Doggy Day Care in Williamsburg, Milwaukee

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

Confirmed Holiday Availability
1. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

26 repeat clients

"Cindy did a great job acclimating my beast for her future 9 day stay. She was comfortable going in and comfortable coming out. All in all, a great experien... (more)"

2. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

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

6 repeat clients

"Jo A is a true animal lover and animals love her. She has been a pet sitter for my two cats, Babs and Sweeney, while I've been out of town. She is very relia... (more)"

3. Alyssa

Work from home, Dog Lover

Historic Third Ward, Milwaukee, WI, 53202

Dog Boarding, Doggy Day Care

4 repeat clients

"Alyssa and her husband have been amazing! My pup gets a little nervous away from me or just being alone in general and even from the first visit just felt ri... (more)"

Available this weekend
4. Myliah

Is your dog ready to pawdy?!

Avenues West, Milwaukee, WI, 53233

Dog Boarding, Doggy Day Care, Dog Walking

About: I am a full time student at Milwaukee Area Technical College and am pursuing my veterinary degree! All of my classes (except one night class from 5... (more)

Confirmed Holiday Availability
5. Amber

Doggie Paws N' Play

Walker's Point, Milwaukee, WI, 53204

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

58 repeat clients

"Barb and Amber are always so great to Addie. And she's always so happy to go back. When we show up she sits on the porch with her tail wagging so fast! (more)"

6. Amy

Four legged friend lover

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"Amy is calm and understanding with my somewhat overactive German Shepherd who thinks all the squirrels want to play with her! She’s great with my pup. (more)"

7. Marlene

Stay-at-home dog sitter in EastTown

Yankee Hill, Milwaukee, WI, 53202

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

3 repeat clients

"Marlene is awesome! She was very accommodating with my schedule. I needed to have her sit my dog for 12 hours and this was the first time sitting for him. W... (more)"

8. Quinn

Home 90%, will take swim&hike

Avenues West, Milwaukee, WI, 53233

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

2 repeat clients

"Very responsive and reliable! Highly recommend Quinn to anyone looking for a dog sitter. She contacted us back within minutes of our request and stayed extre... (more)"

9. Sarah

Big heart and loves all dogs

Riverside Park, Milwaukee, WI, 53211

Drop-In Visits, Doggy Day Care, Dog Walking

3 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 Holiday Availability
10. 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)"

11. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

6 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)"

12. Jamika

home full time-large fenced yard

Capitol Heights, Milwaukee, WI, 53216

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

About: I have never cared for a dog but I love being around them! They are like my little babies! I have been off work for some time now so I believe this... (more)

Available this weekend
13. Katie

Stay at home mom dog LOVER!

Fox Point, WI, 53217

Dog Boarding, Doggy Day Care

4 repeat clients

"Katie and the whole family were great. The dogs came home tired and happy. They were excited to go back the next day so I know they enjoyed it. Will defin... (more)"

14. Michaela

Home full-time!

Riverwest, milwaukee, WI, 53212

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

"Michaela was caring and loving with our four legged kid. She genuinely loves dogs. Michaela played with our pup and took him for walks. I'd highly recommend ... (more)"

Confirmed Holiday Availability
15. Qasheedra

Kennel technician for PAWS

Halyard Park, Milwaukee, WI, 53212

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

"Qasheedra has dedicated her life to showing everyone and every animal she ever meets full unconditional love. For as long as i have known her she always ligh... (more)"

16. Diana

reliable, flexible& loving sitter

Avenues West, Milwaukee, WI, 53233

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

"I have never had a dog-sitter as caring and loving as Diana before. I was sad when I couldn’t have her take care of Kovu anymore because of a schedule confl... (more)"

Confirmed Holiday Availability
17. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

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

"Hunter is truly the best. Highly recommended! He has taken very good care and provided lots of love to our dog Moses. He hangs out, takes him for walks, cudd... (more)"

18. Trevor

Active dog loving couple downtown

Brewer's Hill, Milwaukee, WI, 53212

Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Great couple, great yard, great dog in Tusk for an energetic dog to play with. Definitely plan to use Trevor & Kristen again. (more)"

19. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

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

"Ashlyn is a dog-lover who’s had many dogs that’s she loved and cared for through out the years. She is also a person who is extremely easy to talk to and wil... (more)"

Available this weekend
20. Loretta

Lover of all breeds!

Shorewood, WI, 53211

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

"Loretta has done great with dogs, she has been a huge help and continues to be reliable and dependable at the most important times. A huge help! (more)"

Dog owners in Williamsburg, Milwaukee, WI turn to day care sitters on Rover.com for their doggy day care needs. Over 1,089 pet owners have reviewed day care sitters in Milwaukee, giving them an average rating of 5.0/5. Doggy day care can be affordable, no matter where you live or what your price range may be. Curious about how much doggy day care costs in Milwaukee with Rover.com? Check out our average doggy day care rates near you to get an idea before getting a conversation started with a day care sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Williamsburg, 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: