Pet Setting & 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. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma is a wonderful caretaker, especially of dogs and pets. She has a very loving heart and always puts whoever she is looking after's needs before her own. ... (more)"

2. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Kelly was outstanding! I appreciated her flexibility when I had issues figuring out how she would get into my apartment building, since my landlord was slow ... (more)"

3. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

56 repeat clients

"Loved meeting with Lori! It was so wonderful knowing that she stopped by to visit with our puppy and she gave us updates on how he did and sent really cute p... (more)"

4. Michaela

Home full-time!

Riverwest, milwaukee, WI, 53212

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

2 repeat clients

"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)"

5. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Hannah did a great job!!! (more)"

6. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"Sarah was spectacular! She completed the Rover card for Sadie's walk so we could see the route they took and also made sure we knew that Sadie had "done her... (more)"

7. Amy

NorthShore Sitting by the Sovines

Shorewood, WI, 53211

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

2 repeat clients

About: We are a Shorewood family of 5 with a dog and cat. We and our kiddos (7, 5, 2 years old) love our pets as well as everyone else's pets! We want t... (more)

8. Diana

Ready to go, rain, shine, or snow!

Historic Third Ward, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

1 repeat client

"Diana is great! She is extremely responsive to any inquiries or questions you send along her way, and was fantastic with Mae. She checked in when she began h... (more)"

9. Julia

Dogs are my favorite people.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Julia was great. She was very pleasant and easy to work with. I am new to Rover and dog ownership..she provided helpful recommendations for caring for a pupp... (more)"

10. Jenni

Experienced & Loving Dog Sitter

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jenni took great care of our kitties while we were away on the holidays. We'd hire her again! (more)"

11. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Taylor has dog sat for us and walked our dog for the past 5 years. Our dog loves seeing her! She has been reliable and dependable and I would definitely re... (more)"

12. Carolina

Dog whisperer but not a dog lady

Riverwest, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"At first I was hesitant with using Rover.com. When I met Carolina she was very attentive to Blossom’s needs. After meeting Carolina, I was definitely comfort... (more)"

13. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

3 repeat clients

"This is my first time ever using Rover and Helen was great! She was communicative, took both my dogs on a great, long walk and sent me pictures of them! I'll... (more)"

14. Rachel

I'll run with your dog/

Glendale, WI, 53209

Drop-In Visits, Dog Walking

8 repeat clients

"Rachel has been extremely reliable and trustworthy. She is right on time and takes great care of my pup. I really appreciate all her help, will definitely us... (more)"

15. Svea

Dog mom w/extra time & love to give

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"The dogs love when Svea stops by. She takes great pics and sends them to us every day! Thanks for all that you do! (more)"

16. Erika

Loves to walk with dogs

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I will care for your pet as though it were my own. My pet experience includes dog sitting, dog walking, cat sitting, and rabbit sitting. I am rel... (more)

17. Lizzi

Dog's Best Friend

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"First time using Rover and couldn't have asked for a better experience! Lizzie is a Rover veteran so she gave us tips on the app and how it works. We have ne... (more)"

18. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Meghan was so nice from the moment she came to do a meet-and-greet with our two dogs until the time we had to resolve a booking issue. She helped us feel at ... (more)"

19. Alyssa

I’ll run with your dog!

Upper East Side, Mikwaukee, WI, 53211

Dog Boarding, Drop-In Visits, Dog Walking

"Alyssa is an animal lover with lots of experience walking dogs and pet sitting. She is very loving, kind and spoils my dog just as much as I do. She always t... (more)"

20. Christopher

B&C Pet Services

Harambee, Milwaukee, WI, 53212

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

5 repeat clients

About: Bella and Christopher have years of experience loving and caring for pets of all sizes. We have one beautiful dog of our own (Oso the hound) and si... (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: