House Sitting in Hawthorne Glen, 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
133 reviews
60 repeat clients
from
$55
per night

Blythe was so wonderful with our senior Cavalier. Great communication and I came home to a spotless house and a happy well loved pup. I’d absolutely recommend her!

Calendar Recently Updated
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
Sitter Profile Image: Jessica Z.
Verified Enhanced Background Check
2.

Jessica Z.

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

Happy to refer Jessica as a fantastic pet sitter. Communication was on point and we felt confident leaving Bowie in her capable care. Will definitely be working with Jessica again.

Sitter Profile Image: Daniela & Michael P.
Verified Background Check
Sitter Profile Image: Daniela & Michael P.
Verified Background Check
3.

Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
274 reviews
158 repeat clients
from
$65
per night

We love these two! We know they love our dogs and they treat them like their own. (Sometimes we wonder if our dogs even want to come back home!!) It's so nice to know that our dogs are so well taken care of when we have to be away. Thank you!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
4.

Jenn S.

Animal lover & cat mom of 3 ❤️
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
9 repeat clients
from
$60
per night

Jenn is so patient and kind with our kiddos! They’re not the best trained, but they’re our babies and we miss them terribly when we’re away. She’s timely with pics and updates which gives us such peace of mind!

Calendar Recently Updated
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
Sitter Profile Image: Lexi K.
Verified Enhanced Background Check
5.

Lexi K.

Lover of all animals big and small
Cannon Park, Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
26 reviews
7 repeat clients
from
$35
per night

Lexi is patient and kind! She had to care for my older dog who has heart problems and is needy when I’m gone! She communicated and thankfully helped make me feel comfortable when my dog was less than easy!

Calendar Recently Updated
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
6.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
2 repeat clients
from
$55
per night

Cindy was delightful to meet and work with. She gave me many updates during the day which I so appreciated, and shared her knowledge as a dog trainer with me, too! Leila took to her immediately and I was relieved all day. I highly recommend her!

Sitter Profile Image: Rachel H.
Verified Background Check
Sitter Profile Image: Rachel H.
Verified Background Check
7.

Rachel H.

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

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 her enough :) thank you Rachel!!

Calendar Recently Updated
Sitter Profile Image: Erica L.
Verified Background Check
Sitter Profile Image: Erica L.
Verified Background Check
8.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
76 reviews
37 repeat clients
from
$37
per night

Erica was great. She even went above and beyond to help with a schedule change. Maddie seemed to go with the flow, and when I got home it was business as usual. She is a great sitter.

Calendar Recently Updated
Sitter Profile Image: Heidi F.
Verified Enhanced Background Check
Sitter Profile Image: Heidi F.
Verified Enhanced Background Check
9.

Heidi F.

Sit Stay Dog Care
Wauwatosa, WI, 53226
House Sitting, Dog Walking
5.0
4 reviews
from
$63
per night

House sat for me while I was away and watched my dog Hadley. Checked in frequently and communicated with me with any questions she had. Was a great guest and would have her watch my dog again.

Calendar Recently Updated
Sitter Profile Image: Jess W.
Verified Enhanced Background Check
Sitter Profile Image: Jess W.
Verified Enhanced Background Check
10.

Jess W.

Human Available for All Pet Needs
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$50
per night

Jess was a life saver! We had a last minute cancellation from our other sitter and Jess was up for it without even meeting us in person. She has a natural gift to bond and earn trust with fur babies. We are so glad we found each other. Our cat was stuck to her the entire time and she spent almost everyday and night with our baby. Couldn’t have asked for anything more. She engaged in play whenever he asked for it and followed through with our cat diet religiously. She sent us pics everyday to reassure us. We would definitely have her again and recommend her to anyone looking for an experienced animal lover to take care of their fur baby

Sitter Profile Image: Kira W.
Verified Enhanced Background Check
Sitter Profile Image: Kira W.
Verified Enhanced Background Check
11.

Kira W.

Flexible Scheduling, Cats and Dogs
Lenox Heights, Milwaukee, WI, 53210
House Sitting
5.0
3 reviews
1 repeat client
from
$35
per night

Kira 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 long weekend. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Kira again.

Calendar Recently Updated
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
Sitter Profile Image: Leandrea R.
Verified Enhanced Background Check
12.

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
85 reviews
32 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: Alli B.
Verified Enhanced Background Check
Sitter Profile Image: Alli B.
Verified Enhanced Background Check
13.

Alli B.

Responsible and caring animal lover
Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$50
per night

Alli takes great care of my kitty! Tabby can be shy at first but she warmed up to Alli quickly and greats her at the door. Alli is a very experienced pet caregiver and always treats animals with the most respect. Same for your space and home. Can't recommend Alli enough to watch your pet!!

Sitter Profile Image: Megan M.
Verified Enhanced Background Check
Sitter Profile Image: Megan M.
Verified Enhanced Background Check
14.

Megan M.

Passionate pet sitter
Milwaukee, WI, 53295
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$28
per night

Megan was great, super responsive, sent pictures, and I felt very comfortable having her look after my pup. Definitely will try to have her house sit again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amiey E.
Verified Enhanced Background Check
Sitter Profile Image: Amiey E.
Verified Enhanced Background Check
15.

Amiey E.

Graduate student paying for school
Milwaukee, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
3 repeat clients
from
$65
per night

Amiey was AMAZING with my two shepherds. She took great care of them and sent me updates daily. She also took great care of the house and is the sweetest human!

Sitter Profile Image: Molly O.
Verified Background Check
Sitter Profile Image: Molly O.
Verified Background Check
16.

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: Casandra E.
Verified Enhanced Background Check
Sitter Profile Image: Casandra E.
Verified Enhanced Background Check
17.

Casandra E.

Dog mom dog lover
Washington Heights, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$28
per night

What I loved about Cassandra's ability to care for my pet was that she has a true interest in making sure that my pets best interest is what is important. She clearly took the time to spend time with my pet to make sure my pet was properly fed and taken out for any walks or any physical activity they might require. She also got to know my pet and became friends and felt comfortable enough to spend time with him. I will definitely have her return to do another assignment when we travel again.

Calendar Recently Updated
Sitter Profile Image: Sam P.
Verified Background Check
Sitter Profile Image: Sam P.
Verified Background Check
18.

Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits
5.0
113 reviews
54 repeat clients
from
$80
per night

We would highly recommend Sam! We have a shy husky that doesn’t take to strangers well. Within the first day she won her over. Both dogs were well taken care of, she is very responsive and provides pictures. The house was clean and the dogs were happy. Thanks again Sam, we will for sure be contacting you again!

Calendar Recently Updated
Sitter Profile Image: Caitlin D.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin D.
Verified Enhanced Background Check
19.

Caitlin D.

Lover of all pets— large and small!
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
1 repeat client
from
$85
per night

Caitlin took great care of our puppies and our home while we were away. Very responsive and easy to work with. We will definitely use Caitlin again in the future!

Calendar Recently Updated
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
20.

Sarah W.

Vet med experience! Empathy first!
Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$75
per night

Sarah took care of my cat and dog while my family was on vacation. She loved them like her own! I also value her consistent communication, photos, addressing concerns, and how she cleaned up animal messes without hesitation. I highly recommend her!

Search Map

Dog owners in Hawthorne Glen, Milwaukee, WI turn to house sitters on 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. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Hawthorne Glen, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Hawthorne Glen, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Hawthorne Glen house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Hawthorne Glen, Milwaukee, WI for your dog: people who'll treat him like family.

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 Hawthorne Glen, 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