very flexible during evenings and on the weekends have pretty open availability for walks/pet sitting ! I’m very conscious of any safety concerns around the home as I have a very mischievous dog myself. If I’m concerned about anything, I typically crate my dog until I know he’s safe. I try to always be aware of any body language or behaviors that any dog has that might need to be considered when out and and about. I strive to give your dog the same care that I give my own. The goal is for your dog to have the most happy, safe, and comfortable experience possible!
About: As long as I can remember, I have been around dogs. My best friends growing up were a pair of black labs named Tillie and Jodi and my little jack russell named Widget. I grew up feeding, walking and caring for these dogs and I'll always consider them family. In my late teens I worked for Millstone Farmstead in Wilton, CT. There I cared for a variety of animals such as llamas, sheep, pigs, and chickens. I am very comfortable caring for and hanging out with animals (even if they are significantly larger than me like those llamas...) I am currently working as a freelance musician and audio engineer. My schedule is very flexible and I am open to making accommodations for clients. I believe in respect and transparency when it comes to being in someone else's home and especially when caring for their animals. I am happy to send frequent updates and abide by any and all house rules.
About: I have met and cared for many dogs of different breeds and personalities. My own dog is very leash reactive, and has required a large amount of patience and training. I am used to administering daily medications to dogs, as my own takes medication in both the mornings and evenings. We hike our own dog for two miles in the mornings as I understand the value of walks and activities for a pups enrichment. I am currently available most days as I am home from university for the summer. Prior to the recent passing of my two senior cats, I fed, scooped their litter-boxes, and administered medication daily. My family and I take turns walking my dog and ensuring he has received his medications, so I am well-versed in both aspects of dog care. In my clients home I aim to be respectful of private and personal space while ensuring the pets are receiving the best care possible. I make sure to follow any guidelines set by the owners, to ensure the pets routines are kept.
“Regi is friendly, reliable, and great with our 5 month old puppy. She is teaching him how to walk and she is so patient and loving with him. We are so grateful to have found her. We can’t recommend her enough!”
The median cost per walk for dog walking in Weston is $25
Dog parents share their Rover experiences - Weston
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?
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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.
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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 - 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 of Dog Walking in Weston is $41 per walk as of November 2026. Most bookings cost between $31 and $86 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 4,448 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 Weston. 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 Weston 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 Weston. 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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