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

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

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Sitter Profile Image: Lori C.
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Lori C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
5 repeat clients
25 years of experience
Cheshire, CT, 06410

“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.”

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Jana B.
Sitter Profile Image: Erin M.
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Erin M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
40 years of experience
Wallingford, CT, 06492

“Erin took amazing care of our 3 babies. She was extremely quick to respond and would spend 30-45 minutes with our dogs each visit and kept them company. She was very understanding when our plans would change slightly and had no issues adjusting the schedule. Highly recommend.”

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Allie K.
Sitter Profile Image: Brooke P.
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Brooke P.
from
$20
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Cheshire, CT, 06410

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.

Sitter Profile Image: Deborah W.
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Deborah W.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
1 repeat client
10 years of experience
Cheshire, CT, 06410

“My seconding time booking Deborah and she’s great! Follows the routine. And plays and loves on your pet! The first thing she said to me once I rebooked with her was “I’m so excited to see her again.” which is something very heartwarming to see when you’re leaving your pet to be taken care of by someone.”

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Jae A.
Sitter Profile Image: Jade W.
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Jade W.
from
$20
per visit
5.0 out of 5 stars
• 59 reviews
21 repeat clients
3 years of experience
Meriden, CT, 06450

“Absolutely fantastic Sitter (what every one of his 50+ reviews says & more. Actually deserves a 6th or 7th Star!). Jade is extremely communicative. Even did research on my pet prior to showing up for the walk-thru). - Recognized the cat was 12 years old & asked if he needed any medication or dietary needs (very impressive)! Jade has a way with animals - my cat (normally a little skittish of people he isn’t familiar with) warmed right up to him. Even checked the mail for me (without being asked). Can’t recommend high enough & I will definitely call upon his services again!”

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T O.
Sitter Profile Image: Michael D.
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Michael D.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 26 reviews
11 repeat clients
20 years of experience
Southington, CT, 06489

“Michael was great. Jax loved him. Michael went above and beyond to make sure Jax got the attention he needed. And we always got good feedback from each visit.”

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David S.
Sitter Profile Image: Amanda & Scott H.
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Amanda & Scott H.
from
$30
per visit
20 years of experience
Cheshire, CT, 06410

About: We’ve had family dogs since childhood — and have provided trusted pet care to friends and neighbors for 20+ years. Our own rescue pup who was part of our family for many years recently passed. We’d love to help ensure your pet is well cared for when you’re out and about — with with walks, check ins, or sitting, as needed! We’re here for all of your pup’s needs, complete with lots of walks and attention throughout the day! We’re available daily, on weekdays and many weekends—and can work with you re: any specific scheduling needs. We’ll find the best walk and play spots near your home to give your pup plenty of time outdoors, exploring, finding smells, and socializing with other dogs (if preferred).

Sitter Profile Image: KELLY G.
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KELLY G.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
30 years of experience
Meriden, CT, 06450

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.

Sitter Profile Image: Alex T.
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Alex T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 73 reviews
25 repeat clients
4 years of experience
North Haven, CT, 06473

“Brinkley had such a great time with Alex. I could tell they played a lot of fetch because Brinkley was sleeping the rest of the day until I came home from work. She made a point to try and meet Brinkley before coming to take care of her to make sure she knew what my girl needed.”

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Kelsey W.
Sitter Profile Image: Tiffany C.
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Tiffany C.
from
$30
per visit
1 repeat client
20 years of experience
Hamden, CT, 06518

About: Hi, my name is Tiffany, and I recently moved into the neighborhood. I wanted to take a moment to introduce myself and share a bit about what I do. I am an animal rescuer and a Connecticut-licensed wildlife rehabilitator, and I also offer dog walking and in-home pet sitting services. Animals are truly my passion, and I would love the opportunity to care for your furry family members. We also offer pet waste removal services for your yard. I work from home and dedicate my life to the care of pets of all species. This is my passion. I am very flexible and will take care of your baby as though they are my own. I have a large fenced in yard. I have a safe home. I also am available to take care of any pet within their own home as I know this is the most comfortable and stress-free for your fur baby.

Sitter Profile Image: Camden W.
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Camden W.
from
$30
per visit
10 years of experience
Cheshire, CT, 06410

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!

Sitter Profile Image: Alex K.
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Alex K.
from
$25
per visit
5.0 out of 5 stars
• 45 reviews
18 repeat clients
10 years of experience
Berlin, CT, 06037

“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!”

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Emily R.
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: Kenzie W.
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Kenzie W.
from
$30
per visit
4.9 out of 5 stars
• 27 reviews
13 repeat clients
20 years of experience
Wallingford, CT, 06492

“Kenzie is fabulous. Her love and ease with animals was evident at our first meet. Kenzie is flexible and dependable. She went above and beyond to check in on our cat while we were on vacation who wasn’t feeling well. We felt such a sense of relief knowing our animals were in safe hands while we were away. Highly recommend.”

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Shannon R.
Sitter Profile Image: Lydia K.
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Lydia K.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
8 years of experience
Wallingford, CT, 06492

“Lydia took great care of my 2 young cats, I couldn’t be happier. This was my first time using Rover and I won’t hesitate to use in the future. 😊”

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Catherine D.
Sitter Profile Image: Kailah J.
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Kailah J.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 11 reviews
6 repeat clients
3 years of experience
Waterbury, CT, 06706

“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.”

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Molly R.
Sitter Profile Image: Laura L.
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Laura L.
from
$22
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
25 years of experience
Meriden, CT, 06451

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).

Sitter Profile Image: Samantha K.
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Samantha K.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
5 years of experience
Wolcott, CT, 06716

“Sam came and took care of my two dogs while I was away for the day. They were happy to have her. I was happy they were well cared for.”

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Linda F.
Sitter Profile Image: Celina M.
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Celina M.
from
$30
per visit
19 years of experience
cheshire, CT, 06410

About: Hi! I have extensive hands on experience working with animals and caring for pets of all kinds. I currently work in the pet care industry and have a strong background with dogs, cats, reptiles, and more. Animal care isn’t just a job for me, it is something I am truly passionate about. I am responsible, reliable, and very attentive to each pet’s individual needs. Whether your pet needs structured care, exercise, enrichment, or extra love and companionship, my goal is always to make them feel safe, comfortable, and cared for while you are away. I believe in clear communication and will always keep you updated so you have peace of mind. My schedule allows flexibility outside of work hours, and I am happy to accommodate different routines whenever possible. At home, I have my own pets and understand how important consistency, trust, and routine are. I treat every animal as if they were my own and focus on creating a calm and positive experience for them. I work full time in the pet care industry, so animals are truly part of my everyday life. My schedule allows me to provide reliable care before or after work, as well as on days off when needed. I’m happy to go directly from work to your home if needed, and I prioritize consistency, communication, and reliability so your pets stay on a routine they’re comfortable with. Safety and structure are extremely important to me. I have hands on experience working with dogs of all temperaments and energy levels, and I always respect each pet’s individual routine, boundaries, and comfort level. In my home, my pets (a dog, two cats, and a snake) follow consistent schedules and are supervised closely. When caring for your pet, I maintain a calm environment, use safe handling practices, and follow all instructions carefully. Including feeding, medications, training cues, and any special needs.

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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

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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  • 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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  • 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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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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 on Rover is $19 per visit as of October 2026. Most bookings cost between $16 and $31 per visit. 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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