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. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha is our go to for pup drop ins! She is on time, flexible, and cares for our pup exactly how we do. He loves her! In this particular instance we needed a... (more)"

Available this weekend
2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori is an amazing Petsitter. Not only is she personable and spent a lot more time than necessary with our cat, but our cat is happier and more content than ... (more)"

3. Natasha

Experienced & fun dog (&cat)-lover!

Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Natasha was very professional and communicative but also very loving to my precious sweet darling kitty. Hire her, she’s great ! <3 (more)"

4. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & g... (more)"

5. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"Julie was so great with my pup. My dog has chronic pain from cancer and she was able to meet her special and delicate needs. Thank you Julie. (more)"

6. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"We highly recommend Anna!! She is everything you could want in a dog sitter - reliable, responsible, sweet and caring. We especially appreciated the text m... (more)"

7. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy was so very nice and took such good care of our ol’ girl, Dakota!! Lots of attention and feedback from Sandy too! It was such a relaxing vacation knowi... (more)"

Available this weekend
8. 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)"

9. Kassandra

Dog mom, fenced yard, dog jogs

Wauwatosa, WI, 53222

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

About: To me, dogs are family in every way! Not only do they deserve to be treated with love and positive reinforcement, they’re dependent on us entirely.... (more)

10. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina did Amazing!! She played with Luna for a bit and fed her a little! She took her out to potty and brought her back in! Luna loved her! We will definetl... (more)"

11. Yvette

Your stay at home dog mom

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I've known Yvette for about 7 years and we used to walk our dogs together daily at the dog park for a few of those years. I've witnessed her interaction wit... (more)"

12. Martha

Runs with dogs (can also sit/play)

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Martha is the epitome of an animal lover. I trust her with my dog whenever I am in Madison but we do live . She loves walking dogs, petting dogs, grooming do... (more)"

13. Margrethe

Jack Russell of All Trades

Golden Valley, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Doggy Day Care, 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. Clare

An active, caring, happy dog lover!

Wauwatosa, WI, 53226

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

"We have known Clare for many years, and it would be hard to find a more impressive young woman. She is exceptionally intelligent and very responsible. She ha... (more)"

15. Andrew

Your dog's temporary best friend!

WAUWATOSA, WI, 53213

Drop-In Visits, Dog Walking

"Andrew is a phenomenal dog sitter. He has watched my dog for me many times and I always can tell she is well cared for. He sends my updates daily, photos, an... (more)"

16. Shawn

Let's have fun while you're out!

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

About: We love nice pets. Our family loves caring for and playing with pups. Let's set up a time for your pup to have fun so you can have fun or get some ... (more)

17. Katelyn

Dog lover at heart

Wauwatosa, WI, 53226

Drop-In Visits, Dog Walking

"Katelyn has been great! Lacey seems to definitely enjoy their time together and I look forward to getting the pictures and updates while at work. I would d... (more)"

18. Jacey

I'd love to take your dog for a run

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I have known Jacey for a number of years, and the love she has for animals is remarkable. She has grown up with animals, and dogs, all of her life on her fam... (more)"

19. Briana

Active, responsible, kind pet lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Did a fantastic job - would highly recommend! (more)"

20. Kirstie

I have had animals all my life!

Kops Park, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Kirstie was a great Rover. She really pampered my pup. She brought her own dogs with her for Mia to play with. My dog looks like she had a blast! I would def... (more)"

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: