House Sitting in Columbus Park, 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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What size are your dogs (lbs)?

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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
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
133 reviews
60 repeat clients
from
$55
per night

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2.

Jessica Z.

Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
House Sitting, Drop-In Visits, Dog Walking
5.0
78 reviews
25 repeat clients
from
$55
per night

Happy to refer Jessica as a fantastic pet sitter. Communication was on point and we felt confident leaving Bowie in her capable care. Will definitely be working with Jessica again.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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3.

Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
House Sitting, Drop-In Visits, Dog Walking
5.0
274 reviews
158 repeat clients
from
$65
per night

Daniella took extra special care of my older pups. She was quick to respond any time I messaged her and sent me updates. I completely trusted her to stay in my home and her judgement when it came to my boys.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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4.

Jenn S.

Animal lover & cat mom of 3 ❤️
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
9 repeat clients
from
$60
per night

Jenn is a caring and an accommodating sitter. We appreciated her flexibility and daily communication. Jenn, thank you for taking such good care of Manny.

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Sitter Profile Image: Heidi F.
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Sitter Profile Image: Heidi F.
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5.

Heidi F.

Sit Stay Dog Care
Wauwatosa, WI, 53226
House Sitting, Dog Walking
5.0
4 reviews
from
$50
per night

House sat for me while I was away and watched my dog Hadley. Checked in frequently and communicated with me with any questions she had. Was a great guest and would have her watch my dog again.

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Sitter Profile Image: Leandrea R.
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Sitter Profile Image: Leandrea R.
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6.

Leandrea R.

Rover 101
your pets are my priority.
Muskego Way, Milwaukee, WI, 53204
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
84 reviews
32 repeat clients
from
$60
per night

Leandrea mananged to even get through trustful my shy cat. She sent many pictures and updates throughout they stay. I was even a little worried my dog and cat were going to like her more than me. Haha.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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7.

Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
72 reviews
22 repeat clients
from
$27
per night

Rachel was wonderful! She kept us updated the whole time and our boy was so happy! She took him to the dog park every day and made sure she had a great time while we were gone. We’ll use her every time we can if she’s free!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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8.

Erica L.

I'll love them like my own
West Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking
5.0
75 reviews
37 repeat clients
from
$37
per night

Erica was great. She even went above and beyond to help with a schedule change. Maddie seemed to go with the flow, and when I got home it was business as usual. She is a great sitter.

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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9.

Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
2 repeat clients
from
$55
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: Jess W.
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Sitter Profile Image: Jess W.
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10.

Jess W.

Human Available for All Pet Needs
West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$50
per night

Jess was a life saver! We had a last minute cancellation from our other sitter and Jess was up for it without even meeting us in person. She has a natural gift to bond and earn trust with fur babies. We are so glad we found each other. Our cat was stuck to her the entire time and she spent almost everyday and night with our baby. Couldn’t have asked for anything more. She engaged in play whenever he asked for it and followed through with our cat diet religiously. She sent us pics everyday to reassure us. We would definitely have her again and recommend her to anyone looking for an experienced animal lover to take care of their fur baby

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Sitter Profile Image: Kira W.
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Sitter Profile Image: Kira W.
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11.

Kira W.

Flexible Scheduling, Cats and Dogs
Lenox Heights, Milwaukee, WI, 53210
House Sitting
5.0
3 reviews
1 repeat client
from
$35
per night

Kira was amazing with our quirky doggo. We couldn't have asked for a better experience. She provided daily 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 Kira again.

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Sitter Profile Image: Travis H.
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Sitter Profile Image: Travis H.
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12.

Travis H.

Rover 101
Love & Exercise for your dog or cat
Martin Drive, Milwaukee, WI, 53208
House Sitting, Drop-In Visits, Dog Walking
5.0
179 reviews
72 repeat clients
from
$62
per night

Travis stayed with our two dogs for 3½ days. During that time he was incredibly responsive, reporting about what he and the dogs were doing and how they were doing. He is very responsible, affable, and easy-going. Our dogs definitely loved him. We plan to contact him again!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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13.

Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
House Sitting, Drop-In Visits, Dog Walking
5.0
31 reviews
10 repeat clients
from
$69
per night

Would highly recommend Jeff! We needed someone to watch our two pups last minute as one had ACL surgery, and we couldn’t leave the dogs alone for as long as we needed to be out. Jeff was super responsive and accommodating. He jumped on a call with me to walk through everything and made sure I felt very comfortable. He went above and beyond - brought treats to greet the dogs, wrote notes about his time with the pups, sent me pictures throughout the night, and he even gave my dog with ACL issues a leg massage to help her with the healing process. He made sure that we could enjoy our time without a worry. Jeff treated our dogs with the upmost respect, love and kindness. Thank you, thank you!!!! We are so grateful for you!!

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Sitter Profile Image: Joan P.
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Sitter Profile Image: Joan P.
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14.

Joan P.

Dogs are my BFF!
Grantosa, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$25
per night

I’m so pleased to have Joan take care of my Bella. You certainly can tell she loves animals. I felt very comfortable having Joan watch my dog overnight. I would recommend her to my family and friends. So, if you need a reliable and caring sitter, I suggest you book with her. I will be booking with her again.

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Sitter Profile Image: Savannah M.
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Sitter Profile Image: Savannah M.
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15.

Savannah M.

Will care for them as if my own!
Milwaukee, WI, 53226
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
from
$25
per night

Savannah set up a meet and greet last second and was able to watch my pup so I could go home for the holidays! She was great with communicating and kept an eye on everything I mentioned during our meet and greet.

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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16.

Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
22 reviews
9 repeat clients
from
$55
per night

Molly did a great job watching our three bulldogs for a long weekend. She sent lots of pics and responded quickly any time I sent a question or note. Two of our girls have had some weird behaviors around meal time right before we left and she rolled with it with ease (and everyone ate all meals under her care). Definitely would hire her again!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Margit B.
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Sitter Profile Image: Margit B.
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17.

Margit B.

"Wag More, Bark Less"
Milwaukee, WI, 53222
House Sitting, Drop-In Visits
5.0
27 reviews
6 repeat clients
from
$40
per night

Margit is a superhero when it comes to dog sitting!! My dog Jackson unfortunately suffers from separation anxiety and she was exceptional in her care for Jackson. She sent lots of pictures and he looked happy in all of them!! When we got home he was relaxed and happy. Margit did a great job!! I would give her a hundred stars if I could!! Thanks again Margit for lovingly taking care of Jackson!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Amari I.
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Sitter Profile Image: Amari I.
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18.

Amari I.

🐾💛 The Pawfect Pal 💛🐾
Milwaukee, WI, 53216
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
2 repeat clients
from
$55
per night

I needed a dog sitter last minute and contacted Amari about taking care of my 70 lb Belgian Malinois rescue. I do not know how many times my dog has been re-homed so I was very anxious about leaving her with a stranger. When I got home after being away for 3 days my dog was happy as a clam and all of the signs of emotional distress she showed after previous trips -- not eating, not defecating, etc. -- were absent. Amari did a wonderful job! I will definitely employ her in the future.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Erin K.
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Sitter Profile Image: Erin K.
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19.

Erin K.

Small furry groups, full time care
Cooper Park, Milwaukee, WI, 53222
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
40 reviews
14 repeat clients
from
$62
per night

Erin was spectacular and I would use her again in a heartbeat. Our animals loved her and were well cared for while we were gone - she also was great about sending pictures and letting us know how they were faring while we were away.

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Sitter Profile Image: Marina M.
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Sitter Profile Image: Marina M.
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20.

Marina M.

Rover 101
You deserve a worry free getaway!
Arlington Gardens, Milwaukee, WI, 53222
House Sitting, Drop-In Visits, Dog Walking
5.0
86 reviews
18 repeat clients
from
$65
per night

Marina was absolutely amazing with my little guy. She showed up right on time to do a handoff, and sent me lots of pictures and videos throughout her stay that made me feel way safer about leaving my dog with someone. My house was left immaculate when she left, and she sent me a list of foods that were out just as I asked. She asked lots of questions and sent me daily rundown, and overall was amazing. I'll definitely be having her house/dog sit again!

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When it comes to house sitting, dog owners in Columbus Park, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Columbus Park 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.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Columbus Park house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Columbus Park, Milwaukee, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Columbus Park, 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:

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