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.

1. Teri

I'll jog with your dog!

Ixonia, WI, 53036

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Teri is fantastic!! Baylee is always so excited for her visits. Teri is thorough with her feedback along with sending pictures from every visit. The pictures... (more)"

Confirmed Memorial day Availability
2. Ashley

A tired dog is a good dog!

watertown, WI, 53094

Drop-In Visits, Doggy Day Care, Dog Walking

9 repeat clients

"Tyrt (more)"

3. Olivia

Ready to run, pet, & play with all!

HARTLAND, WI, 53029

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

1 repeat client

"Olivia is very professional, prompt and courteous. She is highly recommended? (more)"

Confirmed Memorial day Availability
4. 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)"

Available this weekend
5. Aimee

Dependable, professional dog sitter

Oconomowoc, WI, 53066

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

5 repeat clients

"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)"

Confirmed Memorial day Availability
6. 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)"

7. Anna

A Stay-cation for your dog!

Sullivan, WI, 53178

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

12 repeat clients

About: Hello I am a mother of two and would love to help you by spending time with your fur-baby while you are away. I have two children 4 and 5, and one... (more)

8. Tess

Experienced & trustworthy pet lover

Hartland, WI, 53029

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Tess, thank you for coming in and checking on my 2 cats and keeping their litter boxes clean. I appreciate your time and kindness and the pictures of the kids. (more)"

9. Morgan

I absolutely love dogs!

Hartland, WI, 53029

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

1 repeat client

"Morgan did great with my 8 week old puppy! Would definitely recommend and use again. (more)"

10. Jenna

Making your friend my priority!

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

11. 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)

12. 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)"

13. Tracy

Loving Dog Owner Available

Watertown, WI, 53094

Drop-In Visits, Dog Walking

"Tracy is a warm, responsible and sincere person and you can see that in how she takes care of her own dogs. I have no hesitation in trusting Tracy with my do... (more)"

14. 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)"

15. 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)

16. Paige

Love doggies!

Nashotah, WI, 53058

Drop-In Visits, Dog Walking

1 repeat client

"Paige W would be a great fit for River. She takes great care of our 2 year old heeler mix while I am away on military duty. She is very loving and makes sure... (more)"

17. 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)"

18. Sarah

Dog Loving Sitter Available

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

19. 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)"

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.