House Sitting In Midtown 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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Marjorie F.
Superb care! Bonded and Insured.West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

I and my animals liked Marjorie the minute we met her. She is warm and gentle. She was great about sending pictures and updates over the weekend. I came home to… (more)

from
$40
per night
Confirmed availability: 4th of July
Carly C.
2.
Eat Play Love :)Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

I don't say this lightly -- Carly is a magical dogsitter. Our loveable-but-often-difficult dog absolutely loves her, and Carly took the very best care of her an… (more)

from
$65
per night
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Niamh R.
3.
You deserve a summer vacation!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Niamh took such good care of our dog, Clementine. We came home to a happy dog and a clean home. While we were gone we received updates and really clear communic… (more)

from
$65
per night
Confirmed availability: 4th of July
Abigail L.
Detailed, loving + flexible sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Abigail loves Jackson my dog and he loves her back. She takes great care of him and me- sends me messages, contacts me ahead of the stay to get details and goes… (more)

from
$48
per night
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Jeremy M.
5.
Neighbor providing additional loveJuneau Town, milwaukee, WI, 53202
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
$33
per night
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6.
Love & Exercise for your dog or catMartin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Travis stayed with our two dogs for 3½ days. During that time he was incredibly responsive, reporting about what he and the dogs were doing and how they were do… (more)

from
$40
per night
Confirmed availability: 4th of July
7.
Can't Wait to Meet Your Fur Baby!Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Ameera is an AMAZING dog sitter. She loves all animals and has ample experience dog sitting. She has watched animals from a couple of days all the way to a coup… (more)

from
$50
per night
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8.
Your dog's next BFF!Shorewood, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Tasha was amazing. She was very thorough in our first meeting. When she then stayed with our dogs, she sent pictures and updates frequently. She was super in-t… (more)

from
$50
per night
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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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10.
** 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
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11.
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
$50
per night
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12.
Experienced, reliable, retired!!!!!Historic Third Ward, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking

Laurie is truly the best dog walker/home sitter we have ever had for our Bearded Collie Buzz. He is always so excited to see Laurie for his walks. We just rec… (more)

from
$50
per night
Confirmed availability: 4th of July
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
Confirmed availability: 4th of July
14.
Love as you want to be lovedLower East Side, Milwaukee, WI, 53202
Dog Boarding, House Sitting, Doggy Day Care

About: I live in a secured building that has direct access towards milwaukee trails where its so convenient for your loved one to have walks that usually i … (more)

from
$50
per night
Confirmed availability: 4th of July
15.
Sweet animal loverBrewer's Hill, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dominique is the most patient, loving person I know. She loves dogs, and cares for any as if they’re her own. I highly recommend Dominique to watch any breed of… (more)

from
$45
per night
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16.
Animal lover and walk enthusiast!Walker's Point, Milwaukee, WI, 53204
House Sitting, Drop-In Visits, Dog Walking

Dani was great! She treated Juneau with love & care. She updated me frequently & answered any questions I had. She made me feel so comfortable leaving my kitten… (more)

from
$36
per night
Confirmed availability: 4th of July
17.
Allow me to take care of your pet!Riverwest, Milwaukee, WI, 53212
Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

Kelli was so great! She asked to meet Frenchie before the stay so he could get used to her. She was so accommodating with changes in planning and sent us videos… (more)

from
$30
per night
18.
Meg 
Verified Background Check
I love to walk and play with dogsAvenues West, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking

Meg is an AMAZING dog sitter! Millie, my older pittie, loved her. I was confident that Meg would do. great job since she has experience with older pets. (She ev… (more)

from
$35
per night
19.
Experienced dog & cat sitterMiller Valley, MILWAUKEE, WI, 53208
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lori took excellent care of Hope and our home during an in home stay over the holidays. We enjoyed getting updates and photos from Lori daily! It was awesome … (more)

from
$80
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 Midtown, 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 Midtown 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 Midtown 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 Midtown, 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 Midtown 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 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 Midtown, 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: