Pet Sitting & Drop In Visits in Oak Hill, 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)"

2. 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)"

3. 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)"

4. 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)"

5. 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)"

6. Brittany V. & Justin

Dog Lover, Foster Dogs, Fenced Yard

Fort Atkinson, WI, 53538

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Brittany is great! I have used her for drop in visits. She is very responsive and responsible. She takes great care of our pooch. She makes the most of the ... (more)"

Available this weekend
7. Janine

Lots of experience--LOVE ALL DOGS!

Oconomowoc, WI, 53066

Drop-In Visits, Dog Walking

About: Life is great and dogs make it even better! I have many years of experience...with my own dogs, as well as client's dogs. My first dog was given t... (more)

Available this weekend
8. Jenna

i'll love them like my own

Whitewater, WI, 53190

House Sitting, Drop-In Visits, Dog Walking

About: I am a huge animal person, my life would be incomplete without them. My family has fostered puppies while I was growing up, along with having our o... (more)

9. 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)

10. Kimberlee

Loving Dog Trainer/Walker

Jefferson, WI, 53549

Drop-In Visits, Dog Walking

1 repeat client

"Kimberlee has a natural-born love for animals and dogs in particular. I would highly recommend her to take care of anyone's pet. She has always done a perfec... (more)"

11. Kayleigh

Flexible, reliable, I'll run & play

Whitewater, WI, 53190

House Sitting, Drop-In Visits, Dog Walking

"Kayleigh is a kind, sensitive and responsible young lady who happens to love animals...a perfect mix for a pet sitter! Kayleigh is also intelligent and har... (more)"

12. Caroline

Reliable Animal Loving Adult

Dousman, WI, 53118

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Caroline is a dear friend and very trustworthy. She is extremely responsible and did a great job caring for our precious pet. If you are looking for a reli... (more)"

13. Jean

Flexible reliable run walk play

Helenville, WI, 53137

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

4 repeat clients

"Jean is very caring and compassionate towards animals. She always makes their safety and happiness a priority. I have known her for many years and would le... (more)"

14. Jen

Compassionate,Funlovin ?DOG NANN

Jefferson, WI, 53549

Drop-In Visits, Dog Walking

About: I am absolutely in love with dogs.I believe they are great for your soul and wellbeing.I would be very caring and attentive to your dog and his nee... (more)

15. 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)"

16. Zhuaner "Daisy"

My clients love there "staycations"

East Troy, WI, 53120

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

About: Hi, my name is Daisy and I would like to help you with all your petsitting needs. I am a local, friendly, honest and dependable pet sitter living i... (more)

17. Bastian

Take care of them as if my own! ✌

Mukwonago, WI, 53149

Drop-In Visits, Dog Walking

About: I speak English and Spanish, at this moment studying to become a Veterinarian Technician, have experience working in a kennel with many dogs at the... (more)

18. Lauren

The PAWFECT person to LOVE your pet

eagle, WI, 53119

Drop-In Visits, Doggy Day Care, Dog Walking

"Hello! Lauren occasionally watches my 5 year old Wheaten Terrier when I am away for the weekend or on vacation and I always know my dog is in great hands!... (more)"

19. Colleen

Fun and energetic ready to play

Oconomowoc, WI, 53066

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

About: I have many years of dog sitting day to day and overnight. In grade school and high school I was the neighborhood dog sitter :) I love being outdoo... (more)

20. Jasmine

I love dogs and have 2 of my own.

Whitewater, WI, 53190

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs and have two of my own. I will care for your dogs as if they are my own! I am trust worthy, and caring, and would be an excellent choic... (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 Oak Hill 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 Oak Hill, 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 Oak Hill pet sitters and avoid the kennel.