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.

1. Stacy

Dog rescuer seeks dogs to ❤️

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

"I have know Stacey for years, as we are both volunteers at Dane County Humane Society. She takes pictures of our stray or surrendered dogs for the shelter si... (more)"

2. Carole

Available many wknd big fenced yard

Cambridge, WI, 53523

Drop-In Visits, Doggy Day Care

"Carole is probably the biggest dog lover I know. Her dog's have always been her babies, and she adores them. Her and her husband have rescued dogs and taken ... (more)"

3. Margaret

Dog auntie and walk lover

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known Margaret for over twenty years, so she's spent a lot of time with me and my dogs. She is one of the most fun, responsible, and kind people I kno... (more)"

4. Brittany V. & Justin

Dog Lover, Foster Dogs, Fenced Yard

Fort Atkinson, WI, 53538

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Brittany is great! I have used her for drop in visits. She is very responsive and responsible. She takes great care of our pooch. She makes the most of the ... (more)"

5. Peter

Your dog will be happy and relaxed

Stoughton, WI, 53589

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

2 repeat clients

About: I owned a dog for 13 years, so I know how they tick. I’ve also cared for neighbors dogs and relatives dogs. I’ll walk them, play with them, provide... (more)

6. Samantha

Love four legs and fur!

Stoughton, WI, 53589

House Sitting, Drop-In Visits

3 repeat clients

"Sam was such a joy to have in our home! She was so great with Halsey, our mini Aussie. Halsey is super submissive to the point of peeing- Sam quickly figured... (more)"

7. 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)"

8. 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)

9. Kimberlee

Loving Dog Trainer/Walker

Jefferson, WI, 53549

Drop-In Visits, Dog Walking

1 repeat client

"Kimberlee has a natural-born love for animals and dogs in particular. I would highly recommend her to take care of anyone's pet. She has always done a perfec... (more)"

10. 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)"

11. Stephanie

Loving your dog as much as you do!

Cambridge, WI, 53523

Drop-In Visits, Dog Walking

4 repeat clients

"We are incredibly grateful for the help you provided us, and we loved that Jackson got used to having kids around! You've been very reliable and a great help... (more)"

12. Charlotte

Long walk, playtime, then cuddles!

Lake Mills, WI, 53551

House Sitting, Drop-In Visits, Dog Walking

"Charlotte cares for all pets as if they were her own, with love and compassion. She always considers the needs of the owner and pet which makes her a very tr... (more)"

13. Shelly

Pup Paradise

Milton, WI, 53563

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

"I highly recommend Shelly as a dog sitter. She has been sitting my dogs while my husband and I go on vacation for years before she joined Rover. Shelly is ... (more)"

14. Abby

Active dog lover!

Oregon, WI, 53575

House Sitting, Drop-In Visits

About: I am a HUGE dog lover! Especially labs!! I have had labs my entire life and bread them growing up. I love having dogs a part of the family because ... (more)

15. Jamie

I foster dogs for a local rescue!

Deerfield, WI, 53531

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

"Jamie and I foster together with a local rescue which gives me insight into her dog cares. She is an experienced and responsible dog handler of many differ... (more)"

16. Kimberly

2 dogs available to play with yours

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Doggy Day Care, 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. 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)"

18. Somer

dog loving family

Fort Atkinson, WI, 53538

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

1 repeat client

"We have a sweet, old Lab and Somer is absolutely great with her! She is excellent with training and discipline, but also with giving her lots of affection. I... (more)"

19. Jamie

A lot of weekend availability

Fort Atkinson, WI, 53538

Drop-In Visits, Dog Walking

About: I love animals and would love to give you the peace of mind by being able to stop in and visit or take your dog for a walk. I can't think of any b... (more)

20. Megan

Dogs are just Fuzzy People

Cottage Grove, WI, 53527

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)


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.