House Sitting in Highwood Estates, Milwaukee

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

1. Hannah

I'll run with your dog!

Wauwautosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hannah was so amazing ! Milly warmed up to her right away ! She was such a sweet, trusting and wonderful girl . We would recommend her to anyone ! Wonderful ... (more)"

2. Christa

Your Pet Is My Passion!

Oak Creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

"Christa N is responsible and has great knowledge about caring for many types of animals, especially dogs. She is sensitive to their needs and understands ho... (more)"

3. Rebbecca

I love your dog as much as you do!

Muskego Way, milwaukee, WI, 53204

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

"Rebbecca was fantastic and my dogs took to her immediately. She was in consist contact with me. I may be a crazy dog mom & she delt well with that. ;) (more)"

4. April

Worry Free Pet Sitter

Polonia, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"April, was very nice. Clearly loved the dogs! She greeted us right away, showed up when we agreed. Stayed at our home. At I hope she did, she left no trace s... (more)"

5. Kara

Great for last minute requests!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Kara was great! She responded to my messages quickly, was very flexible, and sent me pictures of my dog while I was away so I knew everything was okay! (more)"

6. Sarah

No muss, no fuss pet care

Hales Corners, WI, 53130

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Sarah does a great job with Maggie and Maggie welcomes her each time Sarah visits. They spend time together doing homework and hanging out. Glad I found Sara... (more)"

7. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

43 repeat clients

"We needed a sitter with less than 24 hours notice. Lori was quick to reply and she watched our two dogs with no issues. She sent photos and kept me updated. ... (more)"

8. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

12 repeat clients

About: I love ALL dogs, but I have a special place in my heart for dogs who are more mature or need a little extra TLC. My cocker spaniel Luna passed away... (more)

9. Zhanae

The best care for your best friend!

Greenfield , WI, 53221

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

2 repeat clients

"Zhanae watched our dog and stayed at our house for an on overnight, she did a great job with excellent communication. Will happily again! (more)"

10. Heather

Transplanted British puppy lover!

West Allis, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Heather and I'm originally from the UK, though have been living in Milwaukee for roughly six years now. I love advertur... (more)

11. Kristen

Your Milwaukee Dog Sitter

Muskego Way, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kristen did a great job taking care of our dogs and our house while we were out of town. She communicated well with us to let us know how things were going ... (more)"

12. Nadine

Relax, I've got it covered!

Cannon Park, Wauwatosa, WI, 53226

Dog Boarding, House Sitting, Drop-In Visits

5 repeat clients

"She did a great job! She came as promised, stayed and kept the dog company quite a while and left me a detailed note about her time with Nala. I will defin... (more)"

13. Deann

I love dogs more than people! :)

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Deann is a very nice person. she's very reliable and not a single issue occurred. She made finding someone to watch my hound a very simple task. Much appreci... (more)"

14. Bridget

Adore dogs and work from home.

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"My dog is always happier for having been with Bridget. I can always tell that she has been thoroughly enriched and exercised. She likes Bridget more than me.... (more)"

15. Mia

Friendly, caring, dog whisperer

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

About: I have a great experience with dogs! I have a 4lb Morkie named Coco Chanel and a 80lb Gordon Setter named Buddha. They are the cutest! I have grown... (more)

16. Christopher

Dog daddy of three pups (:

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

About: I love all animals, especially dogs, and have had dogs and cats all my life. Right now my fiance and I own three dogs (a 1.5 year old Corgi, a 9 ye... (more)

17. Denise

Simply Love Dogs!

West Allis, WI, 53214

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

About: I love dogs, like everybody on here! I enjoy long walks and taking my dogs to the dog parks and swimming. Big believer that dogs need friends, and... (more)

18. Marylee

An exercised dog is a happy dog!

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Marylee has watched my dog several times while I had to leave for work overseas few weeks at a time. My dog is always happy to go there, and has been well ta... (more)"

19. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

36 repeat clients

"Katie was great. She responded quickly to questions while we were initially setting things up. She stayed at our house and took care of our old and recoverin... (more)"

20. Chandler

Obsessed with dogs since '93

West Allis, WI, 53227

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

"Chandler has watched my dogs on many occasions and is very accommodating to my dogs needs. My dog always comes home exhausted so I know she was very active d... (more)"

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Learn About Premier

When it comes to house sitting, dog owners in Highwood Estates, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Highwood Estates may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Highwood Estates, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Highwood Estates, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Highwood Estates house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Highwood Estates, Milwaukee, WI for your dog: people who'll treat him like family.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Highwood Estates, 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: