Pet Sitting & Drop In Visits in Ashippun, WI

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

Tip: Contact sitters now to confirm availability.
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1. Olivia

Ready to run, pet, & play with all!

HARTLAND, WI, 53029

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

"Olivia has stayed twice with our dog - and he is a lot of dog at 180+ pounds; she is respectful and social with him. Olivia is professional and personable i... (more)"

Confirmed availability
4th of July
2. Katrina

I’ll treat your dog like mine.

Ixonia, WI, 53036

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

"Every sense I fell and broke my hip I have not been able to to take Lady out for her walk. But thanks to Katrina she gets a walk every day. She is so gentle ... (more)"

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3. Aimee

Dependable, professional dog sitter

Oconomowoc, WI, 53066

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

"Aimee is always awesome with our crew. Couldn’t ask for anyone better! I know that we can count on her to be there whenever we need her and trust that they’r... (more)"

4. Teri

I'll jog with your dog!

Ixonia, WI, 53036

Dog Boarding, Drop-In Visits, Dog Walking

"Teri did an amazing jobs with our puppies! Was very timely and took great pictures. It was obvious the dogs loved her! Would highly recommend her to anyone!!... (more)"

Confirmed availability
4th of July
5. Ashley

A tired dog is a good dog!

Oconomowoc, WI, 53066

Drop-In Visits, Doggy Day Care, Dog Walking

"Tyrt (more)"

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6. Mackenzie

Pre-Vet student who loves animals

Oconomowoc, WI, 53066

Drop-In Visits, Dog Walking

"My dogs are part of the family. Mackenzie has an obvious love for ALL animals. My pets (particularly my border colie Reagan) fell in love with Mackenzie. ... (more)"

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7. Sarah

Dog Loving Sitter Available

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

"Sarah treated my pup like one of her own. It was a great stay for my girl!! Flexible on time, attended to the special needs that were needed. She was kind an... (more)"

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8. Alex

Three dogs who love to play!

Nashotah, WI, 53058

Dog Boarding, Drop-In Visits, Dog Walking

"Alex has a big heart and takes great care of and pride in his dogs (and ducks too)! His animals are always well fed, groomed, trained, and loved. He is extre... (more)"

Confirmed availability
4th of July
9. Morgan

Passionate about pups!

Okauchee, WI, 53066

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

About: Hi there, my name is Morgan and I would love to help you with your pet/puppy care needs. When I was 7 years old I was able to get my very own dog.... (more)

10. Tuesdee

Home full time dog park visits

Nashotah, WI, 53058

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

" I have known Tuesdee for over 20 years and she is the most amazing neighbor and person that I've ever known. She's extremely responsible, and has helped me ... (more)"

11. 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)"

12. Brittany

Dog Loving Professional Available!

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

About: I have provided care for a diverse group of animals and have specialized in dogs. I have over 10 years of experience in caring for dogs, includin... (more)

13. Jenna

Making your friend my priority!

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

"Jenna did such a wonderful job checking in on our dog Lola. She was very professional and you can tell she really loves dogs. I would highly recommend her fo... (more)"

Confirmed availability
4th of July
14. Amanda

From corgis to dobermans!

Oconomowoc, WI, 53066

Dog Boarding, Drop-In Visits, Dog Walking

About: I have such a heart for dogs and would love to help care for yours! We have two corgis currently and I grew up with corgis and dobermans. I'm a tea... (more)

15. Tricia

Dependable dog sitting

Hartford, WI, 53027

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

"Tricia has over 30+ years working with animals. She is extremely knowledgeable and overs a loving home for any guest pets she has. Tricia has worked with dog... (more)"

16. Jody

I love dogs I do tend to spoil them

Oconomowoc, WI, 53066

Dog Boarding, Drop-In Visits

"Jody is fantastic with dogs! Growing up with dogs she is caring and loves being around them. Her parents have one that she is with all the time and also watc... (more)"

17. Braden

Full-Time Student Who Loves Dogs

Hartland, WI, 53029

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

About: I love dogs, especially since I’ve had one of my own for 12 years. I am very honored to have the opportunity to take care of your dog. I am availab... (more)

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18. Breanna

Home full-time, fenced yard on lake

Oconomowoc, WI, 53066

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

"Breanna is a loving and caring person. She enjoys animals and loves being around them. We have dogs in our apartment all the time and she is always the one p... (more)"

19. Paige

Love doggies!

Nashotah, WI, 53058

Drop-In Visits, Dog Walking

"Reasons I feel Paige would be a great asset to any family who needs their pets cared for. She grew up having pets, Paige has been a dog lover since day one. ... (more)"

20. Elaina

Life long dog lover!

oconomowoc, WI, 53066

Drop-In Visits, Dog Walking

About: I have been lucky enough to be raised by a Mom who ran a German-shepard rescue through her own home and a father who rescued and rehabilitated dogs... (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 Ashippun 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 Ashippun, 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.