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: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
• 233 reviews
67 repeat clients
30 years of experience
Milwaukee, WI, 53208

“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: Cathy L.
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Cathy L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Cathy was fantastic! She was very easy to work with, and very friendly to our dog, Joey. You can tell she has plenty of experience with pets. We definitely plan on hiring her again!”

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Adam B.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
• 33 reviews
13 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: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 68 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53212

“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: Lily S.
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Lily S.
from
$125
per night
5.0 out of 5 stars
• 77 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

“Lily is so invested in my dogs and did a particularly fantastic job with the puppy. She’s a great communicator and an outstanding photographer to boot.”

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Eric M.
Sitter Profile Image: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 162 reviews
61 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: Cindy H.
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Cindy H.
from
$75
per night
5.0 out of 5 stars
• 62 reviews
16 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

“We love having Cindy to house sit our dog ! Besides taking care of the dog, she does so many other little things to show how much she cares for the people and animals she takes care of!”

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Kemmy S.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$89
per night
5.0 out of 5 stars
• 238 reviews
56 repeat clients
20 years of experience
Milwaukee, WI, 53209

“Carrianne housesat with Rosie and Leo, who can be a handful. She was wonderful, taking the dogs for several walks and keeping me informed about how things were going. She is responsible, thoughtful, attentive and flexible, and she knows dogs! Highly recommended.”

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Paul F.
Sitter Profile Image: Travis H.
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Travis H.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 387 reviews
117 repeat clients
35 years of experience
Milwaukee, WI, 53212

“Very hard for me to leave my baby! But Bowie was at ease with Travis right away (and she can be particular about men)! He did a great job of making sure I felt comfortable and putting my mind at ease by sending lots of great pictures where Bowie looked happy and she got lots of walks and outdoor time!”

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

“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: Alena H.
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Alena H.
from
$65
per night
4.9 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Milwaukee, WI, 53233

“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.
Sitter Profile Image: Kiara F.
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Kiara F.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Milwaukee, WI, 53202

About: I’m a queer yoga teacher born and raised in Milwaukee. I’ve been surrounded by animals my whole life. At four, my family started fostering cats (mamas and kittens were my faaaav) and I would help out as much as I could. Yes, I did try to name a kitten Washcloth. No, my mom did not let it stand. This love for animals carried forward throughout my youth with four cats, a German Shepard mix, a malamute, a boxer and pit. My house was always full. I got a cat as soon as I could when I moved out on my own and about seven years ago I got a rescue pup of my own. I also have a Rottweiler who I helped raise and train from 7 weeks old. I dedicated so much time to gently training both of them and just pouring love into them. I can definitely help with training and love working with dogs on walking well on leash. I also really believe in positive reinforcement for your pets - they just want to make us proud. Truly a universal desire. I love long walks with dogs and lots of coregulation calm time. Trust that your babies will be treated like they are family. I am a yoga teacher and teach about 10 classes per week. Other than that I work remotely from my computer, so I can flex my time. I really value a slow paced life, so being able to really take my time and go for walks/hikes, cooking a gourmet dinner at home for myself and cuddling up with a good book. I have always been a very regimented, schedule following pet owner. I think it helps create consistency and eases anxiety for animals. Routines help animals thrive. I think frequent bathroom breaks are important. Long walks early in the day before the world is busy and it gets too hot in the summer are a priority. I also really love snuggling up and just having quiet, calm time with pets. I am happy to follow whatever guidelines/special requests pet parents have. I know how important it is to keep things consistent for pets! There’s never any judgement from me!

Sitter Profile Image: Liz B.
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Liz B.
from
$115
per night
5.0 out of 5 stars
• 47 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: Samantha W.
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Samantha W.
from
$100
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Milwaukee, WI, 53214

“Samantha is so wonderful, I want to keep her all to myself, but that wouldn’t be fair. She took such great care of my dogs that I felt completely comfortable leaving them in her competent and loving care so I could visit my son out of state. I’m so pleased to have found Samantha; now I will be able to fulfill my obligations to care for my family and know that my beloved dogs are well looked after. She loves them as her own.”

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Kala C.
Sitter Profile Image: Michaela K.
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Michaela K.
from
$75
per night
5.0 out of 5 stars
• 11 reviews
4 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: Flor F.
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Flor F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“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.
Sitter Profile Image: Jenna P.
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Jenna P.
from
$65
per night
5.0 out of 5 stars
• 56 reviews
10 repeat clients
12 years of experience
Milwaukee, WI, 53206

“I am very very protective over my dog who is a pitbull mix. Jenna is amazing. From day one she made it clear she was confident in working with my dog. My dog is like my child and I wouldn't even trust family to watch him. She gained a relationship with him first starting with weekly walks and he warmed up to her. The updates she provided allowed for a worry free trip out of state knowing my dog was in great hands. Couldn't have asked for a better person to trust with my doggos care!”

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Chris C.
Sitter Profile Image: Spencer A.
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Spencer A.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Shorewood, WI, 53211

“They were oh so flexible and understanding when it came to last minute watching my baby Mr. Bigg. I cannot thank them enough! I got photos and every night I Came home from work they were outside waiting with my baby. Kept me updated communication was amazing. If I’m ever in the area again I’m booking them immediately”

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J D.
Sitter Profile Image: Chelsea R.
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Chelsea R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 74 reviews
32 repeat clients
20 years of experience
Harbor View, Milwaukee, WI, 53204

“Chelsea stayed at my place and took excellent care of my fur babies. She took care of all of their needs and loved them as if they were her own. I would definitely recommend Chelsea for all your pet sitting needs!”

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Kenneth D.
Sitter Profile Image: Jay D.
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Jay D.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Saint Joseph, Milwaukee, WI, 53210

About: Animals have always been a part of my life, I adore them and I'm always excited when I have the opportunity to meet and care for a new fury friend. I have 1 amazing, clean and well-behaved dog-baby. She’s sweet and high energy but doesn’t have playmates so this platform allows me to help out other doggy-parents and gives my dog an opportunity to meet new furry-friends. When your pup is in my care you can trust that they'll be treated with the utmost love, care and respect. My home is always clean and there is a dog park nearby. I respond quickly to requests and provide you with as many or little updates as you'd like while your dog is in my care. If there is a particular schedule/regimen your dog follows, please let me know and I'm happy to accommodate that. I welcome last minute requests and will do my best to help if I can. I work full-time from the comfort of my home so I have the flexibility to keep watch over your dog and tend to their needs. My home is always clean and sanitized. I have a dog who has updated shots and in excellent health. When your dog is with me, I take extra care to make sure they are safe. I follow all instructions given by you regarding food, walks etc. and if checking into your home, your privacy will be respected and your home will be secured when entering and exiting the property. I work from home, which allows me the flexibility to provide attentive care for your pup, including walks, playtime, and meeting any special needs they may have. Your pet’s comfort and happiness will always be my priority. In my home, I provide a clean, safe, and comfortable environment with plenty of supervision, playtime, and love. In your home, I ensure pets feel at ease, follow their routine, and maintain a secure and nurturing atmosphere.

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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

Tabitha did an excellent job caring for my dogs. One of our dogs became unexpectedly ill while she was here, and she took care of everything! We were so appreciative!

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Kris B.
House Sitting
5.0 out of 5 stars

Jessica is excellent. I trust her completely with my dogs and my home. I recommend her without any hesitation.

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Amy N.
House Sitting
5.0 out of 5 stars

Samantha is so wonderful, I want to keep her all to myself, but that wouldn’t be fair. She took such great care of my dogs that I felt completely comfortable leaving them in her competent and loving care so I could visit my son out of state. I’m so pleased to have found Samantha; now I will be able to fulfill my obligations to care for my family and know that my beloved dogs are well looked after. She loves them as her own.

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Kala C.
House Sitting
5.0 out of 5 stars

Rebecca was AMAZING! She was so kind and sweet! My dogs loved her and I'm so appreciative of her care for them! They're older and sometimes struggle with me being gone, but she clearly took very excellent care of them while I was away. Thank you Rebecca!

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Sarah K.
House Sitting
5.0 out of 5 stars

Another amazing job. Came back to healthy, happy dogs! My only feedback would be to ask for a quick one sentence, one picture daily update. Will continue to routinely use Ashley

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Eric M.
House Sitting
5.0 out of 5 stars

Ray was a wonderful sitter for our senior dog who is going through some health challenges. She spent several hours in our home with Scooby and took excellent care of him. She’s a true dog-lover. Ray was also very flexible with some late changes to our plans, and she was respectful of our home and it’s contents. Thanks, Ray!

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Adam G.
House Sitting
5.0 out of 5 stars

Jake was awesome! He took excellent care of Bruce and was very communicative throughout the process. I’ll be using him again!

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Jordan H.
House Sitting
5.0 out of 5 stars

Once again, Talor was amazing with Hazel and sent me the cutest pictures! Hazel loves spending time with Talor and I always have piece of mind that my little one is being well cared for and loved. :)

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Lorna D.
House Sitting
5.0 out of 5 stars

Hannah was absolutely wonderful! She took such amazing care of my pets and my home, and I truly couldn’t have asked for a better experience. The little pet “report cards” were such a thoughtful and personal touch that made me smile! It was clear how much care and attention she gave them. Most importantly, I had complete peace of mind knowing my pets were safe, happy, and in loving hands while I was away. That kind of reassurance is priceless. I would wholeheartedly recommend Hannah to anyone looking for someone they can truly trust with their furry family members! ❤️

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Taylor M.
House Sitting
5.0 out of 5 stars

This is the second time Keisha has taken care of our dog Frankie at our house and she will absolutely be our go to if she is available the next time we travel. Our house was also in perfect shape after arriving home Exhausted after our trip. Our dog Frankie was perfectly taken care of! Thanks for everything you do Keisha!!!

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Mark M.
House Sitting
5.0 out of 5 stars

Mika was so amazing! I knew my dog was in great hands and felt at ease our whole trip. They asked us how many daily updates we wanted and kept us in the loop with what was going on. I never felt the need to reach out to check in, I knew things were going smoothly.

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Alex H.
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

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

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

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
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