Pet Sitting & Drop Ins in Jackson Park, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Search Results

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Miranda O.
All Dogs go to heavenBay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I am so lucky to have contacted Miranda. She has gone above and beyond for my puppy. She spends more than enough time with her, is helping me get her trained, a… (more)

from
$18
per visit
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Christine L.
Work from home dog-lover for hireGREENFIELD, WI, 53228
Drop-In Visits, Dog Walking

Christine did a wonderful job caring for my cat, Mac while I was away! Thanks Christine!! (more)

from
$15
per visit
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Erin M.
3.
Young or Old, All Dogs are WelcomeTown Of Lake, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Our boys loved Erin! And wow, what a great job she did unraveling the fact that we left her locked out somehow, and we had to direct her to our hidden key (whi… (more)

from
$15
per visit
Rachel H.
4.
** Mission: meet ALL the dogs **Milwaukee, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Rachel was awesome! She sent all sort of cute photos of my puppy while she was there and even a video. She gave me some advice on puppy training which this new … (more)

from
$14
per visit
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Aly L.
5.
Aly 
Verified Enhanced Background Check
Warning! Pets are spoiled here!Southgate, Milwaukee, WI, 53215
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Aly has been so great and caring with my dog for visits! He just loves her and is so excited when she visits! (more)

from
$13
per visit
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Loving care! Bonded and Insured.West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Marjorie is hands down the most professional, reliable, and all-around delightful sitter we've had the pleasure of working with through Rover. That's not to say… (more)

from
$17
per visit
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Dogs Make Me HappyBay View, Milwaukee, WI, 53207
Drop-In Visits, Dog Walking

Jessica was fantastic! She was very prompt and even spent extra time with my big dogs. She left a very detailed summary and uploaded a ton of photos. Thank you … (more)

from
$18
per visit
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Experienced, Empathic, Animal LoverClayton Crest, Milwaukee, WI, 53221
House Sitting, Drop-In Visits, Dog Walking

Belinda is a kind and dedicated person who fiercely loves all sentient beings. I fully trust her all of my animals in her care. (more)

from
$16
per visit
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That rare dog, cat & people person!Wauwatosa, WI, 53213
House Sitting, Drop-In Visits, Dog Walking

Marissa has dog/house sat for us several times over the past few years. We have two senior dogs and she's been fantastic with them! She's taken care of their n… (more)

from
$20
per visit
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10.
Purrrrrrfect and Roof Roof!!!West Allis, WI, 53214
House Sitting, Drop-In Visits, Dog Walking

Lori has been absolutely amazing to my dog! Carmen loves her visits, especially because she often brings her toys, bones, or treats. She's been especially helpf… (more)

from
$25
per visit
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11.
Ali 
Verified Background Check
I love dogs, cats, and herptiles !Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

This was my second time booking with Ali and everything went great! She sent photos and updates again and treated my cat as if it were her own. I’m thrilled to … (more)

from
$30
per visit
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Big heart for all animalsGreenfield, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kathleen did an excellent job checking on my cats over the July 4th weekend. I emailed several sitters and she was the first one to respond back. No problems, w… (more)

from
$20
per visit
13.
Experienced, Loving CareGreenfield, WI, 53220
Drop-In Visits, Dog Walking

About: Although I'm new to paid pet sitting, I have been taking care of dogs since I was 5. I truly love dogs and will care for your furry family members … (more)

from
$16
per visit
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14.
Leave your pets with ease.West Allis, WI, 53214
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Emily is great! She checked in on Chester and sent photos each day. She was quick to respond and I will be booking her again to watch Chester. (more)

from
$18
per visit
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15.
Teacher with a fenced-in yard here!West Allis, WI, 53219
Drop-In Visits, Doggy Day Care, Dog Walking

Allie is a great friend of mine, she is a dedicated hard working and loyal friend. She is always putting others first and is always the one helping in times of … (more)

from
$15
per visit
16.
Loves to spoil animalsHistoric Mitchell Street, milwaukee, WI, 53204
Dog Boarding, Drop-In Visits, Dog Walking

About: I'm an animal lover. I'll go above and beyond for your pet to make sure they’re happy! I have 2 cats but they are familiar with dogs. I have a 3 yea… (more)

from
$25
per visit
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17.
Dog mom and plant momFairview, Milwaukee, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: We adore dogs and so does our dog.. Theo is our 2.5 y/o yorkie, he loves playing with friends. We try to do play time 3-4 times a day out in the yard… (more)

from
$15
per visit
18.
Looking for play time and love?White Manor, Milwaukee, WI, 53219
Dog Boarding, Drop-In Visits, Dog Walking

About: You can stop here! I have loved dogs my whole life and am looking forward to meeting many more dogs to love. I currently have a playful, loving black… (more)

from
$13
per visit
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19.
Caring Vet TechWest Milwaukee, WI, 53214
Dog Boarding, Drop-In Visits

Caitlin has been taking care of my dogs, Blitz and Storm, for the last 5 years. Blitz is a 8 year old papillon and Storm is 5 year old papillon. Both are very… (more)

from
$15
per visit
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20.
Experienced Sitter Walker SnugglerLayton Park, Milwaukee, WI, 53215
House Sitting, Drop-In Visits, Dog Walking

Shannon is great! Gives good updates and pictures of your little angel while you’re away. She has visited with our cat, Moped, on 2 separate occasions and both … (more)

from
$16
per visit

Rover also offers Pet Sitting & Drop Ins in:

Dog owners in Jackson Park, Milwaukee, WI love booking pet sitting with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Jackson Park.

Rover.com is the simple, savvy way to find and book Jackson Park, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 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, so you're sure to find the perfect pet sitter in Jackson Park, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Jackson 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: