Pet Sitting & Drop In Visits in Windsor, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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1. Shannon

Active mom who LOVES dogs

Windsor, WI, 53598

Drop-In Visits, Dog Walking

"Shannon was amazing from the minute we met! Not only did she immediately gain paws up from me my pups totally Connected with her even my shy boy Max! She r... (more)"

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2. Michelle

Large fenced in yard. Active family

Sun Prairie, WI, 53590

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

"Michelle was amazing! She helped take care of our puppy for the last few months while we’ve been at work and I couldn’t be any more grateful. She communicate... (more)"

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3. Kerri

Step counts help your dog and I!

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

"Kerri has taken care of our two pups a few times for extended trips. We receive just the right amount of updates while we’re away. She is absolutely amazing ... (more)"

Confirmed availability
This weekend
4. Brandon

Flexible-I love all dog breeds!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"From the second I saw Brandon with my puppy, it was clear that he is a dog lover. Not only did he take her for a walk and give her plenty of attention, he ta... (more)"

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5. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"Two years ago I met Melissa through a friend who recommended her to help me rehome an 8 year old Labrador Retriever who had been retired from a breeding kenn... (more)"

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6. Anita L

Lots of playtime and love!!

DeForest, WI, 53532

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

"Anita was so wonderful in taking care of our three cats while we were out of town. She took the time to visit with us a couple of weeks before our vacation, ... (more)"

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7. Allison

Triple-threat dog caretaker

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

"Allison loves animals! She is responsible, timely, respectful, loving, and engaged. She has carefully tended to our dog & cat on numerous occasions, both for... (more)"

8. Tina

I volunteered in dog rescue.

Windsor, WI, 53598

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

About: I grew up with animals on a farm and had house pets. I volunteered in dog rescue for many years, house/pet sitted for friends of friends, worked @ ... (more)

9. Kasie

Dog Parks, & Walks,& Treats! Oh my!

Sun Prairie, WI, 53590

Drop-In Visits, Dog Walking

"I can rest assured Kasie is there to love and care for my boy Galileo when I'm away from home. (more)"

10. Kristen

Love, snuggles, walks for your dog

Sun Prairie, WI, 53590

Drop-In Visits, Dog Walking

"I have known Kristen for about 15 years. She is a true dog lover! Kristen currently has 3 of her own dogs and would love to help out a fellow dog lover. She ... (more)"

11. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

12. Billie

Dog-lover, lover of walks

Sun Prairie, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"Billie was great. Best sitter we ever had. Thanks billie (more)"

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13. Katryna

Entrepreneur in the animal industry

Waunakee, WI, 53597

Drop-In Visits, Dog Walking

About: I am self employed so my schedule is pretty flexible. I have had dogs my whole life, have worked at a doggy day care and dog-sat for numerous peopl... (more)

14. Mikayla & Lane

Home Full Time - Kids Love Dogs!

DeForest, WI, 53532

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

About: My kids LOVE playing with dogs and have lots of energy! They are around dogs frequently, (Big and Small)! My husband had dogs growing up his whole ... (more)

15. Mary

Best Doggy Aunt Ever

Sun Prairie, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"Mary is one of the best dog caretakers I have ever known. Some even joke that she takes care of her dog, Bruno, better than she does her friends and family! ... (more)"

Confirmed availability
This weekend
16. Diane

I have a large fenced in yard

Deforest, WI, 53532

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

About: Hello, I love Animals and I have had pets all my life. I currently own two of my own dogs named Arya and Molly. I also have a couple rescue kitt... (more)

17. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"I have had Bea few times in the last couple years I have two dogs. I have had her short period of time to come out let the dogs out and make sure they're OK... (more)"

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18. Abby

Dog-lover and owner!

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

"Abby is great! Would definitely use her again and recommend her. (more)"

19. Donald

I will treat your pet as my own.

Windsor, WI, 53598

Drop-In Visits, Dog Walking

About: Hello Everyone, My wife and I currently have a Rhodesian Ridgeback named Ares who loves other dogs and their company. I have rescued 3 doberman pi... (more)

Confirmed availability
This weekend
20. Kassel

College Student With Large Yard

Waunakee, WI, 53597

Drop-In Visits, Dog Walking

About: I am a senior in college. I have a black lab puppy named Nova and she is growing up so fast. I grew up with dogs and have experience with cats, ho... (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 Windsor 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 Windsor, 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.