Doggy Day Care in Highwood Estates, Milwaukee

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

Confirmed availability
President's Day
1. Emily Verified Background Check

Trusted and Loving Dog Sitter

New Berlin, WI, 53151

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

"Emily was great! Made me and my dog feel welcome in her house, gave Bella lots of kisses and is very knowledgeable about dogs. Bella didn’t want to leave! Wi... (more)"

Confirmed availability
President's Day
2. Adam Verified Background Check

A Care For Paws

Washington Heights, Milwaukee, WI, 53203

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

"THE BEST DOG WALKER/PET CAREGIVER THE WORLD COULD ASK FOR.. HE HAS BEEN SO GOOD TO MY 3 dogs THAT I GOT RID OF MY OTHER WALKERS HE IS THE ONLY GUY WE EVER WA... (more)"

Calendar Recently Updated
3. Sara Verified Background CheckRover 101

Experienced Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

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

"Lilly had a lot of fun playing with her new buddies at Sara’s. We got updates throughout the day and lots of pics which is very much appreciated. It’s always... (more)"

Confirmed availability
President's Day
4. Ann Verified Enhanced Background CheckRover 101

Fenced yard! Boarding & Day Care!

New Berlin, WI, 53151

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ann is amazing!! It is wonderful to have peace of mind knowing that the furry member of our family is being loved and cared for just as if she were home wit... (more)"

Confirmed availability
President's Day
5. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"Miranda is nothing short of amazing with our little guy! She is super attentive and caring about him as if he were her own. She is very communicative and is ... (more)"

6. Deann Verified Background Check

Multiple walks and cuddles!

Washington Heights, Milwaukee, WI, 53208

Dog Boarding, Drop-In Visits, Doggy Day Care

"Very accomodating and amazing with my little girl; it was during one heck of a snowstorm and we really needed a sitter for her. She had a great time, came ho... (more)"

Calendar Recently Updated
7. Holly Verified Background Check

Lots of love here!-Home full time

West Allis, WI, 53227

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

"Holly has been great to our Piper. Sending pictures and updates so we can see her while on vacation. Will definitely use Holly’s services again! Miss Pip... (more)"

Calendar Recently Updated
8. Owen Verified Background Check

Dogs love me, I love dogs

West allis, WI, 53219

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

"My dog goes crazy every time Owen comes to visit him! He gets soooo excited that he can’t contain himself and I think it’s because Owen will run and play fet... (more)"

Confirmed availability
President's Day
9. Ashley Verified Background Check

Let me hang with your fur babies!

West Allis, WI, 53219

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

"Ashley watched my two dogs for a weekend and they had a great time!! You can tell that she loves animals and my pups were well taken care of. (more)"

Confirmed availability
President's Day
10. Natalie Verified Background CheckRover 101

The best option for daycare is here

Wedgewood, Milwaukee, WI, 53220

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

"Natalie is fantastic! She was available last minute to keep my pup for me and she was very accommodating when it came to my dogs quirks and separation anxiet... (more)"

Calendar Recently Updated
11. Vicki Verified Background Check

Unconditional Love & Communication

West View, Milwaukee, WI, 53227

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

"Always AWESOME with my sweet baby!!! (more)"

Calendar Recently Updated
12. Rita Verified Background Check

Mi Casa Es Tu Casa! ♡

Jackson Park, Milwaukee, WI, 53219

Dog Boarding, Doggy Day Care

"Rita loves animals! She pays attention to to each individual as to what their likes & dislikes are. I had a dog who came from a puppy mill that the Humane so... (more)"

13. Michelle Verified Background Check

Free belly rubs and lots of love

Wilson Park, Milwaukee, WI, 53221

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

"Michelle is a great dog sitter! She loves spending time with dogs, and pays attention to the details of what individual dogs might need. I've known her to fo... (more)"

Confirmed availability
President's Day
14. Daniel Verified Background CheckRover 101

Warm, loving, home like suroundings

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Welcoming, Caring, Genuine, Accommodating - These words are just a few that describe Dan and Holly as PEOPLE. Attentive, Loving, Patient, Knowledgeable - And... (more)"

15. Alexia Verified Background Check

Dog Lover

West Allis, WI, 53214

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

"Alexia is an extremely friendly, reliable, kind, hardworking person with very admirable work ethic. I would absolutely be confident in letting her take care ... (more)"

Calendar Recently Updated
16. Kristy Verified Background Check

I'm their home away from home ❤

West Allis, WI, 53214

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

"Kristy was amazing! I was in town for a few days and she watched my chihuahua, Lily, at her house for me during the day while I worked. Kristy was very flexi... (more)"

Confirmed availability
President's Day
17. Jane Verified Background Check

Animal Lover’s in our home!

Jackson Park, Milwaukee, WI, 53219

Dog Boarding, Doggy Day Care

"I've known Jane to be an animal lover since she was in Kindergarten. From cats, hamsters, fish and dogs as she grew up, all ended up being well taken care o... (more)"

Calendar Recently Updated
18. Mercedes Verified Background Check

Doggie Lover

Layton Park, Milwaukee, WI, 53215

Dog Boarding, Doggy Day Care

About: I am looking to make a little bit of an extra income due to the fact I am a stay at home mom. I have always had a love for animals especially dogs ... (more)

Calendar Recently Updated
19. Leah Verified Background Check

Home full-time, fenced in yard

West allis, WI, 53219

Dog Boarding, Doggy Day Care

"Leah was a fantastic host for our puppy. Prompt communication. Updates and pictures every couple hours. Our puppy came home happy and tired every time. Leah ... (more)"

Confirmed availability
President's Day
20. Maria Verified Background Check

Home full-time.

West Allis, WI, 53214

Dog Boarding, Doggy Day Care, Dog Walking

About: I grew up with dogs almost all of my life, three dachshunds to be exact. I understand the struggle of leaving them home alone and coming back to a ... (more)

Dog lovers in Highwood Estates, Milwaukee, WI love day care sitters on Rover.com. Over 1,089 pet owners have reviewed day care sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable doggy day care in Milwaukee can be when you book with Rover. Wondering how much it might cost to book doggy day care? Check out our average doggy day care rates to get an idea before contacting a day care sitter near you.

We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Highwood Estates, Milwaukee on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.

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 Highwood Estates, 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: