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.

Confirmed Easter Weekend Availability
1. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

32 repeat clients

"Lori was amazing. I felt very comfortable that my cat was well taken care of and she was extremely reliable, and sent many pictures! I will definitely use he... (more)"

2. Ryan

Energetic, Loving, and Friendly!

Shorewood, WI, 53211

Drop-In Visits, Dog Walking

"I have known Ryan for a long time now and through that time I have gotten to see his loving relationship with his dog Sophie. You can see he shows affection ... (more)"

Confirmed Easter Weekend Availability
3. Amanda

adoring dog owner with free time!

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: I've been caring for my sweet boys (two black labs) since I was 11. Unfortunately, since moving to MKE from Chicago I've been doggie-deprived. I'm ... (more)

4. Allison

Dog lover who can't afford her own

Cambridge Heights, Milwaukee , WI, 53211

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

1 repeat client

"Allison was great with my chocolate lab mix. He is an older dog with some medical needs (meds, arthritis, etc), and she was very comfortable caring for him. ... (more)"

5. Hannah

Happy Hannah is here to help!

Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"So patient and willing to work with my schedule! My dogs were not hyper when I got home and slept all day. Very nice and easy to work with - would definitel... (more)"

6. Alison

Fun & Adventurous Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Alison is so sweet with my pit/lab mix. She is kind and caring when walking him. I love that she is very accountable and always dependable. She hasn't missed... (more)"

7. Meghan

Responsible & Caring Dog-Lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: I've been a dog lover all of my life. I grew up with Golden Retrievers and dream of someday having a Great Dane, but I'm comfortable with dogs of a... (more)

8. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Awesome as always! Thanks for the photos and updates while we were gone!! (more)"

Confirmed Easter Weekend Availability
9. Nika

Dogs make me smile more than babies

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Nika's experience, passion , knowledge and patience with dogs is unmatched. Her dedication to studying how to best take care of dogs is amazing. She has been... (more)"

10. Melainie

Your pups home away from home!

Lower East Side, Milwaukee, WI, 53202

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

"I’ve known Lainie for 6 years and she is absolutely the best dog sitter; my dog Lola loves her! She is responsible, compassionate and genuinely a true anima... (more)"

11. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I have known Jo for 20 years, she is a kind person with a huge heart for all animals. She took care of my cat on many occasions. When I was out of town, I ne... (more)"

12. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steve is a great guy. I've known him for years. He's trustworthy and is great with dogs. He's very laid back and personable as well. Also worth mentioning th... (more)"

13. Rachel

Fun and energetic college student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"I have known Rachel since she was young and she has always been kind and considerate. I also know that she is crazy about dogs. When she first met our curren... (more)"

14. Lexy

Aspiring dog trainer/local artist

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"I left my 17 year-old cat with Lexy for 16 days, and Lexy took great care of her! The moment that I dropped my cat off, I could tell that Lexy had a true pas... (more)"

15. Genevieve

24/7 Care Available in Milwaukee

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Genevieve is a very gentle and loving individual that has had a tenderness towards animals her whole life. When I met her, I found out right away that she is... (more)"

16. Megan

Dog loving, East-side college grad

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

About: I am a recent college grad with an 8-4 job and lots of free time in the late afternoon, evening, and night hours on weekdays and all hours of the d... (more)

17. Lillianna

Loving, respectful animal advocate

Riverwest, Milwaukee, WI, 53212

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

About: I am an individual who believes in treating animals as beings and not things! I believe in and adhere to the ethical treatment of dogs and all anim... (more)

18. Jaronsa

Loving, Caring and Patient Person

Lower East Side, milwaukee, WI, 53202

House Sitting, Drop-In Visits

2 repeat clients

"I have known Jaronsa for a little bit over a year. She is a kind and loving person. I have seen first hand how great she treats animals. She has checked on m... (more)"

19. Elizabeth

Playful yet Mindful Pet Protector

Cambridge Heights, Milwaukee, WI, 53211

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

"Elizabeth is a great neighbor, good friend and a fantastic dog sitter!@!!! If she can handle my Great Dane Charlie who is a 135 lb ball of energy statically ... (more)"

20. Layla

Nursing Student and Dog Lover

Riverwest, Milwaukee, WI, 53212

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

About: I love to run and walk, and am happy to take your dog on nice walks in your neighborhood and on trails around Milwaukee. I nanny for families in Mi... (more)

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Learn About Premier

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: