Pet Setting & Drop Ins in Cooper Park, Milwaukee

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

1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

31 repeat clients

"Lori was very nice and super friendly to my dogs. She was really great on keeping me posted on her visits and sending me pictures of my dogs. (more)"

2. Ryan

Energetic, Loving, and Friendly!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"Ryan is very responsible and very caring about his dogs. I have seen first hand how much he loves his own dogs, and how he wants to make sure they are always... (more)"

3. Amanda

adoring dog owner with free time!

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: I've been caring for my sweet boys (two black labs) since I was 11. Unfortunately, since moving to MKE from Chicago I've been doggie-deprived. I'm ... (more)

4. Lindsay

"Dog lover" is an understatement!

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"If I could give Lindsay more than 5 stars, I would! She was very professional and easy to work with. She was super flexible in planning an initial meet and... (more)"

5. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

8 repeat clients

"Sara did a great job with our high energy, large dogs - especially given that it was a long term drop in visit (8 days). She is reliable and handled the dogs... (more)"

6. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

3 repeat clients

"Chelsie was great with Toby!! Thank you! (more)"

7. Sarah

Give your dog a great stay-cation!

Menomonee River Hills, Milwaukee, WI, 53225

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

4 repeat clients

"Sarah helped us out last minute and provided excellent care for our three dogs including our geriatric dog who has some special needs. We have two dogs on me... (more)"

8. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

9. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

12 repeat clients

"I won't trust anyone but Brian and Becky with my baby Rock! Brian has a calming way with dogs and is a dream come true. My doggie and I both feel very lucky ... (more)"

Confirmed Easter Weekend Availability
10. Ashley

Can't wait to hang with your dogs!

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Ashley Bolin is a compassionate and responsible person. She has grown up with puppies and dogs in the house and willingly took care of them whenever necessar... (more)"

11. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole was wonderful to work with and made the process of booking a pet sitter very easy. She took the time to keep us posted on how things were going at hom... (more)"

12. Michelle

Walk the trails next to my home

Wauwatosa, WI, 53226

Drop-In Visits, Dog Walking

"Michelle is a caring animal and people lover! She is compassionate in all that she does and puts forth her full effort to please. I am confident that she l... (more)"

13. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

1 repeat client

"Cindy will provide a safe, loving home for your dog away from their home. Cindy is a compassionate, kind and a wonderful person who loves dogs. Whether you n... (more)"

14. Meagan

Will love your furbabies as my own.

Saint Amelian's, Milwaukee , WI, 53222

Dog Boarding, House Sitting, Drop-In Visits

"Meagan has proved love and care for my dog for 10 years since he was born. She has a dog of her own that is 1 year old that she trained by herself. She has g... (more)"

15. Allison

Dog Lover ready to help your pup!

Cooper Park, Milwaukee , WI, 53222

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

About: I'm 27 and I can't remember a point in my life where I did not have a dog. I'm a lover of all breeds. I'm most experienced with labs. I'm a fur mam... (more)

16. Katelyn

Dog lover at heart

Wauwatosa , WI, 53213

Drop-In Visits, Dog Walking

About: I have lived with a dog ever since I was 4 years old and dogs have been a huge part of my life ever since! My family has had the following breeds: ... (more)

17. Shane

Experienced dog handler/pre vet

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Shane is a very caring and responsible individual. I've spent time with him in the past playing sports with him and he's always talking about dogs. He's ev... (more)"

18. Linda

I am extremely devoted and reliable

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Linda is a very proficient, very friendly person that your dog will absolutely love! Not only does she have professional experience working with dogs, but sh... (more)"

19. Brenda

Dog Gone Good Dog Walker

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

About: I am an extreme dog lover and will take care of your pooch just like I take care of my own. I have grown up around dogs all my life and currently ... (more)

20. Margrethe

Experienced Animal Handler

Enderis Park, Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Margrethe is an Animal Behavior College Dog Trainer. Her training philosophy is grounded in the scientifically backed positive based training, pion... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents in Cooper Park, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start 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 Cooper Park 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 Cooper Park, 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 Cooper Park 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 Cooper Park, 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: