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.
“This is the fourth time Sharon has come to check on our cats and she is wonderful! She’s communicative and kind. She is always very patient with and understanding of our sassy cat. We always come home to happy cats after Sharon has been checking in on them.”
“Melanie is the best! It is the first time using her services to care for our cats and she did a great job. She is kind, punctual and professional and most importantly, was great with each of our 3 cats who have 3 very different personalities. Will definitely be calling upon her for future care visits.”
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!
“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.”
“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 had to go to the emergency room. And I reached out to Kim to take my dog out while I was gone. She responded immediately and dropped everything and came over in the next hour or two. Not really sure exactly when because I was in the ER 🙂 My dog loves her.... And she did exactly what I asked her to do for his habits. After personally talking to her on the phone, I felt comfortable to leave my front door open to let her in my house . And I will not hesitate to use her again!!”
“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!!”
“Holly took excellent care of my cat Bubbles. I came home from my trip to a happy cat and everything at home was perfect. She always showed up when she said she would. I highly recommend Holly !”
“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 😂)!”
“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!”
“Timothy is very prompt, patient, and thorough with his drop in visits. Showed up on time and made sure to hit all his items on the punch list I gave him. My dog can be very excitable and he was very patient with her. I was very worried about leaving my babygirl with a stranger and he put all my worries at ease. I will definitely be using Timothy in the future.”
About: I've grown up living with dogs and have been the primary trainer for my family's dogs. I do pretty well working with new pets and can handle full size dogs. I'm an engineer who gets home from work around 4 or 5PM. My weekends are empty 3/4 weekends a month. I can do overnights on Sunday and during the work week if your dog is used to being alone 9-5. I have a small yard, and live next to the beach. I typically walk my dog to the beach 2-3 times a day on the weekend and she swims often. I usually use a harness to walk dogs, never leave them unattended outside since I have no fence. Make sure they have food twice a day and water always full.
“Leanne was great with our 2 cats. I was able to text her while I was away, & that allowed me to enjoy my trip more because I knew the cats were being taken care of. The cats really loved her; our shy one came right up to her! She even gave them treats & brought in our mail. Great job!!”
About: I love staying active and spending time outdoors. Your dog and I will have a great time on walks or runs together! And if you have a feline friend, I’m just as happy to relax and keep them company at home. I’m kind of a early morning person so I can take your pet out in the morning for their bathroom breaks walks on a nice afternoon I wake up at 5am to feed my cats breakfast Make sure they have their puzzles filled in the morning and night to keep them Occupied/busy. Clean their litter boxes every morning and before bed .
The median cost per visit for pet sitting in Chesterton is $20
Pet parents share their Rover experiences - Chesterton
Grace never disappoints! She took amazing care of our cat and apartment again while we were gone for a long trip. She provided us with great pictures and summaries of all visits so we could stay up to date on Cleo. We are so thankful for her help and would recommend her to anyone!
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 Pet Sitting - 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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