House Sitting in Martin Drive, 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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Blythe R.
1.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!! (more)

from
$35
per night
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Travis H.
2.
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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Colleen S.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Nothing but good things to say. She always kept me updated on Pillsbury with photo's. She always messaged me if she had a question. I never had any worries with… (more)

from
$40
per night
Confirmed availability: Memorial day
Tasha A.
4.
Your dog's next BFF!Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Tasha stayed with our dogs for a week. She sent updates and pictures, and they clearly had a good time with her. We felt very comfortable leaving our fur babies… (more)

from
$50
per night
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Rachel H.
5.
** Mission: meet ALL the dogs **Lower East Side, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Rachel is honestly the *best* - Arya loved spending the weekend with her and she left the house spotless!! We are so grateful we found her and can’t recommend h… (more)

from
$27
per night
Confirmed availability: Memorial day
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
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7.
Meg 
Verified Background Check
I love to walk and play with dogsAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Meg has watched my 2 CRAZY beagles on three separate occasions with love and ease. I trust Meg with my life because of how she’s treated my dogs. The pooches al… (more)

from
$35
per night
8.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I cannot recommend Jeremy enough. He is easy to work with, thoughtful and considerate, and has a wonderful way with dogs. We were concerned that our red heeler … (more)

from
$33
per night
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9.
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
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10.
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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11.
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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12.
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
Confirmed availability: Memorial day
13.
True compassion for all animalsWauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Gina was amazing!!!! Thank you thank you for making my time away peaceful. Would recommend Gina to anyone that wants excellent care for their pet. Kris (more)

from
$40
per night
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14.
I <3 furry friends & miss my fam’sLower East Side, Milwaukee, WI, 53202
Dog Boarding, 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
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
16.
Kendall's Friendly Dog ServicesWashington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristin was great with our large dog. She checked in daily, sent pictures and went above and beyond. We ran out of a specific dog food and she even offered to g… (more)

from
$42
per night
Confirmed availability: Memorial day
17.
Large fenced yard and a Lab buddyWauwatosa, WI, 53213
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Julie is a dog lover through and through. I would trust her with my dog any day! She has always been very caring and attentive to all my pets as well as her own… (more)

from
$50
per night
18.
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
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19.
Your dog needs a vacation too! 🐶Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Shelby and Jordan were incredibly caring and doting of our beloved Corgi, Rigby. We had to leave town unexpectedly and unfortunately were unable to bring Rigb… (more)

from
$75
per night
20.
Responsible, energetic dog-lover!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She has been taking care of our 3 dogs for 13 years. Dependable walking, house sitting and play time. Always smiling and dogs love her (more)

from
$30
per night

Rover also offers House Sitting in:

Dog owners in Martin Drive, 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 Martin Drive.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Martin Drive, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Martin Drive, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Martin Drive house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Martin Drive, Milwaukee, WI for your dog: people who'll treat him like family.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Martin Drive, 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: