House Sitting in Chesterton

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Samantha Verified Background CheckRover 101

To be honest, I just love dogs.

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"Since our regular sitter of over 6 years moved we'd tried a couple of sitters and kennels with mediocre to terrible results. Both of our girls require special … (more)"

Confirmed availability
 Presidents' Day
2. Sam Verified Background Check

Friendly and Responsible!

Chesterton, IN, 46304

House Sitting, Drop-In Visits, Dog Walking

About: Here to support you and your furry friends of all shapes and sizes! AVAILABILITY NOTICE: Sunday-Monday: 11am-10pm Tuedsay-Thursday: Unavaila… (more)

3. Laney Verified Background Check

I’ll work with all dogs

Portage, IN, 46368

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, 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 de… (more)"

4. Matthew Verified Enhanced Background Check

You have found the one!

Portage, IN, 46368

House Sitting, Drop-In Visits, Dog Walking

"Matthew is a great dog sitter. He has watched my dogs many times and the dogs loved him. I highly recommend him. He is very polite and respectful. (more)"

5. Shannon Verified Background CheckRover 101

6 Golden Apples Doggie Resort

Portage, IN, 46368

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

About: My husband and I live in a well taken care of home in Portage IN with 2 dogs that are dog friendly. We also have 2 children ages 4 and 2 years old s… (more)

6. Tarin Verified Background Check

I love all pups big and small :)

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"Tarin is responsible and has a clear love for animals. She has been wonderful with my two dogs and they truly enjoy when she comes over! (more)"

Confirmed availability
 Presidents' Day
7. Emma Verified Background Check

Dogs and cats are my people

Valpariso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"We came home to a happy dog thanks to Emma. The house looked just as it did when we left. We contacted her several times just to check in and never had to wait… (more)"

8. Allyson Verified Background Check

Furbaby fever!

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"Allyson is the biggest animal lover I know. She is so passionate about her two dogs and cat at home and always takes the best care of them. She volunteers a lo… (more)"

9. Sami Verified Background Check

Animal enthusiast at your service.

Michigan City, IN, 46360

House Sitting, Drop-In Visits, Dog Walking

"Sami is perfect!! She is so attentive with our two dogs, sends great updates and pictures, and puts our minds at ease while we are away!! Her communication is … (more)"

10. Austin Verified Background Check

Your pet makes me happy!

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"Austin has been everything I've wanted in a care taker for my dog, Rio. He is an incredible walker and general lover of Rio. He's kind, generous, easy to work… (more)"

11. Sam Verified Background Check

Experienced Dog Walker

Valparaiso, IN, 46383

House Sitting, Drop-In Visits, Dog Walking

"Sam has walked a few of my dogs in the past. She was super reliable and made time for my pets! She’s really great, and super hard working! (more)"

12. Marissa Verified Background Check

Let me spoil your pets!

Valparaiso, IN, 46385

House Sitting, Drop-In Visits, Dog Walking

"Was able to book on short notice. Not as clear on the booking of exact availability which was ok but needs to be more transparent. Also lacked specific detai… (more)"

Calendar Recently Updated
13. Carissa Verified Enhanced Background Check

Outdoor Enthusiast

Portage, IN, 46368

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

About: Hello! My name is Carissa and I’m looking for a dog family to get in my doggy cuddles and walks in. I have always loved dogs but yet to have a dog o… (more)

14. Hillary Verified Enhanced Background Check

Experienced w/ fenced yard!

westville, IN, 46350

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

"Hillary is an avid animal lover. She has spent most of her free time in her life caring to her pets whether it was reptiles, cats, or dogs. She truly takes the… (more)"

15. Bonnie Verified Background Check

Pet lover ready to care for yours!

Valparaiso, IN, 46383

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

About: I love pets and have had many over the years. My family has fostered 27 dogs and puppies. I'm trained in animal behavior and regularly pet sit for o… (more)

16. Allie Verified Background Check

Biggest animal lover!!

Chesterton, IN, 46304

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

"I have never met someone that loves animals more than Allie does. No matter what it is, she cares for it like it’s a human. I don’t think you could find someon… (more)"

17. Taylor Verified Background Check

Experienced, pet lover!!

Chesterton, IN, 46304

House Sitting, Drop-In Visits, Dog Walking

"Taylor was wonderful. It was a stressful time for us because we had to go out of town for a funeral. We have a 16 year old dog who requires meds . Taylor was s… (more)"

18. 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)"

19. Whitney Verified Background Check

I CARE WHEN YOU CANT! 🤗

Valparaiso, IN, 46385

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

"I know Whitney would be an excellent choice for any pet owner. She has cared for our pets with love, kindness and attention for over 2 years. We trust her comp… (more)"

20. Tammie Verified Background CheckRover 101

Does your Dog(s) love to take walks

Portage, IN, 46368

House Sitting, Drop-In Visits, Dog Walking

About: Are you looking for a little extra help during the week or for a weekend away? Well I am the perfect person for the job! I will love on your fur baby… (more)


Rover.com is the simple, savvy way to find and book Chesterton house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Chesterton on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Chesterton house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.