House Sitting In Uptown 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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Sophia W.
2.
Less talking more walking!Downer Woods, Milwaukee, WI, 53201
House Sitting, Drop-In Visits, Dog Walking

About: I am more than willing to walk your four legged friend around, check in on them, provide comfort and fun, and stay with them throughout the day or ni… (more)

from
$35
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 an amazing sitter for our Maya moo. She sent us regular updates with photos and videos, and she was super quick to respond. Abigail stayed over nigh… (more)

from
$42
per night
Rachel H.
4.
** 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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Colleen S.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen always goes above and beyond to make sure our pets are well cared for. She sends pictures and updates to let us know how things are going. We will con… (more)

from
$40
per night
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6.
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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7.
Your dog's next BFF!Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Tasha was awesome. This was my first time leaving my dogs overnight with someone who wasnt family. The best thing was to s3 them looking happy in the photos she… (more)

from
$50
per night
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Pawesome, Detail-Oriented SitterCambridge Heights, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kaitlyn was fantastic with our pup Layla! She was very attentive and communicative while we were gone and even sent us pictures of their activities. Our dog can… (more)

from
$35
per night
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9.
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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10.
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
11.
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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12.
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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13.
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
14.
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
15.
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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16.
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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17.
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
18.
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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19.
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
20.
Responsible, energetic dog-lover!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alyssa has compassionately loved animals her entire life... especially dogs! We have known Alyssa for quite some time. Along with her background in animal care,… (more)

from
$30
per night

Rover also offers House Sitting in:

When it comes to house sitting, dog owners in Uptown, 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 Uptown 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.

Rover.com is the simple, savvy way to find and book Uptown house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Uptown, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Uptown house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Uptown, 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: