Pet Sitting & Drop Ins in Highwood Estates, 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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Allie S.
1.
Teacher with a fenced-in yard here!West Allis, WI, 53219
Drop-In Visits, Doggy Day Care, Dog Walking

I would like to recommend Allie Schuett as a dog sitter. She has been wonderful to both of our dogs and our two cats as well. She is responsible care giver and … (more)

from
$15
per visit
Rachel H.
2.
** 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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Kathleen B.
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
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Hillery F.
Happy to help!Greendale, WI, 53129
House Sitting, Drop-In Visits, Dog Walking

Hillery did a great job taking care of our cat. She seems very knowledgeable about pets and knows how to earn their trust. We enjoyed reading her detailed messa… (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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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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7.
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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8.
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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9.
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
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10.
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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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
12.
Caring Animal-Loving Vegan 💜West Allis, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jill took excellent care of my cat while I was away. She was very patient with her shyness, gave her extra time to get used to her presence, and even brought in… (more)

from
$25
per visit
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13.
I’ll take your dog for a run!Greenfield, WI, 53220
House Sitting, Drop-In Visits, Dog Walking

We've used Cassi repeatedly now and she's been great with our girls (younger Berner and senior Great Pyr)! Very fast communication, thorough visit reports, and… (more)

from
$13
per visit
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14.
I'll love them like my ownWest Allis, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Was prompt and continuously kept me updated about my fur babies. Excellent communication and loving care. 5 ? we will be using Erica in the future. (more)

from
$15
per visit
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15.
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
Energetic dog lover ❤️Milwaukee, WI, 53228
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Virginia is so sweet and great with my pup Ace. She has been there even on short notice which is great for myself and Ace. I can tell she cares for animals in g… (more)

from
$15
per visit
Love playing and exercisingWest View, Milwaukee, WI, 53227
House Sitting, Drop-In Visits, Dog Walking

Stephanie did a perfect job. (more)

from
$13
per visit
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18.
I love taking care of dogs!West Allis, WI, 53227
Drop-In Visits, Dog Walking

Our dog Pepper LOVES when Hayden comes to walk her! She’s fearful reactive around other dogs, so I’m always a little nervous having new people walk her, but I f… (more)

from
$12
per visit
19.
Dogs are my therapy ❤ 🐕Greenfield, WI, 53228
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jessie is awesome!! Super professional!! She gave my cat his medicine when I was gone! (more)

from
$25
per visit
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Hikes with your pup!West Allis, WI, 53219
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I am a professional who loves dogs and wants to enjoy being around dogs more! I have two very social, friendly dogs that always love making more fri… (more)

from
$15
per visit

Rover also offers Pet Sitting & Drop Ins in:

Dog owners in Highwood Estates, 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 Highwood Estates.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Highwood Estates pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Highwood Estates, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Highwood Estates pet sitters and avoid the kennel.

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 Highwood Estates, 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: