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Pet Sitting & Drop In Visits in Rolling Prairie, WI

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

Confirmed availability
4th of July
1. Shiela

home full time, house on acreage

Mayville, WI, 53050

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

"1000% recommend Shiela to watch your pets. We have a Great Dane and she is so amazing with her. Definitely feel safe bringing our baby there and our Nova LOV... (more)"

2. Anna

Providing TLC for all family pets!

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

"Anna is a super reliable and dependable person! She loves animals and takes great care of dogs! I highly recommend Anna as a dog sitter/dog walker! (more)"

3. Michelle

Fun & energetic family care 4 dogs

Beaver dam, WI, 53916

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

"Michelle is wonderful! (more)"

4. Max

Need a lot of exercise..no problem!

Beaver Dam, WI, 53916

House Sitting, Drop-In Visits, Dog Walking

"Max absolutely loves pets. He is very responsible with both pet care and house care (dog sitting in our home). He is the best dog sitter we have had! (more)"

5. Anne

Live Your Life Unleashed!

Beaver Dam, WI, 53916

House Sitting, Drop-In Visits, Dog Walking

"I have seen Anne work with a wide variety of dogs over the past couple of years; she is a canine manners class instructor at the same club where I instruct p... (more)"

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6. Shauna

Large fenced yard in the country

Hustisford, WI, 53034

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

"For as long as I can remember Shauna has always had a passion and love for dogs. Not only does she do an amazing job taking care of her own dogs, she has tak... (more)"

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7. Renee

Renee's Pawsitive Pet Care services

Campbellsport, WI, 53010

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

"Renee has a way with ALL animals she comes in contact with. She will love and care for your pet like it was her own. Her pets are her family and she loves th... (more)"

8. Meghan

Paws & Claws Critter Sitters

Watertown, WI, 53094

House Sitting, Drop-In Visits, Dog Walking

"Meghan has taken care our dogs for several years now. She's very responsible and makes sure our animals are well cared for. Whenever we go out of town, we ... (more)"

Confirmed availability
4th of July
9. Ashley

I love cuddling with dogs!

Horicon, WI, 53032

House Sitting, Drop-In Visits, Dog Walking

"You will never find another more loving and caring person to provide care for your animals! Ashley has been dog sitting for my pitties for over 5 years now. ... (more)"

10. Tammy

Live, Love, Bark!

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

"What I appreciate most about Tammy is not just her obvious love for animals, but her professional approach to pet sitting. It is a great comfort to know my t... (more)"

11. Hayley

Puppies love to play w/others

Beaver Dam, WI, 53916

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

About: My home is a pet friendly home my animals actually eat better then we do most days :) I believe in strict rules for my pups so they know who is in ... (more)

Calendar Recently Updated
12. Renee

Dogs Can Play While You’re Away!

Marshall, WI, 53559

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

"Renee is so great with dogs! Until my chocolate lab passed away, I could always count on Renee to be responsible for her, feed, walk, cuddle and love my dog,... (more)"

13. Jacquelyn

I love dogs!!!

Hartford , WI, 53027

Drop-In Visits, Doggy Day Care, Dog Walking

"Jacki was great with our dogs! She’s very much at ease with pretty much any dog, and ours loved her right away. (more)"

14. Rachel

My dogs will know they're loved!

Columbus, WI, 53925

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs all my life and I absolutely love them! Over the last 12 years, I have taken care of our family dogs, house/dog sat for friends while... (more)

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15. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jess has pet sit for us several times. We have one dog (a lab/golden mix), and three indoor/outdoor cats. Our dog sometimes has anxiety and trouble with othe... (more)"

16. Jane

I'm my Yorkies biggest fan

Germantown, WI, 53022

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Jane and I am Nineteen years old. I have grown up all of my life with a wide variety of dog breeds and also dog ages. I think thi... (more)

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17. Nicole

I manage a doggie daycare!

Columbus, WI, 53925

House Sitting, Drop-In Visits, Dog Walking

"Niki is awesome and very accommodating. This was my first time using this app and I couldn’t have asked for a better experience. I would highly recommend her... (more)"

18. Joanne

Energetic, responsible, dog mom

Rubicon, WI, 53078

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

About: I grew up with dogs, and now I'm 25 with three dogs of my own. I currently own a Gordon setter, a 15lb doodle mix, and a Shiba inu puppy. I live on... (more)

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19. Chelsea

Enough energy to keep up with pup

Watertown, WI, 53094

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

About: I have been living with dogs since I was born. I have my own dog, and he is one of the best things that has happened to me :). With my past experi... (more)

20. Traci

Animal lover who caters to pets

Beaver Dam, WI, 53916

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

About: I have had dogs all my life and enjoy spending time with them. I believe in animal rights and make sure that my pets are comfortable and happy at a... (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 Rolling Prairie 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 Rolling Prairie, 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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.