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.

1. Maureen

Retired and consider dogs family!

New Berlin, WI, 53151

Dog Boarding, Doggy Day Care

"Maureen is a gifted dog person. She is very intuitive and compassionate. She understands animals, and animals/ dogs are drawn to her. Maureen anticipates a ... (more)"

2. Elise

Elise K9 Training - Home full-time

New Berlin, WI, 53151

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

1 repeat client

"Very happy with my furbaby's first sitter... she is Very patient and made sure Bentley felt comfortable...she have him the individualized attention that a ty... (more)"

3. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

40 repeat clients

"Katie was very friendly, knowledgeable & thorough in our meet and greet, plus our dog loved her right away! At our 1st day with Josie at her house we could s... (more)"

4. Michael

Home full time.Fenced yard.Runner

Cooper Park, Wauwatosa, WI, 53213

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

"Mike has been an animal lover for his entire life! He can’t pass a dog or cat without saying hi to them. He is an energetic, optimistic, kind, and caring pe... (more)"

5. Julie

Dogs complete the family!

Wauwatosa, WI, 53226

Dog Boarding, Doggy Day Care

12 repeat clients

"Julie was awesome with Winston!!:). Loved her updates and pictures of Winston! Her dog lily played very well with ours! (more)"

Confirmed President's Day Availability
6. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

7 repeat clients

"We would be lost without Julie! Saga didn't fit in at the regular doggy daycares, but Julie understands Saga's intense puppy play, and makes sure all of the ... (more)"

7. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

39 repeat clients

"Enough cannot be said about how amazing the experience was with Daniel and his family watching our puppy Noelle! They were friendly, attentive, and we knew t... (more)"

8. Dana + Justin

Fenced in yard-bring to work!

Town Of Lake, Milwaukee, WI, 53207

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

3 repeat clients

"Dana is a wonderful dog parent. She is caring, patient, and most importantly loving. She and her husband along with their dog Millie are active, outgoing, ... (more)"

9. Dominic

Very long walks/runs with your dog.

Washington Heights, Milwaukee, WI, 53208

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

About: I am available whenever needed, as I have a completely flexible schedule. I am a former basketball player who loves to take long walks, and run wit... (more)

10. Jamie

Walker/Jogger, home w/ fenced yard

Tippecanoe, Milwaukee, WI, 53207

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

2 repeat clients

"Jamie was great and welcomed Libby in with no problem. Libby did well with her pup and her daughter. Happy with the fenced in yard too since Libby is used to... (more)"

11. Tom

Have Dog, Will Travel

West Allis, WI, 53219

Doggy Day Care, Dog Walking

"Carolyn A.....I would highly recommend Tom as a dog care provider. Plays with and walks dogs, administers medication and is a reliable source of dog care. (more)"

Confirmed President's Day Availability
12. Sandy

Home full-time. Love all dogs!

Greenfield, WI, 53220

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

3 repeat clients

"Sandy's an awesome trainer and really connects with animals. She will be there when you need her and your dog will have a great time! (more)"

Confirmed President's Day Availability
13. Kate

Hyper, energetic, and friendly!

Wauwatosa, WI, 53213

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

About: I absolutely have a strong love for dogs. Unfortunately I can't have one for my own because my work schedule is so unpredictable during certain tim... (more)

14. Andrea

Cavalier mom who loves animals

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

6 repeat clients

About: I have two Cavalier King Charles Spaniels and a cat, all little ladies. I also foster dogs and cats through local rescues. My dogs get along with a... (more)

Confirmed President's Day Availability
15. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

4 repeat clients

About: Dogs are my passion. I have been walking and watching them since I finished high school. I have cared for all sizes, ages, and breeds. I love them ... (more)

16. Andrea

Young, fit dog lover!

Rolling Green, MILWAUKEE, WI, 53220

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

1 repeat client

About: Hello- I am Andrea T. 25 years old. I have been in pet care since I was 13 years old. I started my own dog sitting/walking with more than 15 client... (more)

17. Jocelyne

Home full-time.

Lincoln Village, Milwaukee, WI, 53215

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

1 repeat client
No Reviews Yet

About: My name is Jocelyne. I am 24 years old. Currently on a break from college but I am working on becoming a radiologist. I have recently moved to Mil... (more)

18. Tracie

Peace Of Mind With Private Care

Johnson's Woods, Milwaukee, WI, 53214

Dog Boarding, Doggy Day Care

10 repeat clients

"Tracie is awesome! She took on BOTH of our pups like a champ. She kept us updated on how they were doing. Our pups stayed happy and safe while with her, whic... (more)"

19. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

5 repeat clients

About: (Please call my Rover phone number to discuss services) It has always been a dream of mine to become a pet sitter. I have 10+ years of pet sitting,... (more)

20. Emily

Pet lover! Work schedule flexible

Greenfield, WI, 53221

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

"Our 5 month old puppy Trixie attended Emily's wonderful Doggy Day Care. Emily sent me adorable pictures of Trixie enjoying her time with her sweet and playf... (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: