House Sitting in Arlington Heights, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Blythe R.
Verified Background Check
Sitter Profile Image: Blythe R.
Verified Background Check
1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
116 reviews
58 repeat clients
from
$55
per night

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!!

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
2.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
80 reviews
30 repeat clients
from
$60
per night

Leandrea is wonderful! She took great care of our dog while we were out of town and sent lots of pictures and updates to put our mind at ease. Our dog LOVED playing with her pup too, which was a nice bonus! We will definitely be booking Leandrea again in the future.

Calendar Recently Updated
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
3.

Stephen & Wipawee D.

Pawfessional w/ Love & Care <3
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
16 repeat clients
from
$65
per night

We could not have asked for a better experience with Stephen and Amelie! They provided consistent updates with photos and videos, a very thorough report card at the end of our booking, not to mention they left our home in the same condition (if not better) than we left it. We will absolutely book them again when we need to make a quick weekend trip!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
4.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
24 repeat clients
from
$55
per night

Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

Calendar Recently Updated
Sitter Profile Image: Micaela B.
Verified Background Check
Sitter Profile Image: Micaela B.
Verified Background Check
5.

Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
6 repeat clients
from
$45
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

Sitter Profile Image: Jordanne H.
Verified Background Check
Sitter Profile Image: Jordanne H.
Verified Background Check
6.

Jordanne H.

I’m a teacher with all summer off!!
Riverwest, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
5 repeat clients
from
$50
per night

We were happy to re-connect with Jordanne for dog sitting this summer. She is prompt, attentive and responsible, and so we are very comfortable with her caring for our senior dog Connor. We have already booked her for another visit!

Calendar Recently Updated
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
7.

Jenn S.

Animals❤️me-Available all holidays!
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
8 repeat clients
from
$60
per night

Jenn was absolutely PHENOMENAL with our furbabies, and we have a lot! She sent regular updates and we felt so comfortable knowing that she was okay with both cats and dogs. We would absolutely hire her again.

Calendar Recently Updated
Sitter Profile Image: Delaney R.
Verified Background Check
Sitter Profile Image: Delaney R.
Verified Background Check
8.

Delaney R.

Lots of pet sitting experience!
Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$30
per night

Delaney was lovely and we would rebook in a heartbeat :)

Calendar Recently Updated
Sitter Profile Image: Jeff G.
Verified Enhanced Background Check
Sitter Profile Image: Jeff G.
Verified Enhanced Background Check
9.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
30 reviews
10 repeat clients
from
$69
per night

Jeff stayed at our place and cared for our two big dogs full time for three days. He is a very capable dog handler who excelled in caring for our 51 pound and 55 pound lab-goldens. I was confident he could walk both of them at once, keeping them mannerly around kid-, bike-, scooter-, and walker-distractions. He asked about the cues/commands we used and their schedules and managed them well. One of our dogs is a 10-month pup who is intact for another two months. Jeff watched him with an eagle eye to make sure he didn't eat toys inappropriately and to monitor his playing so it didn't get too excitable. I know it takes extra effort and felt very confident. I really appreciated that Jeff asked questions about equipment and checked back in to make certain he had put it on correctly. He really cared that it was on right. Jeff loves dogs--that is very clear. He communicated well with me and I felt totally confident that our pups were being very well cared for. It gave us peace of mind to enjoy our time away. In addition to loving dogs, Jeff is very capable. He could step in as the leader of our pack and keep them behaving with good manners, especially in public. That gave me added peace because they are big fellas who need a strong, confident leader to show them to stay polite and calm, even if something surprising pops in front of them or comes up from behind. Jeff was very respectful of our home and it may have been cleaner when we returned than we we left! he had vacuumed (multiple times) and freshened up the kitchen too. It was nice to come home to a clean place! We will definitely rely on Jeff for our future travel. The dogs loved him and I trusted they had a loving, capable caregiver. Jeff is excellent at what he does.

Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check
10.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
69 reviews
21 repeat clients
from
$27
per night

Our dog was a little hesitant at first but Rachel was able to get her to warm up pretty quickly with treats and a walk. She sent lots of updates and pictures which helped me feel better :)

Calendar Recently Updated
Sitter Profile Image: Tabitha K.
Verified Enhanced Background Check
Sitter Profile Image: Tabitha K.
Verified Enhanced Background Check
11.

Tabitha K.

Student Sitter!
Kilbourn Town, Milwaukee, WI, 53233
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

We love Tabitha! She has watched our dog overnight in our home, and stopped in to let him out during the day when we have been away. She is caring, reliable, and trustworthy. She quickly bonded with Tucker and provided excellent care.

Calendar Recently Updated
Sitter Profile Image: Molly O.
Verified Background Check
Sitter Profile Image: Molly O.
Verified Background Check
12.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Molly was awesome. She walked our dogs every day, managed their complicated medication schedule, snuggled with them, and sent us daily updates. We couldn't asked for better care!

Calendar Recently Updated
Sitter Profile Image: Marilia D.
Verified Background Check
Sitter Profile Image: Marilia D.
Verified Background Check
13.

Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
House Sitting, Drop-In Visits, Dog Walking
5.0
16 reviews
4 repeat clients
from
$75
per night

Marilia was a fantastic sitter - I recommend her and would definitely trust her with my animals and home again. She did a fantastic job updating us throughout the trip, sending pictures, and calling or messaging with questions. Her reading of our instructions was very thorough and I could tell she cared. When we came home the pups had a fresh bowl of water and we knew they had been taken care of. If you are looking for a trustworthy sitter, hire Marilia!

Sitter Profile Image: Mackenzie A.
Verified Background Check
Sitter Profile Image: Mackenzie A.
Verified Background Check
14.

Mackenzie A.

Animal Lover
Juneau Town, Milwaukee, WI, 53202
House Sitting, Drop-In Visits
5.0
7 reviews
1 repeat client
from
$40
per night

Mackenzie is a fantastic sitter and I am so happy we found her. She went above and beyond watching our two dogs for a week. She treated them as their own. The communication & photos were amazing. The dogs were so happy while we were gone. We will definitely be asking her back and highly recommend her to anyone else in the area.

Calendar Recently Updated
Sitter Profile Image: Amanda K.
Verified Enhanced Background Check
Sitter Profile Image: Amanda K.
Verified Enhanced Background Check
15.

Amanda K.

Big pet lover with a big heart!
Kops Park, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$28
per night

Amanda has walked and done overnights with our Golden Retriever, and we could not be more pleased with her as a petsitter. She is responsible, kind and communicative and made sure to spend extra time playing with and loving on our guy! Would highly recommend Amanda for any Rover gig.

Calendar Recently Updated
Sitter Profile Image: Sashanel A.
Verified Enhanced Background Check
Sitter Profile Image: Sashanel A.
Verified Enhanced Background Check
16.

Sashanel A.

Taking care of business:)
Grasslyn Manor, Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$30
per night

Sasha was amazing with our quirky doggo. We couldn't have asked for a better experience. She provided daily updates and loved on our pup while we were away for a week. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Sasha again.

Calendar Recently Updated
Sitter Profile Image: Jeremy M.
Verified Background Check
Sitter Profile Image: Jeremy M.
Verified Background Check
17.

Jeremy M.

Rover 101
Neighbor providing additional love
Juneau Town, milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
48 reviews
21 repeat clients
from
$55
per night

Jeremy was great with our dogs and our home. He encouraged play, comforted them, and ensured they were fed and watered appropriately. His intuition to our dogs behavior was also spot on, it’s obvious he is a great care giver. I would highly recommend him!

Calendar Recently Updated
Sitter Profile Image: Miri D.
Verified Enhanced Background Check
Sitter Profile Image: Miri D.
Verified Enhanced Background Check
18.

Miri D.

The purrfect lady for you
Shorewood, WI, 53211
House Sitting, Drop-In Visits
5.0
3 reviews
1 repeat client
from
$35
per night

Miri was so great taking care of my two dogs while I was out of town for work. She was very communicative and I loved seeing pictures of them while I was gone. We'll definitely be booking with her again!

Calendar Recently Updated
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
19.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
10 repeat clients
from
$65
per night

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

Calendar Recently Updated
Sitter Profile Image: Miranda O.
Verified Background Check
Sitter Profile Image: Miranda O.
Verified Background Check
20.

Miranda O.

All Dogs go to heaven
Bay View, Milwaukee, WI, 53207
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
149 reviews
78 repeat clients
from
$70
per night

Miranda was absolutely wonderful with my new puppy and gave me some great tips on potty training, food, and other care. She has been invaluable, and worth well way more than what I pay. I would recommend to anyone that wants their pet to receive the utmost love, attention, and care. Thanks Miranda!

Search Map

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:

House Sitting