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. 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. Olivia

Ready to run, pet, & play with all!

HARTLAND, WI, 53029

House Sitting, Drop-In Visits, Dog Walking

"Olivia makes an amazing dog sitter. I don't think I've met another person with as much passion for dogs as she has. She is a veteraniary assistant with exper... (more)"

3. Madelaine

Active, Energetic Dog Lover!

Ixonia, WI, 53036

House Sitting, Drop-In Visits, Dog Walking

About: Recently graduated from college with a degree in Animal Science with an emphasis on companion animals. I have also been working at a doggy daycare ... (more)

4. 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)"

5. 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)"

Available this weekend
6. 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)"

7. 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)

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. Kayla

Nurture as if they were my own

Oconomowoc , WI, 53066

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla is a huge dog lover and it shows! When we recently rescued our second dog, Kayla monitored our two dogs during the day ensuring an easy transition for ... (more)"

10. 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 2 and 4, and one... (more)

11. 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)"

12. Alex

I LOVE DOGS MORE THAN PEOPLE

Hartford, WI, 53027

House Sitting, Drop-In Visits, Dog Walking

"Alex is first and foremost a dog lover. He has grown up with dogs and knows what is involved in the daily care of our canine companions. He has a very intuit... (more)"

13. 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)

14. Teri

I'll jog with your dog!

Ixonia, WI, 53036

Drop-In Visits, Dog Walking

1 repeat client

"Teri is the best! She's incredibly kind and has a very genuine love for dogs. She helps us by letting our 10 week old pup, Sully, out while we are at work. S... (more)"

15. 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)"

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)"

17. 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)"

18. 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)"

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)"

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.