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.

1. Camille

Large Fenced Backyard.

De forest, WI, 53532

Dog Boarding, Drop-In Visits

"I felt very secure in granting her access to my home. She took very good care of our puppy. Camille's passion for dogs is very evident. She fit the time fram... (more)"

2. Michelle

Large fenced in yard. Active family

Sun Prairie, WI, 53590

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

"Michelle was fantastic! She was so nice and friendly and my dogs seemed to warm up to her right away (which is what is most important of course!). Our larg... (more)"

3. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Jennifer has been a life safer for us, as we are new to Madison and needed help with transitioning our dog Duke with us being at work all day. Jennifer is ve... (more)"

4. 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)"

5. Shannon

Full-Time mom who LOVES dogs!!!

Windsor, WI, 53598

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

"Shannon was GREAT!! Olive was happy and well taken care of. And we loved getting the pictures of Olive playing when Shannon was at our house taking care of h... (more)"

6. 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)"

7. Charli

A Dogs Best Friend

Nobel Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Charli did a wonderful job with my special needs pets. She gave updates and photos and went the extra mile to make sure they were safe and happy. I would def... (more)"

8. Anita L

More dogs the merrier! Home fullti

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)"

9. 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)"

10. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

About: Hello! I’m Stephanie && am a COMPLETE dog lover. Leaving my dog is always the hardest/most stressful part of taking trips and I want to serve as a ... (more)

11. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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)

12. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

About: I am a reliable individual who will provide quality care to your dog(s). My hope is that by providing care in your home environment, your dog will ... (more)

13. 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)"

14. Caroline

Ready to play and care for your pet

DeForest, WI, 53532

Drop-In Visits, Dog Walking

"Caroline is great with all pets. She’s kind and helpful and treats them all as she would treat her own. We were very fortunate to have her to watch our high ... (more)"

15. Kelsey

Get help with your weekends!

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs! I own a 3 year old pit-bull, Daisy, who I love to pieces. I love to spoil dogs, to make sure they know how loved they are, but also m... (more)

16. Dawn

Attentive, loving dog sitter/owner

Sun Prairie, WI, 53590

Dog Boarding, Drop-In Visits

"We have used Dawn multiple times for sometimes two weeks at a time while we travel. Our Portuguese Water Dog, Maja loves it there and is well exercised. We h... (more)"

17. Emily

Home during day-LOVE all animals!

Windsor, WI, 53598

House Sitting, Drop-In Visits, Dog Walking

About: Growing up I would consistently care for neighbors and family members pets. From 8 weeks to 14 years I have experience caring for and loving all an... (more)

18. Jolene

Compassionate Animal Lover

Madison, WI, 53718

Drop-In Visits, Dog Walking

"Jolene is a remarkable pet owner! There is no one I can think of that has more compasion for animals. Her advanced knowledge of our canine friends makes her ... (more)"

19. Sanjli

Lots of time to give to your dog!

Sun Prairie, WI, 53590

Drop-In Visits, Dog Walking

"Sanjli took exceptional care of our pet Maltese; she was so loving with her; our Maltese has very long hair and loves to get dirty! Sanjli not only took gre... (more)"

20. Lexi

fenced in yard, bike trails, parks

Windsor, WI, 53598

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

About: I have been a dog owner my whole life, always had a dog, spaniel, Shetland sheepdog, teddy bear. Friends often ask me to pet sit their cats or wa... (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.