Dog Sitting Cheshire
Book a Cheshire dog sitter to watch your dog in your sitter’s home or yours.

Over 65 pet parents in Cheshire have booked dog sitting
Cheshire, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I rescued my own dog from a shelter, and she required a lot of special training and patience. I worked with her on socialization, leash walking, and reducing pulling and barking around other dogs, and I have successfully helped her improve in all of these areas. Since she was a puppy when I adopted her, I also have experience with the patience, consistency, and care that younger dogs require. In addition, I care for a senior dog, so I am experienced in recognizing when a dog has reached their physical limit during walks and understanding how to adjust care based on their needs. Having experience with both younger and older dogs, as well as both large and small breeds, has taught me how to handle dogs of different sizes, temperaments, and training levels with confidence and care. I am currently in school but there are only three days a week I am completely booked with classes. My Mondays and Fridays and weekends are completely open and would love to spend my free time around more dogs! I provide a safe, clean, and calm environment for pets while they are in my care. Since I live in an apartment, I make sure the space is pet-friendly, secure, and free of anything that could be harmful to animals. I pay close attention to each pet’s routine, including feeding schedules, bathroom breaks, exercise, and any special instructions from the owner. When caring for pets in a client’s home, I respect their space and follow all care instructions closely to help pets feel comfortable in their familiar environment. I prioritize safety during walks, monitor pets closely around other animals, and make sure they receive plenty of attention, patience, and affection. I also provide updates and communication so owners feel reassured while their pets are in my care.
“Whitnee was fantastic with Echo! She was willing and ready to help me extremely last minute and took the extra time to make sure Echo had the care he needed! Thanks so much Whitnee!”
About: I’ve been around dogs all my life, but started caring for them on my own since I was 10 years old. As I got older, I was around cats more and more, and now I have a great love for both pets!! My experience includes walks, potty breaks, playtime, overnighting with pets, senior care, and caring for high energy dogs. I often work on the weekends and Wednesday nights, but like to stay busy during the week. Staying busy mostly means being active and running errands. Pet care is a perfect opportunity for me to fill in the gaps! I will visit the pets as much as needed, feed them when advised to, pet them and play with them, and take them on nice, relaxing walks.

“Stephanie was absolutely amazing! She made me feel at ease with being away for a few days. She even had her kids, who helped me learn that Cole is a good boy around children. She was so informative and sent the best pictures!! Highly recommend her, and Cole was so happy!! Thank you again for such a pleasant experience”

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. Currently have a dog walking client at Winding Brook Condominiums in Meriden. I’m there twice a day for 30 minute walks and play. I bought some balls for her so she can play. Have videos and lots of photos. 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.
About: I’ve had pets of all kind since the age of 4 and taken love for them since. I’ve had about 5 dogs, 4 birds 3 red ear slider turtles, multiple fishes and 1 cat throughout. I work full time as a properties manager. But in my spare time I would like to walk some dog as i truest enjoy walks, sitting and a fun time. I would care for your pest as if they were my own(of course respecting all your standards). Communication is key as I would like all expectations to be met and transparency across. To be trusted with a love one is a responsibility I take very seriously
“Second time working with Alex. She took great care of our four cats and was accommodating to our last minute request. Our cats were healthy and calm when we got home. Thanks, Alex!”

“Sandy is terrific! My dog Mika took to her right away at their Meet & Greet and was happy to see her when she arrived to walk and feed her a couple of days later. She communicates promptly which I really appreciate. I'll definitely be hiring Sandy again.”


About: I've been caring for dogs since l was 10, and over the years I've helped neighbors, friends, and family with feeding, walking, playtime, and daily check-ins. I'm comfortable with all ages and personalities-from energetic puppies to slow-moving seniors who need a gentle routine. I also have a puggle at home, so I'm no stranger to high-energy, goofy, dramatic, "I run this house" behavior. Living with a puggle has taught me patience, structure, and how to keep a dog entertained, calm, and safe even when they're full of personality. Because of that, I'm great with dogs who are excitable, stubborn, or just a little wild in the best way. My goal is always to make your pet feel safe, relaxed, and genuinely cared for while you're away. I treat every dog like my own and keep communication open with updates and photos so you never have to wonder how they're doing. Pet care fits easily into my weekly routine. I go into work at 12pm, which gives me open availability every morning for walks, drop-ins, or playtime. I'm also completely free on weekends, so l can offer flexible scheduling, longer visits, and consistent care whenever you need it. When I'm caring for pets-whether in my home or a client's home, I focus on creating a calm, structured, and safe environment. I follow each pet's routine closely, including feeding schedules, walking habits, and any special instructions you provide. I always make sure doors, gates, and crates are secure, and I keep a close eye on pets during walks or outdoor time to prevent any accidents or escapes. In your home, I respect your space and your rules. I keep things tidy, follow your preferred routines, and make sure your pet feels comfortable and cared for while you're away. In my home, pets have a calm environment with plenty of attention, structure, and supervision. I also have a puggle, so I'm very familiar with managing high-energy personalities safely and patiently.
“We had such a great experience with Mckenzie! From the very beginning, she was communicative, reliable, and clearly loves what she does. It gave us so much peace of mind knowing our puppy was in good hands. We also loved the photo updates. We came home to a relaxed, happy puppy, and that says everything. We would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring sitter!”

About: I’ve had dogs of all sizes myself, and have friends and family whose cats I’ve watched as well. I am extremely active and can walk/run dogs all day long! I’d love to help your dogs be more active with me! I am a college student who works on campus, but I do have afternoons and weekends free. I have a reliable vehicle so I can make it to appointments. I’d love to get on a weekly schedule of dog walking to make activity normal for their lives and mine! I’m very respectful and professional about being invited into someone’s home to care for their pet. I’m a stickler for rules and standards, and will always communicate what the proper care is before I arrive for your pet.

About: I’ve taken classes in animal science focusing from the smallest household pets to the biggest farm animals, you name it! But no matter the size, all pets deserve the love and care we people give each other so i'm here to support any ways to the best of my ability! <3 i work up to 3pm on most days so i can definitely stop by before dinner time! i’m also free on Friday and Saturday so feel free to take that weekend getaway :) i’m able to keep your pet consistently enriched and happy during services and have no issue with extra steps needed to ensure they are comfortable!

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
“We had a great experience having Corbin watch our pets while we were away. We have multiple pets with varying feeding schedules and medications, and he handled everything so well, including watering my porch plants, such a relief! Very responsible and we can tell our dog had a great time with her new friend. Will definitely be using him again in the future.”

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.
“Angela is very professional and knowledgeable about dogs. She had no problem dealing with my two difficult dogs and I could tell they loved her after the first time she came over to meet them. I highly recommend her and would definitely use her again!”

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!
The median cost per visit for dog sitting in Cheshire is $25
Dog parents share their Rover experiences - Cheshire
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.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Cheshire
Select a filter and find qualifying sitters offering dog sitting.Sitters in Cheshire average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Cheshire
Frequently asked questions about Rover
The average cost for Dog Sitting in Cheshire on Rover is $18.87 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of August 2026, there are 2,848 sitters on Rover offering Dog Sitting across Cheshire. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Cheshire stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cheshire choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter 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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Cheshire with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Cheshire. On Rover:
- 95% of sitters can help with special care needs
- 97% 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.
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 sitter.






