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.

1. Renee

Home full-time. Love all animals!

Monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

2. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Andrea does an amazing job!! Our Wrigley can be quite shy, Andrea made Wrigley feel safe and secure. Wonderful communicator. Thank you!! (more)"

3. Courtnie

The home away from home

Reedsburg, WI, 53959

Dog Boarding, 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)"

4. Nancy

Your pet's home away from home!

Dodgeville, WI, 53533

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

1 repeat client

About: I'm a dog person! I love most every dog and I don't trust anyone that doesn't have a "doggie voice". Your dog will be a member of the family, recei... (more)

5. 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)

6. Willa

Dog-Loving College Student

Capitol, Madison, WI, 53703

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

1 repeat client

"Willa was so awesome! Super friendly and responsive. She was great with Capone (he loved her immediately) and I loved that she kept me updated all weekend. I... (more)"

7. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Andrea was very thorough and kept us updated with pictures throughout her stay. She asked questions as needed and I felt comfortable that Chester was in good... (more)"

8. Nancy

Your pet's home away from home!

Dodgeville, WI, 53533

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

1 repeat client

About: I'm a dog person! I love most every dog and I don't trust anyone that doesn't have a "doggie voice". Your dog will be a member of the family, recei... (more)

9. Renee

Home full-time. Love all animals!

Monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

10. 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)"


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.