Pet Setting & Drop Ins in Story Hill, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Confirmed Memorial day Availability
1. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

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

5 repeat clients

"Amanda took care of everything, making the whole experience seamless and effortless. Feeding, watering, brushing and giving her extra attention and love. I... (more)"

2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

61 repeat clients

"Loved meeting with Lori! It was so wonderful knowing that she stopped by to visit with our puppy and she gave us updates on how he did and sent really cute p... (more)"

Available this weekend
3. Dawn

Big or small- I love them all!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am insured and bonded, certified in Pet CPR and Pet first Aid and a member of Pet Sitters international. I love dogs of all kinds and am... (more)

Available this weekend
4. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"He is very responsible and absolutely loves dogs. His friendly and chill nature puts dogs and dog owners at ease. Hire him today! He’s awesome! (more)"

5. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

32 repeat clients

"Sarah is amazing! Our dog is 8 weeks old and she helped us a ton while my wife and I were at work. Thank you so much Sarah!! Best part of my morning was gett... (more)"

Confirmed Memorial day Availability
6. Leigh ann

lifelong dog caregiver

wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"I have observed Leigh Ann care for many dogs over the last 14 years. She just has a way with animals that I can't explain. She's very loving and kind. As an ... (more)"

7. Lydia

Loving college girl

Kilbourn Town, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Lydia is truly a dog lover! She has a dog of her own and is very compassionate and intuitive to his needs. She is also a very dependable individual so there... (more)"

Confirmed Memorial day Availability
8. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

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

2 repeat clients

"You’re never going to meet a more passionate and responsible dog caregiver as Melissa. She loves any and all dogs (no matter the size) who come her way. If y... (more)"

9. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

About: I love ALL dogs, but I have a special place in my heart for dogs who are more mature or need a little extra TLC. My cocker spaniel Luna passed away... (more)

10. Janel

Loves giving attention to dogs! <3

Jackson Park, Milwaukee, WI, 53219

Drop-In Visits, Dog Walking

"I have used Janel W. as a caregiver for my dogs for more than ten years. This was even before Rover existed. I am very pleased that she is formally going to ... (more)"

11. Angela

home full time fenced yard

Jackson Park, West Allis, WI, 53219

Dog Boarding, Drop-In Visits

1 repeat client

About: We have a large family with 4 kids who love animals! We have 2 dogs who are full of fun and energy and loves doggy friends to visit! Our dogs are “... (more)

12. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

10 repeat clients

"Julie and her family and true, true animal lovers with amazing patience and knowledge of animals. Julie will go to great lengths to make pets comfortable and... (more)"

13. Daniela

Extra attentive to your fur baby

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Working in the medical field unfortunately means that I can't be there for my dogs all the time. However, Daniela is always the first person I think of to wa... (more)"

Confirmed Memorial day Availability
14. Alex

Devoted Dog Lover

Avenues West, Milwaukee, WI, 53233

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

About: Hi, my name is Alex and I'm a third year law student. I have walked and sat dogs since I was very young. My family owns two black labs, Hope and Si... (more)

15. Christin

I'll treat your dogs like my own!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christin has watched my dogs for years. I trust her to treat them exactly as I would with love and patience, and my dogs are not easy to say the least! She a... (more)"

16. Alyssa

Down to earth dog lover enthusiast

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Alyssa would be the perfect person to be a dog sitter. She has dog sat for me in the past and really grown a connection with my dog. Dogs get along well wi... (more)"

17. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma is a wonderful caretaker, especially of dogs and pets. She has a very loving heart and always puts whoever she is looking after's needs before her own. ... (more)"

18. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

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

About: I love dogs and for time restraint reasons I am unable to have my dog (1 year old German Shepherd) live with me full time in the city. I am current... (more)

19. Danielle

All dogs are just puppies!

West Allis, WI, 53214

House Sitting, Drop-In Visits

"Danielle is a great puppy trainer and truly loves to be around dogs all the time. They soon become her friend, following her about, anxious to please her. Sh... (more)"

20. Mark

No children or other pets

Martin Drive, Milwaukee, WI, 53208

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

"I have seen him around multiple types and ages of dogs. Regardless of the age, size, or breed, he has been able to adapt to the specific dogs. I feel confide... (more)"

In Story Hill, Milwaukee, WI, dog lovers trust Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting in Story Hill can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Milwaukee on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Story 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 Story Hill, Milwaukee, 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 Story Hill pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Story Hill, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: