Pet Sitting Chester

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Sitter Profile Image: Joseph G.
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Joseph G.
from
$20
per visit
5.0 out of 5 stars
• 51 reviews
17 repeat clients
2 years of experience
Chester, NY, 10918

“Joseph was great. Very accommodating and responsive. Would book again.”

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Sarah G.
Sitter Profile Image: Vicky A.
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Vicky A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 26 reviews
11 repeat clients
15 years of experience
Middletown, NY, 10940

“Thank you so much Vicky for taking care of our babies! Vicky is a fantastic communicator and she made sure my cats were well taken cared of.”

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Josh L.
Sitter Profile Image: Amber C.
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Amber C.
from
$35
per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
25 years of experience
Chester, NY, 10918

“We had an emergency pet request while we were out of town and Amber came at short notice, she is our pet hero! thank you so much Amber!!!!”

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Adam B.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
30 years of experience
Warwick, NY, 10990

“Robert was very nice and great with our elderly, big German Shepard. Immediately connected with the dog and was flexible to help our needs. I Would recommend rogert to anyone.”

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Ben C.
Sitter Profile Image: Nancy C.
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Nancy C.
Star Sitter
from
$28
per visit
4.9 out of 5 stars
• 10 reviews
6 repeat clients
10 years of experience
Little Britain, NY, 12575

“I was very happy with my overall experience with Rover. It was easy to set up and choose someone to care for my 2 cats when I was out of town. Nancy was great! She came when she said she would and gave me updates at each visit. When I came home, the house was so calm and peaceful. The cats were safe, fed and happy. I would definitely recommend Nancy and will use her again in the future. Thanks! :) Rose G.”

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Rose G.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$28
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
27 years of experience
Chester, NY, 10918

About: I’ve had cats, dogs and many other animals my entire life and know how important it is that they get quality care and love! I have always cared for all other animals with love and attention as if they were my own whether they were strays or belonged to friends/family. I have dog-walked and pet-sat for friends and family whenever they have needed help, making sure their pets are well taken care of not just physically but emotionally (to the best of my ability!) while they are away. I have walked and pet-sat dogs of all kinds including puppies and senior dogs as well as disabled and special needs! I have also done feedings and general care for other animals including chickens, horses, goats, llamas, reptiles and others. Throughout my life I have rescued and/or taken care of a range of animals including kittens/cats, puppies/dogs, rabbits, chickens, raccoons, mice, opossums, birds, fish and reptiles. With many years of experience caring for animals, I am confident in my ability to provide attentive, compassionate care to your fur babies! I am available in the mornings and early afternoons for pet check-ins, walks, and other care needs. Additionally, I am available after 5pm on weekdays for any evening care, ensuring pets receive attention at the end of the day. I also offer overnight or weekend boarding, providing reliable care when owners are away. My flexible schedule allows me to tailor my services to meet the specific needs of pets and their owners, offering peace of mind and dependable support. When boarding pets in my home, I offer a safe and comfortable environment tailored to each pet's needs. Depending on the pet's temperament and preferences, I can either crate them for security or allow them to roam freely in a designated pet-friendly area. I ensure that they have plenty of space to play, rest, and feel at ease. I’m committed to maintaining a routine similar to what they’re used to at home, including feeding schedules, exercise, and personal attention. If needed, I can also provide extra care, such as administering medications or offering special accommodations for senior or special-needs pets. When caring for pets in the client’s home, I focus on maintaining a familiar and safe environment for them. I will follow the established routines for feeding, walking, and any other care instructions provided. Whether it’s keeping them indoors, ensuring they have outdoor playtime, or administering any medications, I approach each task with responsibility and attention to detail. My goal is to offer peace of mind to pet owners, knowing their pets are safe, happy, and well cared for in the comfort of their own home or mine.

Sitter Profile Image: Lauren L.
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Lauren L.
from
$18
per visit
10 years of experience
Chester, NY, 10918

About: Pets are family, so when I’m taking care of your child/home, I’ll keep it tidy, keep you updated, and keep in touch! I’m currently attending school full time, so I will be most available early mornings and later nights during the week. I am available all weekend Friday-Sunday. I have a big yard with a lot of land to work with. I have 2 friendly dogs of my own. I can leave a crate safely in my home as well.

Sitter Profile Image: Chantal C.
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Chantal C.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
• 40 reviews
17 repeat clients
15 years of experience
Harriman, NY, 10926

“I highly recommend Chantal for anyone in need of a reliable and friendly caregiver for their furry friends. Her communication was excellent throughout the entire process and she was very accommodating to our two labs!”

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Kelly R.
Sitter Profile Image: Chris C.
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Chris C.
from
$40
per visit
4.9 out of 5 stars
• 44 reviews
13 repeat clients
35 years of experience
Monroe, NY, 10950

About: I am a children’s acting teacher that primarily works from home so I can spend lots and lots of quality time with your precious pup! I have a extremely safe and fun environment in Monroe on Mountain Lodge to share and plenty of stellar references from pups and their humans. If your loved one stays at my little cabin they get to walk daily with me to the one of the most BEAUTIFUL waterfalls!! I send lots of pictures if requested and my main goal is to make your lil loved one feel welcome while you go have fun!! About this sitter: I am a children’s acting teacher working primarily from home. I have over 30 years experience with animals of all types having been raised on a farm in Ga. I have plenty of experience with gentle training and specialize in pups with special needs. I offer a very safe and loving environment with lot of fresh air walks to a waterfall! I am a children’s acting teacher working primarily from home so I can spend lots of time with your precious pup or kitty! My main goal is to make them feel welcome with lots and lots of love I live in an extremely safe area on a dead end private road surrounded by beautiful woods and right close by to a waterfall! I’ve had MANY pups and kitties stay and their parents are thrilled by the area

Sitter Profile Image: Alexa S.
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Alexa S.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
New Hampton, NY, 10958

About: I take pride in my work and strive to treat each and every animal I care for as I would my own personal pets. I personally understand how difficult it can be to trust someone with your furry family members and do my best to make the experience as amazing as possible for both pets and pet parents. I have worked in the pet care industry for over ten years now. I began dog walking in NYC, then managed a luxury boarding/daycare facility for dogs in East Syracuse. Since then I have also branched out into working in animal rescue as well. I also am currently pursuing a certification in dog training. I currently work for myself so my hours are flexible. I can accommodate dog walking most mornings, afternoons and nights. I currently offer in home boarding but limit it to three dogs per night to ensure the best quality of care. I understand that allowing someone into your home to care for your pet can be nerve racking, so I strive to be as mindful of this as possible. Some of the ways I ensure I do this are by speaking with the client before hand to go over anything specific they need done, entering the home in a safe and respectful manner, greeting the pet I'm caring for with enthusiasm, creating a bond with them & making the experience as fun and stress free as possible.

Sitter Profile Image: Jacklyn S.
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Jacklyn S.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
23 years of experience
New Hampton, NY, 10958

“Jacklyn was great! She always sent photos and played with my cat when she stopped in. I felt like my cat was very well taken care of and her communication was great.”

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Allyson V.
Sitter Profile Image: Alexis B.
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Alexis B.
from
$25
per visit
5.0 out of 5 stars
• 73 reviews
32 repeat clients
15 years of experience
Slate Hill, NY, 10973

“I wish I could give Alexis more than 5 stars!!! I contacted Alexis last minute about day care for my two German shepherds, plans quickly changed because of my one of dogs health and she didn’t hesitate to offer to come to my house instead. My dog had an accident in my house and she thoroughly cleaned up after him. Alexis goes above and beyond for her clients and their pets from quick response times to genuinely caring for your pet. Keep up the great work and I look forward to booking again with you soon!”

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Gianna L.
Sitter Profile Image: Claire P.
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Claire P.
from
$25
per visit
2 repeat clients
25 years of experience
Hewitt, NJ, 07421

About: I cared for Breezy( Portuguese Water dog💕💕) in my home for 4 yrs while her mom went to work each day. Sadly she passed away😞…, but she had the best time and fun with my family and I for 4 fab years. I have also taken care of family and friends dogs while they go away on vacation. I’m a stay at home mom who loves the outdoors and I take several walks a day with my 12yr old dog Frieda, I have a lot of free time during the day between the hrs of 9am -6 pm for in home visits and walks. This schedule works best for me. My family and I LOVE all fur babies. They will always be a huge part of our family. I have a fenced in yard and a super sweet and friendly family dog Frieda whom we adore and love so much! The safety and wellbeing of your pet is my biggest priority.

Sitter Profile Image: Julia C.
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Julia C.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
10 years of experience
Monroe, NY, 10950

About: I have always walked and house sat for friends and family members that have multiple dogs, cats, rabbits and more. I have my own dog for over a year, and had family animals for my whole life! I will follow your schedule and pets needs as you instruct. I am comfortable walking on a leash, letting out in a yard, bathing and giving medicine as needed. I am a stay at home mom looking to get out of the house and make a few extra bucks at this time so whatever your need is, I will be there! I will make sure to send photos when I get there and communicate through the entire time. Any issues will be problems solved based on our previous conversations or I will reach out with any concerns.

Sitter Profile Image: Steven F.
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Steven F.
from
$25
per visit
4.7 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Wallkill, NY, 12589

About: Im a veterinary technician that is fear free and cpr certified. I can administer medications, and have expirience with senior pets. Pocket pets are also in my realm of experience. I am able to sit any time as I can commute from your location to work. The only hinderance would be if you are further from my job mid day visuts may not be possible Currently I care for my 16 year old cat that has hyperthyroidism. In my past I have owned and cared for dogs, guinea pigs, rabbits, leopard geckos, bearded dragons, and fish

Sitter Profile Image: Kristina G.
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Kristina G.
from
$30
per visit
4.9 out of 5 stars
• 15 reviews
4 repeat clients
24 years of experience
Bloomingburg, NY, 12721

“Kristina took good care of my dog, she was always on schedule and kept me updated with my dog progress. My dog enjoyed seeing her every time for the daily check-in”

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Maniessa G.
Sitter Profile Image: Shelby T.
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Shelby T.
from
$17
per visit
1 year of experience
Westtown, NY, 10998

About: I’ve been certified as a Vet Assistant, I am also currently in school for my license as a Vet Technician. I’m very confident that I will be a safe environment for your furry friends! I’m currently a student so weekends will be more manageable for me, In case of any emergencies of course I can make accommodations during weekdays. I’ve had more than 11 animals my whole life growing up (5 dogs) (4 cats) (2 two fish) I would say I’m extremely experienced in caring for animals. Professionally my experience would be under a year as I am still in school, I live on 67 acres and a large yard which will give your dog enough room to run with the wind and enjoy the fresh air.

Sitter Profile Image: Danian C.
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Danian C.
from
$15
per visit
2 years of experience
Harriman, NY, 10926

About: i have walked dogs and cared for them for as long as i can remember, im pretty good at reading body language and predicting behavior in order to understand the needs and desires of the dog/cat in my care. i basically have open availability, im either looking for a dog/cat to care for or working for doordash. i have my 100% attention on being there for your pets. i care for your pets by staying in toutch with the parent owner and giving little updates and moments, or any questions i have to fully understand and respect the boundaries of not only the pets but the parents and how things should be done and all the tasks required of me.

Sitter Profile Image: Patricia I.
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Patricia I.
from
$30
per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
15 years of experience
Warwick, NY, 10990

About: I’ve taken care of animals ever since I was a teen. I would volunteer to care for pets all the time. I have taken care of all kinds of pets such as dogs, cats, bunnies, guinea pigs, salamander bearded dragon and chickens. Tell me what their needs are and I will make sure fur baby is well taken care of. It’s my responsibility to make sure that each fur baby is happy and safe. I know how important dogs are to our lives, so it's my duty to make sure that your fur baby gets to experience the same kind of love and care that they're used to at home. When taking on a new client, I typically like to schedule a meet-and-greet. It's a great way to make sure that we're all a good fit for one another, which is so important to me. It gives us the opportunity to chat face-to-face about your fur baby and your care expectations. No one knows your dog better than you do, so it's always great to chat with owners to learn more about your fur baby. I am available to care for your fur baby all day as my main focus is caring for fur babies! I work from my home part-time so I’m always available to provide love and attention to your fur baby. I have a large fenced in yard with plenty of room to play and 1 dog to keep your fur baby company. If needed, I have the ability to crate your fur baby.

Sitter Profile Image: Emily H.
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Emily H.
from
$18
per visit
4 years of experience
Sussex, NJ, 07054

About: Ive had pets (dogs, cats, fish-oh my!) since I was very young, so I truly understand the meaning of our pets are family. My professional experience comes from the last 5 years as a marine mammal trainer and zookeeper! I have the deepest compassion for animals of all shapes and sizes, from exercise to medical care, to behavioral study…I have done all things animals! I’m currently working part time, so I have ample room in my schedule to come hang with your beloved pet! I am a very active person and would love to take them for walks if that is in their wheelhouse! I have my own sweet old lady Maltese at home, who absolutely adores her own personal space. That being said I am not currently accepting boarding or visits in my own home, but am more than happy to come to yours!

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

Pet parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

Brittany was fantastic with my babies! Thorough and detailed with my instructions my babies were happy and comfortable. Highly recommend!

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L K.
Drop-In Visits
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How to book pet sitting

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Popular requests for pet sitting - Chester

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Sitters in Chester average 5
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FAQs for Pet Sitting - Chester

Frequently asked questions about Rover

The average cost of Pet Sitting in Chester is $28 per visit as of November 2026. Most bookings cost between $17 and $52 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 2,495 sitters on Rover offering Pet Sitting across Chester. 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 Chester. On Rover:

  • 86% of sitters can help with special care needs
  • 91% 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.

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