Pet Sitting Chesterton

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Over 90
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.

1 / 1
Sitter Profile Image: alexis c.
Verified Enhanced Background Check
alexis c.
from
$16
per visit
4.8 out of 5 stars
• 53 reviews
23 repeat clients
6 years of experience
portage, IN, 46368

“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.”

Profile image
Donna D.
Sitter Profile Image: Sylvia R.
Verified Enhanced Background Check
Sylvia R.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
10 years of experience
Chesterton, IN, 46304

“Patient, communicative, caring, and gentle. Wry appreciative of Sylvia with pur temperamental dogs.”

Profile image
Steve W.
Sitter Profile Image: Lauren M.
Verified Enhanced Background Check
Lauren M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 29 reviews
6 repeat clients
11 years of experience
Valparaiso, IN, 46385

“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!!”

Profile image
Cory G.
Sitter Profile Image: Sabrina S.
Verified Enhanced Background Check
Sabrina S.
from
$22
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
7 years of experience
Portage, IN, 46368

“Sabrina did a great job dropping in on our girls. She fed them breakfast, gave them pets and let them out for potties. Our girls were happy and well cared for.”

Profile image
Emily S.
Sitter Profile Image: Sydney T.
Verified Enhanced Background Check
Sydney T.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
16 years of experience
Valparaiso, IN, 46385

“Sydney has been a great help to a disabled cat owner.”

Profile image
Pat I.
Sitter Profile Image: Desarae M.
Verified Background Check
Desarae M.
from
$30
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
9 years of experience
Valparaiso, IN, 46383

About: I always love to make sure the pet is well taken care of not just physically but mentally. I always wanna make sure they're happy just like normal people. The biggest thing that does make me happy is seeing other animals, I used to try to help every animal I came across ever since I was little I always wanna go up to them and give them every percentage of love (with owners permission of course). If you have cats i will definitely do cat care also and can take care of them in our home. For dog's I unfortunately cant take care of them in our apartment because its too small and unfair for them, but i can do stop by visits before work or on my days off or even after work. If your cat or dog needs any type of special needs, just teach me how to care for your baby and i will learn it quickly and give them the care they need. I do work nightshfit at the Valpo Highschool from 9pm to 5:30am I am currently working another job so unfortunately I have a small tight availability. I work mostly closing shifts(1:30pm-10pm) and the off days i have are Fridays and Saterdays I also have a 2nd morning job from 7am-1pm but my Husband has a more open scedual I love to take photos of people's pets so a photo update will be no problem! I treat other people's pets like they are my own or like they are someone's child.

Sitter Profile Image: Aidan L.
Verified Enhanced Background Check
Aidan L.
from
$35
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Portage, IN, 46368

“Great experience, Aiden bed Shadow as well as played with him and took him on a nice long walk. He also took the job last minute and we are very grateful for him helping out! Will book again”

Profile image
Mary S.
Sitter Profile Image: Gia C.
Verified Enhanced Background Check
Gia C.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Valparaiso, IN, 46385

About: I have been around all sorts of animals since I was a baby. I had a German shepherd growing up. Now I own a hound mix who is very energetic and keeps me busy which I like. While I was in college I worked at my teams stable and took care of my coaches horses, chickens, and her donkey. Since I own a dog of my own, pet care is in my every day life. I am a server at Dante’s house of pizza. Even with my busy work schedule I still have plenty of time to take my own dog to the park, walk him, and play with him. I want to share my love by taking care of other peoples animals. I can ensure them that their furry friends will be safe in my care. My dog’s name is Gino and he loves being outdoors whenever we can be. He loves going on walks with other dogs. He is really happy when I take him to my friend’s house to play with their dogs. My dog is very spoiled and gets to snuggle up with me in bed. I am responsible to take him to the vet when he needs his yearly check up. I make sure he is well groomed and well fed.

Sitter Profile Image: Lilliana R.
Verified Enhanced Background Check
Lilliana R.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 113 reviews
31 repeat clients
8 years of experience
Michigan City, IN, 46360

“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!”

Profile image
Brenda T.
Sitter Profile Image: Elijah G.
Verified Background Check
Elijah G.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
25 years of experience
Valparaiso, IN, 46385

About: We have always had pets (Mostly Dogs) growing up and have never met a dog or cat that didn't like us. We are the type of people that animals (Fur Babies) just feel at ease with. From the smallest of toy and lap dogs to the much larger Great Danes and Mastiffs. We will always get along, even the dog that nobody can handle and scares them. My patients never wears thin and eventually all, even the most stubborn pet warms up to me. Any pet under our supervision will always be taken care of from walks, to alone time to calm their nerves if need be but NEVER neglected. We truly believe that your Dogs and/or Cats should and will be treated just you would. Thanks, Between my wife and I we are essentially available 24/7. And hope to accommodate any ones schedule. Our routine will be scheduled around whatever is needed We have a full half acre completely fenced in (Wooden privacy fence). And of course whatever it is you and your dogs like enjoy we will accommodate.

Sitter Profile Image: Lora P.
Verified Enhanced Background Check
Lora P.
from
$15
per visit
5.0 out of 5 stars
• 20 reviews
4 repeat clients
10 years of experience
Portage, IN, 46368

“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.”

Profile image
Blake L.
Sitter Profile Image: Shanie J.
Verified Background Check
Shanie J.
from
$23
per visit
5.0 out of 5 stars
• 250 reviews
74 repeat clients
32 years of experience
Valparaiso, IN, 46383

“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!!”

Profile image
Jessica H.
Sitter Profile Image: Alexia W.
Verified Enhanced Background Check
Alexia W.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 22 reviews
3 repeat clients
6 years of experience
Valparaiso, IN, 46383

About: Ensure your pet feels safe and loved even when you're not home. My dedicated pet sitting services allow your furry friend to stay in the comfort of their own space. From regular dog walking to attentive care for your pets, I cater to their needs while you're out of town or just away for the day. With a focus on individual attention and affection, your pets will enjoy a stress-free experience. Book with me and give your pets the care they desereve! Pet care fits naturally into my routine, allowing me to give my full attention to each animal I look after. I visit clients’ pets before I start my work day and return directly afterward to ensure they stay on their regular schedule. On weekends — and on weekdays when I have extra time — I go beyond the basics by adding extra playtime, enrichment activities, or simply quality companionship for pets who value one-on-one attention. Whether they’re energetic explorers or calm cuddlers, I make sure each pet feels supported, stimulated, and loved every day their family is away. When caring for pets in their home, I make sure their routines and comfort come first. I provide fresh food and clean water, ensure they have proper potty breaks, and clean up any soiled areas to keep their space tidy and stress-free. Each visit includes 30 minutes to an hour of engagement — whether that’s active play, enrichment activities, or simply relaxed cuddle time depending on what the pet enjoys most. I also handle medication when needed, maintain clean litter boxes, and pay close attention to their overall well-being. My goal is to make every pet feel secure, comfortable, and loved while their family is away.

Sitter Profile Image: Brent D.
Verified Enhanced Background Check
Brent D.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
2 years of experience
Hobart, IN, 46342

About: Grew up having a dog (or 2 at times…as well as bunnies…and some other reptiles!). I currently live in an accommodation where I am not able to have a pet and I have become to miss animals more and more! There is no such thing as a bad animal, only a poorly trained one, and I treat them all with love and care. I’m available every Sunday, Monday, and Tuesday all day (and night)! My schedule can be as free as needed on those days and I am open to spending lots of time with your pets to make sure they get the best care possible! I am very careful and thoughtful around pets and other people’s property. I will treat your belongings and animals with the utmost respect and care.

Sitter Profile Image: Chelsea S.
Verified Background Check
Chelsea S.
from
$25
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
13 years of experience
Alida, IN, 46391

“Chelsea is top notch! She was available for us last minute and exceeded our expectations. She was great with communication and even sent us adorable photos of our pup to ensure he was well taken care of. We will definitely be returning to her for our future needs!”

Profile image
Hannah F.
Sitter Profile Image: Jessica F.
Verified Background Check
Jessica F.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
3 years of experience
Lake station, IN, 46405

About: I’ve taken care of animals since I was a kid. It was a side job for me to make money for extra activities. I would watch neighbors, families, and the communities fur babies I try to be pretty flexible with schedules, I do have a full time job to also keep in mind. So, just let me know what works for you and we can work something out! I care for your fur babies in your home like I would a child or my fur baby. I offer whatever services that makes you comfortable!

Sitter Profile Image: Destiny M.
Verified Enhanced Background Check
Destiny M.
from
$20
per visit
3 years of experience
Gary, IN, 46409

About: I have had all kinds of pets growing up. I currently have three dogs of my own. Two girls and one boy. I also have worked at a pet store for the past 2 years providing pet care to 40+ puppies on a daily basis. Each of them are loved and cared for as if they were my own and I’ll be sure to do the same for yours! ❤️🐾 Although I work full time I am able to provided services without conflicting schedules. The daily care for your pet will be the same I provide for my own ❤️ My pets free roam the house but I have a doggy gate blocking the steps or any “unsafe” areas. I also have pet cameras placed in the main parts of my home. And bedroom doors are always closed for their safety 💖

Sitter Profile Image: Daryl K.
Verified Enhanced Background Check
Daryl K.
from
$40
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Hobart, IN, 46342

“Daryl has been an amazing daily dog sitter for our pup during the week! Our 6 month old puppy is a handful at times and full of energy and Daryl handled him wonderfully. She did exactly what we asked and sent lots of updates throughout her visits. It was such a good feeling to come home to a happy pup at the end of the day. I would highly recommend her to care for your fur babies .”

Profile image
Emily C.
Sitter Profile Image: Zahara G.
Verified Enhanced Background Check
Zahara G.
from
$25
per visit
6 years of experience
Gary, IN, 46402

About: I have over five years of hands-on pet care experience and currently own a senior cat who is currently 13 and a 9 month old puppy who I recently adopted. Both have taught me the importance of patience, routine, and gentle care. I’m comfortable caring for pets of all ages, including seniors who may need extra attention, slower pacing, or medication reminders. I focus on understanding each pet’s personality and needs, making sure they feel safe, relaxed, and cared for while you’re away. Pet care fits well into my routine, as I currently have a flexible schedule that allows me to give pets plenty of time and attention. I’m available for weekday services after 6 PM on Fridays, and I’m fully available on weekends for boarding, drop-ins, or extended care. This flexibility allows me to be present, attentive, and consistent with your pet’s routine. I focus heavily on creating a calm, safe, and comfortable environment for every pet in my care. I follow owners’ instructions closely, maintain clean spaces, and make sure pets are always supervised and secure. I’m attentive to routines, feeding schedules, and individual needs, and I always prioritize your pet’s comfort, safety, and well-being whether in my home or yours.

Sitter Profile Image: MaryAnn C.
Verified Enhanced Background Check
MaryAnn C.
from
$60
per visit
20 years of experience
Hobart, IN, 46342

About: I have had a lot of experience since my teens and I continue to have a constant bond with animals. My newest edition is a Bern doodle. I have a wonderful home for your fur babies and sometimes watch my fur grandbabies also . So they can have interaction with them and me . I can basically offer services of your needs just let me know what your baby loves and I can agree to almost agree with anything to make them happy and comfortable.

1 / 1
View more

The median cost per visit for pet sitting in Chesterton is $20

Pet parents share their Rover experiences - Chesterton

1 / 1
5.0 out of 5 stars

Grace took wonderful care of my cat while we were gone, even though Pebbles only came out once to greet her. Grace sent daily pictures showing she gave Pebbles fresh water and food. She also collected my mail and watered my plant. If Grace is still available next time I go out of town, I will definatley hire her again. Thank you so much!

Profile image
Sharon P.
Drop-In Visits
5.0 out of 5 stars

Patient, communicative, caring, and gentle. Wry appreciative of Sylvia with pur temperamental dogs.

Profile image
Steve W.
Drop-In Visits
5.0 out of 5 stars

Sharon and Mark were such a great help while we were away. Our pups loved them and we felt very at ease that they were being well cared for! Thanks again!

Profile image
Aubrey R.
Drop-In Visits
5.0 out of 5 stars

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.

Profile image
nathen D.
Drop-In Visits
5.0 out of 5 stars

Madison came to visit our pup a few times a day while we were away. She sent photos and took great care of her. We will be using her for future trips

Profile image
Jessica B.
Drop-In Visits
1 / 1
Find pet care near you

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 - 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 of Pet Sitting in Chesterton is $21 per visit as of October 2026. Most bookings cost between $11 and $33 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 October 2026, there are 969 sitters on Rover offering Pet Sitting across Chesterton. 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 .

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 , 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:

  • 86% of sitters can help with special care needs
  • 94% 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 .

sitters on Rover set their own , 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge