Pet Sitting & Drop In Visits in Chesterton, IN

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

Confirmed 4th of July Availability
1. Jennifer

Tail Waggin' Walks

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

"Jenn is great, we had her take care of our dog Duke several times, and as a hound he can be a bit of a handful. She was always prompt, kept the place clean, ... (more)"

2. Mary Anne

We treat your dogs like our own!

Portage, IN, 46368

Dog Boarding, Drop-In Visits, Doggy Day Care

"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)"

Confirmed 4th of July Availability
3. Alex

Dog lover for life

Valparaiso, IN, 46385

Drop-In Visits, Dog Walking

"Alex is a family friend of ours and has taken care of our animals for about 5 years now. I would not ask for anyone else to sit for our babies. She is very r... (more)"

4. Sarah

Small, medium, large: I love all!

Valparaiso, IN, 46393

House Sitting, Drop-In Visits, Dog Walking

"I cannot put into words how wonderful Sarah is! She is such a loving, fun, active and perceptive person that takes amazing care of my pit bull. We are so gra... (more)"

5. Stacey

Home full time, love animals

Portage, IN, 46368

Drop-In Visits, Dog Walking

"Stacy is an amazing young woman with such a deep love for all animals! I've never seen an animal around her that just didn't love her and follow her wherever... (more)"

6. Laney

My life is all about dogs

Portage, IN, 46368

Drop-In Visits, Dog Walking

"Laney is a great, well rounded individual. She loves all animals and take great pride in their care and safety. From taking care and loving her own pets, to ... (more)"

7. Sharon

Home full time-fenced yard

Chesterton, IN, 46304

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

About: I love dogs! I will look after your dog just like I take care of my own. They might even get a little bit spoiled with all the attention I will giv... (more)

8. Helena

Animal lover big and small

Chesterton, IN, 46304

Drop-In Visits, Dog Walking

"Helena has been our dog walker for more than two years. Her joy with our dog Cilla really shows and Cilla LOVES her. She is reliable and trustworthy. She ... (more)"

Confirmed 4th of July Availability
9. Mari

Taking care of dogs comes naturally

Chesterton, IN, 46304

House Sitting, Drop-In Visits, Dog Walking

"We had our dog over 10 years. Mari has taken care of her very well. I think Mari will be a great dog caregiver through Rover.com. (more)"

10. Katie

I will love your pet like my own!❤️

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

"Katie is a wonderful dog sitter, she has taken care of my German Shepard multiply times and always does a great job, she always takes him out for walks and p... (more)"

11. Sarah

Hikes and belly rubs? Sure thing!

Valparaiso, IN, 46383

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

About: I absolutely adore dogs! I rarely pass a dog without asking if I can pet them. I would provide the same care that your fur babies are accustomed to... (more)

12. Lizania

Home full time large yard w/kennel

Chesterton, IN, 46304

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

About: I love dogs. I would walk them and make sure to take good care of them. I have a large backyard with a kennel type of cage outside. I would love yo... (more)

13. Sarah

Full Time Dog Mom

Porter, IN, 46304

Drop-In Visits, Doggy Day Care, Dog Walking

About: My two Siberian Huskies are my world. I am very active so dog walks are my favorite! I am very skilled walking large dogs and dogs that pull (I own... (more)

14. Phillip

Your dog's happiness is my goal

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

About: There has been a dog in my family ever since I was born. Over the years, I have had much practice training dogs to do things such as sit, stay, dow... (more)

15. Rachael

Nice yard , ill run with your dog

Chesterton, IN, 46304

House Sitting, Drop-In Visits, Dog Walking

About: I have been around dogs animals most my life , my parents had horses dogs and I just moved animals , and know a lot about how to care for them , an... (more)

16. Jake

Lifelong dog lover & caregiver

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"I needed someone to drop by to let my dogs out midday for a week. My regular person was booked solid. It is difficult to give someone you don't know, access... (more)"

17. Kaitlin

Will also leash and walk train!

Portage, IN, 46368

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Kaitlin, or you can call me Kait. I’m 24 and a mom to many wonderful pets including two lovely dogs. I have a 4 year old yellow l... (more)

Confirmed 4th of July Availability
18. Josie

No worries while you're away!

Westville, IN, 46391

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

"Josie is the best pet sitter around. I would highly recommend her to anyone. Having a veterinary background I would trust anyone but Josie. She's very respon... (more)"

Confirmed 4th of July Availability
19. Becky

I love Big dogs because I’m an Alfa

Chesterton, IN, 46304

House Sitting, Drop-In Visits, Dog Walking

"I've known Becky for 5 years. I'm so happy she has gone into this line of work, her love for animals makes this the perfect field. My dogs adore her, she spo... (more)"

20. Candis

I am patient, energetic, & positive

Portage, IN, 46368

Drop-In Visits, Dog Walking

About: I have two large dogs of my own, which I walk twice a day. One of my dogs can be very dog reactive so this is something I am mindful of when walki... (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.