Dog Walking Weston

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

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Over 9
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: Allison M.
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Allison M.
from
$20
per walk
5.0 out of 5 stars
9 reviews
5 repeat clients
10 years of experience
Weston, CT, 06883

Allison was so great! She took pictures and took great care of our pup. Will definitely have her again :)

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Nicole C.
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: Katherine S.
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Katherine S.
from
$25
per walk
5.0 out of 5 stars
13 reviews
6 repeat clients
10 years of experience
Norwalk, CT, 06851

We’ve tried other dog sitters and my dog only loves Katherine! She has a wonderful and warm disposition, communicates clearly and is smart and thoughtful!

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Michelle G.
Sitter Profile Image: Alex Y.
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Alex Y.
from
$20
per walk
5.0 out of 5 stars
56 reviews
17 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: 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: Christina M.
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Christina M.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
7 reviews
5 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: Kimberly S.
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Kimberly S.
from
$25
per walk
5.0 out of 5 stars
15 reviews
1 repeat client
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: Kayla D.
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Kayla D.
from
$17
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Westport, CT, 06880

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

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Zachary N.
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: Zachary K.
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Zachary K.
from
$20
per walk
5 years of experience
Westport, CT, 06880

About: Dogs have been part of my life since I was a teenager, and over the years I've built up real hands-on experience through dog sitting and walking for my family, neighbors, and friends. That's ranged from quick drop-in visits and walks to week-long stays in their homes. I genuinely love spending time with dogs and take pride in keeping them comfortable, active, and cared for. I'm currently between jobs and actively job searching, which means my days are genuinely flexible. I can build my schedule around your dog's routine rather than the other way around, so feeding times, walks, and bedtime stay as close to normal as possible. The safety and comfort of every pet in my care is my top priority. I follow your routines and instructions closely to keep things consistent for your dog. I send regular photo and text updates so you always know your dog is happy and in good hands.

Sitter Profile Image: Catherine O.
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Catherine O.
from
$20
per walk
15 years of experience
Norwalk, CT, 06850

About: Fair warning: Pets are a little spoiled in my house! 😊 I've cared for animals my entire life and have experience with pets of all ages, sizes, and personalities. I've cared for my own senior dog throughout her final years, large and small breed dogs, rescue kittens, and adult cats, including raising my own two cats since they were kittens. I've trained all of my own pets and understand the importance of consistency. If your pet has specific routines, commands, or training practices you'd like maintained, I'm happy to follow them closely so their progress and structure continue seamlessly while they're in my care. I have a genuine soft spot for animals, and every pet in my care receives the highest quality treatment. Whether your furry friend enjoys treats, walks, playtime, or cuddles, they'll receive plenty of love, attention, and personalized care and are sure to have a great time while you're away. The day is dedicated to taking care of the fur babies. I'm available 7 days for check-ins, walks, home visits, and boarding. Let's connect and set up a time! My home is a relaxed space for cats or dogs to roam freely. My community offers a fenced in dog park and in my unit I have plenty of vertical space for your cat to rule over, including 2 cat towers and plenty of enrichment toys. I also have a catio on my balcony for some fresh air. If needed, I will separate my cats from more reactive animals while in my care.

Sitter Profile Image: Dominique P.
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Dominique P.
from
$17
per walk
6 years of experience
Norwalk, CT, 06850

About: Whether you need a simple walk, overnight care, or more specialized services (like drop-in visits for feeding and playtime), I offer a variety of flexible options to fit your dog’s routine and your schedule. I know how important it is to stay connected while you’re away, so I send regular updates, photos, and videos so you can see your dog enjoying their time, knowing they're in great hands. I currently have a rather flexible schedule because I only work freelance so I can make plenty of time for your pets and their needs. When I care for pets at your home, I make sure to stick to your pet's usual schedule—whether that’s feeding, walking, or playtime. This routine consistency helps reduce stress and keeps them comfortable in their familiar environment.

Sitter Profile Image: Caitlin O.
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Caitlin O.
from
$25
per walk
15 years of experience
Wilton, CT, 06897

About: I've taken care of, owned, and loved dogs and cats my entire life. My friends and family often rely on me to care for their pets. I have volunteered at a local pet shelter, cleaning, playing with, and feeding dogs of a wide range of ages and with various medical needs. I can provide excellent care for all kinds of pets, including senior animals. I'm active, organized, and ready to adapt to any pet need! I currently work part-time, so I have flexibility and time to care for pets! I'm available weekdays or weekends from 9am-8pm. I can adjust my schedule either ahead of time or on a touch-and-go basis to fit what works best for you. I can tailor my approach based on your pet's specific needs and your personal preferences. I have a large, grassy yard for pets to play in; I keep an extremely close watch on them when they are outside; I play with them too and make sure they have fun! I usually let them out multiple times a day for however long I can be out there with them. Indoors, I have cozy couches, bean bags, and dog beds for all pets. I have a variety of food and healthy/dental treats. I know of plenty of walking trails and dog parks near me.

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: Alysa V.
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Alysa V.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Norwalk, CT, 06851

Very sweet, my dog was in good hands!!!!

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Mackenzie R.
Sitter Profile Image: Dani H.
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Dani H.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
17 reviews
13 repeat clients
8 years of experience
Fairfield, CT, 06824

Thank you so much! Appreciate you giving Didion his walk and medicine. He seemed like he did well especially given that he hadn’t met you prior to his walk. Thank you, Dani, for being reliable and trustworthy.

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Aa C.
Sitter Profile Image: Anna Marie B.
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Anna Marie B.
from
$14
per walk
5.0 out of 5 stars
44 reviews
18 repeat clients
12 years of experience
Inner Harbor, Norwalk, CT, 06850

Anna Marie was fantastic. Great communication even when there were issues with they keys to pick up my husky for her walk. Thank you so much for being willing to troubleshoot/figure things out! Wouldn’t hesitate to book again. Many thanks again, Anna Marie!

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Carina F.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$22
per walk
5 years of experience
Westport, CT, 06880

About: I've grown up with dogs my whole life, I've had a dog for 11 years, so I understand firsthand what it means to care for a pet like family. I have hands-on experience with dog sitting and walking, and I'm comfortable with daily routines, exercise needs, and making sure dogs feel safe and comfortable in any environment. Your dog will always be in caring, attentive hands! I work part-time, which means I have plenty of flexibility throughout the week to give dogs the time and attention they deserve. Whether it's weekday walks or weekend sitting, I'm available, your pet always comes first. When caring for pets in your home, my top priority is keeping things consistent and stress-free for your dog. I follow your established routines: feeding schedules, walk times, and any house rules, so your pet feels comfortable and secure in their own space. I treat every client's home with respect, ensure doors and gates are always secure, and provide updates and photos so you always know your pup is happy and safe.

Sitter Profile Image: Erin & Caitlin M.
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Erin & Caitlin M.
from
$20
per walk
5.0 out of 5 stars
23 reviews
11 repeat clients
10 years of experience
Ridgefield, CT, 06877

Erin was amazing!! ! Super communicative and great with our not so easy dog! Can’t wait to book her again!

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Molly D.
Sitter Profile Image: Dimitrios K.
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Dimitrios K.
from
$24
per walk
5.0 out of 5 stars
4 reviews
3 years of experience
Norwalk, CT, 06851

About: I’ve taken care of pit bulls, golden retrievers, and tabby cats! Entrusted by friends and family with their pets, I’ve learned that I have a great affinity for animals (maybe more than I do for people) I currently work evenings at a restaurant, and I’m searching for daytime employment as we speak. In the meantime, I’m open to daytime supervision of animals as well as overnights after work. I have a fenced-in yard and a very docile and friendly golden retriever. She’s 11 and gets along with every animal she meets. When taking care of a pet at client’s homes, I prioritize leaving it in the same or better condition than I found it.

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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
  • 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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  • 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

    Schedule a free in-person Meet & Greet to find the perfect fit
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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 $35.52 per walk (as of July 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 July 2026, there are 4,587 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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