House Sitting in Arlington 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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Alicia S.
1.
Trustworthy, Loving, Genuine, SillyMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Alicia helped us out last minute when we were on a trip visiting Milwaukee and our dog had separation anxiety and couldn't be left alone. She stayed three nigh… (more)

from
$115
per night
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Dominique L.
Flexible and willing to travel!Murray Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Dominique was wonderful to our somewhat difficult dog. She was patient and made sure our dog was well taken care of when we were out of town. (more)

from
$37
per night
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Chloe V.
3.
Happiness is with your furry friendMurray Hill, Milwaukee, WI, 53211
House Sitting, Drop-In Visits

Chloe is amazing!! We had a lovely week in Cancun and didn’t have to worry about our sweet pup. She kept him company and took him on many walks + took care of o… (more)

from
$44
per night
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Malissa N.
Specialized in House/Dog SittingUpper East Side, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

We felt completely at ease while Malissa was caring for our two dogs in our home. She sent frequent pictures and updates and was quick to respond when we were … (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
Confirmed availability: 4th of July
6.
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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7.
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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8.
"Wag More, Bark Less"Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking

Margit was the best, highly recommend. She gave lots of updates and treated my pup like her own. She even did the laundry. Will be using her again for sure. (more)

from
$35
per night
9.
Caring & trustworthy pet sitter 🥰MILWAUKEE, WI, 53211
House Sitting

If I give more than 5 I would. By far the best pet sitter I’ve had. Bubbly personality and attentive to my puppies needs. Very great communication and even … (more)

from
$30
per night
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10.
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
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11.
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
Confirmed availability: 4th of July
12.
The right sitter FUR you ♥️Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits

Shabana stayed in our home with our 2 large dogs for 6 nights while we were on vacation and she did amazing! She gave us updates and pictures every day. One of … (more)

from
$42
per night
Confirmed availability: 4th of July
13.
Leave your pet in good hands!Murray Hill, Milwaukee, WI, 53211
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sierra did a wonderful job with Louie while we were out of town! We got daily updates, but not overwhelming. She took him to the dog park, went on walks and ov… (more)

from
$60
per night
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14.
Rio 
Verified Background Check
caring & reliable sitterRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Rio went above and beyond! Very good communication and plenty of pictures were sent. We trust Rio completely with our animals and our home. We will definitely b… (more)

from
$30
per night
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15.
Loving to all pups❤️Milwaukee, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Annie has had dogs her entire life and she currently has her own dog that she raised and cares for herself. She is a true animal lover and is very responsible … (more)

from
$45
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
$45
per night
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17.
Will spoil your dog as my own!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Paige was absolutely incredible with our dogs. We received plenty of open communication and puppy updates. We could tell that the dogs were in excellent hands. (more)

from
$38
per night
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18.
Snuggles, Walks and TreatsWhitefish Bay, WI, 53211
House Sitting, Drop-In Visits, Dog Walking

Colleen was absolutely fantastic and took all of the stress out of leaving our dog behind while going on vacation. Usually he’s left with family and when we ret… (more)

from
$50
per night
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I’m a teacher with all summer off!!Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jordanne is great! We have a disabled pug that needs a lot of attention. She was up for the task and very attentive of our dogs needs. We received updates and p… (more)

from
$30
per night
20.
EMOTIONAL SUPPORT HUMANRiverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking

Jabril was awesome dog sitting at my place overnight! They were respectful, communicative, followed directions and friendly. Most importantly, my dogs were happ… (more)

from
$45
per night

In Arlington Heights, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Arlington Heights can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Arlington Heights 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 Arlington Heights, 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 Arlington Heights 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 Arlington 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: