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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Kristi

We love dogs and will love yours!

Waunakee, WI, 53597

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

"Kristi was awesome! I was not sure about allowing someone into my home with my babies...but the minute I met her...I felt comfortable....and my pets felt co... (more)"

2. Ben

I've got a passion for animals

Vilas, Madison, WI, 53711

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

1 repeat client

"Ben was patient with Winnie while she warmed up to him. The Rover app wasn't working properly so I only saw a couple of updates. Ben left a detailed message ... (more)"

Confirmed Holiday Availability
3. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

2 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)

4. Crystal

Your Neighborhood animal lover

Sun prairie, WI, 53590

Dog Boarding, House Sitting, Drop-In Visits

About: My love for animals is deep routed. Growing up in a small farm town I am use to being around animals of all kinds. I currently volunteer with 2 res... (more)

5. Brooke

An overwhelming need to help pets

Sun Prairie , WI, 53590

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

"Brooke grew up with pets her whole life. She always took good care of them and made sure they were safe and healthy. She loves animals and enjoys taking care... (more)"

6. Todd

Earth Bound Hounds

Lake Edge, Madison, WI, 53716

Drop-In Visits

"We have found Todd to be very caring and responsible dog trainer. Our dog, Indy is a very difficult and stubborn dog. Todd has shown great patience with h... (more)"

7. Betania

Caring dog-mom

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"I have known Beta for some years now, and the best way to understand her love and commitment to dogs is simply by meeting her and Chuleta (her french bulldog... (more)"

8. Allison

Dog lover!

Sun Prairie, WI, 53590

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

"Allison makes an outstanding dog caregiver because not only is she trustworthy and reliable, but loves every dog like he or she is her own child. I know tha... (more)"

Confirmed New Years Availability
9. Daisy

I can even walk cats!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: I am very enthusiastic about dogs in all shapes and sizes! I have grown up with many large breed dogs including a bulldog, boxer, and lab. I was ve... (more)

10. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Keni has taken care of my Phil a handful of times and he is always overjoyed to see her. She is my go-to sitter for long and short term stays! (more)"

11. Paisley

Law Student Dog Lover

Sun Prairie, WI, 53590

Drop-In Visits, Dog Walking

About: I am a responsible and caring law student who enjoys all dogs. I have a 6 year old lab. I often care for my friend's pit bull and spend a great dea... (more)

12. Emily

Let's go for a run!

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Emily loves dogs! She is an avid outdoors person - walking, running, swimming, skiing... she stays active in all weather. She is also very compassionate an... (more)"

13. Kiana

Perfectly pawfect. ?

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs all my life, usually Labrador Retriever mixes. Last March, my dog passed away at age 16, and I've been busy trying to find a way to f... (more)

14. Erika

love and care is what they deserve.

Capitol, madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Sarai is patient, reliable, and loves dogs. I could see her just being great with dogs of all sizes and personalities. Id definitely hire her if I had a dog. (more)"

Confirmed New Years Availability
15. Jolene

Compassionate Animal Lover

Madison, WI, 53718

Drop-In Visits, Dog Walking

"Jolene is a hard working individual who loves animals of all kinds especially dogs. She has worked with animals for years. She is a responsible and reliable ... (more)"

16. Arne

my lunch break gets your dog walked

Sun prairie, WI, 53590

Drop-In Visits, Dog Walking

"Arne is one of the only people I trust with my pets. He is very reliable, dependable, and hardworking. He puts the needs of my pets first. He is excellent wi... (more)"

17. Jess

Confident, reliable and resourceful

Marquette, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I started caring for animals in high school working at a horse farm. At the farm, I was responsible for the care, health and safety of 20 horses, 2... (more)

Confirmed New Years Availability
18. Jim

Reliable and attentive pet-sitter.

Cherokee Park, madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Nobody loves to walk dogs more than Jim! He is reliable, and a bonus is that he is a knowledgeable dog trainer, so most likely your dog will become a better... (more)"

19. Amy

I like DOGS more than I like people

Sun Prarie , WI, 53590

House Sitting, Drop-In Visits, Dog Walking

About: My sister owns a kennel and growing business in Batesville, Indiana called Dogs All Day ! I have worked with her many times while visiting. I have ... (more)

20. Jenninfer

Animal Lover From Birth

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: As a child, I had both cats and dogs in the house and we frequently took in abandoned animals, treated their medical problems, and found them homes... (more)

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Learn About Premier

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.