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 was my first time working with Rover, and with Grace R. Both were extremely positive experiences! Grace came by my condo a few days prior to my leaving. She met my two cats and got a feel for my condo. After that, I felt confident she would do a great job - and she did. She reported in daily with pix. And even brought in a couple of packages for me! When I got home, the condo, boxes, cat dishes, and water were all in perfect order. I will definitely book with Grace R. again!”
“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.”
“Madison did an amazing job taking care of our cats while we were out of town. She is kind, respectful, responsive and responsible! She sent pictures and updates and even brought in our packages. My cats were well taken care of and the litter box was obviously thoroughly cleaned each time.”
“Hannah helped us out on Christmas evening when we were going to be away from our house for 12 hrs. We so appreciated the extra mile Hannah went to come a week before Christmas to meet our dogs and speak with us personally so we would feel comfortable leaving our two greyhounds in her care for a bit. She communicate well and responded in a timely manner when we first were setting up the visit with her. We will definitely use Hannah again and absolutely recommend her services! Thanks again Hannah, you helped make our Christmas less stressful!”
About: I grew up taking care of two large dogs and currently have a cat of my own. I'm expirience in pet care and would love to help out any pet that needs looking after. I am currently enrolled in college and only have class Tuesday and Thursday for around three hours. This will allow me to spend most of my day walking, feeding, and playing with your pet! I do not have a yard, but I have a dog leash, dog create, and two cat creates. I can walk your dog multiple times a day if requested. I can create your dog, cat, or my cat if requested as well. I have a three room apartment for your animal to roam in, so they won't be crammed. All animals are welcome to behave as needed for them to feel comfortable; including being on furniture, barking, and playing.
“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!”
About: I have owned pets most of my life and enjoy spending time with them. I lost my elderly dogs this year after 14 years with them. At this point, I have not decided if I will own another pet again in the near future so I would love to spend some time with yours! I work during the day but live close and could come home for mid day walks if I am boarding. Or I can do short ins during the day. Otherwise, I am home in the evenings and weekends. I do live in a pet friendly community and enjoy taking long walks. I especially love playful pets with lots of energy! I have experience with mostly small and medium sized dogs. I have also had cats in the past and would consider boarding them or doing check ins.
About: I have experiences with different breeds of dogs from Lhasa Apso to Great Danes! I’ve been trusted to watch and feed dogs for my neighbors, family friends, etc. for over 5 years and I’ve never met a dog I didn’t absolutely adore. I am currently working at Johnson & Johnson in Warsaw but travel home on the weekends and would love to help watch your fur babies! I’m solely doing visits to client’s homes. I am a detail oriented person and will gain the trust of your pet before anything to ensure that they are comfortable with me being around. I will follow any directions given to me and will be transparent with any questions/concerns I may have about your pet.
“Jen is top quality dog care. She puts her heart and soul into your pet. Prezi loves her. I highly recommend Jen. I couldn't ask for a better person to take care of my baby girl. Thank you for being so good Jen”
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!
“Chyanne was absolutely fantastic! She was always on time, kept us updated with pictures, and went above and beyond by even bringing our trash can back up after trash day while we were out of town. She truly treated our pets like her own, and we felt completely at ease knowing they were in such great hands. I think our pets already miss her! Highly recommend!”
“Cole is an incredible and responsible dog sitter that I can trust my pets with. My dogs are very nervous and need some time to adjust to people, especially men, but Cole has went the extra mile to make sure my dogs feel happy and are properly cared for when I can’t be there. He is always quick to respond, easy to work with, and gentle with all my animals. You can tell he truly loves animals and and he has been nothing but kind and professional. If you feel nervous about getting a pet sitter, I would definitely consider contacting Cole for your needs. Thank you Cole for being so good to my Rudy, Po and Beano!”
The median cost per visit for pet sitting in Chesterton is $20
Pet parents share their Rover experiences - Chesterton
Madison did an amazing job taking care of our cats while we were out of town. She is kind, respectful, responsive and responsible! She sent pictures and updates and even brought in our packages. My cats were well taken care of and the litter box was obviously thoroughly cleaned each time.
Vanessa was amazing with Ellie! She made sure she had good walks and took time to play ball with her. Vanessa is very friendly, professional, and responsive. She took the time to meet her beforehand to make sure Ellie was comfortable. We enjoyed reading about Ellie’s time with Vanessa and loved seeing our fur baby in some pictures! This was our first time leaving her in the care of another in our home and Ellie seemed happier and more comfortable than boarding or being left with family members. Highly recommend!
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 Rover works
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Chesterton sitters!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 July 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 July 2026, there are 1,101 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:
- 93% of sitters can help with special care needs
- 93% 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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