House Sitting in Holler Park, Milwaukee

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

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

Search Results

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Nicole H.
1.
Home All Day!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

The morning of our 1-night trip, I woke up to a text from my normal dog sitter, canceling. I didn't want to postpone the whole thing so I started looking for so… (more)

from
$40
per night
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Elba M.
2.
Wiggle waggle and roll!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Libby absolutely loves you and playing with all the doggie friends that are around. She is so well cared for and we are never worried when we leave her with yo… (more)

from
$40
per night
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Hannah O.
3.
I will treat your dogs like my own!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Our 2 dauschunds had so much fun with Hannah and her fur babies. She sent us a ton of pictures which we loved! The dogs came home just as happy as we left them.… (more)

from
$55
per night
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Karen & Toy
Ready to play and cuddleAlverno, Milwaukee, WI, 53220
Dog Boarding

They were so flexible and accommodating to my indecisive times for drop off and pickup. I truly appreciated the flexibility and my dog had a blast. She was so… (more)

from
$28
per night
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Debbie L.
5.
Pampered poochOak Creek, WI, 53154
Dog Boarding

Debbie did a great job with both of my dogs. She figured out their personalities and individual needs within a few days an established a routine that worked for… (more)

from
$50
per night
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6.
Every animal makes me smile!Bay View, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Blythe watched my dog for the first time this past week, which is the longest I’ve been away from him! I was nervous to leave him with a new-to-us dog sitter fo… (more)

from
$35
per night
7.
Your dogs home away from home!Tippecanoe, Milwaukee, WI, 53207
Dog Boarding, Drop-In Visits, Dog Walking

Bailey provided frequent and great updates. Scout was sad to go so I know he had a great time. Mali and Scout were two peas in a pod. We will definitely be usin… (more)

from
$48
per night
Dogs love play dates in our yardSouth milwaukee, WI, 53172
Dog Boarding, Doggy Day Care

Alana & Justen took such great care of my boy. She sent me pictures a few times a day, which was awesome because I was nervous leaving him over 4th of July week… (more)

from
$36
per night
Confirmed availability: Memorial Day
9.
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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10.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Jill took wonderful care of our pup in the week that he stayed with her. I was nervous about being separated from Macchi for the first time since we adopted him… (more)

from
$45
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.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

My Ronaldo had a great time with Dan and Holly! Dan was really good about giving me updates on how he is doing. I will be rebooking them again. (more)

from
$35
per night
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13.
Passionate and trustworthy care!Southpoint, Milwaukee, WI, 53221
Dog Boarding

Kayla was awesome. She eased our fears with her kindness and great communication through the whole rover process. We were able to reach out to her about anythin… (more)

from
$40
per night
14.
Henlo! Id love to meet your pets!Polonia, Milwaukee, WI, 53215
Dog Boarding, Doggy Day Care, Dog Walking

Thank you for taking care of Twister and for being so responsive. All went very smoothly. (more)

from
$40
per night
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15.
Dog lover and frequent sitterFairview, Milwaukee, WI, 53219
Dog Boarding, Doggy Day Care, Dog Walking

Scott did a great job watching over our chocolate lab Maverick. Maverick is an older dog and Scott was very attentive to some of our dogs different needs due t… (more)

from
$55
per night
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Steph's Bay View Dog SupportTippecanoe, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stephanie was great! She sent photos of my dog every day to keep me updated. I wasn't worried about leaving him because I could tell he was having a great time! (more)

from
$40
per night
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17.
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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18.
Dogs are my favorite people 💙🐾Town Of Lake, Milwaukee, WI, 53207
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Carla was wonderful! I felt so comfortable leaving my dog with her - she sent lots of photos & videos with updates throughout her stay and made it the best poss… (more)

from
$80
per night
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Fun and safe dog care in Oak Creek!Oak Creek, WI, 53154
Dog Boarding, Drop-In Visits

Elizabeth was absolutely WONDERFUL! First time leaving our one year old, high energy lab and she had a blast. Took my worries away immediately after meeting El… (more)

from
$75
per night
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20.
Amy 
Verified Background Check
Honored w/the Opportunity to HelpCudahy, WI, 53110
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amy and her family created such a comfortable and loving environment for my Pollywogs. I would absolutely leave her in their care again and again. (more)

from
$35
per night

Dog owners in Holler Park, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Holler Park 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 Holler Park, 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 Holler Park 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 Holler 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: