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. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Whitney was great with my cat Buckley! He's got some special needs and it makes me feel better when I have to leave him for the night knowing that someone wi... (more)"

2. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Our dogs loved daisy! We have 3 large dogs and 1 small dog, we got pictures right away and everything went well, we would definitely use Daisy again (more)"

3. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

3 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. Julia

Available for the holidays!

Emerson East, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have been taking care of all sorts of animals since I was very young. I grew up with a dog that was a very big part of my family. All dogs deserv... (more)

5. Kristi

We love dogs and will love yours!

Waunakee, WI, 53597

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

1 repeat client

"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)"

6. Anna

Pet or house sitter any time of day

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Anna is a friendly, animal-loving, responsible and reliable dog caregiver. She has cared for our schnoodle, and we left for our trip with complete peace of ... (more)"

7. Crystal

Your Neighborhood animal lover

Sun prairie, WI, 53590

Dog Boarding, Drop-In Visits, House Sitting

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)

8. Brooke

Caring & Experienced Dog Sitter

DeForest, WI, 53532

House Sitting, Drop-In Visits

"Brooke has been taking care of my Fozzie for many years. I got on trips often either for business or pleasure and she will make sure she is available. She ta... (more)"

9. 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)"

10. 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)

11. Emily

Let's go for a run!

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Emily is a neighbor and has been walking with our dog for years. When she went to college in Madison, she would let us know that she was home and she would ... (more)"

12. 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)"

13. 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)"

14. Beth

Professional personalized pet care

DeForest, WI, 53532

Drop-In Visits, Dog Walking

"Beth is awesome with all kinds of dogs. She's kind and compassionate and reliable, AND smart about working with dogs that have personality quirks and just pl... (more)"

15. 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)"

16. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

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

17. Amanda

Never met a dog I didn't like!!

Sun Prairie, WI, 53590

Drop-In Visits, Dog Walking

About: I have lived with and cared for dogs until the day I graduated college. I just recently had to say goodbye my favorite dog in the world. I know h... (more)

18. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care, 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)"

19. Joey

Cheap Rates and Flexible Times

Madison, WI, 53704

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

About: Ever since I moved out of my parent's house, I've been away from my cat and dog so I would love to be around pets more often. I am very kind with a... (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)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.