Dog Walking in Cheshire

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

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Top rated Cheshire dog walkers

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: Lori C.
Verified Enhanced Background Check
Lori C.
from
$17
per walk
5.0 out of 5 stars
2 reviews
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: Julie R.
Verified Enhanced Background Check
Julie R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
52 reviews
24 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.

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Michael M.
Sitter Profile Image: Victoria S.
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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!

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Jared C.
Sitter Profile Image: Christopher C.
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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!

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Natalie D.
Sitter Profile Image: KELLY G.
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KELLY G.
from
$20
per walk
1 repeat client
30 years of experience
Meriden, CT, 06450

About: I try to take parts of Cesar Milan's strategy with dogs specifically. Trying to not reward bad behavior. Making sure a pet can respect my boundaries. I work flexible hours as an independent contractor so I make my own schedule. I am building my pet care business so I am signing up for a drone pilots license for pet recovery. I am also working on upgrading my vehicle to a minivan. I am offering pet sitting in your home until that can change to my home. I am needing different things done to my home before I can bring pets to my house.

Sitter Profile Image: Mary M.
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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.

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Richard L.
Sitter Profile Image: Susan B.
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Susan B.
from
$18
per walk
4.9 out of 5 stars
9 reviews
4 repeat clients
40 years of experience
Cheshire, CT, 06410

Susan was so kind and considerate with my old dog. I would highly recommend her and will definitely use her again.

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Lynn D.
Sitter Profile Image: Hailey T.
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Hailey T.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
68 reviews
22 repeat clients
10 years of experience
Meriden, CT, 06451

Hailey did a fantastic job coordinating and helping walk our energetic puppy! Always responsive and helpful give feedback and ensuring our puppy was happy and had a great time!

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Michael D.
Sitter Profile Image: Michael D.
Verified Enhanced Background Check
Michael D.
Star Sitter
from
$24
per walk
4.9 out of 5 stars
24 reviews
9 repeat clients
20 years of experience
Southington, CT, 06489

Michael did a wonderful job taking care of Bella from September of 2025 to now. I was worried that she would give him a hard time because she was 15 years old but he treated her very well! 🙏💔🙌

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Thomas R.
Sitter Profile Image: Angela B.
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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 has been great with Otto! She is flexible when plans change. Her communication is great, she responds quickly. My pup loves her. I am happy I found such a great dog walker.

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Megan B.
Sitter Profile Image: Corbin F.
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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!

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Nicole G.
Sitter Profile Image: Finley F.
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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: Sabrina H.
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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!

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Ann C.
Sitter Profile Image: Charlotte D.
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Charlotte D.
from
$18
per walk
10 years of experience
Hamden, CT, 06518

About: I've grown up surrounded by all sorts of animals and as soon as I could drive myself around I knew what I wanted to do. Without using a service I've dog-sat for over five families and have cat-sat for three. I'm very familiar with older animals as well as puppies and am determined to ensure that every animal I see feels loved. I'm currently a senior in high school and a varsity athlete. I, unfortunately, cannot see any animals during the week before 5:30 pm, but am willing to see them very late at night and at any time during the weekend. I have a fenced yard with two labradors and three cats, one indoor two outdoor. Also have several crates and beds. Always willing to take care of another furbaby.

Sitter Profile Image: Camryn K.
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Camryn K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
12 years of experience
Wallingford, CT, 06492

About: I have been responsible for dogs of all types for over a decade. From occasional afternoon walks to extended house-sitting and dog watching, I have experience providing companionship and playful exercise to dogs. If your dogs have special needs or specific routines, like medication or feedings, I have experience with that too! Whatever your fur-baby needs, I can do it. AVALABILITY CHANGE STARTING JUNE 22ND 2026! My new availability during the work week will be any time after 4:30pm. On weekends, I'm still wide open! Currently I'm working part time, so I have plenty of time to walk and or visit your loveable pets! During the work week, I'm available 9:30am to 2:00pm and then available any time after 6:00pm; Except for Tuesdays, my mid-day availability starts at 11:30. On weekends, I am wide open all day! Every animal deserves love and respect. From energetic puppies needing a playmate to senior dogs enjoying a stroll, I am able to adjust to their personalities and meet the dog at their needs. I will always be vigilant and engaged, making sure they are safe and having fun while you are away!

Sitter Profile Image: Tatum D.
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Tatum D.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Meriden, CT, 06451

About: My name is Tatum I am 20 years old and have had exotic pets such as birds reptiles bugs and more. I currently have my own dog her name is Ripley and she’s almost a year old pit being trained for obedience and heel work I have training experience and dog care experience as I also used to work at a pet store caring for over 60 puppies at a time cleaning feeding playing with and giving medication! I currently am full time looking to fill up my schedule taking care of everyone’s animals feel free to ask questions and more ! Thank you I offer walks over night stays and I can do training and enrichment activities with your pup ! I’m also experienced with giving medications to sick dogs or seniors if needed

Sitter Profile Image: Sara R.
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Sara R.
from
$17
per walk
5.0 out of 5 stars
11 reviews
3 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!

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Lusianna M.
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
9 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!

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Michael D.
Sitter Profile Image: Kate H.
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Kate H.
from
$25
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Wallingford, CT, 06492

About: I grew up in a family with more pets than humans and loved every moment of it. Meeting new pups and kitties is my favorite way to spend a weekend :) I’m currently working part time and love to break the day up with a dog walk. Available for weekend house sitting and drop by visits. I’m always down for a stroll around the neighborhood with your dog or hours of feather wand games with your cat. Like most fur babies, I’m a total homebody and happy to hang out for hours giving head scratches.

Sitter Profile Image: Darya H.
Verified Enhanced Background Check
Darya H.
from
$18
per walk
10 years of experience
Prospect, CT, 06712

About: I’ve been around animals my whole life and genuinely love spending time with them, especially dogs and cats. I have a golden retriever and two cats of my own, so I know how important it is to have someone you truly trust caring for your pets while you’re away! I’m very reliable, patient, attentive and I honestly just enjoy being around them. I love being outside, going on walks, and making pets feel comfortable, safe, and cared for. I also have a very flexible schedule, so I’m able to give pets plenty of attention and consistency throughout the day. I’m comfortable with dogs of most sizes and energy levels, as well as cats, kittens, and puppies! Whether your pet is super energetic or more shy and relaxed, I’m happy to work with their routine and make sure they feel happy and comfortable while you’re away. I have a flexible schedule and plenty of time to care for your pets! Whether it’s a walk, a drop-in, or just some attention during the day, I’m happy to help! I don’t care for pets in my own home, but I’m very respectful and reliable when it comes to caring for pets in their own space. I always follow the owner’s instructions closely, make sure everything is secure before I leave, and give plenty of attention and care during my visit! I want your pets to feel safe and comfortable while you’re away.

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Over 65
pet parents in Cheshire have booked dog walking

Cheshire dog parents share their Rover experiences

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.

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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!

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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!

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Jared C.
Dog Walking
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Cheshire average 3
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Cheshire on Rover as of Jun 2026 was about $22 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Cheshire dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,939 dog walkers in Cheshire. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Cheshire dog walkers respond in under an hour.

Dog walkers in Cheshire have an average of 15 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Cheshire.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 2,939 dog walkers in Cheshire on Rover, so you’re sure to find the perfect match for your dog! In Cheshire, 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.