Pet Sitting & Drop Ins in Harder's Oaks, Milwaukee

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Karen & Toy
Ready to play and cuddleAlverno, Milwaukee, WI, 53220
Dog Boarding, Doggy Day Care

Karen and Toy were great. Our dog seemed to have a great time and came home happy and tuckered out. She kept us updated and feeling comfortable. (more)

from
$28
per night
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Blythe R.
2.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe took care of my dog, Reba, over a long, holiday weekend and she provided multiple daily updates and pictures for me! Reba seemed to be very well taken ca… (more)

from
$35
per night
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Jill F.
3.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

It was our dogs first time away from us for a whole week!!! I was very nervous, but Jill was amazing! Send me pictures and kept me updated! Definitely recommend… (more)

from
$45
per night
Confirmed availability: Memorial Day
Nicole H.
4.
Home All Day!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

If we could give 10 stars, we would! It was our Rosie's longest stay away and we were reassured RIGHT away that she was in good hands. Nicole sent us regular up… (more)

from
$40
per night
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Tyler P.
5.
WAH Dog Lover - Nice suburban setupGreenfield, WI, 53219
Dog Boarding, Dog Walking

Tyler has been my go-to pet sitter for the past 4 years. Having a lot of experience taking care of and raising dogs, he is reliable, trustworthy, and very respo… (more)

from
$40
per night
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6.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

We had our first stay recently and our puppy was well taken care of and loved. We received updates and photos throughout her stay as well. Such a nice family an… (more)

from
$35
per night
Confirmed availability: Memorial Day
7.
Home 24/7 NO KennelingLincoln Village, Milwaukee, WI, 53215
Dog Boarding, Doggy Day Care

Awwwww, words can not describe how amazing I feel relative to the service Carina provided for my baby boy! We had to leave one another for approximately 5 days … (more)

from
$45
per night
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8.
I am a avid pet lover.West Allis, WI, 53214
Dog Boarding

Dawn and her husband were great! Messaged and sent pictures of our pup multiple times a day and we could tell our girl was a happy camper!! That definitely put … (more)

from
$40
per night
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9.
Dog lover and frequent sitterFairview, Milwaukee, WI, 53219
Dog Boarding, Doggy Day Care, Dog Walking

Scott and his fiancé took great care of Reba! I got updates and photos of her stay and she seemed right at home. It worked out well that he works from home and … (more)

from
$55
per night
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Basically an all inclusive pet stayWest allis, WI, 53227
Dog Boarding

I wouldn’t leave my dogs with anyone but I would have no problem leaving them with patrisha! She took care of them as if they were her own. She went above and b… (more)

from
$50
per night
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11.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April has taken care of my dog many times! As a fellow dog lover, she is the most reliable and responsible person that I trust as a dog caregiver! I have known … (more)

from
$50
per night
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12.
Loving and caring dog momWest Milwaukee, WI, 53214
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Mary took great care of our dog and took photos to boot, keeping us informed as to his stay. We will definitely be having Mary watch our dog again. (more)

from
$42
per night
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Open and flexible dog attendeeKilbourn Town, 53233, WI, 53233
Dog Boarding, Doggy Day Care, Dog Walking

Isabella was amazing! She help us out with taking care of our little pup Bigos on last minute request. She was very flexible and easy to communicate and Bigos w… (more)

from
$35
per night
Confirmed availability: Memorial Day
your pets are my priority.West Allis, WI, 53227
Dog Boarding, Drop-In Visits, Doggy Day Care

Leandrea was amazing! Communication with her is prompt and professional, from arranging a meet and great all the way through my dogs’ stay with her. Leandrea to… (more)

from
$40
per night
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15.
Passionate and trustworthy care!Southpoint, Milwaukee, WI, 53221
Dog Boarding

Kayla was so great with my pup. She enjoyed her time and came home sleepy from playing so much. Kayla took great care of her and I got pictures, videos, and upd… (more)

from
$40
per night
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16.
Dog loving familyWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Ismael was great! Very friendly and communicative. We loved the photos and videos. Very homey place for our dog while we were away. Will definitely use them ag… (more)

from
$48
per night
Can't wait to meet your puppy dawg!West Allis, WI, 53227
Dog Boarding, Doggy Day Care, Dog Walking

Mj and James went above and beyond making sure our dog was comfortable and cared for. It was great getting photo updates knowing she was in good hands. They wil… (more)

from
$40
per night
Confirmed availability: Memorial Day
18.
All Breeds Deserve Love and CuddlesGREENFIELD, WI, 53220
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sienna was great! She sent me pictures of my little guy and she made sure she knew everything about my dog that was pertinent for the stay! When I picked him up… (more)

from
$35
per night
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19.
Pampered poochOak Creek, WI, 53154
Dog Boarding

We boarded our dog, Luna, for two days with Debbie. She was the best sitter we ever had. Debbie really knows dogs. She's very confident and has a wonderful po… (more)

from
$50
per night
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20.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan would be great dog sitter. She has taken loving care of our 9 year old cockapoo and has taken care of our neighbors dogs - Golden Retreiver and Golden Do… (more)

from
$35
per night

Pet parents in Harder's Oaks, Milwaukee, WI love dog sitters on Rover.com. 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

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 Harder's Oaks 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 Harder's Oaks, 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 Harder's Oaks 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 Harder's Oaks, 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: