House Sitting in Hilltop Parish, 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.
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 was great! My dogs are not used to being left and they were very happy and comfortable with him watching them. Would definitely book again! (more)

from
$40
per night
Calendar Recently Updated
Sarah P.
2.
Dogs and cats = girl's best friendsBrookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Sarah was amazing! She met with us and our pets beforehand, she was easy to keep in contact with, and she sent us pictures of the pets along with updates while … (more)

from
$35
per night
Calendar Recently Updated
Tahllia B.
I love all animals! Large or smallCedarburg, WI, 53012
House Sitting, Drop-In Visits, Dog Walking

Tahllia was amazing! We have one dog who tends not to like visitors, and he warmed right up to her! She sent photos and updates. She put my mind at ease so th… (more)

from
$30
per night
Confirmed availability: Memorial day
Teresa O.
4.
Your Pet’s NannyMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Teresa took very good care of our 14 year old Lola. I was so nervous as we had a trip planned and she was recently diagnosed with congestive heart failure and k… (more)

from
$40
per night
Calendar Recently Updated
Jaclyn O.
5.
The Friendly, Neighborhood Pet LadyBrown Deer, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jaclyn took awesome care of my puppies while I was gone. They were loved on and cared for as if they were her own. I was very comfortable having her stay at my … (more)

from
$35
per night
Calendar Recently Updated
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
Calendar Recently Updated
7.
🐾 Reliable,Caring Flexible 😸🐕Northridge Lakes, Milwaukee, WI, 53223
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Sharon did a wonderful job of caring for our pets, and keeping an eye on the house for the weekend. Communication was good, and Gus our goldendoodle and Murdoc… (more)

from
$38
per night
Confirmed availability: Memorial day
Pet Sitting My House or Yours!Cedarburg, WI, 53012
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Christine and Jim did an amazing job taking care of my two big boys while I was outta town for the weekend! They sent picture updates, which helped me feel at e… (more)

from
$55
per night
Calendar Recently Updated
9.
Experienced Animal Caretaker! 😻Brookfield, WI, 53005
House Sitting, Drop-In Visits, Dog Walking

Taylor was wonderful, she always sent videos and pictures. She also was understanding of my female dog being shy and didn’t push her to interact right away. (more)

from
$40
per night
Calendar Recently Updated
10.
Dogs are the joy of my life!Glendale, WI, 53217
House Sitting, Drop-In Visits, Dog Walking

I loved her service. I would recommend her to anyone (more)

from
$40
per night
Confirmed availability: Memorial day
11.
Jan 
Verified Background Check
I am a pet lover; home full timeWhitefish Bay, WI, 53217
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jan watched my dog 2 weekends in a row. Sadie loved her company. Jan is the sweetest lady ever and always sent me periodic updates on how Sadie was doing. I wou… (more)

from
$70
per night
Calendar Recently Updated
Dog Loving Couple!Wauwatosa, WI, 53225
Dog Boarding, House Sitting

Vince is a responsible, caring individual with two of his own pups at home. He is very knowledgeable in regards to dog care/training and would be a wonderful ca… (more)

from
$38
per night
13.
Avid dog lover!Thiensville, WI, 53092
House Sitting, Drop-In Visits, Dog Walking

Alicia is everything you can ask for in a dog sitter. You can have a great vacation knowing your dogs are in good hands. She watched my 2 dogs while we were o… (more)

from
$40
per night
Calendar Recently Updated
14.
Tell Your Dog I Said "Hi"......Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking

Becky is an absolute dream sitter! She sent so many photos, tons of updates, asked thoughtful questions and even offered some super great advice! She’ll be ou… (more)

from
$45
per night
Calendar Recently Updated
Make new dog friends!Mount Mary, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Jonathan was available to come to my house over the holiday weekend on short notice, despite having plans of his own. He was super reliable and easy to work wit… (more)

from
$35
per night
Calendar Recently Updated
16.
I'll love your animals like my own!Menomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I can't say enough good things about her... Her love for animals is obvious and my dog absolutely loves going to her house for day care. (more)

from
$40
per night
17.
Reliable and loving care.Mequon, WI, 53092
House Sitting, Drop-In Visits

Mimi is my mom and has decades of experience owning and caring for dogs, including a dog with a severe case of separation anxiety. She has also volunteered adop… (more)

from
$34
per night
Calendar Recently Updated
Flexible schedule, Cats & Dogs!!Menomonee Falls, WI, 53051
House Sitting, Drop-In Visits, Dog Walking

Vik is AMAZING!! She is an animal lover! She did a great job watching my cat while I was out of town. She made sure to send pictures, videos, and keep me update… (more)

from
$35
per night
19.
Critter SitterMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cailin is the best dog sitter! She truly cares for animals and it shows. I was out of town for a week and asked her to babysit my big husky / sheperd mix but th… (more)

from
$45
per night
Confirmed availability: Memorial day
20.
Your pet is in the best careNorth Meadows, Milwaukee, WI, 53224
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Alex was super sweet with my dogs, followed care instructions perfectly & my dogs loved hanging out with them! :) (more)

from
$20
per night

Rover also offers House Sitting in:

In Hilltop Parish, 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 Hilltop Parish 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 Hilltop Parish 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 Hilltop Parish, 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 Hilltop Parish 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 Hilltop Parish, 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: