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.

Confirmed Holiday Availability
1. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am a dog lover! I’ve had 3 dogs growing up- 2 small dogs and a lab. I loved to play with them, take them on walks, and snuggle them! I am an acti... (more)

2. Brian

Two Caregivers - Double the Love

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Dog Walking

22 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 Holiday Availability
3. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"This was our first time hiring Lori - she is wonderful! Very friendly and kind; dependable and conscientious; caring towards your furry ones. Will absolute... (more)"

4. Starr

Take Care of Your Best Friend

Wauwatosa, WI, 53226

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

About: My love for animals began at a very early age. There hasn’t been a time in my life when pets weren’t a part of it. Pets are my passion! Today I am ... (more)

Available this weekend
5. Katelyn

Dog lover at heart

Wauwatosa , WI, 53213

Drop-In Visits, Dog Walking

1 repeat client

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 t... (more)

6. Amari

Love & Care for your fur babies!

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Amari for a few years now and I just want to say what an amazing girl. She’s very hardworking, caring,respectful, and responsible especially when ... (more)"

Confirmed New Years Availability
7. Maureen

Lunch and Leash Pet Sitting

Uptown, Milwaukee, WI, 53210

Dog Boarding, Drop-In Visits, Dog Walking

"I've worked with Maureen in the veterinary field for almost 6 years. She's very compassionate and loving to all animals. She is also a very dependable and tr... (more)"

8. Moira

Your dogs comfort is my priority!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Moira and I'm a lifelong dog lover and owner. I grew up with dogs at home and adopted my own rescue mutt Mabel (the love of my life)... (more)

Confirmed Holiday Availability
9. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

30 repeat clients

"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)"

10. Emily

Experienced and First Aid Certified

Bluemound Heights, Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Emily is an excellent pet caregiver. There is no one I would trust more than Emily to provide generous, enthusiastic and responsible care for our dog. Emily ... (more)"

Confirmed Holiday Availability
11. Sara

Long walks and a fenced in yard

Wauwatosa, WI, 53213

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

"Sara is the kindest most honest person in the world. As long as I’ve known her she’s had 2 dogs in her home as well as other pets. She also has been taking c... (more)"

12. 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)"

13. Lindsey

I love dogs.

Grantosa, Wauwatosa, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

About: I have worked with taking care of my own dogs since I was 10. I have 2 of my own 8 and 3.they are my life. I schedule my work around my dogs so the... (more)

14. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Very passionate about dogs. She always provides a loving, friendly environment for all her pets. She cares deeply about their wellbeing and will always treat... (more)"

15. 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)"

Confirmed New Years Availability
16. Becca

Furry friends deserve all the tlc

Wauwatosa, WI, 53226

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

"Becca comes highly recommended as someone who would faithfully care for your pet as if he/she was her own. She is organized, responsible, and kind. She is de... (more)"

17. Travis

Try and resist the head tilt

Wauwatosa, WI, 53226

Drop-In Visits, Dog Walking

About: I will treat your dog like my own beloved Norman (pug-beagle who passed last year). I enjoy walking/running and have mixed weekday availability. ... (more)

Confirmed New Years Availability
18. Nicole

Will work for snuggles & long walks

Uptown, Milwaukee, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole is AMAZING with our dog (and cat!)! Luna absolutely adores her, and Nicole loves my dog as much as I do -- which is so, so important to me. I am incre... (more)"

19. Katelyn

A passion for dogs.

Wauwatosa, WI, 53226

Drop-In Visits, Dog Walking

19 repeat clients

"Dogs were fine when we got here! Thanks so much! (more)"

20. Maggie

Very Experienced- also a trainer

Cooper Park, Milwaukee, WI, 53222

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

About: I love all animals but specifically dogs. I’ve dog sat and walked for 6+ years and I am currently a dog trainer for my full time job as well! I am ... (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: