Dog Walking Cheshire

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

End
Search

Over 64
pet parents in Cheshire have booked dog walking

Cheshire, 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.

1 / 1
Sitter Profile Image: Lori C.
Verified Enhanced Background Check
Lori C.
from
$17
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Cheshire, CT, 06410

About: I’ve cared for dogs and pets for over 25 years and truly love being around animals. Friends and family have trusted me to help care for their pets because I’m calm, dependable, attentive, and patient. I understand how important it is to feel your pet is safe, loved, and comfortable while you’re away, and I treat every animal with kindness and care as if they were my own. I’m currently working part time and have a flexible schedule. Pet care fits easily into my daily routine because I truly enjoy spending time with animals. I have a calm, caring home and love walks, outdoor time, companionship, and giving pets the attention and affection they need to feel safe and happy. I provide a calm, safe, and loving environment where pets can feel comfortable and secure while their owners are away. I pay close attention to each pet’s routine, personality, and needs, including feeding schedules, walks, playtime, medication if needed, and plenty of affection and companionship. I understand how important trust is when someone is caring for your pet, and I treat every animal with patience, kindness, and the same care I would want for my own.

Sitter Profile Image: Victoria S.
Verified Enhanced Background Check
Victoria S.
from
$20
per walk
5.0 out of 5 stars
13 reviews
7 repeat clients
10 years of experience
Cheshire, CT, 06410

We couldn’t be happier with Victoria! From day one, her communication has been clear, timely, and thoughtful—keeping us updated with photos and messages every walk. Her professionalism truly stands out, and it’s clear how much she cares. As a sweet bonus, she even made homemade treats and gave us a special doggy bag as a thank-you for trusting her with our pup. It’s rare to find someone so reliable and kind—we highly recommend her!

Profile image
Jared C.
Sitter Profile Image: Hailey T.
Verified Enhanced Background Check
Hailey T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
74 reviews
23 repeat clients
10 years of experience
Meriden, CT, 06451

Was very attentive to my pup’s needs even asking about things that I didn’t need her to take care of! Made me feel like he was in good hands while I was out of town.

Profile image
Nimisha K.
Sitter Profile Image: Darya H.
Verified Enhanced Background Check
Darya H.
from
$18
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Prospect, CT, 06712

Darya was amazing! Kept in touch and sent lots of pictures! I will definitely be using her again 😊

Profile image
Jaime W.
Sitter Profile Image: Christine W.
Verified Enhanced Background Check
Christine W.
from
$20
per walk
5 years of experience
Cheshire, CT, 06410

About: While I don’t have experience walking other’s dogs, I’ve owned two, both large and medium, and I have many years of experience walking and taking care of dogs. With it currently being summer, I’ve had a very flexible schedule. It would be very easy for me to add pet care to my routine. As a dog owner, I’m familiar with how important walking is in my dog’s daily routine as much as it is for me. I, myself, am a dog owner to both a large and medium dog at some point. Exercise, especially for larger dogs, is extremely important. I take my dog for a walk almost every day in order to insure her health.

Sitter Profile Image: Julie R.
Verified Enhanced Background Check
Julie R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
60 reviews
26 repeat clients
20 years of experience
Meriden, CT, 06451

Julie has been amazing with my dog, Cooper. She’s been doing his mid-day walks and has been incredibly reliable and flexible, which I’ve really appreciated. She’s been easy to communicate with and very accommodating with my schedule. Honestly, I’d keep working with her without hesitation if I weren’t moving. Would definitely recommend her to anyone looking for someone trustworthy to take care of their dog.

Profile image
Michael M.
Sitter Profile Image: Christopher C.
Verified Enhanced Background Check
Christopher C.
from
$30
per walk
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Chesire, CT, 06410

Chris helped us out by walking our two giant dogs for a week while we had a newborn baby to take care of at home. He was super communicative, always on time, and sent lots of updates and photos! Our dogs were SO excited to see him every morning. We will definitely be using him again!

Profile image
Natalie D.
Sitter Profile Image: Susan B.
Verified Enhanced Background Check
Susan B.
from
$20
per walk
4.9 out of 5 stars
10 reviews
4 repeat clients
40 years of experience
Cheshire, CT, 06410

Susan was so great with my very old dog. She was patient with him and even carried him up the steps when necessary. Susan always arrived when scheduled. I will definitely be using her services again.

Profile image
Lynn D.
Sitter Profile Image: KELLY G.
Verified Enhanced Background Check
KELLY G.
from
$20
per walk
5.0 out of 5 stars
1 review
1 repeat client
30 years of experience
Meriden, CT, 06450

Happy Fourth of July Kelly thanks for all you do

Profile image
Christopher J.
Sitter Profile Image: Mary M.
Verified Enhanced Background Check
Mary M.
from
$23
per walk
5.0 out of 5 stars
18 reviews
9 repeat clients
40 years of experience
Wallingford, CT, 06492

Mary has done an excellent job. She shows up on time and gives our dog a nice walk. He seems glad to see her on those occasions when my wife was home at walk time. Happy to suggest her to others.

Profile image
Richard L.
Sitter Profile Image: Hunter D.
Verified Enhanced Background Check
Hunter D.
from
$22
per walk
4 years of experience
Cheshire, CT, 06410

About: I've taken care of dogs since I was a freshmen in high school. My jobs consisted of walking, feeding, playing, and occasionally staying overnight with the dog. I love animals and genuinely care for them, making my service just a bit more special. Currently I only work after 3:45 on weekdays, so I have plenty of time to hangout with your pups! I have enough time for attentive care and multiple visits per day! I do not intend to board any dogs in my home, but I can crate a dog, I am comfortable with fenced in backyards for unleashed pups, and when no fence is available the dog will be leashed/harnessed.

Sitter Profile Image: Angela B.
Verified Background Check
Angela B.
from
$38
per walk
4.8 out of 5 stars
59 reviews
29 repeat clients
10 years of experience
Cheshire, CT, 06410

Angela is great. She was able to come take care of our puppy on very short notice, and sent us updates throughout the day. We'll definitely be contacting her again!

Profile image
Alicia D.
Sitter Profile Image: Olivia H.
Verified Enhanced Background Check
Olivia H.
from
$16
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Cheshire, CT, 06410

Good communication, very friendly Oscar loves her.

Profile image
Christopher K.
Sitter Profile Image: Sabrina H.
Verified Background Check
Sabrina H.
from
$25
per walk
5.0 out of 5 stars
42 reviews
19 repeat clients
8 years of experience
Meriden, CT, 06451

Sabrina is great! Very easy to schedule and communicate with, and my dogs lover her!

Profile image
Ann C.
Sitter Profile Image: Maria I.
Verified Enhanced Background Check
Maria I.
from
$20
per walk
4.4 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Wallingford, CT, 06492

About: Hello Rover customers, I have taken care of pets since I was a child and have taken care of my family’s fur babies since my kids were small. I am currently left with my senior cat at home but would love to take great care of your beloved fur babies. I am currently self employed and work part time during the weekdays. I have a very flexible schedule and can accommodate as needed with enough notice! I have a fenced in yard for my animals if needed but I am very careful in customer’s homes and make sure to not leave without checking my surroundings first so no animals gets out the door.

Sitter Profile Image: Finley F.
Verified Enhanced Background Check
Finley F.
from
$20
per walk
8 years of experience
Cheshire, CT, 06410

About: I have had dogs for my entire life and am great with all animals. Growing up I walked my two Boston Terriers on a daily basis and helped out with my family's dogs when they were out of town. Over my summer vacation from college, I will be working my other part-time job three days a week, most likely Monday-Wednesday from 2-5:30. Aside from that, I will use all of my free time to dog walk and pet sit. At my house, we have a fenced-in backyard to ensure that our dogs will never escape. Any time I walk my dogs, I walk them on a leash and ensure that they are close to me, and I have a strong hold on their leash. The same thing goes for when I am walking anyone else's dog. When walking dogs, I stay highly attentive to my surroundings and prioritize each pet’s safety and well-being at all times

Sitter Profile Image: Rebecca F.
Verified Enhanced Background Check
Rebecca F.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
24 reviews
10 repeat clients
20 years of experience
Wallingford, CT, 06492

We don’t have a very easy dog to walk but Rebecca did a great job making him feel comfortable and get plenty of exercise and time outside! She gave us great feedback on ways to help in the future with a scared stressed dog and we will definitely have her walk our dog in the future!

Profile image
Michael D.
Sitter Profile Image: Corbin F.
Verified Enhanced Background Check
Corbin F.
from
$22
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Cheshire, CT, 06410

Such a wonderful and reliable dog walker!

Profile image
Nicole G.
Sitter Profile Image: Tom F.
Verified Enhanced Background Check
Tom F.
from
$25
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
30 years of experience
Cheshire, CT, 06410

Tom took amazing care of our 2 puppies.

Profile image
Skye Z.
Sitter Profile Image: Sara R.
Verified Enhanced Background Check
Sara R.
from
$18
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Prospect, CT, 06712

Sara was awesome!! She came literally with an hour notice and my dog enjoyed her walk with her. Definitely recommend & will book again in the future. Thank you!

Profile image
Lusianna M.
1 / 1
View more sitters

The median cost per walk for dog walking in Cheshire is $22

Dog parents share their Rover experiences - Cheshire

1 / 1
5.0 out of 5 stars

Absolutely fantastic with communication and updating me throughout the time of us being away. I would 100% recommend her.

Profile image
Annmarie H.
Dog Walking
5.0 out of 5 stars

Victoria was such an incredible help with Echo! She not only took amazing care of him, she also helped me navigate some anti-anxiety pathways for Echo that were so helpful! Thank you for your great care and for the lovely treat bag you left him!

Profile image
Isabelle M.
Dog Walking
5.0 out of 5 stars

Had a great experience with this Katherine! They showed up right on time, walked my dog for the full 30 minutes, and kept me updated throughout. Communication was clear and easy, and they were very professional and friendly. Super easy to work with. I’d definitely recommend them to anyone looking for reliable and caring pet care!

Profile image
Jared C.
Dog Walking
1 / 1
Find pet care near you

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?

  • Cashless payments

    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.

  • 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
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Cheshire average 3
repeat dog walking clients

FAQs for Dog Walking - Cheshire

Frequently asked questions about Rover

The average cost for Dog Walking in Cheshire on Rover is $21.4 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 2,982 sitters on Rover offering Dog Walking across Cheshire. 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 Cheshire. 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 Cheshire.

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 Cheshire. On Rover:

  • 93% of walkers can help with special care needs
  • 95% can help with giving oral medications or injections
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge