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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Mary Anne

We treat your dogs like our own!

Portage, IN, 46368

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

16 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 Holiday Availability
2. Sydney

Trustworthy, Punctual, Animal Lover

Valparaiso, IN, 46383

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

2 repeat clients

About: I have been around dogs since a young age. I volunteer at multiple shelters and at the humane society in the area. I have been on other sites for p... (more)

3. Barbara

I always had dogs.i have 2 dogs .

Portage, IN, 46368

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

"Barbara is a very compassionate, kind person who loves animals! My two dogs, Loki and Lilly love her to pieces. She is a true animal whisperer. I have kn... (more)"

4. Ashley

Double Duty - Dogs & Kids!

Chesterton, IN, 46304

Drop-In Visits, Dog Walking

About: Hi, I'm Ashley! I am a Senior at Purdue University in Westville. I am majoring in Early Childhood Education. As the same with children, I have exp... (more)

Confirmed Holiday Availability
5. Richard

Work for veterinarians for 9 years

Griffith, IN, 46319

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

2 repeat clients

"I have had the opportunity for Richard to watch my dog many times. The fact that Richard has such a vast background in veterinary skills is a major reason wh... (more)"

6. Shannon

6 Golden Apples Doggie Resort

Portage, IN, 46368

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

5 repeat clients

About: My husband and I live in a well taken care of home in Portage IN with 2 dogs that are dog friendly. My yard is rather large (approx. .30 acres) an... (more)

Confirmed Holiday Availability
7. Tasha

enthusiastic dog trainer

Gary , IN, 46404

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

"Ella, my lab/pit bull mix, absolutely loves, loves Tasha. She is so excited to see Tasha each and every time. I travel often for work so Ella is cared for by... (more)"

Confirmed Holiday Availability
8. Chanell

ANIMALS & I SEE EYE 2 EYE

South Shore, CHICAGO, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

About: IM THE PERFECT CANDIDATE FOR YOUR NEEDS. I LOVE ANIMALS. I WILL BE SURE TO FILL YOUR PET WITH AMPLE AMOUNT OF HUGS AND KISSES. I WILL NEVER HARM AN... (more)

Confirmed Holiday Availability
9. Heather

Certified veterinary assistant

Griffith, IN, 46319

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

About: I've had dogs my whole life. I am a certified vet assistant. I have been working in the animal field for the past 8years. Animals are my life. The... (more)

10. Hans

Charismatic and Hard-Working

Valparaiso , IN, 46383

Drop-In Visits, Dog Walking

About: Growing up with dogs all of my life, I have enjoyed to see how dogs develop from the puppy stage to adult life. I am a very active individual who l... (more)

11. 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)

12. Linda

Total Petaholic

VALPARAISO, IN, 46385

Drop-In Visits, Dog Walking

About: I'm the Mother of 3 spoiled (rescue) chihuahuas & also have 2 grand baby Boxers:) My husband says " When I die, I hope to come back as one of your ... (more)

13. Jeff

Dog lover needs walking buddies!

Valparaiso, IN, 46385

Drop-In Visits, Dog Walking

"Jeff is GREAT with dogs! Jeff has had a dog since he was little and has a lifetime love of dogs. Our dog gets sooooo excited when Jeff comes over. She brin... (more)"

14. Amy

Fun Dog Lover!

Hobart, IN, 46342

Drop-In Visits, Dog Walking

About: I'm a huge dog lover! I have lived my whole life around dogs. Growing up I had weimaraners, Chiuahahas, and Mutts. I currently own a German Shepher... (more)

15. McKenna

One patient n compassionate sitter

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"Mckenna is a wonderful dog sitter (and cat sitter ;) ) She has cared for my dog Clyde for the past three years whenever I go away for vacations or out of to... (more)"

16. Jaymielen

I love my four legged fur friends!

West Pullman, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"Jaymie is kind, honest, dependable and hardworking. She is always willing to give 100% to help in any way she can. She becomes passionate about her work and ... (more)"

17. Jack

Hard working and dedicated sitter!

Hegewisch, Chicago, IL, 60633

Drop-In Visits, Dog Walking

About: I am an extremely dedicated animal lover with a very strong work ethic. I have 4 years experience working in a boarding facility/pet hospital and a... (more)

Confirmed Holiday Availability
18. Kimberly

Compassionate, Patient, Animal Love

Westville, IN, 46391

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

"I've known Kimberly for several years. She absolutely loves her furbabies and always is interested in helping others in need. I would definitely recommend ... (more)"

19. Kiera

You had me at DOG

Storrs, CT, 06269

Drop-In Visits, Dog Walking

"Kiera has been a dog lover literally her entire life. She's caring, mature and responsible. I have often has her watch my pets while we're away and would ne... (more)"

Confirmed New Years Availability
20. Rachael

Animal Lover who loves new animals

Hanna, IN, 46340

Drop-In Visits, Dog Walking

About: I've been an animal lover since birth. I don't remember a time that I didn't have a dog or a cat, even livestock! I've been pet sitting for family ... (more)

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Learn About Premier

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.