Pet Sitting & Drop In Visits in Okauchee, 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. Aimee

Dependable, professional dog sitter

Oconomowoc, WI, 53066

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

2 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)"

2. Kelsey

Future nurse&flexible schedule

Hartland, WI, 53029

Drop-In Visits, Dog Walking

1 repeat client

"Kelsey and our pup Roxie are as close to best friends as a human and dog can be! Roxie is always SO excited to see Kelsey. I know that I can completely trust... (more)"

3. Jenifer

Jenifer's Lake Country Canine Camp

Pewaukee, WI, 53072

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

17 repeat clients

"I was so happy to have Jenifer take care of my cats. I knew she would be reliable and understanding of my need to have my pets taken care of by someone with ... (more)"

Available this weekend
4. 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)"

5. 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)"

6. Morgan

I absolutely love dogs!

Hartland, WI, 53029

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

1 repeat client

About: I have a strong love for dogs, and I want to provide these services to help out others and for my own enjoyment! Your dogs would receive the most g... (more)

7. Lauren

More than just a potty break, I car

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Lauren is amazing! Prompt, proactive, sweet to my puppy, and sends great pictures! She makes leaving my puppy at home worry free! (more)"

8. Hayli

I have always been a dog lover

Waukesha, WI, 53188

House Sitting, Drop-In Visits, Dog Walking

"As a dog owner I have always been skeptical about letting other people care for my animal. However, my skepticism was eliminated when I met Hayli. Leaving fo... (more)"

9. 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)

10. Kayla

Nurture as if they were my own

Oconomowoc , WI, 53066

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla is a responsible,kind and loving human being when it comes to any animal! She absolutely adores taking care of her own dog and treats her animal as if... (more)"

11. Mary

Fun, Loving Pet sitter

Hartland, WI, 53029

House Sitting, Drop-In Visits, Dog Walking

About: If you are looking for a fun, loving and reliable dog sitter, look no further. I have been pet sitting for over 3 years. I play, feed, and take the... (more)

12. 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)"

13. 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)"

14. Paige

Love doggies!

Nashotah, WI, 53058

Drop-In Visits, Dog Walking

1 repeat client

"Whenever we go out of town or need someone to watch our dog Maya, we always call Paige; she absolutely adores Maya and Maya adores her. I always feel great l... (more)"

15. Tuesdee

I will go the extra mile

Nashotah, WI, 53058

Drop-In Visits, 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)"

Available this weekend
16. Jordan

Excellent Pet Sitter

Oconomowoc, WI, 53066

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

1 repeat client

"Jordan is reliable and dependable! Her passion for animals is outstanding! I trust her with all of my animals to care for them. She always makes sure my anim... (more)"

Available this weekend
17. Elle

Huge Dog Lover of all Breeds

Hartland, WI, 53029

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

About: Recent graduate from the University of Wisconsin-Milwaukee. I am a HUGE dog lover and I have a family who absolutely adores dogs. I grew up in a ho... (more)

18. Maggie

Loves to Play!

Hartland, WI, 53029

House Sitting, Drop-In Visits, Dog Walking

About: I have been an avid animal lover and occasional dog sitter for most of my life. Up until about two years ago with my big buddy Gus's passing, I was... (more)

19. Melanie

Reliable pet sitter

hartland, WI, 53029

House Sitting, Drop-In Visits, Dog Walking

About: Hey there! I'm Mel, I have always been an animal lover. I've always had dogs, cats, rodents, birds, reptiles as well! I currently have a handfu... (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)


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Okauchee pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Okauchee, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Okauchee pet sitters and avoid the kennel.