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: Alexandra I.
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Alexandra I.
from
$50
per night
5.0 out of 5 stars
19 reviews
2 repeat clients
11 years of experience
Juneau Town, Milwaukee, WI, 53202

Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again

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Phil S.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
4.9 out of 5 stars
45 reviews
20 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing! She helped us out when another sitter cancelled. She took amazing care of our 2 dogs while we were away! She was very responsive, sent lots of pictures, and kept us posted the whole weekend! She truly understood and embraced my dog’s personalities! I would highly recommend her and will be using her again in the future!

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

Emily was exceptional through and through. Great communication and even better care of our home & pups. We will most certainly ask her to care for our boys again!

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Caryn L.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
54 reviews
21 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa is a great overnight dogsitter. She followed all the instructions for my dog and bullies have a lot of instructions. Ha! She provided updates everyday and you can tell she enjoys dogsitting. I came back to happy dog.

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Tammy W.
Sitter Profile Image: Ivy G.
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Ivy G.
from
$50
per night
5.0 out of 5 stars
41 reviews
14 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: Julianna W.
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Julianna W.
from
$44
per night
5.0 out of 5 stars
11 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: 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: Riley L.
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Riley L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Avenues West, Milwaukee, WI, 53233

Overall, it was great! She sent us photos throughout our trip and took good care of the dogs. Whenever we reached out (i.e. - packages, workers coming to the house), she was responsive and would grab anything to help. She also treated our house with respect and left it better than she found it - taking out the trash before she left even! Before she left, she even washed the sheets to her bed and started a load of towels - which was unexpected but awesome to be able to get a head start on laundry. Would definitely recommend and will plan on contacting her for future house sitting needs.

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Edward C.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
16 reviews
7 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: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
186 reviews
39 repeat clients
23 years of experience
Murray Hill, Milwaukee, WI, 53211

Carole was nothing short of amazing! I have 2 senior dogs, one of whom is very “particular” as far as the people she likes. Carole was able to walk her and care for her without any issues. I received photos and updates and felt completely at ease knowing that they were in good hands.

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Robin F.
Sitter Profile Image: Alena H.
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Alena H.
from
$55
per night
4.8 out of 5 stars
5 reviews
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: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
205 reviews
63 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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

Jackie was great. This was our first time having someone come to our house to watch our (almost) 11 year old chocolate lab. He can be finicky and has pretty strong anxiety, but Jackie was great with updates, and when we came home, Otis seemed in great shape...much better than taking him somewhere else. Would highly recommend Jackie, especially to anyone who is new to Rover and unsure of whether or not to book.

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Joe S.
Sitter Profile Image: Nina W.
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Nina W.
from
$40
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Avenues West, Milwaukee, WI, 53233

Nina is kind and caring and communicative. She took great care of my dog and kept me updated while I was gone

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Julia S.
Sitter Profile Image: Acacia L.
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Acacia L.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Milwaukee, WI, 53212

Acacia was great--responsible, easy to work with, comfortable with Tori.

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Brian T.
Sitter Profile Image: Alhana S.
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Alhana S.
from
$45
per night
4.7 out of 5 stars
7 reviews
4 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: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine did a wonderful job house sitting. She took attentive care of our two dogs and cat. She provided great updates and our dogs looked so happy in every picture. We had total peace of mind with Catherine watching our home.

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Bill K.
Sitter Profile Image: Lauren S.
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Lauren S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
17 reviews
8 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: Cindy H.
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Cindy H.
from
$70
per night
5.0 out of 5 stars
54 reviews
15 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

As first-time Rover users, we were quite nervous about leaving our golden doodle in someone else's care. However, Cindy quickly put our minds at ease. She was fantastic to work with and followed through on everything we agreed upon. She also sent us some great photos of our baby having fun on walks, which really helped us relax. We couldn't have asked for a better experience, and we highly recommend Cindy to anyone looking for a reliable and caring pet sitter. Thank you, Cindy, for taking such good care of our furry family member!

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Lynn G.
Sitter Profile Image: Joseph D.
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Joseph D.
from
$28
per night
4.8 out of 5 stars
5 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!

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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

Alex did a great job with Tucker. She bonded with him immediately, he was feed, walked and pampered. Communication was excellent, we got lots of photos and updates. We will definitely use Alex again

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Phil S.
House Sitting
5.0 out of 5 stars

I can’t recommend Nicole highly enough! She takes wonderful care of my senior cat, who’s gotten a bit needier in his older years, and she goes above and beyond every time. Her communication is fantastic — she sends regular photo updates, so I always know my cat (and home) are in good hands. You can tell she’s genuinely bonded with him and enjoys their time together, which gives me so much peace of mind while I’m away. Her communication is fantastic — she sends regular photo updates, so I always know my cat (and home) are in good hands. She’s trustworthy, reliable, and treats my house with real care and respect. I’d absolutely recommend her to anyone looking for cat sitter!!

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Shelby L.
House Sitting
5.0 out of 5 stars

Keisha was great! She was very communicative and took great care of our pup while we were out of town :)

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Kate W.
House Sitting
5.0 out of 5 stars

Nina is kind and caring and communicative. She took great care of my dog and kept me updated while I was gone

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Julia S.
House Sitting
5.0 out of 5 stars

Jackie was amazing with my French Bulldog, Hazel. I was out of the country for a week and she stayed at my condo with Hazel. She sent me updates throughout the day and kept Hazel active, which I love. I would highly recommend Jackie for your dog sitting needs and will definitely use her again.

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Lorna D.
House Sitting
5.0 out of 5 stars

Ivy was the absolute best person to watch our blue heeler, Ringo! We had never left him with anyone other than family before, but Ivy made us feel so calm and confident, sending updates every day and taking Ringo on so many fun adventures. We felt so relieved knowing he was in such good hands and having the time of his life while we were away for 10 days. Words can’t express how grateful we are that our fur baby was so well-loved and taken care of💖

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Maddie M.
House Sitting
5.0 out of 5 stars

Molly is ALWAYS so loving and caring towards Kai and Chloe. I notice the difference. Thank you Molly

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Eric M.
House Sitting
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

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

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
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Sitters in Midtown average 4
repeat house sitting clients

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