Pet Sitting in Cheshire

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Cheshire pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Danielle G.
Verified Enhanced Background Check
Danielle G.
from
$20
per visit
5.0 out of 5 stars
36 reviews
5 repeat clients
15 years of experience
Cheshire, CT, 06410

Amazing as always! Danielle is the absolute best! Thank you so much!

Profile image
Alexandra N.
Sitter Profile Image: Christine J.
Verified Enhanced Background Check
Christine J.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
14 years of experience
Cheshire, CT, 06410

Christine has been amazing taking care of our 5.5 month old puppy, Ringo! Not only does she provide excellent care for Ringo, she provides us with feedback and pictures of her time with him, and takes good care of our home while she is there. I definitely recommend Christine!

Profile image
Maegan K.
Sitter Profile Image: Jordyn K.
Verified Enhanced Background Check
Jordyn K.
from
$20
per visit
5.0 out of 5 stars
4 reviews
21 years of experience
Cheshire, CT, 06410

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

Profile image
Amanda E.
Sitter Profile Image: Rebecca F.
Verified Enhanced Background Check
Rebecca F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
9 repeat clients
20 years of experience
Wallingford, CT, 06492

Rebecca was able to accommodate me last minute and made friends with my 90lb pitbull. She’s a life saver and will absolutely consider her for the future.

Profile image
Andrew J.
Sitter Profile Image: Julie R.
Verified Enhanced Background Check
Julie R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
52 reviews
24 repeat clients
20 years of experience
Meriden, CT, 06451

We absolutely adore Julie. She took her time and not only had no problem with our cat's semi complicated meal routine, but she sat with our very needy cat and gave her undivided attention while we were away. We will absolutely be contacting Julie anytime we are going to be away and need our pets to be taken care of.

Profile image
Tova H.
Sitter Profile Image: Lori C.
Verified Enhanced Background Check
Lori C.
from
$15
per visit
5.0 out of 5 stars
2 reviews
25 years of experience
Cheshire, CT, 06410

About: I’ve cared for dogs and pets for over 25 years and truly love being around animals. Friends and family have trusted me to help care for their pets because I’m calm, dependable, attentive, and patient. I understand how important it is to feel your pet is safe, loved, and comfortable while you’re away, and I treat every animal with kindness and care as if they were my own. I’m currently working part time and have a flexible schedule. Pet care fits easily into my daily routine because I truly enjoy spending time with animals. I have a calm, caring home and love walks, outdoor time, companionship, and giving pets the attention and affection they need to feel safe and happy. I provide a calm, safe, and loving environment where pets can feel comfortable and secure while their owners are away. I pay close attention to each pet’s routine, personality, and needs, including feeding schedules, walks, playtime, medication if needed, and plenty of affection and companionship. I understand how important trust is when someone is caring for your pet, and I treat every animal with patience, kindness, and the same care I would want for my own.

Sitter Profile Image: Alaina & Jake C.
Verified Enhanced Background Check
Alaina & Jake C.
from
$25
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
25 years of experience
Cheshire, CT, 06410

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

Profile image
Lori M.
Sitter Profile Image: Danielle G.
Verified Enhanced Background Check
Danielle G.
from
$15
per visit
5.0 out of 5 stars
8 reviews
12 years of experience
Cheshire, CT, 06410

About: With 12 years of experience raising and training my own dog, along with caring for dogs in need, including one who was at risk of being placed in a kennel. I’ve developed a strong understanding of different temperaments and behaviors. I provide a patient, structured, and loving environment where every dog or cat is treated like family. I’m a stay-at-home mom providing a safe, cozy, and attentive home environment for your dog or cat. Your fur babe will get plenty of love, supervision, and routine care throughout the day. I welcome friendly, well-behaved dogs and cats and always keep owners updated for peace of mind 🐾 I have two friendly dogs and a friendly cat. Large yard and all pets have free range of the house! We love our fur babies!

Sitter Profile Image: David P.
Verified Enhanced Background Check
David P.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

Dave is a top notch sitter. I love to receive his reports of how the visit went. He notices the details. My dog is always so happy to see him. I can’t recommend Dave enough!

Profile image
Jaclyn W.
Sitter Profile Image: Susan B.
Verified Enhanced Background Check
Susan B.
from
$17
per visit
4.9 out of 5 stars
9 reviews
4 repeat clients
40 years of experience
Cheshire, CT, 06410

Susan was wonderful with Jewels, her kindness and attention to my girl was so well care for.

Profile image
Nancy D.
Sitter Profile Image: Darya H.
Verified Enhanced Background Check
Darya H.
from
$19
per visit
10 years of experience
Prospect, CT, 06712

About: I’ve been around animals my whole life and genuinely love spending time with them, especially dogs and cats. I have a golden retriever and two cats of my own, so I know how important it is to have someone you truly trust caring for your pets while you’re away! I’m very reliable, patient, attentive and I honestly just enjoy being around them. I love being outside, going on walks, and making pets feel comfortable, safe, and cared for. I also have a very flexible schedule, so I’m able to give pets plenty of attention and consistency throughout the day. I’m comfortable with dogs of most sizes and energy levels, as well as cats, kittens, and puppies! Whether your pet is super energetic or more shy and relaxed, I’m happy to work with their routine and make sure they feel happy and comfortable while you’re away. I have a flexible schedule and plenty of time to care for your pets! Whether it’s a walk, a drop-in, or just some attention during the day, I’m happy to help! I don’t care for pets in my own home, but I’m very respectful and reliable when it comes to caring for pets in their own space. I always follow the owner’s instructions closely, make sure everything is secure before I leave, and give plenty of attention and care during my visit! I want your pets to feel safe and comfortable while you’re away.

Sitter Profile Image: Hailey T.
Verified Enhanced Background Check
Hailey T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
68 reviews
22 repeat clients
10 years of experience
Meriden, CT, 06451

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!

Profile image
Zack M.
Sitter Profile Image: Mary M.
Verified Enhanced Background Check
Mary M.
from
$22
per visit
5.0 out of 5 stars
18 reviews
9 repeat clients
40 years of experience
Wallingford, CT, 06492

Mary was amazing with my two goldens. They’re both very energetic and strong pullers on the leash and Mary was able to wrangle them no problem! She came over to meet the pups before hand and was so sweet to my dogs and to us. Send me photos every walk and give a full report back about everything the pups did! We all felt very comfortable with her off the bat as well. I would definitely have Mary back to care for our pups and recommend her to you 10/10!

Profile image
Lauren P.
Sitter Profile Image: Karen M.
Verified Enhanced Background Check
Karen M.
from
$35
per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
25 years of experience
Cheshire, CT, 06410

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.

Sitter Profile Image: Samantha F.
Verified Enhanced Background Check
Samantha F.
from
$19
per visit
5.0 out of 5 stars
72 reviews
26 repeat clients
18 years of experience
Naugatuck, CT, 06770

Samantha did such an amazing job with our dogs. She really spent time with them and gave us details about each visit! Definitely going to make Samantha our regular sitter!

Profile image
Katie N.
Sitter Profile Image: Finley F.
Verified Enhanced Background Check
Finley F.
from
$18
per visit
8 years of experience
Cheshire, CT, 06410

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

Sitter Profile Image: Corbin F.
Verified Enhanced Background Check
Corbin F.
from
$21
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Cheshire, CT, 06410

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.

Profile image
Kristin G.
Sitter Profile Image: Michael F.
Verified Enhanced Background Check
Michael F.
from
$15
per visit
15 years of experience
Cheshire, CT, 06410

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.

Sitter Profile Image: Katelyn P.
Verified Enhanced Background Check
Katelyn P.
from
$15
per visit
5.0 out of 5 stars
3 reviews
17 years of experience
Meriden, CT, 06451

About: My name is Katelyn, and I’m a Pre-Vet student who has loved and cared for animals my entire life. I have professional experience as both a dog walker and a house sitter, and I’m comfortable caring for pets with a wide range of temperaments, routines, and special care needs. In addition, I work closely with a rescue organization where I’ve fostered many dogs and cats of all ages, gaining hands-on experience with young animals, socialization, and daily care. I recently graduated with a degree in Animal Science and a minor in Equine Studies, and I plan to continue pursuing my path toward veterinary school. Through both my education and hands-on experience, I’ve developed a strong foundation in animal behavior, handling, welfare, and medical care. Over the summers, I work as a veterinary technician, where I gain practical experience with animal health, safety, and clinical care. I’m comfortable caring for a wide range of species, and I treat every animal as if they were my own. I would truly love the opportunity to help care for your pets and give you peace of mind while you’re away! I am currently working part-time and have a pretty flexible schedule! I am available for house sitting or dog walking any day of the week. I always care for pets according to their normal routine and the owner’s preferences since consistency helps animals feel safe and comfortable. In a client’s home, I make sure pets are fed on time, have fresh water, get plenty of exercise or playtime, and receive lots of attention and positive interaction. I’m careful to follow any specific instructions for medications, diets, training cues, or household rules. I also make sure litter boxes, yards, and feeding areas stay clean. I like to keep owners updated with regular messages and photos so they know how their pet is doing. For shy or nervous pets, I am patient and let them warm up at their own pace. For energetic pets, I’m happy to provide extra play and enrichment. My goal is always to make pets feel relaxed, cared for, and loved while you’re away.

Sitter Profile Image: Adele L.
Verified Enhanced Background Check
Adele L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Hamden, CT, 06518

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!!!

Profile image
Kendra B.
1 / 1
View more sitters

Cheshire pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

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.

Profile image
Kelli H.
Drop-In Visits
5.0 out of 5 stars

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.

Profile image
Mary Kay H.
Drop-In Visits
5.0 out of 5 stars

Dave is the best! My dog is always so happy to see Dave when he comes over. I really appreciate and enjoy his notes and comments after his drop ins and walks. I’d give him 10 stars if I could.

Profile image
Jaclyn W.
Drop-In Visits
5.0 out of 5 stars

Katherine is incredible. She is extremely flexible and reliable. My 3 dogs have different personalities and she was able to connect with each of them. She made sure I home from my trip and the dogs were being taken care of. I highly recommend her.

Profile image
Maureen H.
Drop-In Visits
5.0 out of 5 stars

Samantha was fantastic! I would have her watch my dog and cats again in a heartbeat. She’s great with animals and a very sweet person too.

Profile image
Adrienne D.
Drop-In Visits
5.0 out of 5 stars

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.

Profile image
Kristin G.
Drop-In Visits
5.0 out of 5 stars

Alexandra did a great job with our cat. We could tell from the pictures that Kitty was relaxed and enjoying the visits

Profile image
Jill B.
Drop-In Visits
5.0 out of 5 stars

Tom and Family are flexible, caring and genuinely wonderful humans who take the care of your Pet family seriously, with kindness and good humor. Wonderful, wonderful people.

Profile image
Regina G.
Drop-In Visits
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Cheshire is $25

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 pet 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.

Sitters in Cheshire average 5
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Cheshire on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Cheshire pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,910 pet sitters in Cheshire. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Cheshire pet sitters respond in under an hour.

Pet sitters in Cheshire have an average of 16 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Cheshire.

Rover makes it easy to find Cheshire pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 2,910 pet sitters in Cheshire on Rover, so you’re sure to find the perfect match for your pet! In Cheshire, 96% of pet sitters offer daily exercise, 97% offer medication administration, and 95% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.