Pet Sitting & Drop In Visits in Monterey, 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 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 Memorial day Availability
2. Olivia

Ready to run, pet, & play with all!

HARTLAND, WI, 53029

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

2 repeat clients

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

"Katrina is really good at taking last minute booking. She is awesome with my large dog Stella who can be a handful at times and hard to walk. (more)"

4. 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)"

5. Aimee

Dependable, professional dog sitter

Oconomowoc, WI, 53066

Dog Boarding, House Sitting, 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)"

6. 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)"

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. 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)

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. 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. 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. 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)"

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

"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)"

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. 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 Monterey 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 Monterey, 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.