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Pet Sitting & Drop In Visits in Hillpoint, 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. Katie

Certified Dog Trainer/Animal Lover!

Wisconsin Dells, WI, 53965

House Sitting, Drop-In Visits, Dog Walking

"Katie was very professional and took excellent care of my 135 pound mastiff. Maya seemed at ease with her and Katie definitely shows her love for dogs and de... (more)"

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2. Jaime

Home Away From Home Dog Care

Baraboo, WI, 53913

Dog Boarding, Drop-In Visits, Doggy Day Care

"Jamie was great with my dog Selina. My dog is not the easiest to handle, but I can tell she loved Jamie’s attention and company. (more)"

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3. 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)"

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4. Shelby

Fun loving home-Large fenced yard

La Valle, WI, 53941

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

About: I am a second year school psychology graduate student who loves dogs and is looking to make a little extra cash doing what I love! My husband and I... (more)

Confirmed availability
This weekend
5. Sarah

"absolutely love furry friends!”

Reedsburg, WI, 53959

Drop-In Visits, Dog Walking

"Sarah has taking care of my three dogs for a very long time. She gives outstanding care, spending a lot of time with the dogs giving them one-on-one attentio... (more)"

6. Tara

Former doggie-daycare worker!

North Freedom, WI, 53951

House Sitting, Drop-In Visits, Dog Walking

"Tara is an awesome pup sitter! She is very flexible which is amazing for me because I work on call and I disappear for a couple days at a time. She kept me u... (more)"

7. Emily

love to run and play with all dogs

Lodi, WI, 53555

House Sitting, Drop-In Visits, Dog Walking

About: I have previously worked at a dog resort and loved every bit of it. While there I would take them to the park, play outside, feedings, and baths. I... (more)

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8. 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)

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9. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jess has pet sit for us several times. We have one dog (a lab/golden mix), and three indoor/outdoor cats. Our dog sometimes has anxiety and trouble with othe... (more)"

10. Courtnie

The home away from home

Reedsburg, WI, 53959

Dog Boarding, 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)"


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Hillpoint pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Hillpoint, WI who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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

How it works

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1) Browse Sitters

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

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2) Contact Sitters

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

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3) Book & pay

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

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4) Enjoy your trip

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