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

24 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)"

2. Shane

Pre-vet with years of experience

Hampton Heights, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

About: I am a pre veterinarian student with an animal first aid certificate. I have had dogs my whole life. For several years I have volunteereed at vario... (more)

3. Nikki

Your dog's (2nd) best friend!

Milwaukee , WI, 53214

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

"I've had to use Nikki in a pinch and I could not have asked for a better experience. She was attentive and caring, plus my dog loved her! She even asked if... (more)"

4. Aarika

I want to hang out with your Pup!!

New Berlin, WI, 53151

House Sitting, Drop-In Visits, Dog Walking

31 repeat clients

"Aarika was the first "stranger" we've had watch our pets, and I couldn't be happier! She came for a meet and greet a week in advance and sent text/photo upda... (more)"

5. Kyle

Love them like my own

Bradley Estates, Milwaukee, WI, 53223

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

About: Have no worries! Your dog(s) are in great hands. With over a decade of experience in caring for multiple breeds of dogs of my own, I provide an exc... (more)

6. 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)"

7. Lindsay

"Dog lover" is an understatement!

Kops Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

4 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

10 repeat clients

"Brian is a kind, loving, responsible, and caring person who enjoys taking care of dogs. While I stayed in the hospital with my cancer-riddled husband, Bria... (more)"

9. 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

2 repeat clients

"I highly recommend Sarah. She is a dog person extraordinaire . She has walked my dog and babysat him and he adores her. She has had experience taking car... (more)"

10. 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)"

11. Brianna

A Home For All Dogs!

Bluemound Heights, Milwaukee, WI, 53213

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Brianna was fantastic! I will definitely use her again in the future! (more)"

12. Sara

Prompt, enthusiastic dog-lover!

Uptown, MILWAUKEE, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I used Sara to watch my 2 Siberian husky's for 3 days while camping a few weeks ago. Sara was over bright and early to let them out in the morning, througho... (more)"

13. Tasha

Calm & collected :)

Arlington Gardens, Milwaukee, WI, 53223

Drop-In Visits, Dog Walking

"I was very concerned when I moved into a new area and had to find a new sitter for my buddy. I travel now and then for my job So I really wanted someone flex... (more)"

14. 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)

15. Yen

Mary Puppins

Johnson's Woods, milwaukee, WI, 53214

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

"Yen took care of my dog while I was on vacation for over a week. I was able to enjoy my trip and know my dog was in good hands. She is very responsible and... (more)"

16. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"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)"

17. 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)

18. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"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)"

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. Marisa

Experienced, Friendly and Active

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits

"Marisa absolutely LOVES dogs! She has cared for, walked and watched our dog on numerous occasions. She is a responsible dog watcher - taking them on walks,... (more)"

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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: