Dog Boarding in Holler Park, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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

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Blythe R.
1.
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
Confirmed availability: Memorial Day
Nicole H.
2.
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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Karen & Toy
Ready to play and cuddleAlverno, Milwaukee, WI, 53220
Dog Boarding, Doggy Day Care

Karen and Troy were wonderful, there dog played great with mine and I could tell my Diego was having fun with their son. Couldn’t recommend more, especially tra… (more)

from
$28
per night
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Elba M.
4.
Wiggle waggle and roll!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Elba took great care of our little man, Maury. He had a great time and has been sleeping since we picked him up. She took the time to take him to the dog park… (more)

from
$40
per night
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Debbie L.
5.
Pampered poochOak Creek, WI, 53154
Dog Boarding

Debbie took phenomenal care of my 4 year old German Shepherd. He is very needy and requires a tremendous amount of attention and stimulation. Debbie kept me wor… (more)

from
$50
per night
Confirmed availability: Memorial Day
6.
I will treat your dogs like my own!Cudahy, WI, 53110
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Hannah did a great job with my border collie, Frodo. She sent frequent updates/pictures and Frodo seemed to have a great time. I would recommend Hannah as a dog… (more)

from
$55
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
Calendar Recently Updated
8.
Let me love your baby like my own!Milwaukee, WI, 53221
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

April is the only person I can fully trust when it comes to dog sitting my sweet pitbull. She truly cares for all pets as her own and gives them unconditional l… (more)

from
$50
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
Confirmed availability: Memorial Day
10.
All Breeds Deserve Love and CuddlesGREENFIELD, WI, 53220
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sienna was great watching over my little Boston Terrier Oakley and asked questions to best accommodate her needs (1st time staying elsewhere)! She got plenty of… (more)

from
$35
per night
Calendar Recently Updated
11.
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
Calendar Recently Updated
12.
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
Calendar Recently Updated
13.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

Jill was amazing with my pug Potato! Other than her being a baby (4months) this is the first time I’ve left her alone with someone, (she’s now 3) I’m very picky… (more)

from
$45
per night
Calendar Recently Updated
14.
Warm, loving, home like suroundingsWest Allis, WI, 53219
Dog Boarding, Doggy Day Care

We couldn't have asked for better sitters for our pups! Dan and Holly were absolutely fantastic and really showed our babies the love and affection we couldn't … (more)

from
$35
per night
Calendar Recently Updated
15.
Pets are my favorite people!South Milwaukee, WI, 53172
Dog Boarding, Doggy Day Care

Monica is a wonderful sitter! She took great care of my dog Rocco. She sent lots of pictures of Rocco playing and having a great time. Her dog Dante is very swe… (more)

from
$45
per night
Confirmed availability: Memorial Day
Dogs love play dates in our yardSouth milwaukee, WI, 53172
Dog Boarding, Doggy Day Care

I highly recommend having Alana and Justen take care of your pet while you are away. They were very responsive in giving updates and photos and were very dedic… (more)

from
$36
per night
17.
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 family was amazing with our dogs while we were away getting married. It was so nice not having to worry how they were doing because from the beginning t… (more)

from
$35
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
Calendar Recently Updated
19.
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
20.
Love, cuddles, huge fenced in yard!Franklin, WI, 53132
Dog Boarding, Drop-In Visits, Doggy Day Care

Honestly I can't say enough about how well Clovers stay with Janel went. I was updated numerous times about how he was doing and sent pictures of his day. My do… (more)

from
$35
per night

Pet parents in Holler Park, 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 night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Holler Park dog boarding. It's easy to find the perfect dog 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 dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's 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 in Holler Park, Milwaukee, WI 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 75,000 sitters who've listed their services on Rover. When you book Holler Park dog boarding 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: