House Sitting in Williamsburg, 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

Great job with house sitting for our dogs. Good communication and responsiveness. Willing to go above and beyond. Would highly recommend and would definitely us… (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 did a great job. She came over to my house the night before to meet the dogs. And it was a really good experience. Thank you Abigail (more)

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

Colleen did a great job with my mastiff Moose. She asked lots of questions and took notes during our meet and greet. Colleen stayed with Moose overnight for a… (more)

from
$40
per night
Rachel H.
4.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
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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Sophia W.
5.
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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6.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie was great and made my first experience with Rover amazing! I felt so comfortable and relaxed knowing my fur babies were in good hands and didn't feel str… (more)

from
$50
per night
Confirmed availability: Memorial day
7.
Your dog's next BFF!Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Tasha took great care of our pets! She sent us updates and took our dog to the dog park. The pets were all healthy and happy when we got home and the apartment … (more)

from
$50
per night
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8.
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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Pawesome, Detail-Oriented SitterCambridge Heights, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kaitlyn is extremely reliable when it comes to taking care of my two dogs. I get great updates as she communicated with me throughout the stay and feel relieved… (more)

from
$35
per night
10.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Both my dog, Odin, and my cat, Franz, liked Jeremy, and they did not seem stressed when I got home from my vacation. Franz dislikes most people, so color me imp… (more)

from
$33
per night
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11.
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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Your Pet's New Best FriendDowner Woods, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Isabella is a sweet, caring young lady. She has her own pets, Pumpkin the cat and Murphy her dog. Isabella has volunteered her services in animal shelters from … (more)

from
$50
per night
Confirmed availability: Memorial day
Your dogs second best friend.Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer was awesome! Super responsive, personable, and made sure to send picture updates of our happy pup. We had her stay in our house while we were gone and … (more)

from
$40
per night
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14.
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
Confirmed availability: Memorial day
15.
Dog loverMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Emma was amazing, she did a great job and kept me informed. I will definitely use her again. (more)

from
$25
per night
16.
I’ll run with your dog!Upper East Side, Milwaukee, WI, 53211
House Sitting, Dog Walking

Sadie was was good with Brodi. Other than being 15 minutes late I think she did a good job of keeping my Brodi happy. I will use her services again. (more)

from
$40
per night
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17.
I’m the fairy dog mother.Harambee, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

About: Hi, my name is Kaliyah & I am 20 years old. I am a high school graduate, soon to be professional dog groomer. I don’t have much professional experie… (more)

from
$50
per night
Excess Love for SaleMilwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Michelle did an awesome job taking care of our Australian Shepherd! We received regular updates about all the fun our pup was having with her. I felt very comf… (more)

from
$35
per night
Confirmed availability: Memorial day
19.
Happy to visit furry best friendsMilwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

About: Looking forward to meeting your dog and cat best friends! I had a dog my entire childhood and now have a very spoiled rescue cat. I have been a relia… (more)

from
$25
per night
20.
EMOTIONAL SUPPORT HUMANRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jabril has kept our dogs and they were very happy when we returned from our trip. He is a very caring and responsible man and Lucas especially seemed to like hi… (more)

from
$35
per night

Rover also offers House Sitting in:

Dog owners in Williamsburg, Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Williamsburg.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Williamsburg house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Williamsburg, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Williamsburg, 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: