House Sitting In Midtown Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1.

Blythe R.

Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
136 reviews
61 repeat clients
from
$55
per night

Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!!

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Sitter Profile Image: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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2.

Carole & Shannon C.

east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
14 repeat clients
from
$60
per night

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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Sitter Profile Image: Camylle A.
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Sitter Profile Image: Camylle A.
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3.

Camylle A.

Sitter With 8 Years Experience
West Allis, WI, 53219
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

Camylle was a heaven sent! I’d never left our puppy Teddy before so was rather nervous and Camylle went above and beyond making sure I got updates, pictures, and videos. Teddy loved her and we would definitely recommend!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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4.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
85 reviews
29 repeat clients
from
$59
per night

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

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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5.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$27
per night

Rachel is so great! Was flexible with our needy dog and was flexible with bad winter weather. House is always left spotless, dishwasher run, etc.! The whole dog and cat crew loves her!

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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6.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
6 repeat clients
from
$65
per night

Cindy did a fantastic job taking care of my furbabies. Great communication and lots of pictures. No doubt Prema went on more walks than she does when I'm home with her and even an exciting day out on a hike and visiting her mom so there were definitely smiles all around. Thank you so much Cindy for helping to qualm my nerves while I was away and sending extra pictures!

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Sitter Profile Image: Kenna P.
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Sitter Profile Image: Kenna P.
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7.

Kenna P.

Friend to All Furry Fiends
Milwaukee, WI, 53202
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$60
per night

Speaking from personal experience, Kenna is an incredibly kind and caring person, and is great with pets! She has tons of experience caring for several types of animals and is thoughtful enough that you would never have to worry about leaving your companions with her. Highly recommend!

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Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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8.

Allison S.

Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$30
per night

Allison was very responsive and communicative. We got pictures for our pets through out our trip and when we came home the place was clean and in a great shape. We definitely recommend Allison and we would have her help out in the future with house/pet sitting.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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9.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
99 reviews
36 repeat clients
from
$60
per night

Leandrea was super awesome when taking care of Diana while we were away. This was the first time we left her alone for longer than a day; my fiancée and I were super worried. Leandrea was extremely patient with our skittish girl and made sure to send us loads of pictures and updates. 10/10 would definitely book her again.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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10.

Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
279 reviews
161 repeat clients
from
$65
per night

Daniela is just so amazing. My little meatball is a lot at times and she handled it all with grace. She continually communicated with me which just eased my anxiety and allowed me to enjoy my vacation because I knew my dog was being cared for so well. Also appreciate all the informed consent prior and taking time to meet him.

Sitter Profile Image: Alex M.
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Sitter Profile Image: Alex M.
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11.

Alex M.

Rover 101
Every dog deserves a good walk!:)
Lower East Side, Milwaukee, WI, 53202
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
14 repeat clients
from
$35
per night

As always Reggie had a great time with Alex and we received regular updates. Alex is amazing at communicating with us and gives us peace of mind that Reggie is being well cared for!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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12.

Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
1.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
77 reviews
28 repeat clients
from
$65
per night

Erica is very professional and clearly has a passion for dogs and their happiness. Erica dog sat for our 13 week old puppy who was not fully potty trained and also hadn't had all his shots so wasn't "allowed" outside. She was very responsive to our new puppy-parent demands and requests, sent us daily updates through photos and videos and clearly had everything under control -- she had the initiative to continue what we'd already trained our pup as well as promote positive behaviors around walking on the leash and barking. We appreciated Erica's apparent experience with dealing with puppies and her friendly and relaxed demeanor. Our puppy loved her upon their first meeting! Thank you Erica :)

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Sitter Profile Image: Abby C.
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Sitter Profile Image: Abby C.
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13.

Abby C.

Obsessed cat mom & foster cat mom
Lower East Side, Milwaukee, WI, 53202
2.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
29 reviews
5 repeat clients
from
$25
per night

Abby has taken care of my dog and cats on numerous occasions. She was responsible and gave my pets extra attention. I always knew they were well cared for when Abby was the pet sitter. Her love for cats is apparent and she will treat yours like her own.

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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14.

Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
2.3 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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15.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
13 repeat clients
from
$60
per night

Wonderful! Molly was great again! Took care of Pearl like she was her own, and had great communication. I always feel comfortable leaving Pearl with Molly

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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16.

Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
20 repeat clients
from
$70
per night

Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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17.

Micaela B.

Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Andi D.
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Sitter Profile Image: Andi D.
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18.

Andi D.

I love animals!
Midtown, Milwaukee, WI, 53205
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Andi was amazing with our quirky doggo. We couldn't have asked for a better experience. Andi provided updates and loved on our pup while we were away for a long weekend. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Andi again.

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Sitter Profile Image: Emma K.
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Sitter Profile Image: Emma K.
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19.

Emma K.

Animals bring joy to my life!
Milwaukee, WI, 53202
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$30
per night

Emma is always great with Princess! I know I can rely on her to take care of my senior girl and her special needs. Thanks Emma! ?

Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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20.

Marie H.

Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$45
per night

We recently adopted a dog and this was our first time using Rover. Marie always communicated quick and kept us updated the whole time she was with our pets. She entertained our pets and took good care of our new dog during the potty training phase. She stayed overnight and we felt like our home was respected. Would recommend Marie!

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Midtown:

When it comes to house sitting, dog owners in Midtown, Milwaukee, WI love Rover.com. Over 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Midtown may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Midtown house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Midtown, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Midtown house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Midtown, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including:

House Sitting