Pet Sitting & Drop In Visits in Cross Plains, 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. Janice

I'll treat your dog like my own

Black Earth, WI, 53515

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"Janice is great! Kind, caring, trustworthy, prompt, and her communication is fantastic. She truly cares for my English Bulldog and I wouldn't hesitate to r... (more)"

2. Wendy

I will run or walk your dog!

Black Earth, WI, 53515

Drop-In Visits, Dog Walking

1 repeat client

"Wendy is fantastic - as a first time puppy and home owner she put me at ease. She’s prompt, reliable, trustworthy, and is great with communication. I have n... (more)"

Confirmed Memorial day Availability
3. Krysta

Summer is for the dogs!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"I couldn't think of anyone better to watch my pet. Krysta has been around animals her whole life to include her own two dogs growing up, helping her family a... (more)"

4. Sarah

Looking to meet some furry friends!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah has watched my dog for me several times while I was away on vacation for a few days. She has always taken good care for him, taking him for a walk at l... (more)"

5. Shelby

Fresh air and exercise!

Mount Horeb, WI, 53572

Drop-In Visits, Dog Walking

3 repeat clients

"As a newcomer to Rover I was very happy with Shelby. Her understanding and love for dogs is evident by watching her interact with them. During her drop in vi... (more)"

6. Jesse

25 yrs dogs/cats/horses/aggressive

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jesse has been dog,horse,kitty and house sitting for us on numerous occasions from short to extended trips abroad. I own a small hobby farm on which I entrus... (more)"

7. Maiya

I'll love them like you love them!

Blackhawk, Madison, WI, 53717

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

About: I have loved animals since I was a little girl whether it be big or small, a pet fish or a pet horse, I am a true animal lover at heart, although ... (more)

Confirmed Memorial day Availability
8. Kaylin

Pick me for your Critter/Cat needs!

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"We've been using Kaylin as a pet sitter for our senior cat (Halle Berry) for a few years now and could not be happier! Kaylin is friendly, dependable, and al... (more)"

9. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

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

10. Devon

Lifelong dog lover

Blackhawk, Madison, WI, 53717

Drop-In Visits, Dog Walking

1 repeat client

"Before I met Devon I didn't even like dogs. Her unconditional love for animals turned me into a dog lover, so much that I even own a dog myself now. There is... (more)"

11. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Rebecca is an amazing dog sitter and walker. She's taken care of Mocha my shih tzu on various occasions, and each time I felt completely comfortable leaving ... (more)"

12. Emily

Dog and outdoors lover!

Blackhawk, Madison, WI, 53717

Dog Boarding, Drop-In Visits, Dog Walking

"I would highly recommend Emily as a dog caregiver! I've spent a lot of time with Emily, and she treats my dog with love and care as she does her own personal... (more)"

13. Sarah

Can't get enough doggo time!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Sarah is one of the biggest dog lovers I know. Every time she comes and sees my dog, Lambeau, she respects him, gives him loads of attention, and cares for h... (more)"

14. Mindy

I will take great care of your dog!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Mindy is an extremely reliable person. Not only has she grown up with dogs, making her comfortable and familiar with their different needs and habits, dogs a... (more)"

15. Tracy

Loving, clean home w/ fenced yard

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Dog Walking

"Tracy is great to work with! She has been caring for my 2 senior dogs for the last 6 years. She is punctual and will take extra time to make sure your pet is... (more)"

16. Kayla

I'll run with your dog!

Verona, WI, 53593

House Sitting, Drop-In Visits, Dog Walking

"Kayla is the "dog whisperer", she is great with dogs! Your dog will get attention, get exercised and paid attention to. She is trusted and will ensure your... (more)"

17. Christine

I speak Canine, Really. Lets Play!

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"I have known Christine for many years. She is a kind, responsible single mom who loves animals of all kinds. Now that her teenager is graduating soon she i... (more)"

18. Alexis

Dog at heart ❤️

Cross Plains, WI, 53528

House Sitting, Drop-In Visits, Dog Walking

"Lexie is one of the nicest people I know & she genuinely loves all animals - especially dogs! I don’t think there’s a dog (or person!) who wouldn’t get along... (more)"

19. Amber

Dog Fun.... While You Run!

Junction Ridge, Middleton, WI, 53562

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

About: I will treat your dog(s) like my own. I run a medical facility and have flexibility with my schedule. You will be provided with photos during their... (more)

20. Courtney

Teacher By Day; Dog Lover By Night

Cross Plains, WI, 53528

Drop-In Visits, Dog Walking

"Courtney is totally trustworthy, dependable and responsible. She loves dogs and it shows. She has taken care of my two pups and handles their quirks exceptio... (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 Cross Plains 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 Cross Plains, 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 Cross Plains pet sitters and avoid the kennel.