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: Riley L.
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Riley L.
Star Sitter
from
$43
per night
5.0 out of 5 stars
8 reviews
5 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: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
40 reviews
10 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: Keisha P.
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Keisha P.
Star Sitter
from
$45
per night
4.9 out of 5 stars
49 reviews
22 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

Keisha was amazing!! She sent lots of updates on our dog and spent really good time with her the whole 5 day trip. She was in such good hands and we would DEFINITELY use her again! Thank you!!

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Elissa G.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

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Emma L.
Sitter Profile Image: Alexandra I.
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Alexandra I.
Star Sitter
from
$80
per night
5.0 out of 5 stars
30 reviews
6 repeat clients
11 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: Julianna W.
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Julianna W.
from
$44
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
30 years of experience
Milwaukee, WI, 53204

Julianna was incredible! She stayed at my house for a week while we were gone to watch Sophia. She kept me updated on everything that was going on and gave her some extra love when she needed it. Sophia doesn’t love being away from us but Julianna made sure she was okay and did everything she could to make sure she was happy! Would definitely recommend her <3

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Maria B.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
20 reviews
9 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: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
215 reviews
64 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

Jessica is the best! Our cats are very comfortable with her and she sends daily updates. Our house is always spotless and has been well taken care of when we get home.

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Hannah H.
Sitter Profile Image: Madeline R.
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Madeline R.
from
$27
per night
5.0 out of 5 stars
7 reviews
1 repeat client
11 years of experience
Lower East Side, Milwaukee, WI, 53202

Madeline house sat for me for over a week and did a great job with my timid Chihuahua and Cat. She gave me daily updates and handled their daily routine and activity needs effortlessly. My dog who's slow to warm up to new people was actually sad to see her leave by the end of the sitting period. Highly recommended.

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Ryan O.
Sitter Profile Image: Carole C.
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Carole C.
Star Sitter
from
$80
per night
5.0 out of 5 stars
190 reviews
41 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: Rebecca M.
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Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

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Kristina P.
Sitter Profile Image: Carrianne L.
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Carrianne L.
Star Sitter
from
$85
per night
5.0 out of 5 stars
199 reviews
50 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: Mikalanne T.
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Mikalanne T.
from
$50
per night
5.0 out of 5 stars
56 reviews
19 repeat clients
4 years of experience
Riverwest, Milwaukee, WI, 53212

Mikalanne is wonderful with my pets, all senior with lots of needs. Recently had an extended trip and she did a wonderful job. It is rare to find someone to extend themselves as much as she did for caring for their needs.

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Jessica P.
Sitter Profile Image: Laurie P.
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Laurie P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
118 reviews
49 repeat clients
35 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Loving, caring, strong. First time I’ve left my 6year old golden with someone other than family. Took many pictures and sent to me. Trustworthy. Would definitely recommend and have her again! Kathy

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Kathy D.
Sitter Profile Image: Evita E.
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Evita E.
from
$50
per night
5.0 out of 5 stars
15 reviews
2 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: Jackie C.
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Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
152 reviews
56 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: Acacia L.
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Acacia L.
from
$40
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
8 years of experience
Milwaukee, WI, 53212

The best Rover sitter I have had. Communicative, clean, great with Gertie, and an all around kind, responsible, and trustworthy person. Thank you Acacia! It means the world to me 🥰

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Naomi S.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
60 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa watched my kittens for five days while I was away and she was absolutely great! Very dependable and provided updates. She sent me photos and was a great communicator. She took excellent care of my kittens and home. I had peace of mind while away from them for the first time while they were in Melissa’s care. I highly recommend her and I’d love to have her care for them again in the future. Thanks Melissa!

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Elizabeth M.
Sitter Profile Image: Margaret D.
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Margaret D.
from
$45
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

She was amazing with Russell and Cora! I felt so comfortable leaving them for so long when she was caring for them!

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Beth G.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5.0 out of 5 stars
103 reviews
28 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.
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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

Nina stayed with our two dogs for a night. We came home to two happy and well cared for pups and a clean house. I would definitely recommend her!

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Sarah M.
House Sitting
5.0 out of 5 stars

Nicole is absolutely phenomenal! She took such great care of our Siberian kitten. Nicole is very professional, communicative, and you can tell how much she loves what she does! The whole time we were gone she sent us updates and photos. We would 110% recommend Nicole!

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Angela G.
House Sitting
5.0 out of 5 stars

Cindy took amazing care of our dogs while we were away! She went above and beyond and loved them like they were her own, and they were very comfortable with her. She sent lots of pictures and updates and was great at communicating with us. We highly recommend her!

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Pamela C.
House Sitting
5.0 out of 5 stars

Ivy did an awesome job with our girls! She made detailed notes during the meet and greet, which we really appreciated. When we got home the pups were absolutely zonked and had clearly had a great couple of days!

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Brent W.
House Sitting
5.0 out of 5 stars

Alex stayed at our house with our dog and cat for 3 nights and she was amazing. Super communicative, I loved all of her updates and pictures. I was never once worried about them! She was very respectful of our home - it looked just like we left it. We will definitely request Alex again for our next trip!

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Kathleen P.
House Sitting
5.0 out of 5 stars

Keisha is wonderful to work with. She sent us lots of photos and took excellent care of our dogs and house.

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Mary Beth R.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Laurie is awesome! Super attentive and I never worried about Fern while I was gone. Appreciated the frequent updates from her.

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Rebecca B.
House Sitting
5.0 out of 5 stars

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

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Kristina P.
House Sitting
5.0 out of 5 stars

The best Rover sitter I have had. Communicative, clean, great with Gertie, and an all around kind, responsible, and trustworthy person. Thank you Acacia! It means the world to me 🥰

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Naomi S.
House Sitting
5.0 out of 5 stars

Kyla was beyond amazing & wonderful with my 2 cats! She took time to observe & learn how I normally do my pet care; she even came over a day before I left so she could feed, change water, clean litter box, use the vacuum & empty it, etc…. My boys LOVED HER from the first day they met her. She updated me with photos, videos & messages about them which was really fun & much appreciated..Kyla was very respectful of my living space…she even cleaned it and did laundry before I came back home!! She took the cats on walks, took time to acquaint herself with staff & people in my building. She left a lovely card for me. My goodness… I just can’t say enough to describe how pleased & grateful I am for Kyla & her incredible love & care of my cats as well as her respect for me & the whole community I live in. She will be welcomed back in a heartbeat!

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Kimberly S.
House Sitting
5.0 out of 5 stars

Alena did a great job. Cosmo seemed to be really well taken care of was very calm when we got back. Alena also left the house in great shape.

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Ronald S.
House Sitting
5.0 out of 5 stars

Lily absolutely exceeded my expectations with her attention to detail, genuine care and concern for my pups, and thoroughness! My dogs were well taken care of with feeding, walking (carefully in a heat wave), fireworks, and just general companionship. I also returned to my home probably looking better than how I left it - well cared for, cleaned, and plants alive and well. The daily updates were fantastic and very reassuring. Lily is amazing and I hope we can book again :)

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K D.
House Sitting
5.0 out of 5 stars

Travis took incredible care of our two dogs and handled a genuinely chaotic situation with so much calm and flexibility. The night before we left, our AC failed during a heat wave. While we were stuck across the country juggling an HVAC company and a landlord who wasn’t prioritizing the issue at all, Travis kept the dogs safe, comfortable, and monitored. He checked in regularly so we knew how they were doing, and he adjusted his schedule so repairs could be made. His support made a huge difference for our peace of mind during a very stressful situation for us and I’m sure him. One of our dogs is anxious, skittish, and extremely high‑energy, and Travis did an amazing job letting her warm up at her own pace while still getting her out for consistent walks. Both dogs were well cared for the entire stay. We’re so grateful for how he handled everything and will absolutely book with him Again. Thank you Travis!

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Charlotte B.
House Sitting
5.0 out of 5 stars

Elizabeth was awesome, and super flexible when my travel plans got switched up at the last minute. Will definitely rebook!

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Margaret G.
House Sitting
5.0 out of 5 stars

Emily was the best! We felt very comfortable and safe with her watching our pets and home and enjoyed all of the daily updates while we were away.

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Kristin W.
House Sitting
5.0 out of 5 stars

Ashley took great care of my pet and my home!! She was very reliable and great about sending updates. I would absolutely book her again!

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Kristen H.
House Sitting
5.0 out of 5 stars

Riley was wonderful with our boys. They are relatively recent rescues, so have some behavioral quirks. Riley quickly sussed out how to approach the boys. She sent regular updates and photos, which I so appreciated!! I wouldn't hesitate to have her stay with Rocky and Gordo anytime!

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Cathi W.
House Sitting
5.0 out of 5 stars

Lauren was great! She stayed with my pups while I was at summerfest for the day. She was so responsive, gave updates, and my boys loved her. She was extremely respectful of my space and even sent a video of locking the door and giving the key back since I wasn’t home yet. Will be using her services again!

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Emma P.
House Sitting
5.0 out of 5 stars

As always, Megan was amazing with our fur babies! I could tell they felt happy and safe while we were away which is the best feeling! Thank you!!

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Emily H.
House Sitting
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