House Sitting in Haymarket, Milwaukee

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

1. Daniela & Michael

Paws Down, the Best in Town!

Bay View, Milwaukee, WI, 53207

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

136 repeat clients

"Daniela did a wonderful job watching Chewie. When we were feeling anxious, she was so quick to respond with a photo of our happy pup. Highly recommend. (more)"

Confirmed Memorial day Availability
2. Amanda

Love Dogs all shapes and sizes!

Johnson's Woods, Milwaukee, WI, 53214

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

5 repeat clients

"Overall did a great job, sent me update pictures to let me know she was there and what my dog was up to. Would recommend to anyone looking for a in house sit... (more)"

3. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting

11 repeat clients

"Taylor was fantastic! She was very personaable and friendly with us, and our dog, Lulu. She took great care of our home, and Lulu. We came Home to a happy & ... (more)"

Confirmed Memorial day Availability
4. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Samantha is a dream. She's very personable and great with communication. I'd recommend her to anyone. (more)"

5. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

32 repeat clients

"Sarah was so wonderful with brady! She was accommodating of a last minute request and even moved around her schedule to be there for our dog. She was very re... (more)"

6. April

Worry Free Pet Sitter & Whelper

Polonia, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Hi April.....You were AWESOME!!! I was very concerned because I never did this type of thing before but you made it so easy. She told me everything would b... (more)"

7. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

61 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. Laurie

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Laurie was so great with our puppy! I asked her very last minute too, she was very accommodating and send photo updates. Lovely lady, would definitely recomm... (more)"

9. Erin

Flexible hours!!!

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Erin is an encyclopedia of dogs and is a natural friend of all dogs. She understands each individuals temperament and takes the time to make them comfortable... (more)"

10. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashlyn would be a wonderful dog sitter! She has loved dogs and puppies since a very young age, when she used to draw them every chance that she got. She ha... (more)"

Confirmed Memorial day Availability
11. Bailey & Ty

I'll love your dog like its my own

Downer Woods, MILWAUKEE, WI, 53211

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

"Bailey has been my go-to dog sitter for my my two burnese mountation dogs, Bennie and Snickers, for over 2 years now. She is extremely reliable and very comm... (more)"

12. Emily

Caring & Active Dental Student

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"This is the second time Emily's watched Lou , so this will be a quick review. It was as good as always! Lou's never looked better. Thanks! (more)"

13. Hunter

Dog lover exploring Milwaukee!

Riverwest, Milwaukee, WI, 53212

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

2 repeat clients

"I may be biased because I am Hunter's mother; however, I can attest to his long term love of animals. We are an animal loving family and have always had pets... (more)"

Confirmed Memorial day Availability
14. Isaiah

Walks, Belly Rubs and Treats-Oh my!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I will definitely recommend Isaiah for house sitting! I had to find house sitter for my dog last minute and he was able to fit it in his schedule and stopped... (more)"

15. Gwenn

I love all dogs equally.

Walker's Point, Milwaukee, WI, 53204

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Gwenn was awesome!! I've got a crazy household including a special needs blind pup, an old guy that that has a tough time getting around and a wild child att... (more)"

16. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Hannah did a wonderful job housesitting for our home and our dog, Sterling, for two and a half weeks! She is very friendly and kind and responds to messages ... (more)"

17. Maddy

Love going on walks & being outside

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Maddy F has taken care of our pets for years. We have had the opportunity to see her in action with our dogs and it is heartwarming to see how much our dogs ... (more)"

18. Svea

Dog mom w/extra time & love to give

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Svea was great! We really loved all the photo updates she provided while we were out of town. When we came home our dogs were in good spirits and were not at... (more)"

19. Caroline

Home full-time

Historic Third Ward, Milwaukee, WI, 53202

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

About: I have grown up with dogs all my life. I am very passionate about animals. Health and happiness is my number one priority for my pets. I am very ac... (more)

20. Lydia

Loving college girl

Kilbourn Town, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

"Lydia is a major dog lover, no question. She cares so deeply for any dog, whether or not it is her own or a strangers. She would be the most loving dog sitte... (more)"

Dog lovers in Haymarket, Milwaukee, WI love house sitters on Rover.com. Over 1,089 pet owners have reviewed house 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 house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

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 Haymarket, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Haymarket, 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 Haymarket 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 Haymarket, 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 Haymarket, 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: