House Sitting Midtown

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Midtown, Find top rated house sitting

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: Evita E.
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Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 25 reviews
5 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“While Evita watched our pup Molly overnight at our house, she was punctual and communicated well. She also took Molly on a nice long walk each day that pleasantly tuckered her out. Molly seemed calm and happy when we returned home.”

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

“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!”

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Nicole W.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
• 31 reviews
12 repeat clients
13 years of experience
Juneau Town, Milwaukee, WI, 53202

“Ashley was So responsive and Wonderful with my boys! Thankful she was able to watch them in their house!! Will definitely book again if she is willing to watch them!!”

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Dena K.
Sitter Profile Image: Liz B.
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Liz B.
from
$75
per night
5.0 out of 5 stars
• 46 reviews
17 repeat clients
12 years of experience
West Allis, WI, 53214

“Liz was wonderful! Excellent communication. This was my first time using Rover and she made for an amazing first experience. I will definitely use her services again.”

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Stacy J.
Sitter Profile Image: Simon K.
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Simon K.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Yankee Hill, Milwaukee, WI, 53202

“Simon was great. I appreciated all the communication ahead of time and while he was dogsitting.”

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Kristin S.
Sitter Profile Image: Joseph D.
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Joseph D.
Star Sitter
from
$28
per night
4.9 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Wauwatosa, WI, 53213

“Joseph watched my dogs for a full week. He was in constant communication with us, sent tons of pics, it was obvious the dogs were well taken care of! Thank you so much Joseph!!!!”

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Beth B.
Sitter Profile Image: Alhana S.
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Alhana S.
from
$45
per night
4.8 out of 5 stars
• 9 reviews
5 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“Alhana was great with Coco. My little dog was recovering from knee surgery and she followed instructions beautifully for he night I had to be away. Thank you!”

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Christine H.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$38
per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Lincoln Creek, Milwaukee, WI, 53218

“She was so compassionate to my sweet girl and gave me lots of updates. Gave me so much peace of mind!”

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Mindy P.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 229 reviews
56 repeat clients
20 years of experience
Milwaukee, WI, 53209

“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”

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Angela M.
Sitter Profile Image: Cindy H.
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Cindy H.
from
$75
per night
5.0 out of 5 stars
• 60 reviews
16 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

“We had a great experience with Cindy. She took care of our furbabies like they were her own. Excellent communication, got daily pictures and updates. I did not have to worry at all will 100% rebook with Cindy.”

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Kemmy S.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$60
per night
4.9 out of 5 stars
• 15 reviews
4 repeat clients
13 years of experience
Milwaukee, WI, 53215

“Samantha did a wonderful job during an overnight say with my Sasha. She came to meet Sasha beforehand and get a quick tour of the house and rundown of Sasha's schedule. During her stay, she sent lots of pictures and updates. She also left my home cleaner than when I had left! I am extremely appreciative of Samantha's care that she put towards watching my fur baby.”

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Alyssa T.
Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 94 reviews
29 repeat clients
16 years of experience
West Allis, WI, 53214

“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.
Sitter Profile Image: Zachary J.
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Zachary J.
from
$28
per night
5.0 out of 5 stars
• 4 reviews
30 years of experience
Northpoint, Milwaukee, WI, 53202

“The best! So caring and lots of updates. Thank you so much!”

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Alia M.
Sitter Profile Image: Molly O.
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Molly O.
from
$65
per night
5.0 out of 5 stars
• 76 reviews
20 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: Erin D.
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Erin D.
from
$28
per night
10 years of experience
Avenues West, Milwaukee, WI, 53233

About: I have owned and cared for dogs my whole life, giving me years of practical experience with feeding, exercising, and basic leash etiquette. Responsible, punctual, and attentive to special instructions or temperaments. Excited to give your dog the attentive care and company they deserve! I am currently a student at Marquette University. With that being said, I have consistent availability in the afternoons on weekdays. I also have weekends open regularly. I am able to meet whatever the needs of your pet are. I have raised dogs from two months up until the age of 17. Whether it be crate training, diet restrictions, or potty training, I have experience in all.

Sitter Profile Image: Jake R.
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Jake R.
from
$65
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
10 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Watson had his first dog watching experience and we are so happy it was with Jake . He took great care of Watson and sent updates and pictures .”

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Bryn M.
Sitter Profile Image: Tabitha K.
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Tabitha K.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
8 years of experience
Yankee Hill, Milwaukee, WI, 53202

“Tabby was wonderful! She was responsive and reliable and took such great care of our pup. On top of that our house was left in great shape. We would definitely book again. Thanks Tabby!”

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Kristen A.
Sitter Profile Image: Michaela K.
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Michaela K.
from
$75
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
3 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Micheal’s was wonderful she got along great with Ka’lua. She gave Ka’lua her meds like a champ. I will call Micheal’s again”

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Tammy L.
Sitter Profile Image: Sara D.
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Sara D.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
Milwaukee, WI, 53211

“Sara is awesome. So good with our three little dogs. Will rebook with her for sure.”

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Beth A.
Sitter Profile Image: River R.
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River R.
from
$30
per night
4.9 out of 5 stars
• 42 reviews
9 repeat clients
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“they were so flexible and dependable! ❤️ sent a picture every day and communicated well :) we knew eli would be in good hands while we were away, we’ll be booking again in may! 🐾”

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Halley Y.
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The median cost per night for house sitting in Midtown is $50

Pet parents share their Rover experiences - Midtown

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5.0 out of 5 stars

Ashley juggled 5 animals, one needing frequent medication. She was always understanding about the needs of elderly cats and a younger energetic dog! Communication was top notch!

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Anita O.
House Sitting
5.0 out of 5 stars

Jake was great. He handled both of our large dogs very well, and they aren’t the easiest always. He also sent multiple updates throughout the day which really put us at ease. I will absolutely book Jake again and we appreciate how thorough and caring he was with our dogs and our house!

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Charlotte B.
House Sitting
5.0 out of 5 stars

Evita was excellent! She is incredibly responsive and communicative. We greatly appreciated regular updates with pictures on how things were going while we were away. Along with our dog being well cared for, our house was also well tended. I will absolutely be reaching back out any time we need a sitter.

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Colin R.
House Sitting
5.0 out of 5 stars

Cindy was incredible. Very communicative which put us at ease while being away from our boys. She took such great care of them and loved them as if they were her own. She’s truly amazing!

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Caryn L.
House Sitting
5.0 out of 5 stars

Rebecca was great with Oslo! This was my first time traveling since adopting him and she kept me very informed the whole time. She took lots of great pictures and it looked like he was having fun. My apartment was spotless when I returned and Oslo was very calm. Thank you!

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Ana K.
House Sitting
5.0 out of 5 stars

Tabitha did a great job with our Labradoodle while we were gone for a long weekend. We came home to a clean house and a happy pup!

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Kristen A.
House Sitting
5.0 out of 5 stars

Rocky and Gordo can be a handful. They thrive on routine (and treats)! Riley is wonderful with the boys, and has endless patience. We are so lucky to have such a thoughtful and professional sitter!

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Cathi W.
House Sitting
5.0 out of 5 stars

As always, Malakai was delighted to see Keisha. I think of her knee how to do a black flip, he would have! And also, as always, Keisha took wonderful care of him and kept me updated with lots of photos.

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Kay B.
House Sitting
5.0 out of 5 stars

Cathy was wonderful. She is a great communicator, responded quickly and clearly, and was always sending photos which was much appreciated. She was great with my golden retriever who was quickly drawn to her and well taken care of. Will be seeking to rebook in the near future.

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Joseph S.
House Sitting
5.0 out of 5 stars

Jahaira is the most wonderful, caring pet sitter. She is professional and from the very first meeting, she gave us a sense of ease. We knew she was going to care for our pups with love. Which she did. Our pups look forward to seeing her. Her follow up and photos were awesome! 5 stars and beyond pet sitter. We will be rebooking with Jahaira ALWAYS.

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Barbara C.
House Sitting
5.0 out of 5 stars

Acacia is lovely! She did a great job staying with our frenchie for a weekend, making sure he was fed, walked, and sooo well loved! She is great at sharing updates and helping coordinate all the loving pieces of our travel. Can’t wait for her to come over again in the future!

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Samantha L.
House Sitting
5.0 out of 5 stars

Alex was excellent at providing me updates and pictures of my dogs while I was away. She took great care of them!

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Kerry C.
House Sitting
5.0 out of 5 stars

Another great stay with our dog, Sunny. Managed to get her on multiple walks which can be a challenge with her anxiety. House was left clean and taken care of!

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Emily S.
House Sitting
5.0 out of 5 stars

Jackie did a wonderful job taking care of my two kitties! appreciated the updates and attentive care :)

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Krynn H.
House Sitting
5.0 out of 5 stars

Super friendly and the pups clearly loved snuggling with her! Very smooth booking - even when we needed to add a night. Would absolutely ask her to sit with our babies again

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Kathi K.
House Sitting
5.0 out of 5 stars

Our dog Rosie is a bit of a weirdo and Elizabeth made our trip stress free for Rosie and my family. Will book with Elizabeth again in the future!

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Paul K.
House Sitting
5.0 out of 5 stars

Jessica is 100% reliable and cares for my dogs with love and attentiveness. I felt completely confident in leaving for five days with my dogs in her care. She sent me updates and pictures to put me at ease. When I returned home the dogs were happy and that makes me happy. I cannot recommend Jessica highly enough.

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Amy N.
House Sitting
5.0 out of 5 stars

Ivy is amazing with our dogs who are sometimes quite challenging! We trust her to handle any situation that comes up.

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Brent W.
House Sitting
5.0 out of 5 stars

Ixzel was awesome! She took really good care of Lux while I was away. Great communication, flexible, and easy to work with. Highly recommend!

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Doug E.
House Sitting
5.0 out of 5 stars

Talor recently stayed at my home and watched my French bulldog while I was on a work trip. She was amazing and sent the cutest pictures and updates on how things were going back home. I would definitely recommend Talor for your housesitting needs. Hazel cannot wait for her to come over again. :)

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Lorna D.
House Sitting
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