Pet Sitting in Chester

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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Top rated Chester pet sitters

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: Frances P.
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Frances P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
40 reviews
12 repeat clients
30 years of experience
East Haddam, CT, 06423

Frances was fantastic with our two high-energy kitties. She immediately put us at ease and was super easy and nice to work with. She took great care of our home and pets. Trustworthy and friendly, she gave them lots of playtime and made sure everything was taken care of so we could enjoy our vacation.

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Jerry B.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
106 reviews
29 repeat clients
16 years of experience
East Haddam, CT, 06423

Laura is a fabulous cat sitter. She’s always on time and follows instructions but most of all she truly cares for Mimi and Smoochie. She’s kind, compassionate and patient. I’d give her 10 stars!!!

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Anne S.
Sitter Profile Image: Catherine C.
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Catherine C.
from
$15
per visit
5.0 out of 5 stars
3 reviews
20 years of experience
Lyme, CT, 06371

About: As a devoted animal lover who recently lost my beloved senior boy, I am yearning to fill that void by showering other people’s pets with the same love and devotion. Because I work from home on five acres of land, I am able to offer your dog constant companionship and a peaceful, spacious environment. My hands-on experience spans all life stages—from energetic small puppies to elderly dogs needing gentle, specialized care. Having also adopted and rehabilitated dogs and cats with trauma, I understand the deep patience, calm energy, and compassion required to help every pet feel safe, secure, and right at home. I run my own business from home, and I have very flexible hours. Which allows me to provide constant companionship for your pet. Because I am always around, pet care fits seamlessly into my daily routine, ensuring your dog will never be left alone for long stretches and will receive all the playtime, potty breaks and attention they need throughout the day. Whether caring for your dog in your home or mine, safety and emotional comfort are my top priorities. At my house your dog will enjoy peaceful, leashed walks exploring my 5 acres of land, and I bring that same careful attention to walks in your neighborhood. Because I have experience with delicate elderly dogs, tiny puppies and rescues with trauma, I am highly attentive to safety. I always ensure leashes are completely secure and provide a calm soothing presence so pet feels protected. I do have a cat in my home, however they can be separated if needed. I also have a 22- and 12-year-old daughter and 9-year-old boy who miss their dog and will love on your pet as well.

Sitter Profile Image: Kristen M.
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Kristen M.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
45 years of experience
Killingworth, CT, 06419

Very lovely, responsible and diligent lady. Definitely recommend!

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Olga S.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$18
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
30 years of experience
Old Lyme, CT, 06371

Sarah has been amazing to work with. She’s incredibly reliable, very communicative, and just an all-around friendly, positive person. My dog loved her instantly and now gets so excited every time she sees her, which says everything. She takes her on long walks and always sends great photo updates, so I feel completely at ease knowing how well she’s doing. It’s clear she genuinely cares. I highly recommend Sarah to anyone looking for someone trustworthy and attentive to care for their pet!

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Sofia R.
Sitter Profile Image: Matthew A.
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Matthew A.
from
$25
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Essex, CT, 06426

Matt is the best around! The dogs love him! Would recommend him 100%

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Joshua H.
Sitter Profile Image: Victoria B.
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Victoria B.
from
$26
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Haddam, CT, 06438

Victoria is a delightful person and amazing animal whisperer. My cat went straight to V from the first visit, where as with most people and previous sitters he will ovoid and hide even people who have been to the house many times. On one occasion Victoria had to go the emergency room with her child and I could not believe that after being there for hours - she and her family came to our home around midnight to feed and play with our cat. If that’s not a strong recommendation I don’t know what is. Thanks Victoria for everything. We really value and appreciate you.

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Paul R.
Sitter Profile Image: Lauren V.
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Lauren V.
from
$15
per visit
1 year of experience
Chester, CT, 06412

About: To be honest, when I was a child I had a deadly fear of dogs. That was until my mother forced me to go to exposure therapy (yes she made me go to a club where they sat you with over ten dogs. Here, I fostered a love for them, and learned a lot about them. They need activity and they also need rest. They need a lot of attention but they reciprocate with fierce loyalty and unwavering love. I would love to help a family continue to give their dog the attention it deserves so they can also live their lives! I am a new college graduate looking for a full time remote position. The job market is competitive and I expect to be unemployed for at least a couple months. I have full time availability and will always have weekends. Let me help full time workers right now while I am figuring out life! My anxious dog requires a lot of attention and ensuring comfort. He gets lots of outdoor time and plenty of exercise in the morning, lunch, and night. He is fed twice a day with a mix of dry and wet food. I work on his tricks with him at least once a day! I also have cared for cats throughout my whole life. Fostering kittens, feeding them, cutting and administering pills for my disordered baby! Additionally brushing my animals, playing with them, and knowing when to give them space. I love my animals and have spent my life ensuring their care!!

Sitter Profile Image: Erin G.
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Erin G.
from
$25
per visit
1 repeat client
25 years of experience
Essex, CT, 06426

About: I have taken care of a huge variety of animals in my career and I am very good with animals. For a very long time my friends have relied on me to provide the best care for their beloved pets. I am currently working part time and would like to make the pet care service my full time career! I will have plenty of time to spend with your pet and I will do my best to provide the best care possible! Working with large animals my whole career I am extremely diligent about safety for all animals. I will put your pet's safety as a first priority.

Sitter Profile Image: Charles D.
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Charles D.
from
$30
per visit
5.0 out of 5 stars
1 review
40 years of experience
Chester, CT, 06412

I found Charles to be a reliable, considerate, intelligent and dedicated Individual. He helped me out when I needed someone trustworthy to look after my pet. I would recommend him to anyone.

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Stephen S.
Sitter Profile Image: Carley V.
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Carley V.
from
$13
per visit
18 years of experience
Chester, CT, 06412

About: I have been taking care of pets since I was born with my first Golden Retriever “Missy”. My family has had a wide variety of animals from dogs and cats, to hamsters and bunnies, all the way to horses. I am often called on by my fiends to pet sit as I am known as the friend with a surplus of pets. I currently have a small dog named Munchie with many different health problems such as anxiety and epilepsy which gives me experience in caring for dogs with specific needs. I also currently have a large dog who is a Shepard, Boxer mix named Leo who gives me experience in caring for large dogs and their active and rambunctious needs. Along with my two dogs I have four cats who give me experience in the joy of caring for cats. As a pet owner I know the struggle of finding a good and trustworthy pet sitter. That is why I want to be able to be that pet sitter that will allow you to enjoy your vacation or go to work with the peace of mind knowing your pet is being taken care of. I am currently a student at Marist College in Poughkeepsie. Due to my class schedule I have blocks of time in which I am not in class or doing homework that I would love to be able to fill with hanging out with dogs:) Due to the fact that I am a college student I do not have the home environment to be able to care for your dog at my house. But I will give them the love and attention they need during my drop-in visits with lots of pets, playtime, walks and treats!

Sitter Profile Image: Amanda B.
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Amanda B.
from
$20
per visit
20 years of experience
Ivoryton, CT, 06442

About: I have had all sorts of pets since I was a kid from bunnies, guinea pigs and hamsters to dogs and cats. I have a dog of my own. She is a sharp-eagle. She is about 2 years old and loves all dogs. I would love to bring her along with me to go on walks etc at your approval. I am currently a nanny part time and a part time student at SCSU. I would have plenty of time to care for your furry friend on the weekends. I care for your pets in your home and will follow any directions for caring for your furry friend. Whether its feeding and or playing or walking I am there to care for your pet in the time of need.

Sitter Profile Image: Serenity M.
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Serenity M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
3 years of experience
Essex, CT, 06426

I couldn’t be happier with the care my two cats received! Serenity was absolutely amazing, she went above and beyond to make sure they were not only well fed and safe, but also loved and comforted while I was away. She provided regular updates, photos, and was incredibly responsive and kind. It gave me so much peace of mind knowing they were in such great hands. I would 100% book with her again and highly recommend her to anyone looking for a caring and trustworthy sitter!

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Christina V.
Sitter Profile Image: Holly M.
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Holly M.
from
$35
per visit
5.0 out of 5 stars
37 reviews
7 repeat clients
20 years of experience
Killingworth, CT, 06419

Holly was so sweet, caring and attentive, taking good care of my cats and keeping touch with me. Highly recommend!!

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Jane K K.
Sitter Profile Image: Cayton M.
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Cayton M.
Star Sitter
from
$36
per visit
5.0 out of 5 stars
135 reviews
58 repeat clients
10 years of experience
East Lyme, CT, 06333

Cayton was so great with my pup, Kala! We just moved to the area and have been looking for a dog walker. We booked a drop-in appt for Sat evening and Sun morning and Cayton made a trip out prior to the drop-ins to meet us and Kala, which was something we very much appreciated! Kala has always been a good judge of character and she loved Cayton, so we knew she was in good hands. Cayton gave us detailed updates with pictures for both drop-ins, which was great. Kala was very well taken care of and we plan on using Cayton in the future.

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Tony S.
Sitter Profile Image: Kim B.
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Kim B.
from
$25
per visit
5.0 out of 5 stars
48 reviews
23 repeat clients
30 years of experience
Haddam, CT, 06438

Kim did an amazing job

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Victor R.
Sitter Profile Image: Vincent G.
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Vincent G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
69 reviews
19 repeat clients
10 years of experience
Clinton, CT, 06413

Vincent was a very attentive sitter and took great care of our cats. One of our cats got sick while we were away. He was in close contact with us regarding his condition and also reached out to our vet to get their advice. I can highly recommend him as someone who can be trusted to look after your pets as he would his own. I wouldn’t hesitate to use him as a sitter again.

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Melissa B.
Sitter Profile Image: Shannon P.
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Shannon P.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Colchester, CT, 06415

We’ve been using shannon consistently for the last month and she has been wonderful. We have an anxious big 70lb girl and she absolutely adores her!!! Highly recommend using shannon for your babies!

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Gabriella S.
Sitter Profile Image: Mark W.
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Mark W.
from
$20
per visit
4.7 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Westbrook, CT, 06498

About: I have dedicated the past four years to working in a specialized animal hospital, gaining extensive experience across various departments including ophthalmology, oncology, internal medicine, surgery, and ICU/ER. My time in ICU/ER was particularly fulfilling, as it provided the greatest opportunity for direct patient involvement. I have had the privilege of assisting with the delivery of newborn puppies and kittens, and I have also provided compassionate support to senior animals during their end-of-life stages. My passion lies in delivering high-quality care to you and your beloved companion in the comfort of your home. I am currently seeking to utilize my available time during the week, coinciding with my partner's daytime work schedule, and I believe that providing in-home pet care services would be a fulfilling endeavor for me and the animal friends you love. I am ecstatic to meet with you and explore how I can help fill any gaps in your pets’ in-home care schedule. I’m a helpful and experienced individual who is dedicated to making your day-to-day tasks easier and ensuring your little friend receives the best love and care possible.

Sitter Profile Image: Ileana S.
Verified Enhanced Background Check
Ileana S.
from
$20
per visit
8 years of experience
Deep River, CT, 06417

About: I’ve had dogs my entire life and have been dog sitting and walking for the past 8 years. I’m comfortable caring for dogs of all ages, sizes, and temperaments, including puppies and senior dogs. I’m attentive to each dog’s unique needs, whether that’s sticking to a routine, providing exercise, or offering extra patience and care. I treat every pet like my own and prioritize their safety, happiness, and comfort at all times. I have a flexible schedule and am able to dedicate plenty of time and attention to your pet. I’m available for walks, drop-ins, and boarding on weekends, as well as weekday afternoons and evenings. I make sure each pet gets the exercise, playtime, and care they need, and I’m happy to accommodate specific routines or requests whenever possible. I provide a safe, clean, and loving environment for every pet in my care. I have experience with dogs of different personalities and needs, and I always prioritize their safety and well-being. I follow any instructions closely, including feeding schedules, medications, and routines. I also make sure pets feel comfortable and secure, whether in my home or a client’s home, and I keep owners updated for peace of mind.

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Over 8
pet parents in Chester have booked pet sitting

Chester pet parents share their Rover experiences

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5.0 out of 5 stars

I found Charles to be a reliable, considerate, intelligent and dedicated Individual. He helped me out when I needed someone trustworthy to look after my pet. I would recommend him to anyone.

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Stephen S.
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  1. 1. Search

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  2. 2. Meet & Greet

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  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 Chester is $25

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  • 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 Chester 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 Chester 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 Chester 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 254 pet sitters in Chester. 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, 89% of Chester pet sitters respond in under an hour.

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 Chester.

Rover makes it easy to find Chester 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 254 pet sitters in Chester on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened 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.