House Sitting in Williamsburg, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Mia

Active, Experienced Dog Owner!

River Hills, WI, 53217

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

"Mia is great with our dog, Dax! She's a natural dog lover and it's clear she's grown up with dogs throughout her life. She's great with animals of all ages a... (more)"

2. Samantha

I'm a dogs best friend!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

About: I am 25 years old and currently a student at UW-Milwaukee, studying Community Engagement and Education, I also work part time making pizza in bay v... (more)

3. Katie

Lover of all puppers

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Katie has taken care of my two English labs, Rudy & Ollie, with an exceptional care. Katie would dog sit while we were out on vacation and is always willing ... (more)"

4. Sarah

Pet lover with a passion for dogs

Clarke Square, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

About: I am a pet parent of 1 dog 5 kitties and a few other small pets. Animals and there care has always been a huge passion of mine and I am excited to ... (more)

5. Marina

Tosapaw Chica

Bluemound Heights, Milwaukee, WI, 53213

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

About: Caring for pet of any kind has been my background since I can remember. Growing up with dogs were my friends, I guess I can say I was almost like a... (more)

6. Kelly

Dog Walker/Sitter near Lakefront

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

About: Hello! Thank you for viewing my profile. I am a Grad student at UWM looking for dog sitting/dog walking job opportunities near the Lakefront in Mil... (more)

7. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Another great overnight pet sitting experience with Jo! She sent the cutest videos and pictures while we were gone for the week. Karma was so happy and had... (more)"

8. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

39 repeat clients

"Lori stayed overnight at our house during the week we were overseas. She sent us pictures every day and worked with my mom and sister to manage the dogs (we ... (more)"

9. Madeline

Madeline's Dog Care

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Madeline was excellent! We booked her at the last minute for a trip we were taking. She stayed at our house with our dog, Penny, and kept us updated on how t... (more)"

10. Kevin

Your Dog Loves Me!!!

Shorewood , WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kevin was very reliable and accommodating to the needs of our old dog, he was always very happy when Kevin would come over. I would definitely recommend Kevi... (more)"

11. Kelsey

PreVet Student, Dedicated Caregiver

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kelsey was fantastic. When she came for our meet and greet she took notes and got to know my dogs and I well. She read through their profiles before coming... (more)"

12. Danielle

Upbeat, openminded, respect for all

Northpoint, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Danielle was wonderful! She took such good care of our dog and home while we were gone. We will definitely use her in the future! It is nice to have peace of... (more)"

13. Jenny

Has loved dogs since childhood!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenny took care of my dog Sonny. He's a larger dog. A boxer mix. She did a great job house sitting and watching our dog. I would hire her again. (more)"

14. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

15. Jessica

Will Run/Hike for K9 Kisses!

Upper East Side, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jessica is a thoughtful, loyal person. She is a huge animal lover and is great with dogs! I would trust her with my pets and home any day! (more)"

16. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steven was fantastic! I was already out of town, and my girlfriend had to take an unexpected trip to Chicago. Steven responded to our request immediately, an... (more)"

17. Jaronsa

Loving, Caring and Patient Person

Lower East Side, milwaukee, WI, 53202

House Sitting, Drop-In Visits

3 repeat clients

"Jaronsa was great!! She was very responsive and the girls loved her. I came home to happy dogs. I would definitely hire her again and would also recommend he... (more)"

18. Jamie

Quality Loving Care For Your Dog

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

About: I have volunteered and have taken training classes at The Milwaukee Humane Society for many years. I understand dog behavior and their needs and we... (more)

19. Samantha

Pupper Hang-Out Extraordinaire

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Samantha has helped take care of my dogs for years. They get no shortage of attention and she'll send plenty of pictures if you ask (I just miss them so much... (more)"

20. Erica

Energetic & Compassionate Dog Lover

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I have known Erica for years and she is without a doubt my go to dog lady!! My husband and I go out of town a lot for his job, so our two dogs, Dozer and Die... (more)"

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Learn About Premier

Dog owners in Williamsburg, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Williamsburg.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Williamsburg house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Williamsburg, Milwaukee, WI who meets your and your dog'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 dog, 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 dog lovers 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: