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

Love and Cuddles

De forest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Camille is awesome. She is always prompt and very reliable . Our dog, Duke, loves her visits. (more)"

2. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jennifer is definitely a dog-of-all-ages-lover and great caregiver. She is very knowledgeable of puppy and grown up dog behaviors and ways! I highly recommen... (more)"

3. Traci

Nurturer by Nature!!

Sun Prairie, WI, 53590

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

4 repeat clients

"Visited before the trip to get an idea of the responsibilities. Wrote down all important information. Extremely friendly and engaged. Didn't have to worry on... (more)"

4. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Megan provided excellent care to my two little hounds when I needed to travel for Thanksgiving. She stopped in multiple times throughout the day for walks, p... (more)"

5. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa was wonderful, as always! My little dog Shadow was given love, her supper, and a nice walk.. I knew I didn't have to worry while I was gone (Shadow i... (more)"

6. Kiana

Perfectly pawfect.♡

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Kiana did drop in visits for my 2.5 month old great Pyrenees puppy, and I will surely use her again. She gave great detailed updates (with pics) , listened ... (more)"

7. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

8. Kristi

Your dogs home, away from home!

Waunakee, WI, 53597

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Kristi is amazing, wonderful with our puppy! We come home to a happy puppy that has been given love while we are at work. Kristi is on time & prompt with sch... (more)"

9. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

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)

10. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

"Ryan did an amazing job taking care of our cats. When we returned they were happy and well fed. She is clearly an animal lover. We would definitely use Ryan ... (more)"

11. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

5 repeat clients

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. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

1 repeat client

About: Hello! My name is Stephanie and I am an absolute 100 percent dog lover. I know that leaving my pup is always the hardest/ most stressful part of le... (more)

13. Claudia

Enjoy going on walks and play time

Sherman, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Claudia was great! I had to book her last minute and she was very accommodating and took great care of our cat. Will definitely book her again for future sit... (more)"

14. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Katerina was very friendly and accommodating. Stevie liked her instantly and he was happy and well taken care of. (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. Keri

I really enjoy caring for your dog!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"She was on time and made sure that the pups got there exercise and much needed potty break. She checked in after and let us know how it went. Would recommend... (more)"

17. Abby

Dog-lover and owner!

DeForest, WI, 53532

House Sitting, Drop-In Visits, Dog Walking

About: Hi there! My name is Abby and I am a major dog lover! I have owned a dog (or two) almost my entire life along with volunteering to transport, babys... (more)

18. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bea has been our dog and cat sitter for many years. Not only does she care for our pets, she also takes care of our house when we are on vacation. It's so ni... (more)"

19. Emily

I already love your dog!

MORRISONVILLE, WI, 53571

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

1 repeat client

"Emily was great with my fur baby! She's very attentive and listened closely to all of my instructions for my special needs dog, Kuma. She was patient and und... (more)"

20. Lydia

Dog Boarding and Sitting

DeForest, WI, 53532

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

5 repeat clients

About: After my chocolate lab passed away my family fostered dogs for many years. From this experience, I am comfortable with all sorts of dogs. But, now ... (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.