Pet Sitting Cheshire

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

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Over 55
pet parents in Cheshire have booked pet sitting

Cheshire, Find top rated pet sitting

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Sitter Profile Image: Rebecca F.
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Rebecca F.
from
$25
per visit
5.0 out of 5 stars
• 29 reviews
12 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.”

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Andrew J.
Sitter Profile Image: David P.
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David P.
from
$38
per visit
5.0 out of 5 stars
• 37 reviews
13 repeat clients
20 years of experience
Cheshire, CT, 06410

“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.”

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Randy B.
Sitter Profile Image: Julie R.
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Julie R.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 92 reviews
41 repeat clients
20 years of experience
Meriden, CT, 06451

“This is our second time with Julie caring for our cat Pixie and will not be our last. She is prompt about getting to our house to feed Pixie and does not simply feed her and rush out the door when she is done. Pixie is an extreme affection sponge and we love that Julie sticks around and cuddles with our little one while we are away. I always feel so guilty when we are gone for more than a day, but knowing Julie is going to be sitting with Pixie and giving her the attention she craves really helps me relax. Julie is also so sweet with Pixie. Pix has a habit of getting under foot and can be very chatty. Julie has the patience of a saint navigating the one cat obstacle course to get through our kitchen while prepping her meals. We are thrilled to have come across Julie on Rover and already have discussed with her our next booking, which will be sudden and unpredictable as we go into the hospital to have our first child. She is so open to when we said "yeah, it will be sometime between this date and this date and could be 2-5 days long and will be a very last second booking". Not only did she respond immediately, but she told us no problem, she will be around and to let her know. Shes the best and we so highly recommend her to take care of the fur babies!”

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Tova H.
Sitter Profile Image: Sabrina & Daniel S.
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Sabrina & Daniel S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 154 reviews
63 repeat clients
10 years of experience
Wallingford, CT, 06492

“Sabrina & Daniel are an amazing team who took great care of our four cats while we traveled for a long weekend. Two of the cats require daily medication, and they were able to medicate them both without any issues. They were thorough in their visit notes & sent great pics so we know the cats are safe & happy! I absolutely will book with them again for future trips.”

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Shannan M.
Sitter Profile Image: Susan B.
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Susan B.
from
$20
per visit
4.9 out of 5 stars
• 10 reviews
4 repeat clients
40 years of experience
Cheshire, CT, 06410

“Susan and her husband were lovely. The dogs were well taken care of and happy when we returned home. We will be calling on them again 🐾”

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Stephanie H.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 63 reviews
20 repeat clients
15 years of experience
Wolcott, CT, 06716

“Stephanie M. was awesome! This is the first time I have used Rover and Stephanie made me feel at ease about leaving my 2 cats in her care. She sent great pictures and documented what they were up to in detail. I will definitely ask her to watch my babies again!”

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Julie W.
Sitter Profile Image: Crystal Z.
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Crystal Z.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
16 years of experience
North Haven, CT, 06473

“Crystal was absolutely amazing!!!! She was attentive to detail, reliable, kind & professional! She truly went above and beyond! Plus her photos and updates were top tier! Lol I would highly recommend her for your pet sitting/dog walking needs!”

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Kendra B.
Sitter Profile Image: Rosa D.
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Rosa D.
from
$20
per visit
5.0 out of 5 stars
• 12 reviews
5 repeat clients
15 years of experience
Prospect, CT, 06712

“The best!”

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Nathan M.
Sitter Profile Image: Brendan H.
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Brendan H.
from
$10
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
10 years of experience
Cheshire, CT, 06410

“Brendan was everything we were looking for while out of town doing check-ins and walking our dogs. He was cordial, kind and very communicative. He even let us know when the house was not as he left it and asked if othered were in and out of the house (knowing we were out of the country). When you are out of town, you want to know that the person looking after your house is not only caring for your animals, but that they are watching out for anything out of the ordinary as well. Brendan was perfect and we will definitely be using him again!”

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Adam D.
Sitter Profile Image: Erin O.
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Erin O.
from
$17
per visit
15 years of experience
Southington, CT, 06489

About: I’ve had pets my entire life and have always loved caring for animals. I have experience walking dogs, dog-sitting, and house-sitting for pets, and I’m comfortable caring for pets with different personalities, energy levels, and routines. I’m responsible, dependable, and attentive to each pet’s individual needs. I treat every pet as if they were my own and always prioritize their safety and happiness! I’m currently in an accelerated nursing program, so I have a structured but flexible schedule. I have two in-person classes for 2 hours each on Mondays and Wednesdays, and clinicals on Thursdays. I’m generally available after 3 PM on Thursdays, and I’m fully available Tuesdays, Fridays, Saturdays, and Sundays. When caring for pets in a client’s home, I make it a priority to follow their usual routine and instructions closely. I understand how important it is to feel comfortable trusting someone with both your pet and your home, so I am respectful and thoughtful of their wishes. I always make sure pets are safe, comfortable, and well cared for, while keeping their environment clean and secure. I’m also happy to provide updates and photos so pet parents can have peace of mind while they’re away!

Sitter Profile Image: Kejda K.
Verified Background Check
Kejda K.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 3 reviews
4 repeat clients
5 years of experience
Meriden, CT, 06450

“Kejda was great and so good with our puppy! I felt comfortable and trusted her with her and Roxie had a great time. 10/10 would recommend & have her watch our animals again!”

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Shannon C.
Sitter Profile Image: Jessica S.
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Jessica S.
from
$20
per visit
15 years of experience
North Haven, CT, 06473

About: I’ve grown up around dogs my entire life and have experience caring for dogs of all different sizes, breeds, and personalities. I’ve always loved spending time with dogs and making sure they feel comfortable, happy, and cared for. I also have experience caring for dogs while babysitting for families, including feeding them, taking them outside, playing with them, and giving them plenty of attention. I’m responsible, dependable, and would love the opportunity to help care for your dog like they’re my own! I’m currently a graduate student, so I have a pretty flexible schedule with plenty of openings between my classes. This gives me a lot of availability throughout the week, and I’m happy to work around your schedule and your pet’s normal routine! I always want pets to feel safe and comfortable around me. I allow each animal to move at their own pace when getting to know me and give them the time and space they need to build trust. I never force interactions and will always respect your pet’s boundaries while making sure they feel cared for and loved.

Sitter Profile Image: Danine C.
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Danine C.
from
$25
per visit
25 years of experience
Naugatuck, CT, 06770

About: I am passionate about animals, taking care of them, loving them, especially since they are not able to communicate for themselves. Dogs are amazing creatures and full of unconditional love and being with them every day is a pure joy and doesn't feel like a job. I go above and beyond to take care of these animals, which are family. I am very loving, kind, reliable, dependable and enjoy being with dogs, petting them, being affectionate with them and taking care of them is very rewarding. This is not just a job for me, it is a passion and a joy to be with dogs of all kinds, walking with them, taking care of them, talking to them is very rewarding. Thank you very much. I’m available for pet care because pet care is my full time job and it’s my passion for the past decade and I love it I will care for them as you tell me too. I give lots of love and care and petting. Animals love to be pet continually

Sitter Profile Image: Carly N.
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Carly N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 26 reviews
16 repeat clients
27 years of experience
Hamden, CT, 06514

“Literally the best! I have been using her for a couple months now regularly if not once a week then multiple times a week -just about. Extremely flexible and caring for my puppy!”

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Catherine C.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$25
per visit
5.0 out of 5 stars
• 29 reviews
4 repeat clients
10 years of experience
Wallingford, CT, 06492

“Jenna is reliable and my dog loves her!”

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Andrea N.
Sitter Profile Image: Emilee M.
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Emilee M.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
6 years of experience
Meriden, CT, 06450

About: Hi! I’m a caring, responsible, and dependable dog sitter who truly loves animals. I understand that every dog has a unique personality, routine, and set of needs, so I take the time to make each pup feel safe, comfortable, and happy while you’re away. I’m happy to help with feeding, fresh water, walks, playtime, cuddles, medication, and plenty of attention. Whether your dog is energetic and playful or calm and cuddly, I’ll provide patient, personalized care while respecting their comfort and boundaries. Your dog’s safety and happiness are my top priorities. I’ll keep you updated with messages and photos so you can enjoy peace of mind knowing your furry friend is in loving hands! 🐾❤️ I am a part time college student and worker. I am very flexible for the most part. I'm always open to discussing anything that fits both of our schedules so please don’t hesitate to contact me! I currently only offered house sitting, but depending on the animals needs and the routine the owner introduces me too is how the fur baby will be taken care of.

Sitter Profile Image: Kelly R.
Verified Enhanced Background Check
Kelly R.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
12 years of experience
Meriden, CT, 06451

About: I’ve worked at a boarding kennel, dog sat, and taken care of many animals big and small throughout the years. I’m comfortable with dogs, cats, goats, chickens and horses too. I am in real estate and have flexible hours throughout the week. I am home most of the time taking care of the farm, animals and my sons! I have seven acres surrounded my trees and hills. I have two pups to keep your pal company (but can separate any if some quiet time needed)! We spend lots of time outside playing! We recently added a fenced in play yard for off leash play.

Sitter Profile Image: Stephanie O.
Verified Enhanced Background Check
Stephanie O.
from
$35
per visit
5.0 out of 5 stars
• 29 reviews
8 repeat clients
5 years of experience
Wallingford, CT, 06492

“Another vacation without worry. Stephanie does an excellent job and communicates every day.”

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Kathy H.
Sitter Profile Image: Jordan S.
Verified Background Check
Jordan S.
from
$20
per visit
5.0 out of 5 stars
• 32 reviews
10 repeat clients
5 years of experience
Hamden, CT, 06514

“Jordan did a really nice job looking after my cats! I appreciated how communicative she was and her adorable pictures of them while I was away.”

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Nicole C.
Sitter Profile Image: Stephanie S.
Verified Enhanced Background Check
Stephanie S.
from
$18
per visit
1 repeat client
10 years of experience
Hamden, CT, 06518

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.

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

Pet parents share their Rover experiences - Cheshire

1 / 1
5.0 out of 5 stars

Alexandria too excellent care of our cat Bo. She had no trouble giving him his oral medication and kept me posted about each visit.

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Kelly L.
Drop-In Visits
5.0 out of 5 stars

Lori is wonderful! It always gives us peace of mind to know that Luna is in her care. Highly recommend booking with Lori!

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Megan D.
Drop-In Visits
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.

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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.

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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.

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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.

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

It's always a bit stressful leaving our dogs alone when we are gone, but we were able to gain a peace of mind knowing Victoria was watching over them. She was very prompt to arriving at our house to watch our dogs, spent a good amount of time with them, and gave us picture updates throughout. We highly recommend Victoria if you are in the Cheshire CT area!

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Matt C.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Cheshire

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Sitters in Cheshire average 5
repeat pet sitting clients

FAQs for Pet Sitting - Cheshire

Frequently asked questions about Rover

The average cost of Pet Sitting in Cheshire is $19 per visit as of October 2026. Most bookings cost between $16 and $31 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,879 sitters on Rover offering Pet Sitting across Cheshire. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , 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:

  • 89% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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