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

Over 59 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.
“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!”
“This is the second time I have had Sara come for drop-in visits for my two cats. She is trustworthy, reliable, and always on time. She gives my cats attention, plays with them and takes great care of them. Sara always sends pictures so I can see how they are doing which I love. I can enjoy myself & not have to worry about them which is most important to me. I’m already booking her again for my next getaway. I highly recommend Sara!”


About: I have had various breeds of dogs and cats since I was a child, taking the time to learn the different care that they each require. I have also been entrusted by family and friends to take care of their pets when they are away! I currently work a consistent schedule on Mondays, Wednesdays, and Thursdays from 7 AM to 6 PM. Outside of that I am fully available to provide the love and care that your pet needs! I do not have any pets, so your pet will have all of my attention and will not need to adjust to the presence of any other animals! I live within walking distance of two parks and one trail that I walk often!
“Alex is great! She was very responsive and happy to accommodate my changing schedule and my feisty little puppy! Would highly recommend her for anyone needing care for their fur babies!”

“Kailah has been great with my dogs! I have 2 rescues who are super nervous around new people. This was our 3rd time booking with Kailah, she has been super patient and they are starting to warm up to her. I would recommend Kailah and will definitely be using her services again.”

“Cesar had a great visit with Sadie, Sadie was very informative asked questions regarding Cesar very professional looking forward to future visits and overnight stays with our Cesar”

About: I have a great, rambunctious 6-year-old Golden Retriever named Cobie, and previously had another wonderful, loving Golden Retriever named Max, who we cared for well into his old age--17! I have taken care of dogs for friends and family all throughout my life, and always shower them with all the love in the world! I am currently in graduate school, but I am available for late afternoons or evenings and nights during the week, and anytime during the weekend! I always ensure safety of the dog and the home, whether that be crates, blocking off parts of the house, and following set rules and routines. Just as important is love and gentleness, doing my best to build a dog's trust.
About: I've had pets for 50 years. Have dogs and cats. Work with TNR in my community. Care for feral colonies. Can administrator medication, IV fluids and sub q injections. I can handle special diets. Recently completed an Approved Vet Tech Assistant program and have passed the National Exam. I completed 100 hours at a local vet hospital as well. I'm currently working a flexible part time job. I do not have children at home or other responsibilities. I am available holidays, evenings and weekends. I can administer medications, I can walk dogs, can handle special diets, can handle multiple pets (I currently have a client with 10 special needs cats).

“Stephanie is the most caring and attentive dog helper! She leaves great updates after each visit, helps train my puppy and always gives me great feedback on puppy training and caring. She communicates so well and is always timely. Highly recommended!”

“Alex watched my dogs for several days while I was out of town and took fantastic care of them. She played fetch every time she went by, sent several pictures, and let me know anything out of the ordinary. I would highly recommend letting Alex take care of your fur babies!”

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 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.
“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: I'm a huuuge pet lover! I have two cats of my own, routinely watch/walk my brother's dogs, and also volunteer at my local cat shelter every weekend. Cleaning up litter boxes, poop, hairballs, and puke are second nature to me haha! I also took care of my senior cat who lived to 23 years, so senior pets have a very special place in my heart. Rest assured your pet will be in great hands with me. :) I am remote 3x/week so my schedule is very flexible. I am often free any time of day (besides tuesdays & wednesdays) from 7am to overnights if needed. I'm flexible to all scheduling - just let me know! I do dog walks, dog feedings, cat feedings, and cat walks (if you are interested!) :) I will keep all pets company if youre just at work for the day or need a late-night stay for a date-night.
“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..”

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
Another great visit from Lori! My dogs love her and that’s all that matters to me, BUT Lori is also really great and so easy to work with! She has great communication and not only made sure she knew every detail about my dogs, but also took time to make sure she acquainted herself with our house so she’d leave the house and dogs secure after her visit. I really appreciated that.

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 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
It's that easy! All payments are processed through Rover's secured platform
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 September 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 September 2026, there are 2,834 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.






