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Doggy Day Care in Wilson Park, Milwaukee

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

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Lelia

Always home to love on your dog!

Oak creek, WI, 53154

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

"Trooper enjoyed playing Maggie I am going to have book ebery (more)"

Confirmed availability
4th of July
2. Marlena

Flexible Experienced Pupper Lover

West Allis, WI, 53214

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

"Marlena watched my pup in her home and he loved it! She didn’t kennel him at all and was patient and understanding about his puppy ways. Very caring and I wo... (more)"

Confirmed availability
4th of July
3. 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)

Confirmed availability
4th of July
4. Kara

Walker-runner-snugger-ball thrower

Bay View, Milwaukee, WI, 53207

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

"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)"

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5. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry is more attentive to Piper than we are. We will definitely use her services again (more)"

Calendar Recently Updated
6. Ciara

Full time pet friend!

West Allis, WI, 53214

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

"Leo was in great care and I will continue to confidently send him to Ciara again! He is not the best with other dogs but Ciara proved otherwise with her swee... (more)"

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7. Daniel

warm comfortable caring environment

West Allis, WI, 53219

Dog Boarding, Doggy Day Care

"Dan and his family have been wonderful to work with since our first exchange of communication! He was quick to respond and set up a Meet and Greet. Our famil... (more)"

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8. Brooke

Your fur babe’s favorite retreat!

Walker's Point, Milwaukee, WI, 53204

Dog Boarding, Doggy Day Care

"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)"

9. Sandy

Want a tired, happy dog?

Greenfield, WI, 53220

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

"Sandy caresd for our dog as if our dog were her own. Sandy is kind and understands how to work with dogs. We will hire Sandy again and we’re kucky to find ... (more)"

10. 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)

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11. Alli

Home full time- fenced in yard

Bay View, Milwaukee, WI, 53207

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

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)

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12. 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

"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)"

Confirmed availability
This weekend
13. Katherine

Loving, caring & responsible.

Greenfield, WI, 53220

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

"Kat has been around many kinds of animals since she was a little girl. She is loving, caring, and very tentative. She volunteered at her hometown humane soci... (more)"

Confirmed availability
4th of July
14. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

"This was my first time using DogVacay and Amber and Barb couldn't have made my experience any better. My dog, Apollo, was exhausted at the end of his day pla... (more)"

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15. Sarah

Home FULL time with FENCED yard

Bay View, Milwaukee, WI, 53207

Dog Boarding, Doggy Day Care

"Steven and Sarah proven over the years to be excellent animal caregivers. The dogs in their care are given outstanding attention and love and treated as if t... (more)"

Confirmed availability
4th of July
16. Michaelangelo

Full time availability

West Allis, WI, 53219

Dog Boarding, House Sitting, Doggy Day Care

About: Hey there! My name is Michaelangelo, I am a young adult looking to build on my experience in pet care and enter the business full time. I have expe... (more)

Confirmed availability
4th of July
17. Jamie

Walker/Jogger, home w/ fenced yard

Tippecanoe, Milwaukee, WI, 53207

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

"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)"

Confirmed availability
4th of July
18. Emilyssa

I’ll cherish your precious animal

Southpoint, Milwaukee, WI, 53221

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

About: I absolutely love dogs! My dream is to own a farm one day; turn it into a sanctuary for rescue dogs and retirees. My goal is to help your dog have ... (more)

Confirmed availability
4th of July
19. Zhanae

The best care for your best friend!

Greenfield, WI, 53221

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

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)

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20. Mabeth

Home full-time❤️dog, fenced yard

Bay View, Milwaukee, WI, 53207

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

"Mabeth takes care of my dog on a daily basis. She is caring and patient especially given that my dog is elderly, blind and often ill. She is a genuine anim... (more)"

Dog lovers in Wilson Park, 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.

No more begging your friends to take care of your dog when you have a day full of meetings. With Rover, you can book dog day care as often as you need it. Drop off your dog on your way to the office, then pick them up 8 hours later when you're heading home. It's that easy. You can book dog day care (or puppy day care) any day of the week, whether it's a one-time thing, all week, or an every-Tuesday arrangement. And just like overnight pet sitting booked through Rover, you get free premium insurance, a team of safety experts available 24/7, and cute photo updates sometime during the day. It's the easiest way to find a trustworthy sitter for your dog, someone who'll treat them like family while you're at work. Find your dog's perfect sitter, book, and relax. Your dog is in good hands.

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 Wilson 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.