Dog Walking Cheshire

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

End
Search

Over 61
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: Darya H.
Verified Enhanced Background Check
Darya H.
Star Sitter
from
$21
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Prospect, CT, 06712

Darya is always on time, always accommodating to my changing schedule as a medical professional, and always so sweet with my dog Wally. As a rescue, Wally tends to be suspicious of strangers when first meeting them. But when he first met Darya, he approached her with ease. I like to believe this is a testament to Darya’s positive aura. We are so glad we found her!

Profile image
Breanna C.
Sitter Profile Image: Julie R.
Verified Enhanced Background Check
Julie R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
82 reviews
37 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: Kejda K.
Verified Background Check
Kejda K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Meriden, CT, 06451

About: Hi everyone. I am new to Rover as a sitter but I’ve taken care of different types of dog breeds for 5 years! Dogs are considered to be humans best friends and I treat them like they’re mine! I provide comfort and care and help each dog with anything they may need, ranging from love, to energy and any special need care the owner may have! I alter my care depending on each need to each individual dog! I am comfortable around all dogs. While also having a job as an engineer, I try to make time for my animals even if that means leaving work and coming home to make sure they have everything they need! I also have days off that need to be filled with more joy and more animals! With a lot of free time, I can make sure your fur baby is never alone and bored! I’m also new on rover as a sitter and I’m super excited to start meeting new pets! I have 2 mini golden doodle puppy one named Tobi and one named Rylee. They are as playful and energetic as they can be. I provide them with attention and energy anytime they need/ want and they control my whole world! This would be no different than taking care of your pets too! Every pet deserves love so I will provide that level of comfortability! I adapt to your pets as if they are my own.

Sitter Profile Image: Hailey T.
Verified Enhanced Background Check
Hailey T.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
84 reviews
24 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!

Profile image
Michael D.
Sitter Profile Image: Erin M.
Verified Enhanced Background Check
Erin M.
from
$17
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
40 years of experience
Wallingford, CT, 06492

About: I have been owned by cats my entire life and have taken care of dogs of all kinds for family and friends for years. I am comfortable with giving medication to cats, including insulin shots. I've had 2 diabetic cats. I am also a Reiki Level 2 practitioner and can give reiki to pets. I have always been the go to pet sitter for my family and friends when they go on vacation. I'm known as the animal whisperer and can usually win over any animal! Just a quick note that my evening visit window ends at 7pm. If you need a later time for a drop-in visit, please mention it before booking so we can confirm whether it is possible. Thanks! I am a home healthcare worker so I have a flexible schedule. I usually finish for the day between 2:30 and 3:30 and am available after that. I can be available during the work day (9-3) with advanced notice to schedule patients around pets! I can also be available some mornings earlier than 9 with advance notice. I will happily come to your home and play with and feed your cats and dogs. I will also walk your dogs and claen up after them. I am willing to give medication if necessary as well.

Sitter Profile Image: Kailah J.
Verified Enhanced Background Check
Kailah J.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
11 reviews
6 repeat clients
3 years of experience
Waterbury, CT, 06706

Excellent walker

Profile image
Sarah L.
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: Mckenzie P.
Verified Enhanced Background Check
Mckenzie P.
from
$18
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
4 years of experience
Southington, CT, 06479

McKenzie took such great care of our pup! Thanks again, we will be rebooking again

Profile image
Christina C.
Sitter Profile Image: KELLY G.
Verified Enhanced Background Check
KELLY G.
from
$22
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Meriden, CT, 06450

Thanks for all you do!

Profile image
Christopher J.
Sitter Profile Image: Alexandra C.
Verified Enhanced Background Check
Alexandra C.
from
$25
per walk
5.0 out of 5 stars
5 reviews
14 years of experience
Cheshire, CT, 06410

About: Grew up with four dogs and lifelong pet care experience. Trusted by clients & friends. Skilled with French Bulldogs and Dachshunds, including IVDD-aware handling. Attentive, reliable, communicative! Pet care easily fits into my routine. I have a flexible schedule and am available any day, ensuring pets receive reliable, attentive care whenever needed. I carefully follow each owner's instructions, maintain pets' routines, provide plenty of attention, exercise, feeding, medication if needed, and keep their home clean and secure.

Sitter Profile Image: Kristian A.
Verified Enhanced Background Check
Kristian A.
from
$17
per walk
13 years of experience
Cheshire, CT, 06410

About: I’ve taken care of many different kinds of pets while growing up and I understand how hard it is to find a last-minute pet sitter so I’m happy to help! Every single day. I can take any pets literally within like a five minute notice as long as I can get there I’m very happy to help and know how hard it is to get a last-minute pet sitter. Getting paid for taking care of Pat is just a bonus for me. I love spending time with them and I’ve grown to find that they all love me.

Sitter Profile Image: Rebecca F.
Verified Enhanced Background Check
Rebecca F.
from
$25
per walk
5.0 out of 5 stars
27 reviews
11 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: Erin O.
Verified Enhanced Background Check
Erin O.
from
$15
per walk
15 years of experience
Southington, CT, 06489

About: I’ve had pets my entire life and have always loved caring for animals. I have experience walking dogs, dog-sitting, and house-sitting for pets, and I’m comfortable caring for pets with different personalities, energy levels, and routines. I’m responsible, dependable, and attentive to each pet’s individual needs. I treat every pet as if they were my own and always prioritize their safety and happiness! I’m currently in an accelerated nursing program, so I have a structured but flexible schedule. I have two in-person classes for 2 hours each on Mondays and Wednesdays, and clinicals on Thursdays. I’m generally available after 3 PM on Thursdays, and I’m fully available Tuesdays, Fridays, Saturdays, and Sundays. When caring for pets in a client’s home, I make it a priority to follow their usual routine and instructions closely. I understand how important it is to feel comfortable trusting someone with both your pet and your home, so I am respectful and thoughtful of their wishes. I always make sure pets are safe, comfortable, and well cared for, while keeping their environment clean and secure. I’m also happy to provide updates and photos so pet parents can have peace of mind while they’re away!

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: Tatum D.
Verified Enhanced Background Check
Tatum D.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
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.
Verified Enhanced Background Check
Sara R.
from
$18
per walk
5.0 out of 5 stars
12 reviews
5 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.
Sitter Profile Image: Crystal Z.
Verified Enhanced Background Check
Crystal Z.
from
$17
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
16 years of experience
North Haven, CT, 06473

About: I am a huge animal lover and have spent a lot of time rescuing homeless cats in my neighborhood. I have trapped 20 stray cats, vetted them, and found them homes. From this I have 7 of my own cats. I also have rescued two dogs from shelters. One is a Pitbull and the other an English Bull Dog. Growing up I always had pets around. As a Special Education Teacher I am available all weekdays after 5pm and I have complete open availability on weekends and school vacations (December, April). I have no problem with high energy or needy animals. I am comfortable cleaning up pet messes, playing, walking, and providing medicine if needed. I will do anything an animal needs.

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: Camden W.
Verified Enhanced Background Check
Camden W.
from
$25
per walk
10 years of experience
Cheshire, CT, 06410

About: I’ve had pets and been a pet sitter for 10+ years. I love animals and want to help out my community! Getting paid to play with dogs and cats?? Sign me up! ;-) I work full time from home so I have flexibility to care for your pets any time of the day, just book in advance for extra flexibility! I can provide drop-ins, overnight stays and walks! As a dog and cat mom myself, I make sure to meet the pet where they are with lots of love!

Sitter Profile Image: Kelly R.
Verified Enhanced Background Check
Kelly R.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
12 years of experience
Meriden, CT, 06451

Kelly was a great communicator on any slight changes needed to our walking schedule, and did an excellent job adapting to our middle aged dog's long and sniff filled walks. She also checked in about bringing her young (human) kiddo on the walks, which was exciting for us to make sure our dog will be used to strollers and kids for future walks. Highly recommend!

Profile image
Corey W.
1 / 1
View more

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

Lori was very loving and attentive to my Nala, spent time with her and sent pictures. Nala was very happy with her and so was I

Profile image
Ann B.
Dog Walking
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
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

Popular requests for dog walking - Cheshire

Select a filter and find qualifying sitters offering dog walking.

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 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 2,885 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:

  • 92% 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