Doggy Day Care in Hillside, Milwaukee

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

1. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

6 repeat clients

"Marlena is seriously amazing! She really went above and beyond to make my puppy feel comfortable and happy! She sent me photos and videos throughout the day ... (more)"

2. Alli

Home full time- fenced in yard

Bay View, Milwaukee, WI, 53207

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

3 repeat clients

About: I own two large friendly dogs of my own and would love to welcome your dog into my house too. I work from home so they will never be unattended, my... (more)

3. Kara

Walker-runner-snugger-ball thrower

Bay View, Milwaukee, WI, 53207

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

3 repeat clients

"This was my first Rover experience and was a little nervous about leaving my four month old puppy, but Kara made it a great experience and would definitely u... (more)"

4. Deann

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Doggy Day Care

About: I know that our pets are an important part of our family and that's why they should be treated as such! I am a lover of all animals and I have had ... (more)

5. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

7 repeat clients

"Jim was great with Luna. I plan on using his services in the future. (more)"

6. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

Dog Boarding, Doggy Day Care

9 repeat clients

"Steve watched my 3 large dogs and 4 cats while I was in India for three weeks. One of my dogs has cancer and requires several meds and supplements 3x daily a... (more)"

7. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

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

3 repeat clients

"I may be biased because I am Hunter's mother; however, I can attest to his long term love of animals. We are an animal loving family and have always had pets... (more)"

8. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Matthew and his fiancée made Ruby feel immediately at home with them. These people clearly love and understand dogs. Great communication and hospitality, and... (more)"

9. Brooke

Your fur babe’s favorite retreat!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding, Doggy Day Care

2 repeat clients

"Brooke took great care of our pup! She accommodated our request only a few days before. She sent us pictures and updates and even got our pup to eat while we... (more)"

10. Erik

Your pet's home away from home!!

Bay View, Milwaukee, WI, 53207

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

2 repeat clients

"Brianna is great with Calvin. She likes to walk and explore which is great exercise for Calvin!! Brianna was great. I will definitely use her or Erik again. (more)"

11. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Sarah was great! Bogey had a blast both days and enjoyed all his play time with Marlee. He was even a little tuckered out from all the walks and play time! (more)"

Confirmed Memorial day Availability
12. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

64 repeat clients

"Super welcoming. Super clean. And so loving. These ladies made me feel completely comfortable leaving Zoey there. (It was our first time). Thanks so very muc... (more)"

13. Caroline

Home full-time

Historic Third Ward, Milwaukee, WI, 53202

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

About: I have grown up with dogs all my life. I am very passionate about animals. Health and happiness is my number one priority for my pets. I am very ac... (more)

14. Monica

Monica's downtown dog boarding

Lower East Side, Milwaukee, WI, 53202

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

16 repeat clients

"Monica took such great care of my dog max, he loves when she comes to take him for his walks. She has also kept him overnight while we were away on vacation.... (more)"

15. Jorden

Gentle and enthusiastic dog lover

Avenues West, Milwaukee, WI, 53233

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

1 repeat client

"Jorden took great care of Bandit, and on short notice too!! She was willing to work with my schedule and kept me in the loop with messages and pictures throu... (more)"

16. Jovana

I'll love your dog as if its my own

Lower East Side, Milwaukee, WI, 53202

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

About: I tend to get along with dogs even more than I do with humans. Your dog will be frequently walked, played with, and petted. I'm not a professional ... (more)

17. Sarah

Responsible animal loving family

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, Doggy Day Care, Dog Walking

"Sarah is a close family friend who we have known well since she was 15. Sarah grew up surrounded by pets. She is an empathetic, outgoing, confident young wom... (more)"

Confirmed Memorial day Availability
18. Elizabeth

Dog lover, runner, grad student

Harambee, milwaukee, WI, 53212

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

"Treated my pets as if they were hers! All their basic needs were met in addition to getting lots of love. Elizabeth gave daily updates and pictures; they a... (more)"

Confirmed Memorial day Availability
19. Jo Ann

Home full time-fenced in yard

Riverwest, Milwaukee, WI, 53212

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

8 repeat clients

"Jo Ann has been wonderful! Gerty loves going to her house. You can tell she is gentle and loving with your dog, her husband loves when he gets a chance to p... (more)"

Confirmed Memorial day Availability
20. Taylor

Dog lover - willing to walk or run!

Juneau Town, Milwaukee, WI, 53202

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

"Taylor is my roommate. She is a wonderful, positive, incredibly caring person. She loves every living thing from us to all the plants we have around the hous... (more)"

Dog owners in Hillside, Milwaukee, WI love booking doggy day care with sitters on Rover.com. Over 1,089 pet owners have reviewed day care sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking doggy day care can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book doggy day care with Rover? Check out our average doggy day care rates to get an idea before reaching out and starting a conversation with a day care sitter near you in Hillside.

Don't let your 9-to-5 stop you from being a great pet parent. When you're heading to work, drop off your beloved pet with a loving dog sitter in Hillside, Milwaukee. Your dog will get the love and care they're used to at home, and you'll get photo updates and the peace of mind that comes from finding great care for your pet. We're proud to offer a wide range of pet care, including puppy day care and pet day care for all kinds of pets. We know you love your pets, but you can't always be there, which is where our loving sitters come in. Forget kennels, find a loving neighbor who will give your dog the one-on-one attention they deserve. That way, when you head to work, you know your dog's in good hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Hillside, 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: