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. 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. Leah

Fitchburg area daytime walker

Oregon, WI, 53575

House Sitting, Drop-In Visits, Dog Walking

"Leah has a wonderful aging black lab named Max. He is the happiest boy in the world. She does not kennel him, but allows him access to her home when she is... (more)"

3. Shelly

Green`s Petite Bed & Bark!

McFarland, WI, 53558

Dog Boarding, Drop-In Visits, Doggy Day Care

23 repeat clients

"Shelly, was able to accommodate our request with no much notice. She was great and super friendly. She came to our house to play Spark for around an hour whi... (more)"

4. Amy

Self employed and flexible

Madison, WI, 53711

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

3 repeat clients

"Amy was an excellent caregiver to our dog Emma and our independent cat Lati. She has a wonderful way with animals, and they seem to connect with her without... (more)"

5. Kassidy

Active & Welcome Short Notice!

Oregon, WI, 53575

Dog Boarding, House Sitting, Drop-In Visits

4 repeat clients

"Kassidy responded to my short notice request for cat care drop-in very quickly. The dates worked for her, so she came to my house to meet kitty, Belle, and g... (more)"

6. Natasha

Nothing to wear but dog hair!

Oregon, WI, 53575

Drop-In Visits, Dog Walking

5 repeat clients

"Natasha was a GREAT cat sitter while we were out on vacation. She was very easy to work with, and very accommodating to our change when we needed to add a fe... (more)"

7. Kris

I like dogs more than most people!

Oregon, WI, 53575

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

3 repeat clients

"Kris watched our elderly dog for a week while we were on a family vacation. The entire time TooToo was with Kris she was given love and attention just as if... (more)"

8. Charlie

Dogfriendly Family and Neighborhood

Fitchburg, WI, 53711

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

About: Ever since I was young I have always grown up around animals. Especially being of dogs, my family had owned dachshunds, labradors, labradoodles, an... (more)

9. Taylor

The best care for your best friend

Fitchburg, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Taylor is amazing with our two labs! They absolutely adore her! We have a 13 year old lab and a hyper 2 year old lab and she does amazing with both of them.... (more)"

10. Jackie

I have a strong passion for animals

Fitchburg, WI, 53711

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

3 repeat clients

"Jackie has a passion for animals. She took care and walked my 3 dogs for years. Jackie is very responsible and trustworthy. I would recommend her to anyone. (more)"

11. Stephanie

Lover of all dogs!

Oregon, WI, 53575

Drop-In Visits, Dog Walking

About: I have had dogs most of my life growing up including basset hounds, springer spaniels, etc. Once I moved away from home my rentals would not allow ... (more)

12. Justin

Flexible Dog-Lover

Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Justin would be an excellent caregiver for your dog! He is responsible, friendly, and would be flexible in order to provide the best care for your pet. He ha... (more)"

Available this weekend
13. Veronica

Open availability- let’s walk!

Fitchburg, WI, 53711

Drop-In Visits, Dog Walking

"Veronica has done an excellent job taking care of my people-shy dog. After a few sessions, my dog loves going on walks, playing fetch, and is comfortable + e... (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. Courtney

Loving family home!

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits

1 repeat client

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)

16. Melanie

Passionate, active part-time job se

Fitchburg, WI, 53575

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

About: Hello! I am excited to meet my next furry friend! Let me tell you a little bit of myself. I have cared for dogs and cats for over 3 years, includin... (more)

17. Sarah

Experienced Dog Sitter-Fenced Yard

Fitchburg, WI, 53711

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Sarah did a great job talking care of Gizmo and was flexible with pick up and drop off times. We will be happy to have our dog stay with her again in the fu... (more)"

18. Nikki

I am a reliable dog lover!

Fitchburg, WI, 53575

House Sitting, Drop-In Visits, Dog Walking

"As a dog/cat parent, I would trust Nikki with any of my pets. Nikki has been around dogs most of her life and has been taking care of my dogs since she was a... (more)"

19. Britt

We are a dog-loving family!

Oregon, WI, 53575

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

About: I grew up with a family dog, and we recently lost our almost-14-year-old dog, Harley. We are a dog-loving family: me, my husband, Kyle, and our tw... (more)

20. Zachary

Fun, reliable and great with dogs!

Fitchburg, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I have never felt more comfortable leaving my dogs with anyone before. The dedication and care Zachary has shown makes me feel confident my four legged frien... (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 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.