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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Travis H.
1.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Travis did a great job. He communicated well throughout the entire process and was easy to work with. He provided photos and updates throughout the 3 days he … (more)

from
$40
per night
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Abigail L.
LOVE long walks more than your pup.Murray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Abigail was absolutely great! She was very responsive and sent lots of great pictures and updates. You can tell that she really cares and treats the dogs like h… (more)

from
$42
per night
Rachel H.
3.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Rachel went above and beyond house sitting my two pets for the week. When my dog had some unexpected stomach issues, she took great care of him and provided upd… (more)

from
$27
per night
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Niamh R.
4.
Available to help through Covid!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Niamh was so great!! Couldn’t have picked a better person to come to our house for the weekend while we were away to watch our high energy boy. Kept us fully up… (more)

from
$50
per night
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Laurie P.
5.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie is amazing. She even stayed later than we asked her to. She catered to our anxious pup who wasn't even anxious with her.. couldn't recommend her more! We… (more)

from
$50
per night
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6.
Full-time animal loverBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I've cared for dogs all my life and they make me happier than anything else. I was responsible for my own pets as a child and always spent my free ti… (more)

from
$30
per night
7.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs … (more)

from
$33
per night
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Never met a dog I didn't likeWest Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

About: I've had dogs of all sorts and sizes my entire life. From training to going for walks to simply hanging on the couch, I always enjoy furry company. … (more)

from
$30
per night
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9.
Purrrrrrfect and Roof Roof!!!West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Our dogs loved their time with Lori! She spent time with them, took them on walks, and even got them some toys they love. Lori was great at communicating with u… (more)

from
$45
per night
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10.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
House Sitting

Talor was amazing!!! Super responsive, personable, and made sure to send photo updates each day we were away. She was very attentive to our dog and made sure he… (more)

from
$30
per night
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11.
Meg 
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I love to walk and play with dogsAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Meg has frequently taken care of my two dogs and one cat. She is responsible and loving while caring for my pets. Meg has proven to be dependable, timely and … (more)

from
$35
per night
Confirmed availability: Memorial day
12.
True compassion for all animalsWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

My dog loves Gina more than my dog loves me.....Gina is simply wonderful with the care of my 5 year old Golden. (more)

from
$40
per night
13.
Experienced dog & cat sitterMiller Valley, MILWAUKEE, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

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 him, … (more)

from
$80
per night
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14.
Jen 
Verified Background Check
Unoffended by slobber & muddy pawsEnderis Park, Milwaukee, WI, 53210
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have experience caring for dogs and cats with complicated medical issues, sensitive diets and post-surgical recovery. I've spent my professional l… (more)

from
$35
per night
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15.
Your dog needs a vacation too! 🐶Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Shelby loves animals, she would be great at taking care of your dog!! She is a very responsible and reliable. She would care for your dog like it's her own. Yo… (more)

from
$75
per night
16.
Kendall's Friendly Dog ServicesWashington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristin was awesome! I would highly recommend her. My dog has separation anxiety and Kristin was very understanding of her specific leaving routine. When I came… (more)

from
$42
per night
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17.
I will treat your family as my own!Washington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

About: For my whole life I have cared for animals, big and small, feisty or sweet. I have experience with puppies, adults and seniors, which in turn has tau… (more)

from
$25
per night
Confirmed availability: Memorial day
18.
Large fenced yard and a Lab buddyWauwatosa, WI, 53213
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Julie and her family and true, true animal lovers with amazing patience and knowledge of animals. Julie will go to great lengths to make pets comfortable and me… (more)

from
$50
per night
19.
Caring & genuine animal enthusiastStory Hill, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I treat all pets equally, with the same love and respect as any other person or thing. Pets are extended family members that are essential assets to … (more)

from
$40
per night
20.
Responsible, energetic dog-lover!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alyssa is an outstanding pet sitter! She took amazing care of our Sophie and took her on lots of adventures. We were out of town and not only was our dog happy … (more)

from
$30
per night

Rover also offers House Sitting in:

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: