Pet Sitting & Drop In Visits in Oregon, 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. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

4 repeat clients

"Christina set my mind at ease during the meet and greet. She did drop in visits with my dog while I was away and each time she came over she let me know when... (more)"

2. Claire

Responsible, loving, and patient.

Capitol, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: Having worked in an animal shelter for 3 years, I have dog behavior and safety training that not many other people have an opportunity to acquire. ... (more)

Confirmed Easter Weekend Availability
3. Courtney

Loving family home!

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits

About: We are experienced foster parents of rescue dogs and have a small dog of our own, Beans. We're sure Beans will be your pup's new best friend after ... (more)

4. Adam

A friend of All Hunds

Orchard Ridge Community, Madison, WI, 53711

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

2 repeat clients

"Adam has provided great care for our dog. I would highly recommend him to other people! (more)"

5. Miranda

All dogs are good dogs!

Park Ridge, Madison, WI, 53719

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

"Miranda has cared for my corgi Hiro every time I've gone out of town for years. She's always excellent, Hiro loves her, and she's such a sweetheart. She's th... (more)"

Available this weekend
6. Alyssa

love being surrounded by dogs

Oregon, WI, 53575

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

About: I am a huge animal lover! I have 2 dogs that are my world. I live south of Madison, have a full time job in middleton. Available for care weekday ... (more)

7. Jillian

Dog loving researcher!

Capitol, MADISON, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jillian is amazing. She's almost too good with dogs: I'm starting to think my German Shepherd likes her better than me. Jillian stayed at my apartment while ... (more)"

8. Tony

I would love to meet your animals!

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Tony was a great sitter for our dogs. He was incredibly reliable and caring and was willing to work around our schedules to help us take care of our pets. I ... (more)"

9. Megan

Loving Home

McFarland, WI, 53558

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"Megan and Cooper are great companions! Megan loves your furry friend almost as much as you do. The fenced back yard is a favorite play area. We trust Megan,... (more)"

10. Erika

love and care is what they deserve.

Capitol, madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Sarai is patient, reliable, and loves dogs. I could see her just being great with dogs of all sizes and personalities. Id definitely hire her if I had a dog. (more)"

11. Susan

You'll never catch me without a dog

Vilas, Madison, WI, 53711

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

1 repeat client

"My mom is always caring, playful, and mindful with the pets she babysits for and she really makes an effort to build a friendship with the animals. I'm conti... (more)"

12. Lindsay

Owned by 3 experienced w/ many more

McFarland , WI, 53558

Drop-In Visits, Dog Walking

About: I have owned dogs all my life and have experience with dogs ranging from 10-110 pounds, and all ages, temperaments and activity levels. I am famili... (more)

13. Crystal

Animal Lover

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Crystal was fantastic. I met with her before she watched my dog and immediately felt comfortable seeing how much she cared for her own and how good she was w... (more)"

14. Natasha

Energetic, and calm caretaker!

Oregon, WI, 53575

Dog Boarding, Drop-In Visits, Dog Walking

About: I have owned dogs since I was about 5 years old - I could never imagine a life without dogs which is why I have 2! I have helped with foster dogs ... (more)

15. Matthew

Fun- loving guy who loves dogs!

Regent, Madison, WI, 53726

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

"I've know Matthew for almost 10 years and one thing I know about him is he's one of the most responsible people out there. I know that Matthew has grown up... (more)"

16. Ellie

Dog loving graduate student

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Ellie has been caring for pets her entire life. From fish to a hamster, and finally took in a disabled rabbit to care for. She had a great relationship with ... (more)"

Available this weekend
17. Nathan

Professional. Caring. Passionate.

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

About: Walks, exercise, play time or whatever your pet needs. I have over twenty years experience in caring for dogs, and training sporting breeds for th... (more)

18. Brian

Lovable Doggie Daddy.

Waunona, Madison , WI, 53713

House Sitting, Drop-In Visits, Dog Walking

"Brian could not be a sweeter, more organized dog owner and dog watcher. He's taught me about loving, structured pet care, and he's a very energetic guy. (more)"

19. Katie

Reliable and fun pet-lover/sitter!

Greenbush, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have a passion for animals, which started at a very young age. I personally have had four cats and one dog while growing up and I currently volu... (more)

20. 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)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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 Oregon 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 Oregon, 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 Oregon pet sitters and avoid the kennel.