Pet Sitting & Drop In Visits in Highland, WI

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

Calendar Recently Updated
1. Tyson

If you have treats, they will come.

Dodgeville, WI, 53533

Dog Boarding, Drop-In Visits, Dog Walking

"I've known Tyson for a few years and throughout the entirety of my time knowing him, he's cared for his dog, Vader. I would greatly recommend Tyson as a dog ... (more)"

Calendar Recently Updated
2. Hannah

I’ll love your dog like my own!

Richland Center, WI, 53581

House Sitting, Drop-In Visits, Dog Walking

About: I love caring for animals! Growing up on a farm and always having cats and dogs around has taught me a great deal about animals. Their emotional an... (more)

Calendar Recently Updated
3. Alex

Student who is home most of the day

Platteville, WI, 53818

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

About: I have always loved Dogs! I grew up with a dog in the house- Beethoven. Caring for dogs is a passion of mine, I believe dogs need attention and exe... (more)

Confirmed availability
President's Day
4. Nicole

I Love Dogs&Have Large Fenced Yard!

Platteville, WI, 53818

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

About: I will be eager to get to know each dog's personality to help them feel comfortable and have as much fun as possible! I also love watching and help... (more)

5. Jei

Experience dog lover that can help!

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Jei is an amazing person that truly loves all dogs. I got to be trained by him and work alongside him and his dedication to the animals is remarkable. He tak... (more)"

6. Courtnie

The home away from home

Reedsburg, WI, 53959

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

"Courtnie is wonderful. I am overseas for work and my dogs have made them self’s at home. I feel comfortable knowing how much she cares for my dogs (more)"

7. Alexa

Love!

Platteville, WI, 53818

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

About: Love, caring and fun!!! My favorite thing to do is go on walks in the fresh air with dogs. I have always had a dog with breeds all over the map. M... (more)

8. Renee

Home full-time. Love all animals!

Monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

"Renee has been making drop-in visits for our 12-yr-old dog for six months. Since she started watching Max, he was diagnosed with Lyme disease. She has made v... (more)"

9. Genevieve

I love dogs!!!

Dodgeville, WI, 53533

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

About: I am a teacher and during the summer I am home during the week! I would love to be able to take care of your dog. My dog Banner loves playing with ... (more)

Calendar Recently Updated
10. Hannah

I’ll love your dog like my own!

Richland Center, WI, 53581

House Sitting, Drop-In Visits, Dog Walking

About: I love caring for animals! Growing up on a farm and always having cats and dogs around has taught me a great deal about animals. Their emotional an... (more)

11. Courtnie

The home away from home

Reedsburg, WI, 53959

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

"My three dogs and I have used Courtnie T foro three years as our only dog sitter. When we were gone for 10 days or more she would care for them in our home. ... (more)"

Confirmed availability
President's Day
12. Nicole

I Love Dogs&Have Large Fenced Yard!

Platteville, WI, 53818

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

About: I will be eager to get to know each dog's personality to help them feel comfortable and have as much fun as possible! I also love watching and help... (more)

13. Alexa

Love!

Platteville, WI, 53818

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

"Alexa gave my Hazee the same care I would have. I will not hesitate to use her in the future. Thank you for taking such good care of my baby!! (more)"

14. Renee

Home full-time. Love all animals!

Monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

"Renee has owned dogs for as long as I can remember and loved them with every ounce of her being. I cannot think of anyone better to leave my dogs with than R... (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 Highland 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 Highland, WI, 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 Highland pet sitters and avoid the kennel.