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.

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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

2 repeat clients

"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)"

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2. Barb

My Kryptonite, Canines!

Hartland, WI, 53029

House Sitting, Drop-In Visits, Dog Walking

"Barb D is one of the most loving, caring and compassionate dog lovers I have ever known. She took in my dog when I could no longer keep her and she loved her... (more)"

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3. Jenifer

Jenifer's Lake Country Canine Camp

Pewaukee, WI, 53072

Dog Boarding, Drop-In Visits, Dog Walking

19 repeat clients

"Did a great job. Even brought in our recycling bin for us (more)"

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4. Aimee

Dependable, professional dog sitter

Oconomowoc, WI, 53066

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

6 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 availability
Memorial day
5. Kristine

❤️ Animal Loving House-Sitter ❤️

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

"Kristine has a warm, kind, loving heart for all dogs. She will treat every dog like it's her own. Kristine will always having a loving, mom personality for a... (more)"

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6. Joanne

20+ years teaching agility classes

Oconomowoc, WI, 53066

Drop-In Visits, Dog Walking

"I have known Joanne for a long time. She is always on the dogs program. Excellent work ethic, excellent person. Kind and caring. Dogs love her ♡ (more)"

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7. Mackenzie

Pre-Vet student who loves animals

Oconomowoc, WI, 53066

Drop-In Visits, Dog Walking

"Mackenzie is a fun, loving and compassionate person who adores dogs. Every dog she interacts with she treats like her own. If you are looking for a reliable... (more)"

Confirmed availability
Memorial day
8. Janelle

Dog Walker, Watcher!

Oconomowoc, WI, 53066

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Janelle is such a caring person that has a love for people and dogs! Since college, Janelle has lived on her own taking care of herself. She is an independen... (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)"

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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)"

Confirmed availability
Memorial day
11. 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)"

12. Mallory

Dogs are the light of my life!

Hartland, WI, 53029

Drop-In Visits, Dog Walking

About: Hello! My name is Mallory and my full-time job is in Academic Affairs at UW-Milwaukee. I also work part-time at a dog daycare and volunteer with ... (more)

13. 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)

14. 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)"

Confirmed availability
Memorial day
15. 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)

16. 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)

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. 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)"

19. 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)"

Confirmed availability
Memorial day
20. 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)


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.