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. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Andrea takes such good care of our Wrigley!! She is very detailed and a fantastic communicator!! (more)"

2. 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)

3. 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)"

4. Nancy

Your pet's home away from home!

Dodgeville, WI, 53533

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

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. Willa

Dog-Loving College Student

Capitol, Madison, WI, 53703

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

About: I've always been passionate about dogs and people. As a social welfare major at UW-Madison, the patience, empathy, and compassion that I apply to m... (more)

6. Kellsey

Dog walking, training and sitting!

Platteville, WI, 53818

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

About: I have owned dogs and cats my whole life along with doing training, grooming, breeding and I have also worked at a vet clinic. I would love to assi... (more)

7. 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)"

8. Destoni

I need exercise and so do they!

Lancaster, WI, 53813

Drop-In Visits, Dog Walking

"My dog is always so excited when Destoni comes through my door! Destoni’s kind heart and love for all animals is amazing. She takes the time to get to know ... (more)"

Available this weekend
9. Katie Jayne

I love dogs and they all love me.

Baraboo, WI, 53913

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs; no matter the size, shape, or color! I can pretty much do anything when it comes to dog sitting or walking. I have took care of many d... (more)

10. 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)


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.