Dog Sitting Cheshire
Book a Cheshire dog sitter to watch your dog in your sitter’s home or yours.
Over 61 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.
“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!”
“Nicole saved my butt with a last minute notice of needing someone to come let my dog out.. She had never even met my baby who tends to be very skittish around new people for a few seconds.. but she handled it like a pro and we came home to a content happy dog,so she must have been good to him!!! she even sent me an adorable photo.. she kept me informed.. she asked all the right questions.. I couldn't recommend her more! she was great..”
“Adele was an absolute pleasure to work with! She was punctual, dependable, communicative & provides great updates and pictures during the visit! Would definitely recommend if you are searching for a great petsitter!!!”
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
“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.”
“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.”
“Sara is amazing. She followed my instructions and she kept in touch with me on how our old lady was doing. She used good judgment with regard to the poor air quality and heat by limiting the time our dog was out. She paid attention to our dog as well. I desperately wish she lived closer to us and am so thankful that she was able to come to our home. I highly recommend her and believe anyone who gets to have her take care of their pets is very lucky. She also has excellent work ethics.”
About: If I can manage 30 middle schoolers, I can handle your dog." Hi there! My name is Michael, and I am a Cheshire local with 18 years of experience as a teacher, a dad of three kids, and most importantly — a dog dad of two. Caring for animals is not a side hustle for me; it is simply an extension of the way I live my life. My two dogs, Laney and Monster Truck, are at the center of our family. They go on walks, they cuddle on the couch, and yes — they are absolutely spoiled. When your pet stays with me, they become part of that same routine. What you can expect from me: 📍 Daily photo and text updates — I know you miss them. 🏡 A home environment with a yard, kids, and two friendly resident dogs. 🚶 Regular walks, playtime, and one-on-one attention. 🧠 Patience, structure, and consistency — 18 years in a classroom will do that to you. 💬 Clear, prompt communication before, during, and after every booking. A little more about our home: I am available primarily on weekends and summers, which means when I have your pet, I am fully present — not squeezing in visits between a 9-to-5. Your dog gets my undivided attention. I have experience with dogs of all sizes and energy levels. My own two dogs are a larger weiner dog and a medium sized hound/boxer mix, so I understand what it means to manage both ends of the spectrum. Whether you need a dog walker, a drop-in visit, or a full boarding stay while you travel, I would love to meet your pup. Let's set up a free meet-and-greet so your dog can check me out first. Your pet deserves someone who treats them like part of our pack. Pet care is already woven into my daily life. As a dog dad of two, my mornings start with a walk and my evenings end with one. Adding your pet to that routine is natural and effortless for our family. On weekends and during the summer — when I am available for bookings — I am home and fully present, which means your dog is never an afterthought. They are part of the day from start to finish. What you can expect from me: 📍 Daily photo and text updates — I know you miss them. 🏡 A home environment with a yard, kids, and two friendly resident dogs. 🚶 Regular walks, playtime, and one-on-one attention. 🧠 Patience, structure, and consistency — 18 years in a classroom will do that to you. 💬 Clear, prompt communication before, during, and after every booking.
“Tatum was soooo great with my quirky dog! She totally went above and beyond to make sure my nervous nelly was comfortable enough to eat and do her business. She also kept me updated on everything that was going on with my pup and my kitty. I’ll definitely work with Tatum again!”
“McKenzie was fantastic while I was away on vacation, taking great care of my two cats and dog. She was reliable, communicative, and clearly gave each pet the attention they needed. I came home to happy, well-cared-for animals and total peace of mind. I’d absolutely trust her again and highly recommend her!”
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 worked for The FurKid company in New York City. There, I walked dogs, as well as provided overnight care for dogs and cats, which includes administering medication to the animals. I'm a teacher, so I am mostly available outside of the 7:30PM to 3:30PM window. I pour a lot of love into the animals I care for, no matter how much time I have with them! I have no pets of my own, so will be able to put all of my energy into yours! I unfortunately don't have a yard, but there is plenty of green space and a dog park in my apartment complex.
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.
“Tom and his oldest daughter took excellent care of our 2 cats when we were out of town! They quickly became comfortable with them which is a testament to how much they love animals. We will certainly be using them 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.
About: I've grown up with animals since I was born and have gained the largest appreciation for pets of all shapes and sizes. Besides this, I have watched numerous pets for friends, family, and neighbors and ensured all pet's needs were met. Whether this was special diets, long walks, hours of play time, I love spending any and all time with animals. I do work a full time job usually M/W/F/Sun from 4 until about 12:30pm. I am also a full time student working on getting her bachelors. I always make plenty of time for drop ins to care for pets. Saturdays are usually always free so I have the time to really care for your pets needs! I’m willing to discuss what availability you’re looking for. I am open to almost all special requests you might need for you pet! Whatever practices/care needs you are looking for, I am willing to adjust to.
The median cost per visit for dog sitting in Cheshire is $25
Dog parents share their Rover experiences - Cheshire
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.
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
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Cheshire sitters!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 July 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 July 2026, there are 2,881 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
- 96% can help with giving oral medications or injections
- 97% 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.
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