Pet Sitting Cheshire

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

End
Search

Over 52
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.

1 / 1
Sitter Profile Image: David P.
Verified Enhanced Background Check
David P.
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: Erin M.
Verified Enhanced Background Check
Erin M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 15 reviews
2 repeat clients
40 years of experience
Wallingford, CT, 06492

“Erin instantly made us feel comfortable leaving our 3 kitties for a week. She offered to come meet us and the cats before booking, and we loved her. One of our cats takes time to build trust and sometimes won’t eat for a bit while we’re away. Erin took the time to build a relationship with her and tried a few different things to help her feel comfortable eating for someone new. Erin spent time with all three cats, played with them, and helped them feel comfortable trusting her. We got pictures after every visit, and excellent communication about how they were doing. Our selective eater was coming out of hiding and eating her food consistently much quicker than she has for others who have come to feed them while we were away. Erin went above and beyond for our babies and made us feel so much better about being away from them. We have already rebooked with her for another trip. Thank you for much for everything, Erin!!!”

Profile image
Matthew D.
Sitter Profile Image: Tareq A.
Verified Enhanced Background Check
Tareq A.
from
$17
per visit
7 years of experience
Cheshire, CT, 06410

About: I managed to survive caring for my Samoyed from birth to full size. He was and still is high maintenance, and I believe he has prepared me well. I am not currently employed and am preparing for law school next year. I am available any day of the week at any time :) I stick to a strict food and walk schedule with my dog so that he does not have to wait any longer than he should. I keep an eye out for hotspots or any irregularities, and address it right away. Most importantly, I treat every animal like my best friend.

Sitter Profile Image: Kelly G.
Verified Enhanced Background Check
Kelly G.
from
$22
per visit
4.9 out of 5 stars
• 190 reviews
46 repeat clients
15 years of experience
Meriden, CT, 06451

“Kelly is an absolutely phenomenal sitter! I’m always afraid of leaving my babies alone with someone, but Kelly kept me up to date and I never once worried. My two cats are special needs and require some extra care and Kelly went above and beyond. I am so thankful and highly recommend her :)”

Profile image
Kirsten Z.
Sitter Profile Image: Stephanie O.
Verified Enhanced Background Check
Stephanie O.
from
$20
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.”

Profile image
Kathy H.
Sitter Profile Image: Michael D.
Verified Enhanced Background Check
Michael D.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 26 reviews
12 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.”

Profile image
David S.
Sitter Profile Image: Enrique H.
Verified Enhanced Background Check
Enrique H.
from
$18
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
6 years of experience
Waterbury, CT, 06795

About: I’ve had pets of all kind since the age of 4 and taken love for them since. I’ve had about 5 dogs, 4 birds 3 red ear slider turtles, multiple fishes and 1 cat throughout. I work full time as a properties manager. But in my spare time I would like to walk some dog as i truest enjoy walks, sitting and a fun time. I would care for your pest as if they were my own(of course respecting all your standards). Communication is key as I would like all expectations to be met and transparency across. To be trusted with a love one is a responsibility I take very seriously

Sitter Profile Image: Taylor M.
Verified Enhanced Background Check
Taylor M.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
23 years of experience
Prospect, CT, 06712

“Taylor was so wonderful to our two dogs while we were away for the evening. She was also kind enough to work with us on a last-minute schedule change. Our dogs loved her and she communicated with us often while visiting. We can’t wait to have her visit next month as well!”

Profile image
Madi R.
Sitter Profile Image: Morgan K.
Verified Enhanced Background Check
Morgan K.
from
$25
per visit
5.0 out of 5 stars
• 31 reviews
3 repeat clients
5 years of experience
Waterbury, CT, 06706

“Morgan was absolutely amazing! She was very responsive and took excellent photos, it definitely made me feel at ease knowing my kitties were in great hands.”

Profile image
Lindsey S.
Sitter Profile Image: Kenzie W.
Verified Background Check
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.”

Profile image
Shannon R.
Sitter Profile Image: Sadie R.
Verified Enhanced Background Check
Sadie R.
from
$30
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Plantsvile, CT, 06479

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

Profile image
Aida R.
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

“It was great to have Jordan stop by for Mabel. Jordan is very sweet and loves animals. We would recommend Jordan if you need someone to care for your dog.”

Profile image
Brian F.
Sitter Profile Image: Jade K.
Verified Background Check
Jade K.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
8 years of experience
Hamden, CT, 06514

About: I have adored animals since I was young. I grew up only having cats, but all of my family owned dogs and I have a lot of time around them. In high school, I often watched multiple family-friends dogs for up to a week. I am able to in house dog sitting I have experience in this area. I love all animals, and I cannot wait until I am able to have a dog of my own! Currently, I am in a brief period between jobs and only available for a few weeks between. If one time or occasional walks are what you are looking for, I am here! Currently, I am a registered nurse at Yale. I am going to be starting a new job at the end of November and will be available for the few weeks in between! I own a 2 year old cat currently. Although I do not plan to offer in-home services, for my cat I maintain and check litter, food and water 5x/day to ensure she always has what she needs. I bring her out onto the screened patio for "outside time", and make sure to get playtime in every day. Since moving to CT from Florida, I make sure to take her on car rides and to the park on her leash which she absolutely loves! I call her my “cat-dog”…cause a cat on a leash is sure a sight to see!

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

“Carly was wonderful to work with! She was a great communicator and asked thoughtful questions during our meet and greet. She was great with our dog!”

Profile image
Michelle P.
Sitter Profile Image: Nicole I.
Verified Enhanced Background Check
Nicole I.
from
$26
per visit
12 years of experience
Wallingford, CT, 06492

About: What sets me apart from other pet sitters is my hands-on experience, patience, and dedication to providing loving, attentive care, especially for senior pets. Over the past four years, I’ve cared for my dog, Pancho, who became sick and needed consistent monitoring and extra attention. I’ve helped manage his medication, previously every 12 hours and now every morning, while making sure he has fresh water and receives his meals for breakfast, lunch, and dinner. This experience has taught me how important it is to be patient, attentive, and responsible when caring for senior pets or animals with special needs. I also have a cat, Tyson whom I care for daily and feed on a consistent schedule. Caring for my own pets has helped me understand that every animal has unique needs and deserves to feel safe, comfortable, and loved. I’m comfortable providing extra attention, maintaining feeding routines, monitoring pets closely, and helping with medication schedules as directed. Whether caring for a senior pet, a puppy who needs patience and guidance, or an animal who needs a little extra care, I treat every pet as if they were my own. I primarily work from home, which allows me to maintain a flexible schedule and provide consistent attention to pets throughout the day. I also work at a gym on Mondays and Sundays. I’m organized with my time and can plan accordingly to ensure pets receive reliable, attentive care. My home is smoke-free and has a fenced-in yard, providing a comfortable environment for pets. I also have a crate available if needed. Pets are welcome on the furniture and will be treated like family, with plenty of love, attention, and care. I’m happy to follow each pet’s routine and accommodate their individual needs to help them feel safe and comfortable. I do have two dogs, Rocky and Pancho. Both are males, ages are 2 years old and 9.

Sitter Profile Image: Rachel B.
Verified Enhanced Background Check
Rachel B.
from
$12
per visit
25 years of experience
Wallingford, CT, 06492

About: I've loved dogs from a young age and can't wait to have one of my very own. I'm extremely caring towards animals and most of the time would rather hang out with a dog instead of a human. I am always eager to spend time with your dog and will jump at the chance to spend time with pups. I've had a dog since the age of 5 and have petsit numerous times for neighbors, professors, and friends. I call myself the Leslie Knope of dog lovers because I want your dog to feel like the most special dog in the world and will go above and beyond to help them in any way I can. I work remotely and prefer pets to my coworkers. My schedule is flexible and I’m able to make sure your pets get the love and attention they need. I take caring for pets seriously since they’re an extension of your family! I adhere to their routine and make sure they’re comfortable. My goal for petsitting is to make sure you’re at ease on your trip and your pets are content.

Sitter Profile Image: Tiffany C.
Verified Enhanced Background Check
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: Katherine W.
Verified Enhanced Background Check
Katherine W.
from
$25
per visit
5.0 out of 5 stars
• 1 review
12 years of experience
Cheshire, CT, 06410

About: I was the primary caretaker of my family dog for about 10 years, while I was living at home, and I was a part-time dog sitter in college. I currently have a flexible schedule, so I’ll have plenty of time to tend to and play with your furry babies. I can make anytime during the week work! :) In someone else’s home I treat both the pet and the house with respect. I ensure I know exactly what the pet is used to: whether they sleep on the bed, use a crate, how they interact with other pets or children. I secure the perimeter (doors closed, yard gate locked), I follow any medication or behaviour instructions closely, and I keep a log of walks, meals, playtime, and potty breaks. At night I do a last check: water bowl full, lights are safe, any doors/windows secured, pet comfortable in its space. I aim to leave the home just as I found it, if not neater.

Sitter Profile Image: Jenna M.
Verified Enhanced Background Check
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!”

Profile image
Andrea N.
Sitter Profile Image: Emerson W.
Verified Enhanced Background Check
Emerson W.
from
$30
per visit
10 years of experience
North Haven, CT, 06473

About: My mom ran a doggy daycare out of our house since I was 10 years old. I have worked with dogs, all ages, size , and breeds. I am comfortable with medical administration, all different types of feeding routines, training, and basic grooming. I love going on walks, and I love being outside. I hope your fur baby does too! Pet sitting fits into my weekly routine pretty easily. I go to college in the New Haven area during the week, and I only work on weekends. I’m very flexible with last-minute needs, and as long as it doesn’t conflict with my one class a day. I have two labradors and a tabby cat. I also have worked for a doggy daycare. As one would imagine I have seen many different feeding routines, walking routines, play needs, and more. I am adaptable, and animals trust me very quickly.

1 / 1
View more

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

I can’t thank Allie enough for taking such great care of our dogs! She treats them as if they were her own!! I felt so comfortable and at ease knowing they were in her care! We have never left them with anyone before so I was extremely nervous but she exceeded my expectations Don’t hesitate to contact her. My dogs are already missing her.

Profile image
Lori P.
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!

Profile image
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.

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
1 / 1
Find pet care near you

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.

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.
  3. 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 Pet Sitting - Cheshire

Frequently asked questions about Rover

The average cost of Pet Sitting in Cheshire is $19 per visit as of November 2026. Most bookings cost between $16 and $32 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 November 2026, there are 2,886 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 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:

  • 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge