Pet Sitting & Drop In Visits in Winfield, IN

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

Tip: Contact sitters now to confirm availability.
Calendar Recently Updated
1. Jessica

Dogs are people too!

Crown Point, IN, 46307

Dog Boarding, Drop-In Visits, Dog Walking

"Jessica was amazing!! She did drop in visits for a week for my 3 kitties. She cleaned their litter boxes and made sure they had plenty of food. She even went... (more)"

2. Tricia

U supply the pets I supply the Love

Valparaiso, IN, 46385

Drop-In Visits, Dog Walking

"To Whom It May Concern: Tricia has taken excellent care of my dog for a number of years, and I highly recommended her pet sitting services. She genuine... (more)"

3. Ann

Lover of any animal big or small

Cedar lake, IN, 46303

House Sitting, Drop-In Visits, Dog Walking

"My dogs are my babies and Ann is the only person besides me or my husband that has ever watched them in 10 years! She is kind and loving with just enough ass... (more)"

4. Tami

30+ Yrs of Exp. Great References

Hebron, IN, 46341

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

"So glad to have Tami to drop in and help with my boys!!! Would recommend her for anyone needing their fur babies taken care of!!! (more)"

Confirmed availability
4th of July
5. Jade

Your dog will get love & attention

Merrillville, IN, 46410

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

"Thrilled to have found a reliable, sweet sitter for our two big pups. Jade was very responsive and we didn't worry about our boys once while Jade took care o... (more)"

Confirmed availability
4th of July
6. Gianna

I'll treat your dog like my own❤️

crown point, IN, 46307

House Sitting, Drop-In Visits, Dog Walking

"We employed Gianna to watch our 2 cats our diabetic Siberian Husky for 2 weeks. She came over to our house a few days prior to our leaving and learned how to... (more)"

Confirmed availability
4th of July
7. Kaila

Passionate, compassionate dog lover

Merrillville, IN, 46410

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Kaila. I am a 25-year-old, part-time grad student living in Merrillville, IN. I have been pet sitting regularly for about 5 years... (more)

8. Alyssa

Doggy kisses welcome

Crown point, IN, 46307

Drop-In Visits, Dog Walking

About: Being the mother of two dogs, I have a good amount of experience on taking care of them through all stages of life. One is a large full grown, the ... (more)

9. Johna

I will run and play with your dog

Crown Point, IN, 46307

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

About: I’m very patient and caring when it comes to pets. When taking care of the dog I will make them my #1 priority. I’ll love them just as much as you ... (more)

10. Wyatt

Life long animal lover

Crown Point, IN, 46307

House Sitting, Drop-In Visits, Dog Walking

"We have always known Wyatt to be a honest, trustworthy and on time. He loves animals and has always taken great care of our fur babies. (more)"

Confirmed availability
4th of July
11. Jennifer

Safe loving trustworthy animal care

Crown Point, IN, 46307

Drop-In Visits, Dog Walking

"I don't know where to start. Jenny always goes above and beyond when it comes to being a great neighbor, especially when it comes down to helping with my kid... (more)"

Calendar Recently Updated
12. Lauren

Dog lover looking to walk your pup!

Crown Point, IN, 46307

House Sitting, Drop-In Visits, Dog Walking

"If there is anyone qualified and compassionate about doing this kind of job, it is Lauren. She falls in love with every dog she sees and getting paid to do t... (more)"

13. Kelly

I want to be friends with your dog!

Crown Point, IN, 46307

House Sitting, Drop-In Visits, Dog Walking

"Kelly has been such a godsend when it comes to caring for my dogs. I have to frequently travel out of town for work, so having someone I can trust and rely o... (more)"

Calendar Recently Updated
14. Vivian

Most Trusted Pet Sitter

Crown Point, IN, 46307

Drop-In Visits, Dog Walking

About: Luv for Animals has been in business for 8 years, we are a professional company and are insured. We have successfully taken care of dogs, cats, ho... (more)

15. Elizabeth

Lady and the Tramp petsitting

Crown Point, IN, 46307

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

About: I will treat your pets with love just as you do. I will follow any and all rules and guidelines set for me concerning your pets. I love dogs so muc... (more)

Calendar Recently Updated
16. Leah

Home full-time

Crown Point, IN, 46307

Drop-In Visits, Doggy Day Care, Dog Walking

About: I have always had a dog since I was born and I have a true passion for caring for animals. I have volunteered at shelters for the past 7 years and ... (more)

Calendar Recently Updated
17. Kim

Empty Nester with love for pets

Crown Point, IN, 46307

Drop-In Visits

About: I am a recent divorcee with adult children. I have too big of a heart and need to give my love and attention to someone/thing. I prefer the somet... (more)

18. Kellie

Dogs are my best friends!

Crown Point, IN, 46307

House Sitting, Drop-In Visits, Dog Walking

About: Dogs are just one of those animals that have the best kind of souls. They are patient, understanding, kind, funny, comforting; they hold with them... (more)

Calendar Recently Updated
19. Sheila

Any dog any breed! Any day!

Merrillville, IN, 46410

Drop-In Visits, Dog Walking

"I have 2 large breed dogs, and Sheila is WONDERFUL with them. She's compassionate while being stern and in control. My dogs took to her immediately. She was ... (more)"

20. Hayley

I have a passion for pets.

Crown Point, IN, 46307

Drop-In Visits, Dog Walking

About: I have two dogs and two cats and a few fish that I care for everyday. I am familiar with the care of almost all types of animals including reptile... (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 Winfield 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 Winfield, 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 Winfield pet sitters and avoid the kennel.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.