Skip to content

Pet Sitting in Chesterton

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

1. Courtney Verified Background Check

Your dog has a friend in me <3

Valparaiso, IN, 46383

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I couldn't be more happy with our experience with Courtney. We had a wonderful meeting a week or so before she dropped in to check on my two kitties, which mad… (more)"

Calendar Recently Updated
2. Kylie Verified Background Check

Your Pets Are Safe With Me!

Valparaiso, IN, 46383

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Would use again! Communicated with me the whole time and had a good visit with my dogs. (more)"

3. Sharon Verified Background CheckRover 101

Experienced animal caregiver.

Chesterton, IN, 46304

Drop-In Visits, Dog Walking

"**5 Stars** I know my dogs are in the BEST hands with Sharon, she has a ton of experience with animals because she has a hobby farm and 3 dogs of her own! She… (more)"

4. Heidi Verified Background Check

Best Friend’s Best Friend!

Gary, IN, 46403

House Sitting, Drop-In Visits, Dog Walking

"Heidi is simply the BEST! My dogs have special needs and she takes such great care of them. One is really picky with people and she loves Heidi. Your pooches… (more)"

5. Natalie Verified Background Check

My dream is to work with dogs

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"Natalie lived with us for a little over a year and was always ready to help out with our two pups. She loves dogs and treats them very well, with a lot of love… (more)"

Calendar Recently Updated
6. Jordan Verified Background Check

FullTime w/ dog handlin experience

Portage, IN, 46368

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Jordan is very patient and immensely helpful to animals. She always try to help every animal she sees, if she could adopt every animal in the world, she loves … (more)"

7. Julie Verified Background Check

I'll put you and your dog at ease

Valparaiso, IN, 46385

Drop-In Visits

"Julie is fantastic! She takes great care of my dogs, while I’m gone- making sure they’re well fed and have enough time outside, as well as playing games and bo… (more)"

Calendar Recently Updated
8. Claudia Verified Enhanced Background Check

I love people, but I love dogs more

Valparaiso, IN, 46385

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I am a genuine dog lover, and understand that dogs have varying needs. I am organized, detail oriented and take precautions to be prepared for the un… (more)

Calendar Recently Updated
9. Mary Verified Background Check

Dogs > Cats

Valparaiso, IN, 46383

Drop-In Visits, Dog Walking

About: I have two crazy fun Wheaten Terriers so I am experienced with high energy pups. I have had one for almost 5 years and just rescued the second this p… (more)

Calendar Recently Updated
10. Samantha Verified Background CheckRover 101

To be honest, I just love dogs.

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"Sam was awesome! She sent pics and the dogs Rover card and it really relaxed me to know my dogs were so well cared for when I was away from home. Thank you S… (more)"

11. Jennipher Verified Enhanced Background Check

Trustworthy+ punctual+ caring= Me

Portage, IN, 46368

House Sitting, Drop-In Visits, Dog Walking

"Jen was great with my dogs. They are large dogs and can be aggressive towards strangers. Jen handled them very well! My dogs took to her immediately and it was… (more)"

12. Amy Verified Background Check

Animal Lover

Valparaiso, IN, 46385

Drop-In Visits

About: I grew up on a farm and I love animals. I have 6 cats and a cat loving German Shepard. I also foster kittens for a local shelter. I will take care of… (more)

13. Mary Anne Verified Background CheckRover 101

We treat your dogs like our own!

Portage, IN, 46368

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"I felt very comfortable with having Mary Anne take care of my dogs after our meet and greet. She kept me well informed and took very good care of my boys. (more)"

Calendar Recently Updated
14. Taylor Verified Background Check

Experienced pet sitter for you!

Portage, IN, 46368

House Sitting, Drop-In Visits, Dog Walking

"We couldn't be more thankful for the care and love that Taylor provides for our little dude! Taylor is absolutely wonderful and we HIGHLY recommend her as a s… (more)"

15. Faith Verified Background Check

Home Full time Dog sitter

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

"Hi, Faith is a true pet person. She has sat with my dog and took exceptional care of her. I have witnessed her with her own dog and she takes extrondenary care… (more)"

16. Marissa Verified Background Check

Let me spoil your pets!

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

About: Currently I can provide walks and care for your pet in your home during the day or night. I love all types of dogs. I have experience taking care of … (more)

17. Allyson Verified Background Check

Chesterton family of animal lovers!

Chesterton, IN, 46304

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Allyson loves dogs and they love her! No matter the size or breed, she can handle them all. Our dog, Macy (Olde English Bulldogge), bonded with her instantly. … (more)"

18. Sharon Verified Background Check

Home full time-fenced yard

Chesterton, IN, 46304

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Sharon was wonderful with Hank. She kept me updated and sent lots of pictures. This morning, Hank was sitting by the front door and I think he was waiting fo… (more)"

19. Haydin Verified Background Check

Pet-Sitting Pro

Chesterton, IN, 46304

Drop-In Visits, Doggy Day Care

"I have a three year old Dachshund and Haydin did great with him! Took him for a long walk at ChellBerg's Farm and played with him at Red Mill County Park. He i… (more)"

20. Shawn Verified Background CheckRover 101

I Love all fur and non-fur-babies!!

Chesterton, IN, 46304

House Sitting, Drop-In Visits, Dog Walking

"Shes great with all animals, she watches my dog lucy all the time and my lizards. Shes very responsible and timely. She also has a pretty flexible schedule. (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Chesterton pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Chesterton, IN, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Chesterton pet sitters and avoid the kennel.