Pet Sitting Chesterton
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 88 pet parents in Chesterton have booked pet sitting
Chesterton, 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.
“Julie is so awesome! The cats are happy with all the attention and we are lucky to have her. Very attentive and loving, I would highly recommend her to everyone. Thanks again Julie!”
“Duke was well taken care of by Aubrey and he got plenty of play time. Duke made up to Aubrey very quickly at the meet and greet which let me known he would be happy to spend time with her!”
“I was nervous at first using a complete stranger to keep an eye on my 2 cats while I went away for a few days. That all went away upon meeting Sharon! Right off the bat I new I'd be comfortable leaving my cats in her care. You can genuinely tell her love for animals right away! She came twice a day to look after Linus and Lucy and I loved the fact that each visit ended with pictures of the 2. Everything went smooth while I was gone and I was able to enjoy my mini vacation knowing my 2 cats were in good hands! This was my first time not only using Rover but using Sharon. It definitely won't be the last time! Thank you Sharon for everything you do to make our pets feel comfortable while we are away!!!!”
“This was our first experience with Lillian’s and she took very good care of my 2 Rottweilers. She was timely, followed the instructions and I returned to 2 happy pups. Thank you!”
“Alexis was awesome and kept my Cali company while I had to be away. Cali sure is enjoying the toy Alexis gave her. I will be sure to use Alexis anytime I need assistance with Cali.”
“Grace was awesome with Ares! He had a blast with her and she communicated well throughout the whole process. She’s very flexible too and will work to your convenience. 10/10 would recommend!”
About: I have had extensive experience within the environment of animal care. I have been involved in places that include animal shelters and even animal hospitals, and strive to put forth my best care that involves your fur babies! Afternoons/evenings work best for my schedule, but I can always work around yours to fit your needs the best! Right now, my schedule is very flexible! Even though I do not offer the option of boarding, I will strive to make your pet's safety my number one priority when I am walking them!
“Lauren was very responsive and took many photos during her drop-in visit with my dog. It made me feel so much better knowing my dog was able to stretch his legs while I was away. Thank you so much!!”
“Shanie was great! She took amazing care of our fur babies while visiting them 3 times a day for nearly 2 weeks. She was always on time and treated them as if they were her own- spending a ton of quality time with them each visit. If you book with her, you will not be sorry. Your time away will be even better knowing that your loved ones are at home receiving top notch care!!”
“Laylani is amazing! Our pup LOVED her. She was dependable and caring and I felt so much better about being away. The communication and pictures were so reassuring and my kids excitedly awaited her reports. Highly recommend (just not on the days I need her 😂)!”
“Melanie went out of her way to come meet Olivia and us before her time to dog sit. She was flexible, communicated very well and did an excellent job. This was our first time to use Rover and we are hooked! Thank you!”
“Emily has taken care of our cats twice. She was great at taking pictures and taking care of our kitties - even when one of them scratched her. She communicates clearly with us before booking and during the visits. I do recommend.”
“She was extremely kind and patient with the dogs! Our dog had a few accidents but she was super nice and understanding and cleaned it up for us! We would recommend her!”
“Lora went above and beyond this past visit and deservingly earned 5 stars. She checked in on Snoopy one extra time because she wasn't sure I made it back home from vacation and she even bought her Snoopy a new toy. Way to go and I can't wait to have her back to care for my pets.”
The median cost per visit for pet sitting in Chesterton is $20
Pet parents share their Rover experiences - Chesterton
She was great! Cats were more comfortable with Madison then previous sitters (the one actually came out of hiding). The house and litter were kept clean, she even put away the food in a spot where the pets would not get into it. Will hopefully be booking her again if she is willing to look after my pets.
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Chesterton
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chesterton average 5 repeat pet sitting clients
FAQs for Drop-In Visits - Chesterton
Frequently asked questions about Rover
The average cost for Pet Sitting in Chesterton on Rover is $21.4 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 996 sitters on Rover offering Pet Sitting across Chesterton. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chesterton stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 Chesterton. On Rover:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 99% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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