House Sitting in Wedgewood, 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.
Confirmed availability
President's Day
1. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Thank you so much Teri, it was wonderful coming home and seeing Simon and Clarabelle so happy after our trip. I can tell you made a world of difference compa... (more)"

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2. Emma Verified Background Check

Animal and plant lover

Cannon Park, Milwaukee, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Emma’s first time with Zeus was a success! She did a great job and gave us updates regularly. We will definitely book Emma in the future! (more)"

3. Rebecca Verified Background CheckRover 101

Dogs equal family.

Hawley Farms, Milwaukee, WI, 53219

House Sitting, Drop-In Visits

"Rebecca was amazing house-sitting our Sheltie. She sent us regular pictures and updates, and in general treated our dog like she was her own. I hope we're lu... (more)"

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4. Sarah Verified Enhanced Background CheckRover 101

Experienced and reliable!

Greenfield, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

"Sarah was great all across the board. She was flexible, quickly responded to our communication, and sent us a pic of our pooch playing. We will definitely us... (more)"

Confirmed availability
President's Day
5. Allison Verified Background Check

Available for lunch walks!

Lyons Park, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Allison is a compassionate and responsible current dog owner. Her love for her own dog Fitz is evident, but that love doesn’t stop there. Allison has always ... (more)"

Confirmed availability
President's Day
6. Ashley Verified Background Check

Loving, Patient, and Consitent

Greendale, WI, 53129

House Sitting, Drop-In Visits, Dog Walking

"Ashley was wonderful! Within a weeks notice she made time to have a meet and greet with us and the pups to make sure her stay would be a good fit. Ashley i... (more)"

7. Alexia Verified Background Check

Dog Lover

West Allis, WI, 53214

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

"Alexia is an amazing young woman. She has a wonderful personality and is very good with dogs. She frequently comes to visit my two yellow labs (Chewy and Bjo... (more)"

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8. Danielle Verified Background Check

Enriched caregiver and Pet-sitter!!

West allis, WI, 53214

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

About: Hi ya'll !. I am available in the morning from 9 o'clock until 5 o'clock in the afternoons Tuesday through Sunday and most holidays. I am currentl... (more)

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9. Owen Verified Background Check

Dogs love me, I love dogs

West allis, WI, 53219

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

"Would highly recommend Owen as your “Go-To” caregiver! Owen is a friend of mine and even though he is new to rover, he has been watching my dog for about 2... (more)"

10. Erika Verified Background Check

Lover of all animals. Big/small

West allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"I have used Erika to look after my pets on many occasions. From 10 day planned trips to emergency visits when I couldn't make it home. She is kind, responsib... (more)"

11. Samantha Verified Background Check

Life long pet owner w/ flexible hrs

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Samantha is an amazing pet sitter. My husband is a veterinarian and we have a variety of special needs pets that require a great deal of care and maintenance... (more)"

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12. Erin Verified Background Check

Flexible Loving Dog Walker

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Erin is a very trustworthy and responsible individual. I am always able to count on her for anything needed due to her high degree of exceeding expectations... (more)"

Confirmed availability
President's Day
13. Janice Verified Background Check

Dog mom who loves all animals!

Greenfield, WI, 53220

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

"Janice has both walked and watched my dog for a long time now and all I have to say is, she’s awsome with Luca my dog. She is very patient with him as he ca... (more)"

14. Ken Verified Background Check

Senior at UWM looking for side job

Rolling Green, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Ken was very organized from the first time meeting my dogs. He came with their profile instructions and had questions prepared so he could offer the best car... (more)"

15. Nicole Verified Background Check

"Years of dog walking experience"

Jackson Park, Milwauker, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Nicole is a very good dog caregiver. I have been able to depend on Nicole multiple times for dog sitting at my home, and her services are always outstanding.... (more)"

16. Hannah Verified Background Check

Full-time cuddler, part-time runner

Alcott Park, Milwaukee, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

"Hannah was great and I would certainly recommend her to anyone in the area. She took time to meet us and our dogs before house sitting, was quick to reply to... (more)"

Confirmed availability
President's Day
17. Katie Verified Background Check

Dog loving human wanting to help!

Milwaukee, WI, 53214

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

"Katie demonstrates professionalism, punctuality, and is most-importantly a very responsible person. She will treat your dog as family and that's always the m... (more)"

18. Brianna Verified Background Check

Must Love Vets

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Brianna was awesome with our four dogs; even our mini Doxie, who hides from everyone, came out by bedtime and snuggled in for the night! Very pleased with h... (more)"

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19. Dana Verified Background Check

Home full-time!

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

About: Wagging tails make me happy! And plenty of play and exercise keeps the tails wagging! My family and I are very active and love to bring our doggy f... (more)

20. Miranda & Michael Verified Enhanced Background Check

Stay at home (dog) mom.

Greenfield, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

"Michael and Miranda were great with our dogs and sent picture updates throughout the entire weekend. Thank you!! (more)"

In Wedgewood, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Wedgewood can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Wedgewood 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 Wedgewood, 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 Wedgewood, 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: