Pet Sitting Cheshire
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 82 pet parents in Cheshire have booked pet sitting
Cheshire, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I had just moved to Cheshire, CT and needed to find a cat babysitter quickly. I am so lucky to have found Christine online. From the moment I met her, I knew I did not have to worry about my 2 cats. She is the sweetest and most caring person you could ask for and her love for pets comes through. I have found a car sitter for whenever I travel in the future.”
“Lori did a wonderful job looking after my two cats. She is very kind and gentle, and both of them seemed to love her. She was communicative and reliable. I would rebook her in a heartbeat.”
About: Hi, I have been taking care of animals for over 25 years now. I also use to breed German Shepherds for eight years. I am a stay at home mom and Rover, is my full time job now that my kids are teens. I use to foster dogs and other animals before I had a family and worked on two farms, So I have a lot of experience with different types of breeds, temperaments, past abuse, and very skittish animals. I have much confidence when it comes to taking care of special case dogs, senior dogs, newborn/Whelping puppies and more. We live in a house with over two acres of land, with lots of lovely areas to walk, including a cemetery that is located over the fence in our yard. It has lots of roads that are quiet and safe. I find this great because they gets lots and lots of exercise, and its great for dogs that may be frightened of loud, busy streets, or leash reactive dogs. We also have doggie pools ,( when it's hot) if your pup loves water play! My German Shepherd and Papilions are highly trained and socialized . They are extremely well behaved, as well as amazing house dogs and companions to my autistic son. HOWEVER, your dog/s and my dogs will NEVER come in physical contact with each other. . We are highly active family, so lots of play and exercise fits in our schedule everyday. While hosting your pets at my house, they will receive the same attention and affection as if they were my own dogs. I always sleep in the same room as the pups ( unless told otherwise) to keep they company and comfortable during their stay. We will have lots of potty breaks, keep right on track with feeding schedule. Everyday we will have lots of play time, down relax time, and brain stimulating fun as well. I will take them on long walks at the cemetery that is behind the fence of our home. I ONLY do family boardings, I do not mix other family dog/s. I find no matter how socialized they are, being away from home on top of being with unfamiliar dogs can always have a possibility of disaster. My goal is to keep everyone safe! I will take up to 2 dogs from the same family. Thank you for understanding. I absolutely am an animal lover, and it's the only job that makes me feel happy, confident and I have such a passion for this work So your pets will become my family when they are with me. I will always protect them and care for them like they are my own. I will always send pictures and videos of your furbaby while they are in my care. I am very good at keeping in contact with of my clients via their choice of email, text message or phone/video calls. Please ask me as many questions as you like, I am eager to learn about your fur babies! My dogs are on strict, daily routine that doesn't interfere with my work schedule. However my dogs and your dog/s will not come in physical contact with each other. We have two wings of our home and the main house where are dogs are. Down the hall we have the ..... Huge Doggie Suite!! Equipped with a mini fridge for meds and wet food, with lots of toys, beds,blankets, a big doggie couch, Sink, Raincoats and snow jackets, AC AND HEAT. Lots of windows and sky lights, screen windows to slide open to get that fresh crisp air in the morning and gentle breeze at night. Spring and Fall are best for those times. But we will have fun all year round because I am a huge outdoors person. I also have doggie Tv playing everyday!!😊 My schedule most of the time will be wide open, which only a few days here and there that I won't be available. I will follow all your directions to a T, and you will never be disappointed by my services! I look forward to all my new pup and "hooman" clients.
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.
“Darya has done a great job taking care of our corgi puppy! She is always on time and gives a thorough daily update for her drop-in visits. We have appreciated how she follows our detailed instructions and is very responsive. We would definitely recommend Darya!”
“Huge thanks to Julie for taking such great care of our cat, Mira! It’s always a bit tough leaving her, but Julie made it so easy. She was always on time and sent the best detailed updates and cute photos, which we looked forward to every day. We could tell the second we got home that Mira had been in great hands, she was so happy and relaxed. If you’re looking for someone reliable who truly cares about your pets, Julie is the one! We’ll definitely be booking her again.”
“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!”
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.
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.
“Amazing attention to detail and easily built rapport with our skittish cat. Made sure they were fed and played with, litter was taken care of, and there wasnt anything missed. Definitely will rehire”
“Hailey was fantastic. She took our last minute request, which I was extremely thankful for. She was able to wrangle all four of my excitable dogs without issue. Every interaction was professional, and the dogs loved her. She's great at what she does, and I'll definitely be keeping her in mind if I need any drop-ins in the future. Five stars!”
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! 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.
“David was wonderful! He provided great service and care for our dog. He provided regular updates including pictures and also took care of a couple additional things for us while we were away.”
“I highly recommend Rebecca! Everything went very smoothly and she made my family’s time away stress free. She took care of my two dogs and it was clear they were in good hands! She sent several pictures with her updates which was awesome!”
About: I've taken care of dogs since I was a freshmen in high school. My jobs consisted of walking, feeding, playing, and occasionally staying overnight with the dog. I love animals and genuinely care for them, making my service just a bit more special. Currently I only work after 3:45 on weekdays, so I have plenty of time to hangout with your pups! I have enough time for attentive care and multiple visits per day! I do not intend to board any dogs in my home, but I can crate a dog, I am comfortable with fenced in backyards for unleashed pups, and when no fence is available the dog will be leashed/harnessed.
“I used Alaina and Jake for daily drop in visits for my two cats while I was away for several days. My cats can be anxious and hide from people they are not used to but I received daily pictures of them being out of hiding and eating, so I knew they were happy. Upon returning home they were there cuddly, happy selves. It is a relief to have caring, responsible pet sitters when you are away and Alaina and Jake will be my first choice for future trips when they are available”
“She’s a very thoughtful sitter, even made my cat a new catnip toy. Made sure everything was done before leaving and made sure my cat was super comfortable. Overall would definitely rebook!”
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.
The median cost per visit for pet sitting in Cheshire is $25
Pet parents share their Rover experiences - Cheshire
Lori was fantastic! She provided the highest level of care while we were away for a week, and always sent photos and videos during each visit. Luna was clearly comfortable and happy and we will definitely book again for future needs. Highly recommend booking with Lori!
This was my first time using rover and leaving our cats alone this long but Jordyn was honestly so great. During the meet and greet the cats immediately liked her. And for each drop-in Jordyn sent us multiple pictures and a description of the visit which made being away so much easier. I would highly recommend her to anyone needing cat care.
Christine was from the start very thorough, detail oriented and very caring. This was our first experience with her and she did not disappoint. Christine is a very kind and thoughtful person and it showed in her daily reports and photos she sent. She cared for our kitties for 10 days and they are not used to being alone for that long. Christine took extra care to be sure they knew she was there to help them without overwhelming them. We felt very comfortable that they were going to be in good hands and we know they were. Thank you Christine! Will definitely be booking with you 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.
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 pets like family
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Cheshire
Select a filter and find qualifying sitters offering pet sitting.Sitters in Cheshire average 5 repeat pet sitting clients
FAQs for Drop-In Visits - Cheshire
Frequently asked questions about Rover
The average cost for Pet 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 Pet 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 Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 2,991 sitters on Rover offering Pet 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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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