Pet Sitting 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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Chester, 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: Hannah K.
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Hannah K.
from
$15
per visit
5.0 out of 5 stars
• 14 reviews
6 repeat clients
15 years of experience
Richmond, IN, 47374

“Hannah watched our dog, Winston, while we were gone on a long weekend. It was our first time leaving him, but we really enjoyed having Hannah come and check on him. She took care of him, but also played with him and loved on him. We got videos and pictures, which we loved. Hannah is amazing, highly recommended.”

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travis k.
Sitter Profile Image: Judy L.
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Judy L.
from
$17
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
30 years of experience
Richmond, IN, 47374

About: I have had pets all of my life and cared for newborn kittens to aging cats. I also had a dog and have cared for family and coworkers dogs for up to 30 days while they were traveling. I have two indoor cats and the neighborhood cats show up for dinner often. I am a retired office professional and look forward to caring for your pet any time needed. I am willing to care for your pet with visits each day in your home or comfortable boarding in my home. For care in my home; I have a fenced yard and a large area for pets to play outside. I live on a quiet street for walking dogs. I have a clean quiet space for crating your pet(s) at night time for their safety. For care at your home; I will respect your home, security and the instructions for caring for your pet(s), pawsitively!

Sitter Profile Image: Patrick P.
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Patrick P.
from
$20
per visit
11 years of experience
Richmond, IN, 47374

About: Whenever a friend or family member needed someone to take care of their pets while out of town they would rely on me. I am an animal lover that only wants what is best for your best friend. I am currently employed through a union and there are times where I am out of work for a while. So I look for side work that would fulfill my interests. Looking for a dog sitter or walker? Use code “PATRIP14580” to get $20 off your first booking with me on Rover: https://www.rover.com/sit/patrip14580 I believe in building trust with not only the pet but also the client. Feeding, Water, and walking are key. However knowing warning signs to ensure that the pet is safe and healthy as well.

Sitter Profile Image: Murphy J.
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Murphy J.
from
$12
per visit
15 years of experience
Richmond, IN, 47374

About: I have open availability to help care for your fur babies when you are unable to! Whether that means daily walks, playtime, or drop-ins, I’d love to help however I can! However your routine normally goes is exactly what I strive to emulate, so you don’t have to worry about upsetting your schedule or your pup. I’m here to make things easier for you and your family, so please don’t hesitate in providing additional information for me to ensure everything is perfect. I have owned, cared for, and trained all sizes of dogs for most of my life. This includes toy Australian Shepherds, German Shepherds, Golden Retrievers, and Labradors. I’ve also cared for various livestock animals, including goats and horses! Being around animals is second nature to me and I truly enjoy it.

Sitter Profile Image: Sarah Marie D.
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Sarah Marie D.
from
$75
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Winchester, IN, 47394

“Sarah took great care of our guy and sent great pics with each update! It gave us great peace of mind knowing he was having fun snd being well cared for!!”

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Lisa C.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$18
per visit
22 years of experience
Farmland, IN, 47340

About: Animals have been a huge part of my life since I was little - from dogs and cats to reptiles and small pets. For almost a year now, I've been a volunteer with Midwest Pet Refuge, working hands-on with cats and a variety of small animals. I've fostered cats for the past 8 months, including newborn kittens who needed bottle-feeding from just a day old. I also have experience with rats, bunnies, guinea pigs, reptiles, and dogs, so I'm comfortable caring for pets with all kinds of personalities and needs. I'm patient, gentle, and genuinely love getting to know each animal as an individual. When I'm caring for your pets, they'll be treated like family - safe, loved, and cared for with experience you can trust. Pet care is an important part of my week, and I make sure to set aside dedicated time when I can be fully present and attentive with your animals. Dedicated Pet‑Care Days: - Sundays: 10:00 AM – 5:00 PM - Mondays: 10:00 AM – 5:00 PM - Tuesdays: 3:00 PM - 5:00 PM - Thursdays: 3:00 PM - 5:00 PM These are the days when I can focus entirely on your pets — keeping them comfortable, following their routines, and giving them the same gentle, family‑style care I give my own animals. If you need Pet-Care on different days or times, message me and I'll see if I can fit you in. I volunteer at Midwest Pet Refuge 3 days a week. Those days are dedicated to rescue work, so I typically don’t take on additional pet‑sitting during those times. Between my volunteer work, home life, and my scheduled pet‑sitting days, animals are at the heart of my weekly routine. The structure helps me stay reliable, consistent, and fully available for the pets in my care. I care for pets in their own home where they feel safest. I treat every animal like family — following their routines, giving them attention the way they like it, and keeping their space clean and comfortable. I’m gentle, patient, and attentive, especially with shy or sensitive pets, and I always make sure they feel loved and safe while you’re away.

Sitter Profile Image: Kaitlin B.
Verified Enhanced Background Check
Kaitlin B.
from
$20
per visit
5.0 out of 5 stars
• 48 reviews
15 repeat clients
10 years of experience
Piqua, OH, 45356

“A very personable young lady with lots of knowledge and experience. Provided excellent care for my little “crooner”, giving me the peace of mind I needed for a week on the road. Will definitely use Miss Kaitlin again.”

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Jeffrey M.
Sitter Profile Image: Amy B.
Verified Enhanced Background Check
Amy B.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
15 years of experience
Dayton, OH, 45424

About: I have about 15 years experience with all sorts of animals ranging from big dogs to rodents, I provide walking an check-ins for dogs an cats. When going for walks just around the neighborhood I like to add just a little running to get those heartbeats pumping. With check-ins I'm available to do about 3-4 times a day if needed, I am also willing to give medicine if your pet requires it. I'm flexible when it comes to schedules an am always willing to work with you so you an your pet get the best service provided. If you have any questions or concerns I will be more than happy to address it, just shoot me a message an I'll get back to you within 24-48hrs It's something that I have always wanted to do, and I am willing to rearrange and schedule pet care and walking as needed for my client's pets. In my own home, I make sure that my cats are well fed, exercised, groomed, and up to date on their routine vet visits and vaccines to ensure they are healthy and happy. In my client's home, I make sure that the animal is comfortable with me in any and all situations. I ensure that they are also fed, given medications if needed, exercised, and loved all in a visit.

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Pet parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

Penny was very attentive and took great care of our animals. Even when life got in the way she made sure everything was taken care of for all the animals. I believe our dog was happier staying with her than us! Thank you for your love and care for them!

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Emily J.
Drop-In Visits
5.0 out of 5 stars

Penny has done an amazing job taking care of my girls while I am at work. I never have to worry if they are properly being cared for while I am away. This gives me complete peace of mind.

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Amy W.
Drop-In Visits
5.0 out of 5 stars

Penny was fantastic! She took great care of my three fur babies and went the extra mile to make sure they had what they needed and felt loved. I’d happily have her return.

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Lori S.
Drop-In Visits
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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 - Chester

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FAQs for Pet Sitting - Chester

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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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