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. 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)"

2. Stephanie

Loving your dog as much as you do!

Cambridge, WI, 53523

Drop-In Visits, Dog Walking

3 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)"

3. Carole

Available many wknd big fenced yard

Cambridge, WI, 53523

Dog Boarding, Drop-In Visits, Doggy Day Care

"Carole is a true animal lover! She has volunteered walking dogs, at local animal shelter‘s and committed her life to making a difference in an animal‘s life ... (more)"

4. 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)

5. 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)"

6. 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)"

7. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

Dog Boarding, House Sitting, Drop-In Visits, 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)"

8. 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)

9. Brittany & Justin

Dog Lover, Foster Dogs, Fenced Yard

Fort Atkinson, WI, 53538

Dog Boarding, Drop-In Visits, Dog Walking

"Brittany is wonderful! I can’t say enough good things about her. We adopted a puppy from Paddys Paws were she volunteers and fosters dogs. She loves those pu... (more)"

10. Somer

dog loving family

Fort Atkinson, WI, 53538

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

"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)"

11. 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)"

12. 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)

13. 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)

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 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)"

16. 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)"

17. 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)"

18. Anna

Anna's Canine Care <3

Cottage Grove, WI, 53527

Dog Boarding, House Sitting, Drop-In Visits

3 repeat clients

"Anna loves my dogs like they were her own! She is very responsible and attentive to my dogs moods and needs. My dogs love her and are always bouncing with e... (more)"

19. 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)"

20. Peter

Your dog will be happy and relaxed

Stoughton, WI, 53589

House Sitting, Drop-In Visits, Dog Walking

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)


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.