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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tanya h.
1.
Lifelong animal caretaker and loverMilwaukee, WI, 53204
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Tanya is the type of Rover I was 100% looking for. Our puppy Paloma was able to stay with Tanya for an extended weekend while we were traveling. We were ecstati… (more)

from
$36
per night
Confirmed availability: 4th of July
Marina M.
2.
You deserve a worry free getaway!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Marina was AMAZING. Highly highly recommend. The frequent pictures and updates were great, our house looked like nobody was even there, and the animals were sup… (more)

from
$65
per night
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Jessica Z.
Loving sitter, enthusiastic walkerRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jessica’s interest in taking care of, and indeed becoming friends with, all animals is extraordinary. I know cats and dogs have the ability to sense human emoti… (more)

from
$40
per night
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Briana M.
4.
Active, responsible, kind pet loverWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Briana was extremely professional and flexible. As first time users of Rover we were skeptical; however, Briana put our minds at ease. She showed up on time, se… (more)

from
$50
per night
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Margit B.
5.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was absolutely wonderful with my two big dogs. I was so impressed with her professionalism and she was great at communicating any questions and concerns.… (more)

from
$35
per night
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6.
Ready for a puur-fect getaway? 🦮🐱Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sarah has cared for my small dog Stella before. My dog ended up loving her, and barely wanted to leave her place. I recommend her to any pet owner that needs a … (more)

from
$30
per night
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7.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting

Talor is an amazing human that really cares about the dogs she sits for and the people she is helping out. She rescued us when our previous dog sitter failed to… (more)

from
$95
per night
8.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel watched our (needy) French bulldogs and kitty in-home for a full week. She was amazingly attentive, sending photos and updates 1-2 times daily. Our boys … (more)

from
$27
per night
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9.
Walking dogs is my therapy (:Kilbourn Town, Milwaukee, WI, 53203
House Sitting, Drop-In Visits, Dog Walking
8 years of experience

About: I’ve been around dogs since I was little, I have a cat of my own now, dog sit for my friends all of the time and I’m always the first person to offer… (more)

from
$50
per night
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10.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jeremy was extremely professional! You can tell he truly loves animals and spends time getting to know them so that everything goes smoothly. I had just gotten … (more)

from
$38
per night
11.
Former teacher needs pet loveWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Mary is an incredible house and pet sitter; it felt like having an extremely professional family member caring for our dog and home while we were away. We hired… (more)

from
$40
per night
Confirmed availability: 4th of July
12.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel was wonderful! We were in a pinch out of town and she stepped right in to help with our 6 month old puppy. Sent us lots of pics so we knew she adapted w… (more)

from
$70
per night
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13.
Hardworking, passionate, and lovingWauwatosa, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
3 years of experience

About: I’ve worked in multiple boarding facilities since 2020. I became a surgical vet assistant in 2021 and I’m in school to become a certified veterinary … (more)

from
$60
per night
14.
Love Them Like My OwnBluemound Heights, Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Laura was a fantastic fit for our needs and with our dog, Wally. She stayed at our home for an extended period of time and let him out as needed. She went above… (more)

from
$50
per night
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15.
Experienced Flexible ResponsibleWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Shelby is a very sweet girl, whenever our family is gone she always watches the dogs. I’ve never had any concerns with her she is very easy-going brings in our … (more)

from
$40
per night
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16.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

It was a wonderful feeling to come home and see Rylie happy and settled. Travis made her time without her people just a little break instead of a traumatic time… (more)

from
$50
per night
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17.
Pet loving medical studentWashington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Heidi helped care for our family dogs and cats growing up together. She is caring, kind and patient and I would trust her to take care of my pets in a second. … (more)

from
$50
per night
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18.
A happy fur companion... pricelessWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Alex is a caring, respectful, and kind individual who is great with animals. He has experience caring for both cats and dogs and loves to keep them active (weth… (more)

from
$30
per night
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19.
Loving Pet SitterEnderis Park, Milwaukee, WI, 53210
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: Hello all! I'm a 22 year-old college student currently studying to get my undergraduate degree with plans to go to graduate school in the future. I'v… (more)

from
$30
per night
Confirmed availability: 4th of July
20.
Where your pups are loved and comfyUptown, Milwaukee, WI, 53210
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Growing up with dogs made me have a passion to care for them… they are truly my babies! I go the extra mile to ensure they are well taken care of. D… (more)

from
$40
per night

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: