House Sitting In Midtown Milwaukee

Find a loving house sitter to watch over your pets and your home.

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Top rated Midtown house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Ivy G.
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Ivy G.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
27 reviews
8 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy was simply the best! Our house was absolutely spotless when we returned and our doggos were absoutely thrilled with their newfound friend. Ivy was really easy to work with, communicative before and during our stay, and sent us photos and updates for the week we were gone. Would absolutely recommend!!!

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Joseph B.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5.0 stars
34 reviews
15 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

As always, Keisha did a wonderful job taking care of my little fur babies! She made sure my walk-crazy dog had many miles under his belt, snuggled my velcro cat, and sent many photos along the way! Not to mention, she did the dishes and made sure my home was clean :) will absolutely book again!

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Kate C.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
80 reviews
24 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!

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Will S.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$40
per night
5.0 out of 5.0 stars
18 reviews
3 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.

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Monique M.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5.0 stars
17 reviews
4 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.

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Lauren S.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
169 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole and Max are amazing. The last time she sat for me, I had two dogs. Sadly, I had to put one of them down and Carole and Max left me a framed photo on my beloved Sequoia. Their thoughtfulness meant the world to me and I know my dog Miley was well cared for.

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Robin F.
Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$75
per night
5.0 out of 5.0 stars
10 reviews
6 repeat clients
10 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Lauren did a great job taking care of the boys while we were away. She gave them plenty of exercise and engagement as well as keeping them on their regular schedule. Very much appreciated and we hope to book again.

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Alex J.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5.0 stars
187 reviews
54 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica has taken care of our cats, pup, and home while we’re traveling multiple times. She is such a wonderful sitter, and we’re really grateful to have found her. We highly recommend her to anyone looking for someone reliable, communicative, and wonderful to work with!

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Puneet G.
Sitter Profile Image: Lily S.
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Lily S.
Star Sitter
from
$125
per night
5.0 out of 5.0 stars
57 reviews
17 repeat clients
25 years of experience
Milwaukee, WI, 53212

As always, Lily goes above and beyond. Helped navigate an u expected, significant GI problem with one of the dogs that required a visit for emergency care and helping mitigate a significant clean-up job. Communicated fantastically throughout the saga

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Eric M.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5.0 out of 5.0 stars
89 reviews
22 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

Emily is incredible with my senior dog, Bernie. She's gentle and patient and is understanding of the unfortunate accident or 2 requiring clean up on some visits. I have peace of mind knowing she will be there for Bernie!

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Kim A.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5.0 stars
134 reviews
45 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

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Kristen R.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$30
per night
5.0 out of 5.0 stars
95 reviews
24 repeat clients
11 years of experience
West Allis, WI, 53214

Rachel has been wonderful every time she has stayed with our pup. She gives daily check ins, and has even kept an eye on our guinea pig too. I know I can always trust her with our animals and our house. Thanks, Rachel!

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Erin F.
Sitter Profile Image: Kelly N.
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Kelly N.
from
$40
per night
5.0 out of 5.0 stars
5 reviews
1 repeat client
5 years of experience
Riverwest, Milwaukee, WI, 53212

Kelly and Hutch became the best of buddies! She did everything I asked and then some. Great communication - sent photos and video. Hutch was calm and happy when we returned and his coat was fabulous after all the brushing. He’s looking forward to the next visit.

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Lisa W.
Sitter Profile Image: Caitlyn M.
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Caitlyn M.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
21 reviews
5 repeat clients
20 years of experience
Lyons Park, Milwaukee, WI, 53219

Caitlyn did a wonderful job house sitting for our family of 3 furr babies! She was prompt and responsive leading up to our vacation, and then through out our time away kept me very informed and shared lots of pictures! Our babies seem super happy- even though our Dog Veda takes a minute to warm up, I knew right away Caitlyn was a keeper because Veda ran right up to her! Caitlyn is flexible, easy going, truth worthy, reliable, and as sweet as can be!

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Amanda S.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
52 reviews
10 repeat clients
14 years of experience
Lower East Side, Milwaukee, WI, 53202

Adrienne was absolutely amazing. I have never had someone dog sit in my home before as I was never comfortable with it, but Adrienne I could tell was a trustworthy person from the start. I have one extremely hyper puppy and a senior who barely leaves her bed, and she did an amazing job watching both. She went above and beyond what I could of asked of her, and we will most definitely use her in the future.

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Lexi M.
Sitter Profile Image: Jamila M.
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Jamila M.
Star Sitter
from
$65
per night
4.9 out of 5.0 stars
94 reviews
27 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

Jamila is the Best! Repeat dog walking and in-house sitting and she is consistently great with our now 9year old dog and cat. She is a part of the pack now :)

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Jennifer H.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$42
per night
5.0 out of 5.0 stars
18 reviews
3 repeat clients
15 years of experience
Northpoint, Milwaukee, WI, 53211

Jessica was an incredible dog sitter! She is an excellent communicator, gave us great pics and updates, and overall went above and beyond. It was so nice to be away and know our dog was in such amazing care. We’d highly recommend using Jessica!

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Christina D.
Sitter Profile Image: Madison F.
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Madison F.
Star Sitter
from
$50
per night
5.0 out of 5.0 stars
16 reviews
4 repeat clients
10 years of experience
Shorewood, WI, 53211

Madison was amazing! Our dogs immediately fell In love with her at the meet and greet and she was great with them. Awesome communication with us and I felt confident our pups were safe and sound and well taken care of the whole time. Would absolutely book with her again!

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Frances T.
Sitter Profile Image: Molly O.
Verified Background Check
Molly O.
from
$65
per night
5.0 out of 5.0 stars
53 reviews
18 repeat clients
18 years of experience
Wick Field, Milwaukee, WI, 53208

Molly is a pro and a delight, as always! Our geriatric dogs have a lot of behavioral quirks and hurdles, and Molly always handles their needs with great aplomb. The house is in great order. She’s courteous, reliable, and downright friendly. Honestly, I can never say enough good things about Molly! The dogs adore her, too!

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Lily S.
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
Star Sitter
from
$45
per night
4.9 out of 5.0 stars
48 reviews
26 repeat clients
6 years of experience
West Allis, WI, 53227

Emily was absolutely incredible. She went above and beyond while caring for Bruster and kept me updated with thoughtful messages and great photos, which gave me so much peace of mind while I was away. It was clear how much attention and care she gave him, he was happy and clearly very well loved when I got home. I will for sure be booking with her again! Highly recommend!

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Samantha B.
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Over 9
pet parents in Midtown have booked house sitting

Midtown pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

As always, Keisha was wonderful!! She took wonderful care of both my fur babies, as well as my house! She made sure to walk my very needy dog several times a day and sent many photos, which I love! She even changed the sheets over for me to make sure my house was clean for me when I got home :) I will absolutely book with her again!

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Kate C.
House Sitting
5.0 out of 5.0 stars

Thank you for caring for our dog . We appreciated the pictures and updates when we were on vacation . Great job .

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Kathy K.
House Sitting
5.0 out of 5.0 stars

Jessica stayed at our home for the week and took the best care of Pickles and Brownie and allowed us to enjoy vacation to the fullest! She checked in throughout the day and sent lots of pictures. We never worried about the boys knowing they were being taken care of and given love while we were away. Definitely recommend Jessica for any walks or extended stays needed to care for your fur babies! So thankful!

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Cody Y.
House Sitting
5.0 out of 5.0 stars

Christopher took amazing care dog sitting for my boy! He spent lots of time walking him outside even in the snow and cold, and made sure my pup was well-pet and played with while I was gone. My house was left in good condition and he followed all instructions to a T. 10/10 recommend

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Abby W.
House Sitting
5.0 out of 5.0 stars

Hope was wonderful to work with. Very communicative and accommodating. She is great with animals and even got our shy kitten come out and play while we were away. Will definitely book with her again!

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Gretchen G.
House Sitting
5.0 out of 5.0 stars

Caitlyn checks in once a day with pictures, which I really appreciate, and is super communicative. She’s catsit for me twice now and does a great job - I will absolutely continue to schedule with her!

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Tressa S.
House Sitting
5.0 out of 5.0 stars

We were so lucky to have Jamila watch our pups for the past two Christmases. She is a trustworthy sitter, and I appreciate the pictures and updates she provided. We will be using her again!

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STEPHANIE R T.
House Sitting
5.0 out of 5.0 stars

Steph was communicative and reliable. She clearly loves cats and understands their behavior and needs. We felt relaxed while away knowing she was watching over things!

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Catherine K.
House Sitting
5.0 out of 5.0 stars

My dogs loved her. She kept me updated the entire time. Even took them out for activities. Will use again

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Destini P.
House Sitting
5.0 out of 5.0 stars

Madeline was a great sitter! My doggie was happy, well rested and at ease when I arrived home! Will definitely keep Madeline on speed dial for my future sitter needs

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Karla D.
House Sitting
5.0 out of 5.0 stars

She’s absolutely the best cat sitter we’ve ever had, and honestly the only reason we feel comfortable going on vacation. Our cats adore her.

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Alana M.
House Sitting
5.0 out of 5.0 stars

Always a pleasure to work with Joanne and Becky! We get detailed updates and photos and our pets love them!

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Jensen M.
House Sitting
5.0 out of 5.0 stars

Mara watched our 2 pups for a week while my husband and I were on vacation. She sent us daily updates and cute pics of our pups, which put my anxious mind at ease while we were many miles away. I highly recommend he to others!

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Nicole W.
House Sitting
5.0 out of 5.0 stars

Karla was amazing!! She was super responsive and sent many updates each day we were gone. Kuzco is still a puppy and can be wild at times, and she handled him perfectly. Would use her again for sure!

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Kelsey H.
House Sitting
5.0 out of 5.0 stars

Talor did a great job watching our Irish Setter for 6 days. She walked her, brushed her, gave her treats and stayed with her all night and day. Thanks Talor!

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Carol W.
House Sitting
5.0 out of 5.0 stars

Kelly and Hutch became the best of buddies! She did everything I asked and then some. Great communication - sent photos and video. Hutch was calm and happy when we returned and his coat was fabulous after all the brushing. He’s looking forward to the next visit.

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Lisa W.
House Sitting
5.0 out of 5.0 stars

Allison took great care of our two dogs. She was very communicative and provided many cute pictures. We will definitely consider Allison in the future!

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Larissa B.
House Sitting
5.0 out of 5.0 stars

Acacia did a great job watching our dog in our house. He was well cared for. Communication was excellent.

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Angela C.
House Sitting
5.0 out of 5.0 stars

We couldn’t have asked for a better sitter! From start to finish, communication was absolutely amazing. We got detailed daily updates that made us feel completely at ease while we were away. Hope was super transparent and went above and beyond to make sure Loki was happy and well cared for. It was clear he was in great hands the whole time. Truly an outstanding sitter and we’d recommend her to anyone and book her again in a heartbeat! Thanks Hope 💕

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Erin L.
House Sitting
5.0 out of 5.0 stars

This was our first time using Alex to watch our pets and it won’t be the last! He did a great job with our two dogs and three cats and taking care of our home. He kept us updated regularly and sent us photos. He was very respectful of our home! I would definitely recommend Alex and will be using him in the future!

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Kathryn E.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Midtown house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Midtown.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Midtown house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.