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.

Search Results

Confirmed availability: Memorial Day
Michelle B.
For the Love of the Dog-WI™Pheasant Run, Milwaukee, WI, 53224
Dog Boarding

We loved the fenced in yard and pool for the dog to play in! Our pup seemed like he had a great time with Michelle! We will be boarding with Michelle again. (more)

from
$38
per night
Calendar Recently Updated
Angela K.
2.
We’ll Keep Their Tail WagginMenomonee Falls, WI, 53051
Dog Boarding, Drop-In Visits, Doggy Day Care

My first time using Rover and it was a great experience with Angela! After my picky/ missy pup got settled in she did great and nice and tired coming home too. … (more)

from
$35
per night
Calendar Recently Updated
April K.
3.
Fenced in yard with homemade treatsMenomonee Falls, WI, 53051
Dog Boarding

This was our first booking with April and we are so happy we found her. Our dog got tons of attention and we loved getting pictures and updates about how she wa… (more)

from
$35
per night
Confirmed availability: Memorial Day
Cindy T.
4.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Our one year old German Shepherd had a wonderful weekend with Cindy and her family. We loved getting pics and updates about his stay. I would recommend Cindy … (more)

from
$35
per night
Calendar Recently Updated
Cindy B.
5.
Place your trust in me...Mequon, WI, 53092
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy is fantastic! Best dog sitting experience ever. This was the first time we used Rover and we couldn't have asked for a better sitter for our dog. Cindy… (more)

from
$50
per night
6.
A Tail to TellMenomonee Falls, WI, 53051
Dog Boarding, Doggy Day Care

I can already tell that Doreen's place will be a second home for Aliya. She didn't want to leave! I am so grateful to be able to work my long days and know that… (more)

from
$35
per night
7.
Kim 
Verified Enhanced Background Check
Fenced yard and lots of love!Timmerman West, MILWAUKEE, WI, 53225
Dog Boarding

Kim and Joe watched our pups at the last minute and were so wonderful! Our dogs have quite a bit of specific instructions and needs and they were so accommodati… (more)

from
$27
per night
Calendar Recently Updated
8.
I enjoy dogs and they like it here.Menomonee Falls, WI, 53051
Dog Boarding, Doggy Day Care

Randy was excellent! He has a very comfortable, and dog friendly home. His yard is very large and completely fenced in! Our dog, Lacy, is somewhat timid and sh… (more)

from
$35
per night
Calendar Recently Updated
9.
Your Pet’s NannyMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Could we have found a better dog sitter for our family pup? I don’t think so! He was loved on and very well cared for. We know he had a great vacation while we … (more)

from
$40
per night
Confirmed availability: Memorial Day
I will take care of your dog!Mequon, WI, 53092
Dog Boarding, Doggy Day Care

Jennifer took great care of Lola while I was away ! She took several walks with her, shared pictures and e en her daughters played with Lola. I was extremely ha… (more)

from
$42
per night
Calendar Recently Updated
11.
Kathy's Home Away From HomeBrown Deer, WI, 53223
Dog Boarding, Doggy Day Care

We had a great experience with Kathy. I felt that Molly was in good hands the entire time we were gone. Molly doesn't like to be left alone so it was comforting… (more)

from
$25
per night
12.
I love dogs they are family.menomonee falls, WI, 53051
Dog Boarding, Doggy Day Care

We were so thankful to find Kathy for an overnight stay for our anxious dog while we were out of town. She was very responsive and took great care of our pup. S… (more)

from
$25
per night
Calendar Recently Updated
13.
Give your pet a vacation too!Brown Deer, WI, 53223
Dog Boarding, Drop-In Visits

Pamela was absolutely wonderful!!! My poor dog came down with a sore that needed caring for the day I was suppose to leave out of town. I spoke to Pamela for fe… (more)

from
$25
per night
Calendar Recently Updated
Two for one love!Brookfield, WI, 53005
Dog Boarding

Rebecca and Bobby were amazing! They treated our dog like their own, sent us updates and pictures throughout! We couldn’t of asked for better care for our dog. … (more)

from
$50
per night
15.
Loving your dogs, like family!Glendale, WI, 53209
Dog Boarding

Kelsey, her husband, and their sweet pup Toby made my dog Maverick feel right at home! They are the kind of people who will go above and beyond to make your pup… (more)

from
$50
per night
Calendar Recently Updated
16.
Accommodating, responsible, lovingKops Park, MILWAUKEE, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sara was such a great choice for my dog. It was very late notice but she really came through and took great care of Bubba. She updated me multiple times during … (more)

from
$34
per night
Calendar Recently Updated
17.
Big or small, we'll walk them all!Lannon, WI, 53046
Dog Boarding, Drop-In Visits, Dog Walking

Nicole was outstanding with our dog. She was highly attentive and engaging with him and kept us updated with many pictures and videos. We would highly recommend… (more)

from
$50
per night
Calendar Recently Updated
Pet Sitting My House or Yours!Cedarburg, WI, 53012
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I left my female collie in Christine’s care while I went out of town for a few days. It was her fist time with a pet-sitter, though she had stayed with family b… (more)

from
$40
per night
Calendar Recently Updated
19.
Loving all Fur babies ❤️🐶 🐱 🐹Bradley Estates, Milwaukee, WI, 53223
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Olga was very professional. I was very worried since it was Bloo’s first time away from me, but she did really good on keeping me updated a sent me photos. I wi… (more)

from
$20
per night
Confirmed availability: Memorial Day
20.
aspiring to become game wardenMenomonee Falls, WI, 53051
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care
15 years of experience

About: taken care of all kinds of dogs and rescued, mistreated dogs from bad families. Dogs and children love me instantly, I form bonds with animals very w… (more)

from
$28
per night

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: