Pet Sitting & Drop Ins in Williamsburg, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Shannon Verified Background Check

Kitty & Doggie Sitting

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Shannon was amazing!! She left the best rover cards that made me feel really comfortable that my cat, Maya, was well taken care of & Maya was always happy to s… (more)"

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2. Gina Verified Background Check

Looking for some puppy love

Brewer's Hill, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

"Gina is amazing. I can tell she genuinely loves being around Mabel. She’s prompt with responses and makes me feel so comfortable leaving my pup at home knowing… (more)"

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3. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rachel was awesome! She sent all sort of cute photos of my puppy while she was there and even a video. She gave me some advice on puppy training which this new… (more)"

Confirmed availability
 Easter weekend
4. Brittni Verified Background Check

All Breeds Welcome

Brewer's Hill, Milwaukee, WI, 53212

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

"I have known Brittni for a long time and she has always shown a love for caring for dogs. She has had many dogs of her own in the past and they have always bee… (more)"

5. Jessica Verified Enhanced Background Check

Level of care: 100% paw-fect

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Thank you so much for stopping by! Cheddy was so happy. (more)"

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6. Eileen Verified Enhanced Background Check

I already love your dog!

Lower East Side, Milwaukee, WI, 53202

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

"Eileen is super responsive, reliable and sent great pictures of her time with Yeti and Bowie. It was so great to have her stop in to spend time with them and t… (more)"

Confirmed availability
 Easter weekend
7. Isabella Verified Background Check

Your Pet's New Best Friend

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Isabella is a GREAT animal handler, she not only takes great care of your pets she knows what she’s doing. This includes animal body language and how to keep y… (more)"

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8. Rachel Verified Background CheckRover 101

Pet care you can trust.

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Rachel came over to let my puppy out when I wasn’t home! She took lots of pictures and made sure my dog was happy! I will use her again and I recommend her to … (more)"

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9. Lauren & Derek Verified Background Check

Must Love Dogs

Lower East Side, Milwaukee, WI, 53202

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

"Lauren has watched my Doxie Peter on many occasions. She makes sure he gets plenty of exercise and playtime, and always sends a lot of pictures when I'm away. … (more)"

Confirmed availability
 Easter weekend
10. Colleen Verified Background CheckRover 101

Snuggles, Walks and Treats

Whitefish Bay, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Colleen was awesome. She worked very close with us to time her visit appropriately. She followed up with very good feedback and some nice pictures. This was … (more)"

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11. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I’m so happy to have found Niamh! Now I don’t have to worry when go out if town. She is always prompt and so good with my unique, rambunctious cat. Cat sitter… (more)"

Confirmed availability
 Easter weekend
12. Angeli Verified Background Check

Pups/cats brighten my day!

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Angeli was once again a great sitter! She sent very cute pictures, played with and petted my cat, and was very communicative while I was gone. (more)"

13. Vatricia Verified Background Check

Energetic Dog Loving Friend

Riverwest, Milwaukee, WI, 53212

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

"Never actually met her. But my dog is happy and she shows up everyday. Thanks (more)"

14. Tasha Verified Background CheckRover 101

Your dog's next BFF!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Tasha was fantastic with both of my special needs pups. She was also really flexible and both dogs were very happy and content after her visits. She was great … (more)"

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15. Daniel Verified Background Check

Happy to visit furry best friends

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: Looking forward to meeting your dog and cat best friends! I had a dog my entire childhood and now have a very spoiled rescue cat. I have been a relia… (more)

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16. Zabrina Verified Background Check

The Nanny, but for dogs (& cats)

Lower East Side, Milwaukee, WI, 53202

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Zabrina was great with our 2 dogs, including our shy dog. She is on time for drop in visits and provides thorough updates. We will book with her again. (more)"

17. Jamie Verified Background CheckRover 101

Animal Loving Social Worker

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jamie is amazing! I’ve said it before and I’ll say it again. She is so wonderful with my dogs they LOVE her. She is dependable and trustworthy and very accommo… (more)"

18. Marissa Verified Background Check

Caring and Friendly Pet Caregiver❤️

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

"Marissa did a great job caring for my two senior cats while I was out of town. She showed up early to the meet and greet and kept to the agreed upon schedule f… (more)"

19. Daisy Verified Background CheckRover 101

I Love all animals

Harambee, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits

"So patient with my dog who barks a lot! I trusted Daisy as soon as I met her- very sweet person who you can tell loves animals. We will definitely use again! (more)"

20. Chloe Verified Background Check

I’ll walk your dog rain or shine

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Chloe was very responsive to our requests and needs during her drop-ins. Our dog was having some health issues and she reported back on those while she was th… (more)"

Dog lovers in Williamsburg, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet 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 pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Williamsburg pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Williamsburg, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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: