House Sitting in Williamsburg, Milwaukee

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

1. Tori

Gifted animal trainer and lover

Upper East Side, Milwaukee, WI, 53211

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: When I was 7 I got my first dog, a yellow Labrador who passed a few years ago. Since then I have recently adopted two dogs. One as a year old, the... (more)

2. 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)

3. Jaronsa

Loving, Caring and Patient Person

Lower East Side, milwaukee, WI, 53202

House Sitting, Drop-In Visits

2 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)"

4. Sonja

Passionate about life with animals!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Vacations should be relaxing, but when you have to leave your pet in someone else's care, a vacation can become very stressful. Over the last 3 years, we hav... (more)"

5. Jo A

I want to connect with your pet!

Riverwest, Milwaukee , WI, 53212

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Our dogs absolutely love Jo! They had a great time with her and when we had a medical delay, she went above and beyond to make sure the boys were taken care ... (more)"

6. Brenna

Dog Walker / Babysitter

Saint Joseph, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

4 repeat clients

"Brenna sent us multiple updates throughout her stay with our little Zoe. We were very pleased with how she treated our pup and our home. We will definitely... (more)"

7. Danielle

Upbeat, openminded, respect for all

Northpoint, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

8. Rachel

Fun and energetic college student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Rachel was everything we were hoping for in a dog sitter: friendly, professional, competent and obviously a dog lover. My dog loved her! (more)"

9. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

3 repeat clients

"Chelsie was a fantastic dog sitter for my family! She communicated consistently during our time away, and that gave us peace of mind. Chelsie was thoughtfu... (more)"

10. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steven did an excellent job caring for our little girl. She was a happy girl while we were gone-which was 10 days, that turned into 11, due to our cancelled ... (more)"

11. 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)"

12. Margaret

Experienced trainer and owner!

Murray Hill, Milwaukee, WI, 53211

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

3 repeat clients

"Margaret was terrific with our dog, Louis! He can be difficult, but she was patient and gentle. I can tell that they bonded. On top of that Margaret was a gr... (more)"

13. Bonnie

Gimme your pets to kiss and cuddle.

Milwaukee, WI, 53212

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

"Bonnie watched our 9 month old Siberian Husky over the Fourth of July. If you know anything about huskies you should know that they are not not the easiest t... (more)"

14. Margaret

Barking Mad to Dog Sit for You

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maggie was wonderful!!!! It was my first time using Rover and leaving Henri (8 yr old yorkie) with someone besides a family member or close friend so I was ... (more)"

15. Cullen

U.S. Marine and MKE educator

Murray Hill, Milwaukee, WI, 53211

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

About: As someone who has been a lifelong lover of animals and worked at a vet hospital during high school I am very familiar with understanding the needs... (more)

16. 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)"

17. Liz

Huge Dog Lover for all doggy-care!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Liz did an amazing job taking care of our pup. She even sent me updates throughout her stay. (more)"

18. 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 has watched our two black labs multiple times. She has watched them for overnights and weekends along with walking them when needed. She has always... (more)"

19. Lydia

Dog (and Cat) Lover in the City

Murray Hill, Milwaukee, WI, 53211

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

About: A little about me - I grew up with a wonderful corgi (Bruce) and have carried that love of dogs with me out here to the city! I'm finishing my unde... (more)

20. 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)

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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: