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.

Available this weekend
1. Emily

Active dog mom with flexible hours

Wauwatosa , WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Emily watches our puppy, Pepper, when we go out of town. Pepper is always excited to see her and enjoys her time with Emily. Emily treats dogs with love, res... (more)"

2. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

28 repeat clients

"I needed a pet sitter quickly. I just moved to the area and haven't had the time nor needed a sitter but something came up last minute and I was in need of o... (more)"

3. 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)"

4. Wendy

Book nerd who loves dogs!

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

About: I've had dogs all my life until just a few months ago. I'm a full-time graduate student working on my dissertation in English Literature. My 17 yea... (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)"

Available this weekend
6. 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

3 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)"

7. 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)"

8. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"If you need a trustworthy person to care for your dog when you're away or just someone who can give you some flexibility in your schedule by walking them for... (more)"

9. Maja

Very compassionate dog lover!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Nobody loves dogs as much as Maja does! She is very frequently at the dog park or taking her dogs for walks. She is very responsible, and I always know my d... (more)"

10. Amy

Furry family members are the best!

West Allis, WI, 53214

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

"Amy has been a dog lover for as long as I can remember and it is apparent whenever she is around them. She has a professional and loving approach when it com... (more)"

11. 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)"

12. 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)"

13. Margrethe

Experienced Animal Handler

Enderis Park, Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

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

14. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

1 repeat client

"I am thrilled to write a recommendation for Cindy! I have known her for over 35 years and her pets are some of the happiest and best-cared for that I know. W... (more)"

15. Sara

Prompt, enthusiastic dog-lover!

Uptown, MILWAUKEE, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I have known Sara for a long time. I can vouch for her good character. She is a highly responsible person, pet owner and pet sitter. She has taken care of... (more)"

16. 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)

17. Sam

We'll love your furbaby like ours

Martin Drive, Milwaukee, WI, 53208

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

About: Experienced dog owner of 3. We are local business owners who work from home, so we are available to be there for your furbaby, while they play with... (more)

18. 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)

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. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We love Jenny!! She has cared for my children with paws for at least 8 to 10 years. Jenny is extremely loving, compassionate, and very sensation to the need... (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: