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: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
43 reviews
19 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha is wonderful! Our pups are very shy but Keisha did a great job helping them warm up. She is sweet, communicative and flexible, and even sent us pics of the girls while she was watching them!

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Julianne S.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily was great at communicating with us the entire stay, and we could tell from all her updates and pictures that our pups loved having her around. Our flight ended up getting delayed because of the blizzard rolling through Wisconsin this past weekend, and Emily was able to help make sure our pups were let out and fed while we figured out how to get back to Milwaukee. I would absolutely recommend Emily to anyone else looking for expert and friendly care for their pups on Rover. Thank you again!

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Creighton B.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
6 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: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
90 reviews
27 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: Riley L.
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Riley L.
from
$30
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

I couldn’t have asked for a better dog sitter! She communicated wonderfully from the start and even met with me ahead of time to get to know my dog’s routine and feel comfortable with the space. While I was away, she sent daily updates with pictures of Stewart completely abandoning dad to cuddle with his new friend! 😂 I wholeheartedly recommend her to anyone looking for a trustworthy and caring sitter.

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Brad B.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
184 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Max (and Carole!) is fantastic! He's dependable, kind, and Hamlet is always excited to see him. I love that Max is often available if Carole is already booked -- he's just as great, and it feels really good to leave Hamlet with someone I trust!

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Marjory C.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
145 reviews
50 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

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.

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Christine H.
Sitter Profile Image: Julianna W.
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Julianna W.
from
$45
per night
5.0 out of 5 stars
10 reviews
1 repeat client
30 years of experience
Milwaukee, WI, 53202

Julianna Stayed in my house for five nights/six days and took excellent care of my large, high-energy Siberian Husky. It can be hard to find a trustworthy house/dog sitter sitter outside of personal friends and family, but I couldn’t have been more satisfied.

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Josh K.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

Ashley took absolutely excellent care of our cat while we were out of the country for a week! I knew from the moment she met our cat during our meet and greet that our little girl was going to be in great hands. Throughout the trip, Ashley reached out with check-ins and photos reflecting how well she was being taken care of. She also responded quickly to any messages and went above and beyond watching our place. We (and our cat) look forward to seeing her again in the future!

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Jeremiah W.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
26 reviews
4 repeat clients
10 years of experience
Milwaukee, WI, 53212

Riley is great with our crabby old men and we appreciate all the pictures she sends! It was even their birthday on Monday and she sent a video of her singing happy birthday to them 🥺

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Josie H.
Sitter Profile Image: Alena H.
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Alena H.
from
$55
per night
4.5 out of 5 stars
2 reviews
16 years of experience
Milwaukee, WI, 53233

About: Taking care of dogs is something I have enjoyed for much of my life, even a malanois can’t resist my affection! I’m very excited to have fun with your fur baby! I am currently working part time so my availability is open to help you and your lovely pet! I am able to easily balance your pet care with my own schedule. Figuring out your pets needs is crucial, then building a good routine around play, rest and bathroom breaks. Building a good routine is very important for me to develop a good relationship with your friend!

Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
204 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica was amazing! She communicated with us every day and sent us pictures/videos of the dogs, which my daughters really enjoyed. She took extra special care of our geriatric dog, making and feeding him human food, per our request. We will definitely be hiring Jessica again! Thank you for taking care of our fur babies! Brandy

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Brandy F.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
52 reviews
19 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.

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Claire L.
Sitter Profile Image: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

We could not have asked for a better dog sitter. Catherine stayed at our home with our dog for 12 days and took exceptional care the entire time. She sent daily updates with photos, which gave us peace of mind. Our dog was happy and healthy when we returned. We would absolutely book Catherine again and recommend her to family and friends.

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Meghan M.
Sitter Profile Image: Joseph D.
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Joseph D.
from
$28
per night
4.7 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Wauwatosa, WI, 53213

About: I’ve been looking after fluffy frens of all shapes and sizes from a young age. My time doing a full house/dog sitting gig was for my grandparents and their French bulldog, Sugar (miss you, Sugs!). Since then I have been the go-to for my friends and family for taking care of their for legged family. I make sure your fury family gets the love and care they need, whether you just have one smol dog or a pack of greyhounds. I currently had a stretch of rough health luck, but my ails are your pups gain! I’m currently on the mend, and it’s going well, but between jobs, so my schedule is wide open. I’ll have the time to give your pups the TLC they deserve! Currently unavailable to board pets at my house, but I will make sure to treat all pets in a safe and caring way. I’ll treat them like a newborn baby, because hey, in a way they are!

Sitter Profile Image: Alexandra I.
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Alexandra I.
from
$45
per night
5.0 out of 5 stars
9 reviews
10 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex is great with animals, respectful, kind, caring and compassionate. She is great with communication and made me feel like my pets were being well cared for. Highly recommend!

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Kristina P.
Sitter Profile Image: Cindy H.
Verified Enhanced Background Check
Cindy H.
from
$70
per night
5.0 out of 5 stars
54 reviews
14 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

Cindy took care of our dog Frankie and our house and is hands down the best Rover experience we have ever had!!! After our meet and greet we knew Frankie and our house were being left in good hands. We returned home without having anything to worry about thanks to Cindy! She is booked for our next trip! She is absolutely wonderful!

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Mark M.
Sitter Profile Image: Lily S.
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Lily S.
Star Sitter
from
$125
per night
5.0 out of 5 stars
62 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

Lily stayed in our home with our two pups for 10 days. She took great care of our pups. She gave us twice a day updates including photos while we traveled international. It was so comforting. We will be reaching out to ask for her pup care in the future. Thank you Lily!!

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Linda L.
Sitter Profile Image: Daniela & Michael P.
Verified Background Check
Daniela & Michael P.
from
$65
per night
4.9 out of 5 stars
294 reviews
166 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

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!

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Melinda C.
Sitter Profile Image: Simon K.
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Simon K.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Yankee Hill, Milwaukee, WI, 53202

About: I have taken care of dogs and was a dog walker around the neighborhood since I was 10. Neighbors and loved ones have relied on me to take care of their beloved pets. I have grown up with many dogs myself and I love to spend time with dogs and help them stay happy. I currently work a full time job, 9-5. I work in downtown Milwaukee and am more than willing to come let out any pets during lunch. I am available to stay at your house during the week or weekends. Whatever is required, I would certainly make it work! I would follow every precaution necessary for your pets. I have always adhered to the owners wishing in pet care. My family has a dog with some odd tendencies himself so I am ready for anything!

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Midtown pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Alena did a great job taking care of my pup! I booked on short notice, and she was extremely gracious and accommodating, and even she made time for a meet and greet prior. She was prompt in responses when I reached out and sent check-in updates and photos as well. I would definitely recommend and will be rebooking if the need arises!

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Mandy S.
House Sitting
5.0 out of 5 stars

Keisha did an amazing job! Kept the pets safe and happy! Very easy to communicate with. The house was clean and in order when we returned home. Highly recommend!

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Justine R.
House Sitting
5.0 out of 5 stars

Jackie was wonderful with our pets! She sent great updates and they all looked happy and healthy. Would definitely book her again!

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Brittany C.
House Sitting
5.0 out of 5 stars

Alex is great with animals, respectful, kind, caring and compassionate. She is great with communication and made me feel like my pets were being well cared for. Highly recommend!

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Kristina P.
House Sitting
5.0 out of 5 stars

I couldn’t have asked for a better dog sitter! She communicated wonderfully from the start and even met with me ahead of time to get to know my dog’s routine and feel comfortable with the space. While I was away, she sent daily updates with pictures of Stewart completely abandoning dad to cuddle with his new friend! 😂 I wholeheartedly recommend her to anyone looking for a trustworthy and caring sitter.

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Brad B.
House Sitting
5.0 out of 5 stars

Riley was such a relief for our first time using Rover for Willow since an unfortunate first experience with another pet. Not only did we have a short notice stay request but she also suggested to do a meet and greet prior to her stay to make sure both her and Willow weee comfortable. She was so flexible, great with communication and sent lots of pics! Will absolutely use Riley again when we need a sitter :)

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Lexi E.
House Sitting
5.0 out of 5 stars

Nicole is awesome ! I felt more than comfortable leaving my baby in her care ! She sent me lots of pics a videos and kept me in the loop ! She was super nice and very professional !! You can tell she really cares about furrbabies !

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Emily Z.
House Sitting
5.0 out of 5 stars

Travis was excellent. Great communication, very responsive. Felt comfortable him taking care of our dogs. Will definetly use him in the future. Enjoyed getting pictures everyday of the dogs. Came home to a spotless house. Definetly 5 star.

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Brian S.
House Sitting
5.0 out of 5 stars

Cindy took care of our dog Frankie and our house and is hands down the best Rover experience we have ever had!!! After our meet and greet we knew Frankie and our house were being left in good hands. We returned home without having anything to worry about thanks to Cindy! She is booked for our next trip! She is absolutely wonderful!

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Mark M.
House Sitting
5.0 out of 5 stars

Superb - Lily was so responsive and sweet to my old girl Ruthie! Professional, responsive, caring, the whole package.

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Jennifer H.
House Sitting
5.0 out of 5 stars

Paige is an amazing, young woman and was so loving to my pups. We had a hard journey driving from FL to Milwaukee, and I wanted someone to hang with them while catching up with friends. I could not have picked anyone better. Within minutes, my little Elsa was in love with Paige and King had a new girl friend! I searched the night before and thank God, Paige was the answer :) Obviously, highly recommend Paige.

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Laura R.
House Sitting
5.0 out of 5 stars

We had a wonderful experience with Maiah and would absolutely recommend her. Our beagle can be a bit high-maintenance, but Maiah was so great with her. It gave us peace of mind knowing our pup was in trustworthy, kind, and capable hands. Maiah was also an excellent communicator--we received regular updates, photos, and quick responses, which made it easy to relax while we were away. We wouldn’t hesitate to book with her again!

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Kirstin G.
House Sitting
5.0 out of 5 stars

Davina was truly incredible! I have a dog with many allergies, and is anxious and reactive. She sent me all the updates and he is pooped after her stay. I had such a peace of mind while I was gone, so I cannot recommend Davina enough!! 10/10

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Hailey Q.
House Sitting
5.0 out of 5 stars

Jessica is an absolute pro when it comes to dogsitting. We recently rescued two dogs, and they can be quite a handful as they're acclimating to their new home. She was unfazed with Rocky's barking, and had Gordo snuggling in no time. Jessica sent regular updates and photos, which made me feel better, since it was our first time away from them overnight. I highly recommend Jessica, and would love to have her back in the future.

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Cathi W.
House Sitting
5.0 out of 5 stars

We love Talor and so do our doggies. We were gone for 9 days, Talor took such good care of dogs and the house. We will most definitely use her again.

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Diana W.
House Sitting
5.0 out of 5 stars

Emily is reliable, quick to communicate, and our dog and cat love when she comes to stay with them! Thanks, Emily!

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Kathleen P.
House Sitting
5.0 out of 5 stars

Flor was an EXCELLENT sitter to our dog Toast! We left on a trip for 5 days and she took amazing care of not only our dog, but our house as well! She was a great communicator and sent a ton of pictures! She also was great at giving our dog his medicine. We would absolutely book Flor again!

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Santiago M.
House Sitting
5.0 out of 5 stars

Steely my dog was in great hands with Megan. He was very happy to see her when she came back after the meet and greet. She kept me up to date regularly and sent me multiple pictures a day which made me feel so good being away. She asked appropriate questions regarding his care instructions. Also the residents in my 55 and over apartment building were very complimentary about her. I would absolutely have her take care of my boy again. Thank you Megan!🩷

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Lyanne H.
House Sitting
5.0 out of 5 stars

Ivy was great. Wizard, My Siberian Husky seemed to really like her and has spent a good part of the past 2 days looking for her. Would highly recommend. Came home to a clean house and a clean husky which is the real chore. You won't go wrong booking with Ivy

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Steve H.
House Sitting
5.0 out of 5 stars

Lauren is a great pet sitter. She communicated very well and the dogs were happy and healthy when I got home

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Christina J.
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.