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.

1. Stacey

Home full time, love animals

Portage, IN, 46368

Dog Boarding, 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)"

2. Ashley

Animal lover! I live on a farm!

Gary, IN, 46403

House Sitting, Drop-In Visits, Dog Walking

"I hate leaving my dogs, but I know they are in good hands with Ashley. She’s loving, careful, and responsible. She follows intstructions to the letter and is... (more)"

3. Sabrina

Dog lover all day every day!

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"I always trust Sabrina to watch my 5 dogs when I travel. My house is left tidy and the dogs are always happy to see her. I have several older dogs with s... (more)"

Confirmed President's Day Availability
4. Emily

Flexible Work-at-home Dog Lover

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

"Emily is one of the biggest dog lovers I've ever met. She has taken several training classes, and is incredibly knowledgeable about different breeds and pers... (more)"

5. Jami

Dogs are my best friends!

Valparaiso, IN, 46383

Drop-In Visits

"Jami was amazing! She followed all of our instructions and took great care of our senior dog. I would definitely recommend her. My favorite part was the pict... (more)"

6. Kathryn

I am retired. Any day/night works.

Chesterton, IN, 46304

House Sitting, Drop-In Visits, Dog Walking

"Kathy has taken care of our dogs for many years. She is extremely reliable, kind and attentive to detail. All of our dogs have loved her and greet her with... (more)"

Available this weekend
7. James

Home all day until 4pm

Portage, IN, 46368

House Sitting, Drop-In Visits, Dog Walking

"James loves dogs more than anyone else I've ever known! He treats his own dogs like his own children and shows nothing but love and kindness towards them. I ... (more)"

8. 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)

9. Laney

My life is all about dogs

Portage, IN, 46368

Drop-In Visits, Dog Walking

About: Hi, I’m currently a senior soon leaving for college to study in the medical field. I would love to help out and earn extra money to pay for college... (more)

10. Eric

I’ve had dogs all of my life!

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs all of my life, from the ages of puppies, to older, senior dogs. I use to work at a dog shelter( lake shore paws in Valparaiso Indi... (more)

11. 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)

Available this weekend
12. Mary Anne

We treat your dogs like our own!

Portage, IN, 46368

Dog Boarding, Drop-In Visits, Doggy Day Care

19 repeat clients

"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 President's Day Availability
13. Jennifer

Tail Waggin' Walks

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Jenn takes care of dogs (and cats!) as if they were her very own! She has always been very reliable and done a great job anytime I've asked her to watch my p... (more)"

14. 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 President's Day Availability
15. Linda

Hi, I'm Linda & I'm a PETOHOLIC

VALPARAISO, IN, 46385

Drop-In Visits, Dog Walking

"The first person I interviewed to help me with Mr. Murray, he walked away from. When he met Linda, he didn’t leave her alone. That was nearly three years ago... (more)"

16. Barbara

I always had dogs.i have 2 dogs .

Portage, IN, 46368

Dog Boarding, Drop-In Visits, Doggy Day Care

"Barbara really loves animals. Her own are like her kids. When she has to be away from them she feels bad leaving. She really enjoys taking them for car rides... (more)"

17. Liz

Geo-explorer and water adventures

Chesterton, IN, 46304

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I've none Liz for most of her life and was always impressed by the passion she has for animals & nature. She has owned many of her own pets over the years an... (more)"

18. Jessica

Dog sitting/Dog walking!

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jessica was prompt, kind, and reliable! (more)"

19. 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)

20. Josie

No worries while you're away!

Westville, IN, 46391

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

"Josie is a wonderful dog sitter! She shows that the pets are her true passion and has open ears to listen to all of your requests. She takes special note o... (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.