Pet Sitting & Drop In Visits in Hillside, WI

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

Confirmed Holiday Availability
1. Rebecca

Advanced Training in Dog Psychology

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Being a first time Rover user, Rebecca was extremely helpful and very professional. Rebecca did a great job with our dog who has some special needs at the mo... (more)"

Confirmed Holiday Availability
2. Stephanie

Loving your dog as much as you do!

Cambridge, WI, 53523

Drop-In Visits, Dog Walking

2 repeat clients

"Stephanie has been super-easy to work with, and I truly think she and her kids really enjoy coming to the house to play with Jackson. (more)"

3. Samantha

Love four legs and fur!

Stoughton, WI, 53589

House Sitting, Drop-In Visits

1 repeat client

"Sam has watched our dogs many times and we are oh so thankful we were introduced to her and that she does pet sitting. One of our dogs needs daily meds alon... (more)"

4. Allison

Dog lover!

Lake Mills, WI, 53551

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

"Allison makes an outstanding dog caregiver because not only is she trustworthy and reliable, but loves every dog like he or she is her own child. I know tha... (more)"

5. Janey

I love dogs and I love walking

Madison, WI, 53718

Drop-In Visits, Dog Walking

"Janey has been a dog lover for as long as I've known her. At a young age she was able to talk her parents into getting a dog under the condition that she tra... (more)"

Confirmed Holiday Availability
6. Brittany

Dog Lover, Foster Dogs, Fenced Yard

Fort Atkinson, WI, 53538

Dog Boarding, Drop-In Visits, Dog Walking

"I wouldn’t leave my dogs with anyone else! Brittany is so great with all dogs no matter size or age. She will welcome them into her home as her own. Gives yo... (more)"

Confirmed Holiday Availability
7. Lindsay

Fun, friendly pet owner

McFarland , WI, 53558

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

2 repeat clients

About: I have been taking care of my own dogs since I was a kid. I have also taken care of a breeders dogs when they have gone on vacation and have always... (more)

8. Whitney

I'll treat your furbaby like my own

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney was great! She came in for a drop-in visit while we were away for a day trip. Silly Millie got into things she wasn't supposed to and Whitney gladly ... (more)"

9. Kayleigh

Flexible, reliable, I'll run & play

Whitewater, WI, 53190

House Sitting, Drop-In Visits, Dog Walking

"Kayleigh is a kind, sensitive and responsible young lady who happens to love animals...a perfect mix for a pet sitter! Kayleigh is also intelligent and har... (more)"

10. Megan

Life-long dog lover!

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

About: I've grown up with German Shepherds, but I love all dogs! I have taken care of Shepherds, Labradors, Retrievers, Daschunds, and cats too! I love... (more)

11. Stephanie

Dog lover, professionally trained!

Evansville, WI, 53536

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

About: I'm not sure you will meet someone in your lifetime that loves dogs quite as much as me. I love every dog I meet (especially puppies)! I am profess... (more)

12. Emily

Customized canine care

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Emily is amazing and provided exceptional in-home care for our 100lb Newfie Kleio while we were traveling out of the country for two weeks. We received regul... (more)"

13. Jamie

I foster dogs for a local rescue!

Deerfield, WI, 53531

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

"Jamie provides a warm and welcoming pet service. Our Louie loves it when he gets to visit Jamie's! She's an animal lover and it shows in the care she provi... (more)"

14. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

7 repeat clients

"Gracie has taken care of our dogs on two different occasions, one home stay and one drop in, and she is outstanding. She gives great updates and we always co... (more)"

Confirmed Holiday Availability
15. Kirstin

Will spoil your furbaby!

Elvehjem, Madison, WI, 53716

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

"Kirstin is amazing! I have two large breed dogs (German Shepard/Husky and Mastiff/Pit) and every time she watches them I come home to two very tired and happ... (more)"

Confirmed Holiday Availability
16. Kimberly

2 dogs available to play with yours

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Dog Walking

"For years now, we've had Kim care for our dogs every time we've been away from home for a vacation or work. We'll be gone as long as a week to 10 days. Kim h... (more)"

17. Shelby

Full-time student, free after 2pm

Whitewater, WI, 53190

House Sitting, Drop-In Visits, Dog Walking

"Shelby loves dogs the most out of everyone I know. She has two dogs, one Yorkie named Dot and one pit mix named Isadora, and they are her world. She even has... (more)"

18. Megan

Dogs are just Fuzzy People

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

About: I have owned dogs my entire life. I currently have a yellow lab and a pit bull. I raised multiple dogs from puppies including the 2 i have now. ... (more)

Confirmed Holiday Availability
19. Brooke

I can run/walk your dog anytime!!

Edgerton, WI, 53534

Drop-In Visits, Dog Walking

2 repeat clients

About: Hi, my name is Brooke and I am 22 years old. I just graduated from UW-Madison with a degree from the Business School. I am trying to play golf prof... (more)

20. Jacob

I love dogs as much as people

Cottage grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

"Jacob is very loving and caring towards dogs! He loves to play with dogs and treats them all as if they were his own. A (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 Hillside 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 Hillside, 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.