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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.

Tip: Contact sitters now to confirm availability.
1. Natasha

Nothing to wear but dog hair!

Oregon, WI, 53575

Drop-In Visits, Dog Walking

"We’re so thankful for Natasha! She’s helping us with our puppy transition. She provides text updates and happy photos. We will definitely book with Natasha a... (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. Jackie

I have a strong passion for animals

Fitchburg, WI, 53711

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

"Jackie has a love for all animals, and has shown that she also treats them with the respect and caring they deserve. My pets are always happy after their tim... (more)"

4. Patty & Tom

Large fenced yard, clean home

Oregon, WI, 53575

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

"I work at a veterinary specialty and emergency hospital and have grown very close with Patty because of her generous heart and love for canines. She and her ... (more)"

5. Amy

Self employed and flexible

Madison, WI, 53711

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

"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)"

6. Stacy

Dog rescuer seeks doggos to ❤️

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

"Stacy was wonderful, we had her do a drop in visit to our dog while we gone for the day. She gave us great pictures and details from her visit and Gracie see... (more)"

7. Kassidy

Active & Welcome Short Notice!

Oregon, WI, 53575

Dog Boarding, House Sitting, Drop-In Visits

"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)"

Confirmed 4th of July Availability
8. Stephanie

Lover of dogs and cats!

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)

9. Rae

friends call me 'Dog whisperer'

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

"Rae is extremely responsible, respectful and passionate about all animals and I even trust her with my child. She’s reliable and straight up wonderful person (more)"

Confirmed 4th of July Availability
10. Alex

Christian Dog Lover

Oregon, WI, 53575

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

About: Hi, my name is Alex and I'm a third year law student. I have walked and sat dogs since I was very young. My family owns two black labs. I can't hav... (more)

11. 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)

12. 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)

13. 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)

14. Kris

I like dogs more than most people!

Oregon, WI, 53575

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

"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)"

15. Aj

Flexible Dog Lover

Brooklyn, WI, 53521

Drop-In Visits, Dog Walking

"We have had AJ dog sit for us in the past and she is the best! She definitely treats dogs with lots of love! I would recommend her to everyone and can guaran... (more)"

16. Danielle

I love walking and playing with dog

Oregon, WI, 53575

Drop-In Visits, Dog Walking

"Danielle is absolutly amazing with dogs. She has groomed our dogs on several occasions. She is very caring and compasionate and is always excited to see the ... (more)"

17. Garrett

Christian Athlete

Oregon, WI, 53575

Dog Boarding, Drop-In Visits, Doggy Day Care

"Garrett has babysitted my two black labs several times and he’s just wonderful with them. Loves playing fetch with them even though they can go forever. Gre... (more)"

18. 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)

19. 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)"

Confirmed 4th of July Availability
20. Jasmine

Energetic, active and cheerful

Oregon, WI, 53575

House Sitting, Drop-In Visits, Dog Walking

"Jasmine is dog whisper, she loves animals and they love her! She is reliable and trustworthy. If you need someone to take great care of your pets...you have ... (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.