House Sitting in Haymarket, 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.
Dismiss
1. Nikki

Pro Dog Exerciser and Lover! :)

Northpoint, Milwaukee, WI, 53202

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

4 repeat clients

"Lucy and Bella loved Nikki! She is super sweet, organized and punctual. The house was kept clean and she even brought our mail in. I highly recommend Nikki! (more)"

2. Lori

Experienced dog & cat sitter

Story Hill, Milwaukee, WI, 53208

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

23 repeat clients

"Lori was super! Hit it off with my guy right away at the pre-meet. Sent me lots of photos and updates so I could keep tabs on my dude. Took great care of hi... (more)"

3. Chelsie

Your dog's comfort is my concern :)

Riverwest, Milwaukee, WI, 53212

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

2 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)"

4. Marianna

Reliable, active, loving sitter

Lower East Side, Milwaukee, WI, 53202

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

6 repeat clients

"I have only ever trusted my dog with 2 other people in the entire 6 years I owned him but after meeting Marianna, she quickly became the 3rd. She was great... (more)"

Confirmed Holiday Availability
5. 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)"

6. Lizzi

Personality Pro!

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Awesome! She was very professional and nice. I felt like my two dogs were left in good hands. I would ask her to house sit for me again. She always got b... (more)"

7. Lauren

Your dog won't be "ruffing" it

Bay View, Milwaukee, WI, 53207

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

8 repeat clients

"This was my first time using Rover and Lauren's profile stood out to me. She is even better in person! Right before she stayed with my dog, my dog badly twea... (more)"

8. Brady

I love animals as they love me.

Avenues West, Milwaukee, WI, 53233

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

"Memphis had a wonderful time with Brady. Brady communicated with us and sent several updates with pictures. He watched our house as well as the pup. It was s... (more)"

9. 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)"

Confirmed Holiday Availability
10. Daniela & Michael

Paws Down, the Best in Town!

Lower East Side, Milwaukee, WI, 53202

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

62 repeat clients

"We love these two! We know they love our dogs and they treat them like their own. (Sometimes we wonder if our dogs even want to come back home!!) It's so ... (more)"

11. Margaret

Experienced trainer and owner!

Murray Hill, Milwaukee, WI, 53211

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

1 repeat client

"Margaret was absolutely phenomenal! Our dog has anxiety and she normally takes a really long time to warm up to new people, but she immediately sensed that M... (more)"

12. Jaime

Leo and I love to meet new friends!

Lower East Side, Milwaukee , WI, 53202

Dog Boarding, House Sitting

2 repeat clients

About: I grew up with dogs and have a dog of my own right now. I couldn't imagine life without one! I am a teacher during the school year and during the s... (more)

Confirmed Holiday Availability
13. Steven

Top notch, experienced dog care

Lower East Side, Milwaukee , WI, 53202

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Steven was great with my dogs. My older dog Murphy is elderly and infirm and Steven was patient and kind with her. I'd definitely trust my dogs with Steven... (more)"

14. Liz

Huge Dog Lover for all doggy-care!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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

15. Margaret

Barking Mad to Dog Sit for You

Northpoint, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maggie was amazing with our 2 English Bulldogs! She took them on walks (in the freezing Milwaukee weather), fed regularly, and watched our house while we we... (more)"

16. Katie

Student and wannabe dog owner

Avenues West, Milwaukee , WI, 53233

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katie was an excellent dog/house sitter for us! She took the dog to the park and our house was immaculate upon return. We will definitely be using Katie agai... (more)"

17. 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)"

18. Laura

#milkbonesbringallthedogstotheyard

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Laura is amazing with animals. She is loving, caring, and extremely reliable. The pure definition of an animal lover. Your dogs would be more than lucky to h... (more)"

19. Summer

Not all who Rover are lost.

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Summer is a reliable, trustworthy and caring petsitter. She has pet-sat for my cat 8 times, and spends ample time cuddling and playing with him. I highly rec... (more)"

Confirmed Holiday Availability
20. Shayne

Worry free dog watching!

Walker's Point, Milwaukee, WI, 53204

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

"Shayne definitely has a deep compassion and connection with dogs, and you can see that when he is around his dog, Gauge. I would highly recommend Shayne beca... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: