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. Leah

Home full-time, fenced in yard

West allis, WI, 53219

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

"She did an AMAZING job with our pup Buster! Kept us updated everyday with pictures while we were on vacation. He had such a great time!! I love how close she... (more)"

2. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

39 repeat clients

"Lori was fantastic and very accommodating even on short notice. She was very patient with our dog and did a great job keeping me updated during her visits. ... (more)"

3. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"We have used Rachel to watch both of our dogs on several occasions. Just the mention of her name gets our dogs to perk up and go into an excited frenzy. They... (more)"

4. Samantha

Pupper Hang-Out Extraordinaire

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Samm is great with puppers (and cats)! She's helped take care of my cat and my parents' dog, and they're excited to see her with each visit! She is game to s... (more)"

5. Tess

Home full-time & love the outdoors!

Milwaukee, WI, 53209

Drop-In Visits, Dog Walking

"I believe Tess would be a great fit for Rover.com, and I know that she would adore the chance to have such an experience! I have known Tess for almost fou... (more)"

6. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"At first I was hesitant with using Rover.com. When I met Carolina she was very attentive to Blossom’s needs. After meeting Carolina, I was definitely comfort... (more)"

7. Caitlin

I have a lot of love to give!

Glendale, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

About: Hello! I am a wife and mother to 3 boys, 1 dog, 3 cats and a turtle! I have grown up around dogs and pets of all kinds! I have taken obedience t... (more)

8. Nichole

Animal lover with time on her hands

Wauwatosa , WI, 53226

Drop-In Visits, Dog Walking

7 repeat clients

"Nicole was very responsive and attentive to my needy dog. We needed to go out of town last minute and I heard back from her right away. She was able to mee... (more)"

9. Laura

Bleeding heart dog lover

Bluemound Heights, Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Doggy Day Care

2 repeat clients

About: My family has had dogs all of my life. I am a definite, 100% dog lover, and take pride in giving pets the loving care and attention that they dese... (more)

10. Kelsey

Dog lover in need of a dog friend!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kelsey did a great job checking in on our little girl Paige! Paige is very shy and bashful... Kelsey was able to get her to warm up and come out of her shell... (more)"

11. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

9 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)"

12. Kristin

Kendall's Friendly Dog Services

Milwaukee, WI, 53213

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

2 repeat clients

"Kristin did a great job caring for our dog when we went out of town. She even made a special trip to meet us and let our pup get to know her before we left.... (more)"

13. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kara did such a great job watching and exercising our pups while we were on a week long vacation. We could tell they got lots of exercise and we're well tak... (more)"

14. Melissa

Melissa's Comfort Zone

West allis, WI, 53227

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

15 repeat clients

About: Pets are more than just animals to me, they are just as equal as a human being. They deserve to be spoiled and pampered and I do just that for my f... (more)

15. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Available this weekend
16. Julie

Large fenced yard and a Lab buddy

Wauwatosa , WI, 53213

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

"Julie is a dog lover through and through. I would trust her with my dog any day! She has always been very caring and attentive to all my pets as well as her ... (more)"

17. Ashley

Can't wait to hang with your dogs!

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Ashley was very good with Atticus, she was prompt and the communication with was excellent. She sent pictures of him, which really made me feel at ease, and ... (more)"

18. Ann

Home full time, long walks a must!

Bluemound Heights, Milwaukee, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

"Ann has walked and cared for our 1.5 year old Cavalier King Charles Spaniel named Ivy. Ann's love for Ivy knows no bounds - she gives lots of cuddles, plays ... (more)"

19. Nicole

Dog-lover with time to spare!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

3 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)"

20. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

4 repeat clients

"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)"

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: