Pet Sitting & Drop In Visits in Oconomowoc Lake, 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)"

2. Jenifer

Jenifer's Lake Country Canine Camp

Pewaukee, WI, 53072

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

17 repeat clients

"Jennifer was wonderful! So good with our puppies and did a great job! (more)"

Confirmed Memorial day Availability
3. 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)"

4. 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)"

5. Valerie

Flexible schedule - Active

Delafield, WI, 53018

House Sitting, Drop-In Visits, Dog Walking

"We have had Valerie watch our four year old dog many of times and are never disappointed! She has been watching our dog since she was a puppy. She is reliabl... (more)"

Available this weekend
6. 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)"

7. Kristine

❤️ Animal Loving House-Sitter ❤️

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

"Kristine has so much love for animals! I love when she comes over to spend time with our boy. I know that he will get so much attention and that he will be t... (more)"

8. Joanne

20+ years teaching agility classes

Oconomowoc, WI, 53066

Drop-In Visits, Dog Walking

"When it comes to dogs Joanne is a natural! Joanne is one of the best dog trainers I know. She is very positive and upbeat along with calm and patient. I w... (more)"

9. Skylar

Animal Caretaking Farm Girl

Hartland, WI, 53029

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

2 repeat clients

About: Hi! I've been doing the animal thing since I can remember. I learned the most while growing up on a horse farm and have always had dogs and cats in... (more)

10. 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)"

11. 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)"

12. 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)

13. 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)"

14. Alyssa

My job is to make dogs happy!

Hartland, WI, 53029

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

3 repeat clients

"Alyssa Kobs is a WONDERFUL dog sitter. She constantly has my dog's needs in mind and is always on top of bathroom breaks, walking and playtime. My dog is sli... (more)"

15. Megan

I’ll be best friends with your dog

Pewaukee, WI, 53072

Drop-In Visits, Dog Walking

About: My name is Megan, I am 21 years old and a full time college student. I’ve had a dog since I was four years old, and I believe that dogs are truly t... (more)

16. Paige

Love doggies!

Nashotah, WI, 53058

Drop-In Visits, Dog Walking

1 repeat client

"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)"

17. 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)

18. 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)"

19. Jennifer

MEDP: Most Enthusiastic Dog Person

Oconomowoc, WI, 53066

Drop-In Visits, Dog Walking

1 repeat client

"Jen did a wonderful job caring for our dogs while we were out. She sent updates and made it much easier to be away from them. Thanks!!!!! (more)"

20. 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)"


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 Oconomowoc Lake 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 Oconomowoc Lake, 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.