House Sitting in Washington Heights, 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.
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1. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"I would 100% recommended Teri. She went above and beyond caring for my dogs while I was out of town. I was gone for a long time and left dogs home so they w... (more)"

2. Natalie Verified Background Check

Got dog park access for your pup!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Natalie was fantastic! She treated Thunder like her own! She sent me pictures everyday and walked him! She even set up a play date and let Thunder make frien... (more)"

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3. Maggie Verified Background CheckRover 101

Here for your pet!

Wauwatosa, WI, 53226

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

"MAGGIE was very good with the dogs. She sent us updates and the dogs seemed great when we got home. (more)"

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4. Chris Verified Background Check

Pawsitvely the best!

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Chris was professional, timely, and great with communication. We received several updates throughout his stay with our two pups. Will use again! (more)"

Confirmed availability
This weekend
5. Natasha Verified Background Check

Experienced & fun dog (&cat)-lover!

Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Natasha looked after our dog and 2 cats for 5 days and she was amazing. She sent frequent updates and our pets clearly had a ball. Everyone was happy as can ... (more)"

Confirmed availability
Labor Day
6. Denzel Verified Background Check

Kind, Social, Outgoing, and smart

Enderis Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

"Denzel is very attentive to what is asked of him. He is dependable and trustworthy. He is dedicated to his work and takes his tasks seriously. He is careful... (more)"

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7. Sandy Verified Background Check

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

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

"Sandy was terrific with my dog who suffers from separation anxiety. Buff typically stops eating for 2 - 3 days when I am away and then it takes her several d... (more)"

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8. Courtney Verified Background Check

I’ll take great care of your pet!

Hawthorne Glen, Milwaukee, WI, 53208

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

"Courtney did a great job house sitting for us. Ruth loves her. We would recommend her & would hire her again. (more)"

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9. Rachel Verified Background Check

Experienced dog walker & lover!

Martin Drive, Milwaukee, WI, 53208

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

"Rachel is an amazing, calm, loving dog handler and I would trust her with my dog any day! Koda loves walks with Rachel, and anytime she is at the door or in ... (more)"

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10. Alexia Verified Background Check

Dog Lover, Available Labor Day

Lower East Side, Milwaukee, WI, 53202

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

"I believe Alexia would make a great pet parent. She’s very reliable and loving with any animal. Any dog would be the happiest, healthiest, and in the best ca... (more)"

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11. Ashley

My passion is taking care of pets!

Story Hill, Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: I’m a caring and loving person who has a passion for taking care of animals, a big heart to share with your pet, and have much experience with taki... (more)

Confirmed availability
Labor Day
12. Laurie Verified Enhanced Background CheckRover 101

Experienced, reliable, retired!!!!!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Laurie did a phenomenal job with our dog, Maevis, while we were out of town. I'm always nervous to leave our dog, but Laurie was so professional and sent man... (more)"

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13. Anna Verified Background Check

Dental student & dog lover!

Wauwatosa, WI, 53213

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

"Anna was great at watching Apollo, my Great Pyrenees, who isn’t always a fan of new people. He took to her right away! Anna also was a lifesaver and helped m... (more)"

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14. Leah Verified Background Check

It was LOVE at first BITE! :)

The Valley-Pigsville, Milwaukee, WI, 53208

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

"Ive known Leah for years. Her quirky fun soul makes her almost one with animals. She is always saving injured birds, feeding the local wildlife, and taking i... (more)"

Confirmed availability
Labor Day
15. Sarah Verified Background Check

Experienced, Affectionate Sitter!

Valley Forge, Milwaukee, WI, 53213

House Sitting

"Sarah is the best pet-sitter ever! Our two dogs are like our children and it is so hard to find someone you trust enough to stay with your fur kids while you... (more)"

Confirmed availability
Labor Day
16. Sara & Robert Verified Enhanced Background Check

Dog grooming offered as well!

West Allis, WI, 53214

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

"Sara and Rob are excellent animal lovers! I always know that Beans, Belle, and Alastar (our cats) will be cared for with the same love and affection provided... (more)"

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17. Dylan Verified Background Check

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

Confirmed availability
Labor Day
18. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"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)"

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19. Danielle Verified Background Check

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was amazing. She really put me at ease agreeing to watch my pooch and cat last minute when my other sitter bailed the night before my wedding. My bi... (more)"

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20. Maisie Verified Enhanced Background Check

Hard-working animal enthusiast

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Dog Walking

"Maisie is exceptionally loving, caring, and compassionate with all dogs and animals! I can't think of a better dog sitter than her. Not only is she loving an... (more)"

When it comes to house sitting, dog owners in Washington Heights, 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 Washington Heights 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.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Washington Heights house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Washington Heights, Milwaukee who can provide the care your dog needs, when they need it.

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 Washington Heights, 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: